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Martha's Vineyard Vacation Rentals

Oak Bluffs Vacation Rentals

Oak Bluffs is known for its whimsical "gingerbread" houses, many of which were built in the nineteenth century. A popular family vacation area, Oak Bluffs has several public parks, including Ocean Park with its live music throughout the summer.

214 Vacation Properties in Oak Bluffs
Sleeps
A fee-based feature highlighting availability within the next 4 weeks.

Oak Bluffs vacation rentals that sleep 20

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Oak Bluffs
ID 5533
9 BR
4 baths
Sleeps 20
Villa Rosa- Historic Waterfront Victorian Mansion 1875 Gem
Villa Rosa- Historic Waterfront Victorian Mansion 1875 Gem
Distance to beach: Across the street (no obstruction) Oak Bluffs Town Beach and 5 min drive, 15 min bike State Beach
5 reviews read reviews
Summer:
 $22,000 - $25,000/wk
 $95,000 - $115,000/mo
Off Season:
 $2,145 - $3,500/night
 $10,000 - $20,000/wk
 $50,000 - $55,000/mo

Oak Bluffs vacation rentals that sleep 16

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East Chop-Oak Bluffs
ID 14646
8 BR
3 baths
Sleeps 16
Historic East Chop Beach House
Historic East Chop Beach House
Distance to beach: 300 ft to Jetty Beach
4 reviews read reviews
Summer:
 $9,900 - $13,500/wk
Off Season:
 $11,000 - $11,500/wk
3
Historic Copeland District
ID 35193
8 BR
3 baths
Sleeps 16
8 BR Grand Victorian near Inkwell Beach sleeps 16 people!
8 BR Grand Victorian near Inkwell Beach sleeps 16 people!
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
 $9,800 - $15,000/wk
Off Season:
 $1,000 - $1,500/night
 $6,000 - $9,800/wk
 $25,000/mo
Oak Bluffs
ID 28357
6 BR
4 ½ baths
Sleeps 16
Beautiful, Newly Updated, Spacious 6 BR Home
Beautiful, Newly Updated, Spacious 6 BR Home
Distance to beach: 3 miles to Oak Bluffs Town Beach
11 reviews read reviews
Summer:
 $10,500 - $15,000/wk
Off Season:
 $10,000 - $12,000/wk
3

Oak Bluffs vacation rentals that sleep 15

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Oak Bluffs
ID 11056
6 BR
2 ½ baths
Sleeps 15
Beach, Town, and Tennis -- Huge Renovated Home
Beach, Town, and Tennis -- Huge Renovated Home
Distance to beach: 3/10 mi to Inkwell Beach, Oak Bluffs
12 reviews read reviews
Summer:
 $6,990 - $7,800/wk
Off Season:
 $3,500 - $6,500/wk
2

Oak Bluffs vacation rentals that sleep 14

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Oak Bluffs
ID 27190
7 BR
2 ½ baths
Sleeps 14
Beautiful Victorian: ''The Yellow House''
Beautiful Victorian: ''The Yellow House''
Distance to beach: Town/Inkwell Beach approx 100 yards
Summer:
 $8,500 - $17,000/wk
Off Season:
 $8,500 - $9,500/wk
Oak Bluffs
ID 35126
7 BR
4 baths
Sleeps 14
Renovated Historic Victorian Home With Ocean Views & Ac!
Renovated Historic Victorian Home With Ocean Views & Ac!
Distance to beach: 0.3 mile Oak Bluffs Town Beach
Summer:
 $13,300 - $20,500/wk
Off Season:
 $10,150 - $13,300/wk
Oak Bluffs
ID 26970
5 BR
2 ½ baths
Sleeps 14
AMENITIES GALORE, DOCK/TENNIS/AC IN PRIVATE COMMUNITY
AMENITIES GALORE, DOCK/TENNIS/AC IN PRIVATE COMMUNITY
Distance to beach: 3 miles to Joseph Sylvia State Beach
3 reviews read reviews
Summer:
 $6,300 - $10,000/wk
Off Season:
 $3,500 - $6,500/wk
2

Oak Bluffs vacation rentals that sleep 13

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02557
ID 34229
6 BR
4 ½ baths
Sleeps 13
Fabulous newer Oak Bluffs home with 6 bedrooms and A/C
Fabulous newer Oak Bluffs home with 6 bedrooms and A/C
Distance to beach: 0.9 mi to State Beach
6 reviews read reviews
Summer:
 $7,500 - $9,000/wk
Off Season:
 $1,000 - $1,500/night
 $5,500 - $7,500/wk
5
Oak Bluffs
ID 35046
6 BR
2 baths
Sleeps 13
Air Conditioned Oak Bluffs Waterview Victorian. In Town
Air Conditioned Oak Bluffs Waterview Victorian. In Town
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
6 reviews read reviews
Summer:
 $6,500 - $9,500/wk
Off Season:
 $575 - $650/night
 $4,000 - $6,500/wk

Oak Bluffs vacation rentals that sleep 12

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Oak Bluffs
ID 32999
7 BR
2 ½ baths
Sleeps 12
In Town Oak Bluffs w/AC Beautifully Renovated Victorian
In Town Oak Bluffs w/AC Beautifully Renovated Victorian
Distance to beach: 3/10 mile To Oak Bluffs Town Beach
11 reviews read reviews
Summer:
 $7,500 - $9,000/wk
Off Season:
 $6,000 - $7,500/wk
Highlands Section of East Chop
ID 8766
6 BR
2 baths
Sleeps 12
Oak Bluffs Harbor view...walk to town & beach
Oak Bluffs Harbor view...walk to town & beach
Distance to beach: 6/10 mile to Oak Bluffs Town Beach and 3/10 mile to public Jetty Beach
25 reviews read reviews
OWNER SPECIAL:
Prime rental week cancellation: July 10-17! If you're waiting till last minute, now's the time.
Summer:
 $5,500 - $7,000/wk
Off Season:
 $575 - $675/night
 $5,500/wk
Oak Bluffs (East Chop)
ID 11709
6 BR
4 baths
Sleeps 12
Martha's Vineyard Memories, 1860 Sea Captain's Beach Home!
Martha's Vineyard Memories, 1860 Sea Captain's Beach Home!
Distance to beach: 5 minute bike ride to Sunny Jetty Beach!
9 reviews read reviews
OWNER SPECIAL:
CANCELLATION SPECIAL!! ONE WEEK LEFT AVAILABLE!
Summer:
 $6,999 - $7,999/wk
Off Season:
 $6,999 - $7,999/wk
2
Oak Bluffs
ID 22593
6 BR
3 baths
Sleeps 12
Charming 5+ BR Renovated Camp on Lagoon Pond w/ Guest Cabin
Charming 5+ BR Renovated Camp on Lagoon Pond w/ Guest Cabin
Distance to beach: Private beach on the Lagoon
9 reviews read reviews
Summer:
 $6,500 - $9,000/wk
Off Season:
 $600 - $900/night
 $6,000 - $6,500/wk
East Chop
ID 23099
6 BR
4 ½ baths
Sleeps 12
Martha's Vineyard Family Compound on East Chop
Martha's Vineyard Family Compound on East Chop
Distance to beach: two tenths mile to lovely Jetty Beach
2 reviews read reviews
Summer:
 $6,000 - $7,000/wk
Off Season:
 $700 - $800/night
 $4,500 - $5,500/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
New Openings July & August! Large, Renovated, Walk to Town!
New Openings July & August! Large, Renovated, Walk to Town!
Distance to beach: 3/10 of a mile, 5 minute walk The Jetty Beach
Summer:
 $9,000 - $12,000/wk
Off Season:
 $500 - $1,250/night
 $2,000 - $7,000/wk
4
Oak Bluffs
ID 29321
6 BR
4 baths
Sleeps 12
Oak Bluffs Victorian Home Across from Town Beach
Oak Bluffs Victorian Home Across from Town Beach
Distance to beach: 100 feet State Beach and Across the street from Town Beach
2 reviews read reviews
Summer:
 $12,000 - $14,000/wk
3
Oak Bluffs
ID 33717
6 BR
3 baths
Sleeps 12
''The Carousel House'' - Ocean Park - Featured in NY Times
''The Carousel House'' - Ocean Park - Featured in NY Times
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
1 review read review
Summer:
 $12,900 - $20,900/wk
Off Season:
 $1,375 - $1,595/night
 $9,900 - $12,900/wk
2
Oak Bluffs
ID 34066
6 BR
3 baths
Sleeps 12
Beautiful Victorian 6 BR home in the heart of Oak Bluffs
Beautiful Victorian 6 BR home in the heart of Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
4th OF JULY JUST OPENED! BOOK NOW! July 9 & 16 still available Hurray & Book !
Summer:
 $14,900 - $19,900/wk
Off Season:
 $11,900 - $14,900/wk
Tower Ridge (Farm Neck)
ID 36517
5 BR
2 ½ baths
Sleeps 12
Boyd’s Bungalow
Boyd’s Bungalow
Distance to beach: 2.5 mi to Oak Bluffs Town Beach and 7 mi South Beach - Katama
Summer:
 $6,000 - $7,500/wk
 $20,000/mo
Off Season:
 $500 - $725/night
 $3,500 - $7,000/wk
 $6,000 - $15,000/mo
3
Oak Bluffs
ID 11575
5 BR
3 ½ baths
Sleeps 12
Joy, historic 5 bedroom home in the heart Oak Bluffs
Joy, historic 5 bedroom home in the heart Oak Bluffs
Distance to beach: 1/2 mile
1 review read review
Summer:
 $3,400 - $4,000/wk
Off Season:
 $600/night
 $2,000 - $4,000/wk
3
Harthaven
ID 31261
5 BR
3 ½ baths
Sleeps 12
The Beach House: Historic Harthaven Gem on a Private Beach
The Beach House: Historic Harthaven Gem on a Private Beach
Distance to beach: On a private beach & next to an association beach
1 review read review
Summer:
 $8,000 - $9,000/wk
Off Season:
 $6,000 - $9,000/wk
Oak Bluffs
ID 32994
5 BR
3 baths
Sleeps 12
Walk to Town & Beach from this Beautiful Waban Park Cottage
Walk to Town & Beach from this Beautiful Waban Park Cottage
Distance to beach: 2 blocks to Oak Bluffs Town Beach
8 reviews read reviews
Summer:
 $5,500 - $7,500/wk
Off Season:
 $4,000 - $5,000/wk
Lagoon Pond Waterfront - salt
ID 27817
4 BR
3 ½ baths
Sleeps 12
Glorious Sunsets On and Over the Water
Glorious Sunsets On and Over the Water
Distance to beach: Private beach, 4kayaks,4-SUPs, beach chairs & toys
17 reviews read reviews
LAST MINUTE ALERT 6/10 - 6/17
OWNER SPECIAL:
6/9-16 only $7k or $1250/night (3 night min). JULY 15-22 (w/boat res available) now just 12k.
Summer:
 $12,000 - $18,000/wk
Off Season:
 $1,500 - $2,500/night
 $6,250 - $12,000/wk
Oak Bluffs
ID 37162
4 BR
2 ½ baths
Sleeps 12
Vineyard Seven/Sleeps 12/Tennis Courts/Centrally Located
Vineyard Seven/Sleeps 12/Tennis Courts/Centrally Located
Distance to beach: 2.7 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
Weekly Rates have been Slashed!! June and July available!
Summer:
 $6,000 - $16,000/wk
Off Season:
 $850 - $925/night
 $3,500 - $9,000/wk
Oak Bluffs
ID 37145
4 BR
2 baths
Sleeps 12
Rest and Relax in a newly renovated home - The Doll House!
Rest and Relax in a newly renovated home - The Doll House!
Distance to beach: 2.8 mi to Oak Bluffs Town Beach
5 reviews read reviews
Summer:
 $8,000 - $12,000/wk
 $35,000 - $45,000/mo
Off Season:
 $400 - $750/night
 $3,000 - $7,500/wk
 $5,000 - $20,000/mo
4

Oak Bluffs vacation rentals that sleep 11

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Oak Bluffs
ID 15658
6 BR
2 ½ baths
Sleeps 11
4 Houses From the Beach, 1 1/2 Blocks from Circuit Ave.
4 Houses From the Beach, 1 1/2 Blocks from Circuit Ave.
Distance to beach: 75yds to Oak Bluffs Beach;150yds to Inkwell Beach
Summer:
 $6,500 - $7,500/wk
 $21,500 - $26,000/mo
Off Season:
 $5,500 - $6,500/wk
 $13,000/mo
Oak Bluffs
ID 23337
6 BR
3 baths
Sleeps 11
Ideal Setting with Porches, Deck, Balconies & Garden
Ideal Setting with Porches, Deck, Balconies & Garden
Distance to beach: Exactly one block to Inkwell Beach
OWNER SPECIAL:
40% reduction on August 19-26 (Was $16,900, now $9900!!).
Summer:
 $7,900 - $18,900/wk
Off Season:
 $3,900 - $7,900/wk
2
Oak Bluffs
ID 33881
5 BR
1 ½ bath
Sleeps 11
Beach and downtown OB walkable! 5 Bedroom Victorian.
Beach and downtown OB walkable! 5 Bedroom Victorian.
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
 $4,250 - $8,000/wk
Off Season:
 $2,950 - $4,000/wk
Oak Bluffs
ID 35433
5 BR
4 baths
Sleeps 11
Quiet, Newly Renovated Family Home, AC, Large Patio & Yard
Quiet, Newly Renovated Family Home, AC, Large Patio & Yard
Distance to beach: 2.9 mi to Oak Bluffs Town Beach and 4.0 mi to State Beach
Summer:
 $6,900 - $8,200/wk
Off Season:
 $600 - $875/night
 $3,900 - $7,500/wk
2
East Chop
ID 34601
4 BR
3 baths
Sleeps 11
Dempster Park of East Chop: Walk to Beach & Town!
Dempster Park of East Chop: Walk to Beach & Town!
Distance to beach: Jetty Beach Oak Bluffs Town Beach
4 reviews read reviews
Summer:
 $6,000 - $8,000/wk
Off Season:
 $2,500 - $6,000/wk
5
Oak Bluffs
ID 7396
4 BR
3 baths
Sleeps 11
Restored East Chop Victorian near Town, Harbor & Beach
Restored East Chop Victorian near Town, Harbor & Beach
Distance to beach: 1/4 mi to Jetty Beach
4 reviews read reviews
Summer:
 $5,000/wk
Off Season:
 $3,000 - $4,000/wk

Oak Bluffs vacation rentals that sleep 10

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OBT2089
ID 33751
7 BR
5 baths
Sleeps 10
Perfect Oak Bluffs Town Location
Perfect Oak Bluffs Town Location
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
 $18,000 - $19,900/wk
Off Season:
 $10,000 - $15,000/wk
3
Oak Bluffs
ID 29386
6 BR
2 baths
Sleeps 10
Charming House on Waban Park, Walk to Beach, Town, & Ferry!
Charming House on Waban Park, Walk to Beach, Town, & Ferry!
Distance to beach: 2 blocks from the Inkwell (Town Beach)
7 reviews read reviews
Summer:
 $5,000 - $9,500/wk
Off Season:
 $500 - $1,200/night
 $3,500 - $4,500/wk
3
Oak Bluffs
ID 18823
6 BR
2 baths
Sleeps 10
Charming, 6 Bedroom Victorian Gingerbread
Charming, 6 Bedroom Victorian Gingerbread
Distance to beach: One block to Sea View Ave & Town Beach.
10 reviews read reviews
Summer:
 $6,000 - $6,500/wk
Off Season:
 $6,000 - $6,500/wk
3
Oak Bluffs
ID 12900
6 BR
3 baths
Sleeps 10
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
Distance to beach: 3/10 mi to Jetty Beach
3 reviews read reviews
Summer:
 $4,000 - $6,500/wk
Off Season:
 $800/night
 $3,800 - $4,000/wk
2
Oak Bluffs
ID 3540
5 BR
3 baths
Sleeps 10
Magnificent Spacious Modern Home
Magnificent Spacious Modern Home
Distance to beach: O.7 miles Oak Bluffs Town Beach and 0.7 miles Eastville Beach
4 reviews read reviews
Summer:
 $4,000 - $5,500/wk
Off Season:
 $1,500 - $4,000/wk
 $3,500 - $4,500/mo
2
Oak Bluffs
ID 19414
5 BR
2 baths
Sleeps 10
No need for car -- walk from ferry! Beach & water views
No need for car -- walk from ferry! Beach & water views
Distance to beach: ~30 yards to Inkwell Beach
2 reviews read reviews
Summer:
 $7,800 - $11,000/wk
Off Season:
 $800 - $1,100/night
 $6,300 - $7,800/wk
3
Oak Bluffs
ID 26885
5 BR
1 ½ bath
Sleeps 10
Great Location, Water Views, AC & Steps from Inkwell Beach
Great Location, Water Views, AC & Steps from Inkwell Beach
Distance to beach: 75 yards to the Inkwell beach
5 reviews read reviews
Summer:
 $8,500/wk
Off Season:
 $6,500 - $8,500/wk
Oak Bluffs
ID 33370
5 BR
3 baths
Sleeps 10
CENTRAL AIR! Screened-in Porch, 5 bedrooms and 3 bathrooms
CENTRAL AIR! Screened-in Porch, 5 bedrooms and 3 bathrooms
Distance to beach: 15 minute walk to (5/10 of a mile) State Beach
10 reviews read reviews
LAST MINUTE ALERT 6/24 - 7/1
OWNER SPECIAL:
Price Reduction from $7,000 to $6,000 Effective Immediately!
Summer:
 $6,000 - $9,000/wk
Off Season:
 $4,500 - $6,500/wk
4
Historic Copeland District
ID 34083
5 BR
2 baths
Sleeps 10
''The Legacy House'' - A Historic Beauty near beach & town
''The Legacy House'' - A Historic Beauty near beach & town
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
 $5,900 - $8,600/wk
Off Season:
 $4,000 - $6,100/wk
Oak Bluffs
ID 34390
5 BR
3 baths
Sleeps 10
This is one Summer School you won't want to miss!
This is one Summer School you won't want to miss!
Distance to beach: 7/10 mi to Oak Bluffs Town Beach
3 reviews read reviews
Summer:
 $6,300 - $10,000/wk
Off Season:
 $4,380 - $7,340/wk
East Chop
ID 34693
5 BR
5 ½ baths
Sleeps 10
East Chop Beautiful Renovated Cottage, 5 Bedrooms + 5 Baths
East Chop Beautiful Renovated Cottage, 5 Bedrooms + 5 Baths
Distance to beach: 7/10 mi to The Jetty Beach
1 review read review
Summer:
 $6,800 - $8,000/wk
Off Season:
 $900/night
 $5,800/wk
5
Oak Bluffs
ID 34661
5 BR
5 ½ baths
Sleeps 10
Luxury 5 BR Home w/ heated saltwater pool at the Preserves
Luxury 5 BR Home w/ heated saltwater pool at the Preserves
Distance to beach: 3.3 mi to Oak Bluffs Town Beach
Summer:
 $18,000 - $30,000/wk
Off Season:
 $18,000 - $19,000/wk
Oak Bluffs
ID 35217
5 BR
3 baths
Sleeps 10
The “Summer Wind” House - Walk to the Beach!
The “Summer Wind” House - Walk to the Beach!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
 $9,000 - $16,000/wk
Off Season:
 $5,000 - $10,000/wk
Oak Bluffs
ID 4132
5 BR
3 baths
Sleeps 10
Waterfront with its own Private Sandy Beach ! ! !
Waterfront with its own Private Sandy Beach ! ! !
Distance to beach: 0 feet to our beach; 1-1/2 miles to Vinyd beaches
6 reviews read reviews
Summer:
 $6,200 - $7,900/wk
Off Season:
 $2,500 - $5,200/wk
Oak Bluffs
ID 11040
5 BR
2 baths
Sleeps 10
Ocean Peek Cottage
Ocean Peek Cottage
Distance to beach: Two blocks
5 reviews read reviews
Summer:
 $4,100 - $4,500/wk
Off Season:
 $1,500 - $4,100/wk
3
Oak Bluffs
ID 27415
5 BR
2 baths
Sleeps 10
Lovely Old Lady
Lovely Old Lady
Distance to beach: Inkwell beach under a 1/2 mile
23 reviews read reviews
Summer:
 $3,750 - $5,000/wk
Off Season:
 $3,250 - $4,500/wk
3
Oak Bluffs
ID 28697
5 BR
2 ½ baths
Sleeps 10
Great Location. Central AC. Easy walk to town & beach!
Great Location. Central AC. Easy walk to town & beach!
Distance to beach: Town / Inkwell Beach yards away
1 review read review
Summer:
 $9,000 - $14,500/wk
Off Season:
 $8,500 - $9,500/wk
Oak Bluffs
ID 33204
5 BR
3 baths
Sleeps 10
AKWAABA Manor Marthas Vineyard
AKWAABA Manor Marthas Vineyard
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
 $11,000 - $21,000/wk
 $30,000 - $65,000/mo
Off Season:
 $1,100 - $1,900/night
 $7,000 - $13,000/wk
 $15,000 - $55,000/mo
2
Oak Bluffs
ID 34051
5 BR
2 baths
Sleeps 10
5 BR on Quiet East Chop Street, Steps to Beach
5 BR on Quiet East Chop Street, Steps to Beach
Distance to beach: 0.3 mi to The Jetty Beach
6 reviews read reviews
Summer:
 $3,950 - $5,950/wk
Off Season:
 $3,950/wk
3
Oak Bluffs
ID 34873
5 BR
2 baths
Sleeps 10
5 BR Victorian Home in great location in Oak Bluffs
5 BR Victorian Home in great location in Oak Bluffs
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
 $8,500 - $11,750/wk
Off Season:
 $7,750 - $10,250/wk
Oak Bluffs
ID 32791
4 BR
4 baths
Sleeps 10
AIR CONDITIONED Spacious Beach House w/Attached Studio Apt.
AIR CONDITIONED Spacious Beach House w/Attached Studio Apt.
Distance to beach: 1.8 mi To Oak Bluffs Town Beach
11 reviews read reviews
OWNER SPECIAL:
Just reduced 7/8-7/14.
Summer:
 $5,500 - $7,500/wk
Off Season:
 $5,000 - $5,500/wk
3
Meadow View Farms
ID 33786
4 BR
2 ½ baths
Sleeps 10
Peaceful Meadows
Peaceful Meadows
Distance to beach: 2.6 mi to Oak Bluffs Town Beach
8 reviews read reviews
Summer:
 $3,500 - $4,800/wk
Off Season:
 $430 - $500/night
 $2,800 - $3,800/wk
4
Oak Bluffs
ID 33937
4 BR
2 baths
Sleeps 10
Beautiful 4 BR/2 Bath w/AC. Walk to Park, Beach, & Downtown!
Beautiful 4 BR/2 Bath w/AC. Walk to Park, Beach, & Downtown!
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
1 review read review
Summer:
 $6,300 - $7,500/wk
Off Season:
 $900/night
 $4,200 - $6,200/wk
Heart of Oak Bluffs
ID 34321
4 BR
5 ½ baths
Sleeps 10
Beautiful, Fully Renovated Gingerbread House on Ocean Park
Beautiful, Fully Renovated Gingerbread House on Ocean Park
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
4 reviews read reviews
Summer:
 $10,000 - $17,000/wk
Off Season:
 $6,000 - $9,000/wk
4
Oak Bluffs
ID 35171
4 BR
2 ½ baths
Sleeps 10
Wishing Well MV - Restored Oak Bluffs Retreat
Wishing Well MV - Restored Oak Bluffs Retreat
Distance to beach: 2.0 miles State Beach and 1/2 miles Eastville Beach
Summer:
 $7,000 - $8,750/wk
Off Season:
 $350 - $550/night
 $3,750 - $5,500/wk
4
Oak Bluffs
ID 35269
4 BR
3 ½ baths
Sleeps 10
Contemporary 4 BR with central AC, tennis, kayaks, bikes
Contemporary 4 BR with central AC, tennis, kayaks, bikes
Distance to beach: 3.8 mi to Oak Bluffs Town Beach
Summer:
 $5,250 - $7,140/wk
Off Season:
 $450 - $800/night
 $3,000 - $5,000/wk
Oak Bluffs
ID 37713
4 BR
4 ½ baths
Sleeps 10
8/12 - 9/19 AVAILABLE - East Chop w/Waterviews
8/12 - 9/19 AVAILABLE - East Chop w/Waterviews
Distance to beach: 1.1 mi to The Jetty Beach
Summer:
 $20,000 - $22,000/wk
Oak Bluffs
ID 31349
4 BR
2 baths
Sleeps 10
Steps to Beach! Updated OB Cottage, Walk to Town/Ferries, AC
Steps to Beach! Updated OB Cottage, Walk to Town/Ferries, AC
Distance to beach: 1/10 Mile to beach. ~150 feet Oak Bluffs Town Beach and The Inkwell Beach is steps away
6 reviews read reviews
Summer:
 $7,000 - $9,000/wk
 $30,000 - $40,000/mo
Off Season:
 $500 - $1,000/night
 $4,000 - $7,000/wk
 $15,000 - $25,000/mo
3
Oak Bluffs
ID 33878
4 BR
3 baths
Sleeps 10
Amazing Gem w/AC, Guest House, Mooring & Private Sandy Beach
Amazing Gem w/AC, Guest House, Mooring & Private Sandy Beach
Distance to beach: House is on Lagoon Pond; 137 feet of private, sand
Summer:
 $13,000 - $21,000/wk
Off Season:
 $7,000 - $15,000/wk
Oak Bluffs
ID 37186
4 BR
3 ½ baths
Sleeps 10
Eastview at Sengekontacket, Renovated home - May 2023
Eastview at Sengekontacket, Renovated home - May 2023
Distance to beach: 3.6 mi to Oak Bluffs Town Beach and 5 min walk to Sengekontacket Pond
Summer:
 $8,000 - $10,000/wk
Off Season:
 $800 - $1,000/night
 $7,000/wk

Oak Bluffs vacation rentals that sleep 9

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OBT2012
ID 34157
6 BR
2 baths
Sleeps 9
Charming OB 1885 Victorian Cottage
Charming OB 1885 Victorian Cottage
Distance to beach: 0.4 mi to The Jetty Beach
Summer:
 $4,800 - $6,200/wk
Off Season:
 $4,000 - $5,200/wk
Oak Bluffs, Copeland Historic
ID 22456
4 BR
3 baths
Sleeps 9
Solera - Ocean Views, Steps to Inkwell Beach
Solera - Ocean Views, Steps to Inkwell Beach
Distance to beach: Inkwell Beach is 1 short block away
19 reviews read reviews
Summer:
 $8,250 - $14,000/wk
Off Season:
 $700 - $1,150/night
 $5,500 - $8,250/wk
Oak Bluffs
ID 31591
4 BR
2 ½ baths
Sleeps 9
Oceanfront Home, Walk to Beach, Town & Ferry!
Oceanfront Home, Walk to Beach, Town & Ferry!
Distance to beach: 1/10 Oak Bluffs Town Beach and Oak Bluffs Town Beach (ocean) across the street
7 reviews read reviews
OWNER SPECIAL:
July 15 - 22 available, with auto ferry!
Summer:
 $11,500 - $15,500/wk
 $42,000 - $70,000/mo
Off Season:
 $6,800 - $11,500/wk
 $18,000 - $35,000/mo
5
Oak Bluffs
ID 29856
4 BR
3 baths
Sleeps 9
Newly Renovated! Walk to Town Oak Bluffs 4 BR/3Bath A/C
Newly Renovated! Walk to Town Oak Bluffs 4 BR/3Bath A/C
Distance to beach: 1/2 m. to State Beach and 1/2 m. to East Chop Beach
Summer:
 $8,000 - $13,000/wk
Off Season:
 $800/night
 $4,900 - $8,000/wk
Oak Bluffs
ID 33354
4 BR
3 baths
Sleeps 9
Enchanting Cottage with Central AC & Lagoon pond views
Enchanting Cottage with Central AC & Lagoon pond views
Distance to beach: 1.4 mi to Eastville Beach
Summer:
 $6,000 - $10,800/wk
Off Season:
 $6,000 - $6,500/wk
Oak Bluffs
ID 35803
4 BR
2 ½ baths
Sleeps 9
Tranquility in Oak Bluffs
Tranquility in Oak Bluffs
Distance to beach: 4.2 mi to Oak Bluffs Town Beach and 5.3 mi to State Beach
3 reviews read reviews
Summer:
 $6,000 - $8,500/wk
 $8,250 - $8,500/mo
Off Season:
 $500 - $600/night
 $3,000 - $6,500/wk
 $12,000 - $23,000/mo
Oak Bluffs
ID 36607
4 BR
1 bath
Sleeps 9
Completely Renovated Cozy Ranch Walk to Lagoon
Completely Renovated Cozy Ranch Walk to Lagoon
Distance to beach: 1/4 mi to Lagoon in Oak Bluffs
2 reviews read reviews
Summer:
 $3,500 - $4,500/wk
Off Season:
 $300/night
 $1,500 - $3,500/wk
Waterfront Home in Harthaven
ID 36784
4 BR
3 baths
Sleeps 9
Waterfront on Nantucket Sound - The Captain's House
Waterfront on Nantucket Sound - The Captain's House
Distance to beach: 0.5 mi to State Beach
OWNER SPECIAL:
Most of July and the 1st week of August Still Open!
Summer:
 $14,000 - $20,000/wk
Off Season:
 $10,000 - $14,000/wk
Oak Bluffs
ID 29209
4 BR
3 baths
Sleeps 9
Spacious Oak Bluffs Cape Steps to Beach - Pet Friendly
Spacious Oak Bluffs Cape Steps to Beach - Pet Friendly
Distance to beach: 1/10 mile to Lagoon Pond Beach
Summer:
 $3,800 - $4,000/wk
Off Season:
 $3,600 - $3,800/wk
Oak Bluffs
ID 22799
3 BR
3 baths
Sleeps 9
MV Peace of Pie - Short 15 min walk to OB center, AC
MV Peace of Pie - Short 15 min walk to OB center, AC
Distance to beach: 1.1 miles to Oak Bluffs Town Beach
12 reviews read reviews
Summer:
 $5,000 - $5,800/wk
Off Season:
 $600 - $650/night
 $3,700 - $5,400/wk
Oak Bluffs
ID 36926
3 BR
1 ½ bath
Sleeps 9
Vineyard Charming Retreat Near Beaches and Center
Vineyard Charming Retreat Near Beaches and Center
Distance to beach: 1.0 mi to The Jetty Beach
27 reviews read reviews
Summer:
 $1,000 - $1,300/night
 $6,700 - $8,400/wk
Off Season:
 $400 - $900/night
 $2,500 - $6,300/wk
3

Oak Bluffs vacation rentals that sleep 8

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Lagoon Pond Estates, Oak Bluff
ID 34037
5 BR
3 ½ baths
Sleeps 8
Salty Sanctuary with Deeded Access to Lagoon Pond
Salty Sanctuary with Deeded Access to Lagoon Pond
Distance to beach: 3.1 mi to Oak Bluffs Town Beach and 4.5 miles Eastville Beach
Summer:
 $5,000 - $6,000/wk
 $24,000 - $25,000/mo
Off Season:
 $400 - $600/night
 $3,500 - $4,500/wk
The Radcliffe House
ID 37237
5 BR
1 ½ bath
Sleeps 8
The Radcliffe House - In-Town Victorian Home
The Radcliffe House - In-Town Victorian Home
Distance to beach: 4/10 mi to Oak Bluffs Town Beach
Summer:
 $7,000 - $10,000/wk
Off Season:
 $645 - $1,000/night
 $4,500 - $7,000/wk
Oak Bluffs
ID 12116
4 BR
2 baths
Sleeps 8
Cape Style Home - has A/C ! short walk to Lagoon Beach
Cape Style Home - has A/C ! short walk to Lagoon Beach
Distance to beach: 4 minute walk to Lagoon Beach
5 reviews read reviews
Summer:
 $3,900 - $4,200/wk
Off Season:
 $2,000 - $2,500/night
 $1,500 - $3,900/wk
Oak Bluffs
ID 19225
4 BR
2 baths
Sleeps 8
Book 7/8-7/15 with discount (Ferry Tix Available)
Book 7/8-7/15 with discount (Ferry Tix Available)
Distance to beach: 1.1 mile to Inkwell Beach
13 reviews read reviews
OWNER SPECIAL:
Week of July 8-15 now discounted $1,000.
Summer:
 $5,000 - $8,000/wk
Off Season:
 $3,000 - $5,000/wk
Oak Bluffs
ID 19626
4 BR
1 bath
Sleeps 8
5 Minute Walk to Oak Bluffs & Jetty Beach!
5 Minute Walk to Oak Bluffs & Jetty Beach!
Distance to beach: Jetty Beach
14 reviews read reviews
Summer:
 $2,650 - $3,800/wk
Off Season:
 $250 - $750/night
 $2,500 - $3,000/wk
4
Oak Bluffs
ID 25368
4 BR
3 baths
Sleeps 8
Spacious retreat, just steps to Lagoon Beach
Spacious retreat, just steps to Lagoon Beach
Distance to beach: Lagoon Beach, approx. 500 feet
2 reviews read reviews
Summer:
 $479 - $558/night
 $3,500 - $3,900/wk
Off Season:
 $428 - $535/night
 $3,000 - $3,500/wk
3
Oak Bluffs
ID 12643
4 BR
2 baths
Sleeps 8
Charming, Steps to Town & Beach, Central Air
Charming, Steps to Town & Beach, Central Air
Distance to beach: 10 minute walk
12 reviews read reviews
Summer:
 $3,990 - $5,700/wk
Off Season:
 $2,400 - $4,500/wk
Oak Bluffs
ID 9007
4 BR
3 ½ baths
Sleeps 8
Spacious Contemporary Cape in Private Cul de Sac
Spacious Contemporary Cape in Private Cul de Sac
Distance to beach: Ink Well 5 miles, State Beach 6, VH beaches 4
6 reviews read reviews
Summer:
 $4,700/wk
Off Season:
 $550 - $750/night
 $3,000 - $4,700/wk
Oak Bluffs
ID 26262
4 BR
1 ½ bath
Sleeps 8
La Sirena, The Mermaid Of Oak Bluffs
La Sirena, The Mermaid Of Oak Bluffs
Distance to beach: less than a mile Oak Bluffs Town Beach
7 reviews read reviews
Summer:
 $4,500 - $5,500/wk
Off Season:
 $475 - $500/night
 $4,500/wk
4
Oak Bluffs
ID 29717
4 BR
2 baths
Sleeps 8
Cozy home...walk to Oak Bluffs Marina & Gingerbread Houses
Cozy home...walk to Oak Bluffs Marina & Gingerbread Houses
Distance to beach: Inkwell Beach approx. 1/2 a mile
6 reviews read reviews
Summer:
 $3,800 - $4,500/wk
 $4,200 - $22,500/mo
Off Season:
 $600 - $750/night
 $3,500 - $3,800/wk
 $3,800 - $15,000/mo
Oak Bluffs - Meadow View Farms
ID 29775
4 BR
4 ½ baths
Sleeps 8
Spring & Summer 2023 Weeks Still Available!
Spring & Summer 2023 Weeks Still Available!
Distance to beach: State Beach - 2 miles
27 reviews read reviews
Summer:
 $4,500 - $6,500/wk
Off Season:
 $2,800 - $5,500/wk
Oak Bluffs
ID 28871
4 BR
2 baths
Sleeps 8
Walk To Town & Beach A/C Outdoor Shower, Fenced Yard, Dogs
Walk To Town & Beach A/C Outdoor Shower, Fenced Yard, Dogs
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
3 reviews read reviews
Summer:
 $5,000 - $6,500/wk
Off Season:
 $4,500 - $5,500/wk
 $2,500 - $2,800/mo
5
Oak Bluffs
ID 30502
4 BR
2 ½ baths
Sleeps 8
Relaxing & Central Location!
Relaxing & Central Location!
Distance to beach: 7-10 Minute Drive to OB & Edgartown Beaches
4 reviews read reviews
Summer:
 $5,600 - $7,400/wk
Off Season:
 $800 - $1,200/night
 $5,600 - $7,500/wk
Oak Bluffs
ID 30339
4 BR
2 baths
Sleeps 8
Classic 4 B Cape in Eastville-Central AC & Heat!
Classic 4 B Cape in Eastville-Central AC & Heat!
Distance to beach: 1.5 miles Oak Bluffs Town Beach
8 reviews read reviews
OWNER SPECIAL:
Hot time on MV! August 19-26 week rental reduced by $100!
Summer:
 $3,600 - $4,700/wk
Off Season:
 $350 - $660/night
 $2,500 - $4,200/wk
4
Oak Bluffs
ID 31304
4 BR
2 baths
Sleeps 8
Classic waterfront Vict. cottage, walk to town; huge porch
Classic waterfront Vict. cottage, walk to town; huge porch
Distance to beach: Two blocks to Inkwell & OB town beach, Harthaven
14 reviews read reviews
Summer:
 $6,300 - $8,400/wk
Off Season:
 $600 - $1,200/night
 $3,500 - $6,600/wk
 $5,500 - $9,500/mo
3
Oak Bluffs
ID 32817
4 BR
3 ½ baths
Sleeps 8
FERRY TIX INCLUDED! Family Home w/AC & Heated Saltwater Pool
FERRY TIX INCLUDED! Family Home w/AC & Heated Saltwater Pool
Distance to beach: 1 and 2/10 mile Oak Bluffs Town Beach and 3 miles State Beach
6 reviews read reviews
Summer:
 $7,000 - $16,250/wk
Off Season:
 $5,000 - $8,750/wk
Oak Bluffs
ID 31301
4 BR
2 ½ baths
Sleeps 8
Ocean Park Victorian Gem w/Sweeping Water Views
Ocean Park Victorian Gem w/Sweeping Water Views
Distance to beach: 30 yards from Oak Bluffs Town Beach and 150 yards to downtown.
1 review read review
Summer:
 $5,500 - $6,500/wk
Off Season:
 $3,000 - $5,500/wk
Oak Bluffs
ID 28167
4 BR
3 ½ baths
Sleeps 8
Waterview Farms, Prime Bike Trails, Martha's Vineyard
Waterview Farms, Prime Bike Trails, Martha's Vineyard
Distance to beach: Water View Farms Landing
Summer:
 $5,500/wk
Off Season:
 $4,500/wk
Oak Bluffs
ID 32868
4 BR
2 ½ baths
Sleeps 8
Spacious 4 BR Home near Inkwell Beach, Private Tennis Court
Spacious 4 BR Home near Inkwell Beach, Private Tennis Court
Distance to beach: 1/2 mile to Oak Bluffs Town Beach
OWNER SPECIAL:
Week of August 26, 2023 just open which is the Beach Rd Festival that week-end.
Summer:
 $7,000 - $9,000/wk
Off Season:
 $7,000/wk
Oak Bluffs
ID 32448
4 BR
2 ½ baths
Sleeps 8
Walk to Town/Walk to Beach in quiet location in OB (with AC)
Walk to Town/Walk to Beach in quiet location in OB (with AC)
Distance to beach: 3 blocks to Oak Bluffs Town Beach
OWNER SPECIAL:
Book by the end of May and receive 20% off the published rental rate.
Summer:
 $7,000 - $9,000/wk
Off Season:
 $6,000/wk
4
Oak Bluffs
ID 34079
4 BR
4 baths
Sleeps 8
Remodeled 4 BR/4 BA Modern Victorian: The Mack on Winemack
Remodeled 4 BR/4 BA Modern Victorian: The Mack on Winemack
Distance to beach: 1.1 mi to The Jetty Beach and 1.3 to Inkwell Beach
10 reviews read reviews
Summer:
 $4,000 - $8,500/wk
Off Season:
 $300 - $785/night
 $2,500 - $5,100/wk
5
Oak Bluffs
ID 34211
4 BR
2 ½ baths
Sleeps 8
Charming Martha's Vineyard family cottage
Charming Martha's Vineyard family cottage
Distance to beach: 0.5 mi to The Jetty Beach and 1-2 mi to Oak Bluffs Town Beach
4 reviews read reviews
Summer:
 $3,500 - $3,700/wk
Off Season:
 $3,700 - $3,800/wk
3
Oak Bluffs
ID 27205
4 BR
4 ½ baths
Sleeps 8
Contemporary Home with Heated Pool/Spa - Pay No Room Tax
Contemporary Home with Heated Pool/Spa - Pay No Room Tax
Distance to beach: Inkwell Beach is 1.5 miles away
OWNER SPECIAL:
Week of 8/20 Available! NO ROOM TAX!
Summer:
 $16,000/wk
Oak Bluffs
ID 26201
4 BR
2 baths
Sleeps 8
Charming Cape near Lagoon and Town
Charming Cape near Lagoon and Town
Distance to beach: 3 Miles State Beach and 1 Mile Eastville Beach
Summer:
 $3,000/wk
Off Season:
 $400 - $600/night
 $3,000/wk
Oak Bluffs
ID 35109
4 BR
3 ½ baths
Sleeps 8
Luxury Getaway At The Preserve
Luxury Getaway At The Preserve
Distance to beach: 2.5 mi to Oak Bluffs Town Beach
Summer:
 $18,000 - $23,000/wk
Off Season:
 $16,900 - $19,000/wk
3
Oak Bluffs
ID 35168
4 BR
6 ½ baths
Sleeps 8
Luxury Contemporary Vacation Home W/ Heated Pool
Luxury Contemporary Vacation Home W/ Heated Pool
Distance to beach: 3.3 mi to Oak Bluffs Town Beach
Summer:
 $32,000 - $34,000/wk
Off Season:
 $19,500 - $29,500/wk
Oak Bluffs
ID 35166
4 BR
2 ½ baths
Sleeps 8
Fully Renovated Victorian 4 Br /2.5 Baths Steps To Inkwell
Fully Renovated Victorian 4 Br /2.5 Baths Steps To Inkwell
Distance to beach: 0.1 mi to Oak Bluffs Town Beach
6 reviews read reviews
Summer:
 $7,500 - $9,000/wk
Off Season:
 $575 - $800/night
 $3,500 - $7,500/wk
5
Oak Bluffs
ID 35279
4 BR
2 ½ baths
Sleeps 8
Your Own Peaceful Getaway w/AC in Oak Bluffs (Sorry No Pets)
Your Own Peaceful Getaway w/AC in Oak Bluffs (Sorry No Pets)
Distance to beach: 1.5 mi to Oak Bluffs Town Beach
6 reviews read reviews
Summer:
 $5,200 - $8,000/wk
Off Season:
 $4,500 - $7,000/wk
4
Oak Bluffs
ID 35483
4 BR
1 ½ bath
Sleeps 8
La Bella Sorella (The Beautiful Sister)
La Bella Sorella (The Beautiful Sister)
Distance to beach: 4/10 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
 $5,000 - $6,500/wk
Off Season:
 $644/night
 $4,500 - $5,500/wk
3
Oak Bluffs
ID 35858
4 BR
2 ½ baths
Sleeps 8
Brenda’s Cottage
Brenda’s Cottage
Distance to beach: 0.9 State Beach
5 reviews read reviews
Summer:
 $4,000 - $6,000/wk
Off Season:
 $350 - $400/night
 $3,000 - $5,500/wk
2
Oak Bluffs
ID 36488
4 BR
2 ½ baths
Sleeps 8
Gingerbread Cottage with Amazing Oak Bluffs Harbor View
Gingerbread Cottage with Amazing Oak Bluffs Harbor View
Distance to beach: 4/10 mi to Oak Bluffs Town Beach and 5/10 mi to The Jetty Beach
Summer:
 $6,250 - $6,500/wk
Off Season:
 $900/night
 $6,000 - $6,250/wk
Oak Bluffs
ID 36567
4 BR
2 ½ baths
Sleeps 8
The Ranch: Mid Century Modern with Sunset View & Central AC
The Ranch: Mid Century Modern with Sunset View & Central AC
Distance to beach: 0.8 miles Eastville Beach and 5 minute walk to beach at the end of Eastville Ave
Summer:
 $6,300/wk
Off Season:
 $5,250 - $6,300/wk
2
Oak Bluffs
ID 36742
4 BR
2 baths
Sleeps 8
Beautiful Inground Pool, Central Location
Beautiful Inground Pool, Central Location
Distance to beach: 4.4 miles Oak Bluffs Town Beach
Summer:
 $3,700 - $6,500/wk
Off Season:
 $300 - $350/night
 $1,500 - $4,500/wk
Oak Bluffs
ID 36835
4 BR
3 ½ baths
Sleeps 8
Newly Built Farmhouse in Oak Bluffs with Pool!
Newly Built Farmhouse in Oak Bluffs with Pool!
Distance to beach: 2.2 mi to Oak Bluffs Town Beach
Summer:
 $11,000 - $18,000/wk
Off Season:
 $1,000 - $1,300/night
 $8,000 - $14,000/wk
On Lagoon Pond
ID 36587
4 BR
2 ½ baths
Sleeps 8
Gorgeous Waterfront Home with Private Beach and Dock Lagoon
Gorgeous Waterfront Home with Private Beach and Dock Lagoon
Distance to beach: On Private 125' Sandy Beach
6 reviews read reviews
OWNER SPECIAL:
Only 1 week left for summer 2023, week of June 25th, Price was $7000 now its $5500, save $1500!
Summer:
 $5,500 - $8,500/wk
Off Season:
 $450 - $1,000/night
 $3,000 - $7,000/wk
5
Sengekontacket Association, Oa
ID 37096
4 BR
2 baths
Sleeps 8
Sun Filled Waterfront Home with a Beautiful Pond View
Sun Filled Waterfront Home with a Beautiful Pond View
Distance to beach: 3.6 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
Just dropped prices for ALL wks by $1,000. FERRY TICKETS MAY BE AVAILABLE- Please check with owner.
Summer:
 $5,000 - $7,250/wk
Off Season:
 $4,500 - $6,000/wk
Oak Bluffs
ID 36952
4 BR
3 baths
Sleeps 8
Newer Vineyard Cottage - 5 Minute Drive to Town and Beaches
Newer Vineyard Cottage - 5 Minute Drive to Town and Beaches
Distance to beach: 1.5 Oak Bluffs Town Beach and 1.7 Eastville Beach
OWNER SPECIAL:
$500 Discount if booked by Memorial Day!! 1st and 2nd Weeks in August.
Summer:
 $5,200 - $6,200/wk
Oak Bluffs
ID 37238
4 BR
1 ½ bath
Sleeps 8
Victorian Beach Rental with Ocean Views, Wrap-around Porch
Victorian Beach Rental with Ocean Views, Wrap-around Porch
Distance to beach: 489 ft to Oak Bluffs Town Beach
Summer:
 $3,800/wk
Off Season:
 $3,500 - $3,800/wk
Meadow View Farms
ID 37241
4 BR
3 baths
Sleeps 8
Beautiful Newly Renovated 4 Bedroom Home near Farm Neck
Beautiful Newly Renovated 4 Bedroom Home near Farm Neck
Distance to beach: 3.2 Oak Bluffs Town Beach
OWNER SPECIAL:
All weeks have been just slashed by $500- prices already adjusted!
Summer:
 $7,500 - $10,000/wk
Off Season:
 $1,000 - $1,500/night
 $6,000 - $8,500/wk
Oak Bluffs
ID 37469
4 BR
2 baths
Sleeps 8
Classic Victorian Beauty Steps to Beach
Classic Victorian Beauty Steps to Beach
Distance to beach: 0.1 mi to Oak Bluffs Town Beach and Inkwell Beach
OWNER SPECIAL:
Prices reduced for July and August openings! View of Water- Steps to the beach!
Summer:
 $7,000 - $8,500/wk
Off Season:
 $500 - $1,000/night
Oak Bluffs
ID 37484
4 BR
2 baths
Sleeps 8
Nashawena Park Home- Close to Inkwell and town
Nashawena Park Home- Close to Inkwell and town
Distance to beach: 4/10 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
July weeks have been reduced by $!000!! Fantastic Location- close to beach/town!!
Summer:
 $7,000 - $12,000/wk
Off Season:
 $700 - $1,000/night
 $6,000 - $7,000/wk
Oak Bluffs
ID 25225
4 BR
1 ½ bath
Sleeps 8
Charmingly renovated house across from the Beach
Charmingly renovated house across from the Beach
Distance to beach: 2/10 mile to Oak Bluffs Town Beach and 200 feet to Inkwell Beach
18 reviews read reviews
Summer:
 $5,000 - $6,500/wk
 $26,000/mo
Off Season:
 $5,000 - $6,500/wk
 $24,000 - $26,000/mo
East Chop
ID 28974
4 BR
2 baths
Sleeps 8
Adorable Oak Bluffs Cottage with AC on East Chop
Adorable Oak Bluffs Cottage with AC on East Chop
Distance to beach: 1/2 mile to Eastville Beach
4 reviews read reviews
Summer:
 $4,200 - $4,550/wk
Off Season:
 $450 - $500/night
 $3,500/wk
4
Oak Bluffs
ID 19178
4 BR
2 baths
Sleeps 8
Renovated Victorian Home - 2 Blocks to Beach, Town & Parks
Renovated Victorian Home - 2 Blocks to Beach, Town & Parks
Distance to beach: 2 Blocks Oak Bluffs Town Beach and 2 Blocks The Jetty Beach
4 reviews read reviews
OWNER SPECIAL:
WEEK OF JULY 2ND STILL OPEN. OFFERING 20% REDUCTION IN RENTAL RATE.
Summer:
 $3,750 - $9,000/wk
Off Season:
 $600 - $800/night
 $2,000 - $4,000/wk
 $2,800 - $3,200/mo
5
Oak Bluffs
ID 33286
4 BR
2 baths
Sleeps 8
Lagoon Chic 4 Bedroom Family Home
Lagoon Chic 4 Bedroom Family Home
Distance to beach: 500 steps Eastville Beach and Inkwell Beach 1.2 miles
12 reviews read reviews
Summer:
 $3,150 - $4,375/wk
Off Season:
 $450/night
 $3,150 - $3,175/wk
3
Oak Bluffs
ID 32194
4 BR
3 baths
Sleeps 8
Historical J. A. Norton House
Historical J. A. Norton House
Distance to beach: 1/10 mile Oak Bluffs Town Beach and 1 mile State Beach (Joseph Sylvia State Beach)
Summer:
 $4,900 - $10,000/wk
Off Season:
 $4,200 - $5,600/wk
East Chop
ID 33664
4 BR
3 baths
Sleeps 8
Timeless East Chop Renovated 1920 Cottage w/AC
Timeless East Chop Renovated 1920 Cottage w/AC
Distance to beach: 8/10 mi to The Jetty Beach
OWNER SPECIAL:
These two weeks just opened up July 8, & 15 2023. Book Now !
Summer:
 $8,750 - $10,500/wk
Off Season:
 $7,500/wk
Oak Bluffs
ID 36320
4 BR
3 baths
Sleeps 8
Bright and Airy Oasis in OB
Bright and Airy Oasis in OB
Distance to beach: 1 mile Oak Bluffs Town Beach
6 reviews read reviews
Off Season:
 $600 - $750/night
 $2,800 - $4,900/wk
2
East Chop, Oak Bluffs
ID 19425
3 BR
2 baths
Sleeps 8
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
3 Bedroom, 2 Bath Home for Rent Now in Oak Bluffs
Distance to beach: 1/4 mile to Eastville Beach
2 reviews read reviews
Summer:
 $2,000 - $3,500/wk
Off Season:
 $1,500 - $2,500/wk
3
Oak Bluffs
ID 20575
3 BR
3 baths
Sleeps 8
Bright Modern House Sleeps 8 Walk to Beach & Shops
Bright Modern House Sleeps 8 Walk to Beach & Shops
Distance to beach: Lagoon Beach-end of block;15 min bike- State Beach
2 reviews read reviews
OWNER SPECIAL:
No Tax! ~ Will only accept 8 week min stays, flex arrival date, so please inquire for price quote.
Summer:
 $2,400 - $3,500/wk
 $10,000 - $15,000/mo
Off Season:
 $2,000 - $2,400/wk
 $4,000 - $9,000/mo
Oak Bluffs
ID 35115
3 BR
3 ½ baths
Sleeps 8
Experience A Luxury Getaway By The Lagoon
Experience A Luxury Getaway By The Lagoon
Distance to beach: 0.3 mi to Oak Bluffs Town Beach
Summer:
 $6,650 - $9,800/wk
Off Season:
 $4,365 - $6,965/wk
2
Oak Bluffs
ID 35161
3 BR
2 baths
Sleeps 8
Desirable OB location 1 mile from downtown & beach! AC!
Desirable OB location 1 mile from downtown & beach! AC!
Distance to beach: 0.9 mi to State Beach
9 reviews read reviews
Summer:
 $1,000/night
 $5,000 - $6,000/wk
Off Season:
 $500 - $750/night
 $3,500 - $6,000/wk
2
Historic Copeland District
ID 35575
3 BR
2 ½ baths
Sleeps 8
The Cinderella Cottage Oak Bluffs
The Cinderella Cottage Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach and Steps to Inkwell Beach
Summer:
 $8,500 - $10,500/wk
Off Season:
 $700 - $1,150/night
 $8,000 - $8,500/wk
5
Oak Bluffs
ID 36518
3 BR
2 baths
Sleeps 8
East Chop Waterview - Delightful Contemporary
East Chop Waterview - Delightful Contemporary
Distance to beach: 0.9 mi to The Jetty Beach
OWNER SPECIAL:
GREAT WEEKS LEFT AVAILABLE!
Summer:
 $5,500 - $8,000/wk
Off Season:
 $600 - $800/night
 $4,000 - $8,000/wk
East Chop
ID 37607
3 BR
2 baths
Sleeps 8
Booming Ben: Air-conditioned East Chop Gingerbread Cottage
Booming Ben: Air-conditioned East Chop Gingerbread Cottage
Distance to beach: 3/10 mi to The Jetty Beach
Summer:
 $5,500 - $6,000/wk
Off Season:
 $750 - $1,000/night
 $4,000 - $5,500/wk
Oak Bluffs
ID 21172
3 BR
2 baths
Sleeps 8
Mae House: Water View, Walk to Water, Central Air, Pets OK
Mae House: Water View, Walk to Water, Central Air, Pets OK
Distance to beach: 2-minute walk, 300 feet, to Lagoon footbeach
2 reviews read reviews
Summer:
 $4,000 - $5,500/wk
Off Season:
 $450 - $800/night
 $4,000 - $5,500/wk
4
Oak Bluffs
ID 30781
3 BR
2 ½ baths
Sleeps 8
Hidden Treasure: Contemporary 3 BR Home w/Access to Tennis
Hidden Treasure: Contemporary 3 BR Home w/Access to Tennis
Distance to beach: Equidistant to OB, State, VH & Edgartown Beaches
2 reviews read reviews
Summer:
 $4,000 - $8,000/wk
Off Season:
 $450 - $550/night
 $4,000 - $6,000/wk

Oak Bluffs vacation rentals that sleep 7

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Oak Bluffs
ID 6969
4 BR
2 ½ baths
Sleeps 7
Hillside Harborview
Hillside Harborview
Distance to beach: 3/10th of a mile Oak Bluffs Town Beach and 3/10 of a mile to East Chop Beach
2 reviews read reviews
Summer:
 $2,000 - $4,000/wk
Off Season:
 $2,000/wk
walk to town and harbor
ID 29080
4 BR
2 baths
Sleeps 7
Walk to harbor and town Oak Bluffs. Renovated cottage w/AC
Walk to harbor and town Oak Bluffs. Renovated cottage w/AC
Distance to beach: Oak Bluffs State Beach and 1/2 mile to Oak Bluffs town beach, East Chop beach
3 reviews read reviews
Summer:
 $6,500 - $9,000/wk
Off Season:
 $3,000 - $7,000/wk
 $20,000 - $22,000/mo
Oak Bluffs
ID 27711
4 BR
2 baths
Sleeps 7
Oak Bluffs Cottage sleeps 6
Oak Bluffs Cottage sleeps 6
Distance to beach: 1 mile to Owen Beach 1.5 miles to Inkwell
1 review read review
Summer:
 $2,500/wk
 $12,000/mo
Off Season:
 $2,500/wk
 $8,500 - $10,000/mo
East Chop
ID 35529
4 BR
1 ½ bath
Sleeps 7
Quiet, Comfy Home in Heart of East Chop - walk to the beach!
Quiet, Comfy Home in Heart of East Chop - walk to the beach!
Distance to beach: 0.5 mi to The Jetty Beach
1 review read review
Summer:
 $3,500 - $5,000/wk
 $15,000/mo
Off Season:
 $3,500 - $3,900/wk
3
Oak Bluffs
ID 35023
4 BR
1 ½ bath
Sleeps 7
Beach cottage close to everything!
Beach cottage close to everything!
Distance to beach: 6/10 mi Eastville Beach
Summer:
 $500 - $715/night
 $3,500 - $4,500/wk
 $15,000 - $21,000/mo
Off Season:
 $3,000 - $3,500/wk
 $12,000 - $15,000/mo
2
Oak Bluffs
ID 35901
4 BR
1 ½ bath
Sleeps 7
Oak Bluffs Charmer
Oak Bluffs Charmer
Distance to beach: 0.9 mi to Oak Bluffs Town Beach
Summer:
 $3,000 - $3,400/wk
Off Season:
 $300 - $500/night
 $2,500 - $3,000/wk
Oak Bluffs
ID 37493
4 BR
2 baths
Sleeps 7
Anita's Top of the Hill
Anita's Top of the Hill
Distance to beach: 0.7 mi to The Jetty Beach
Summer:
 $3,200 - $4,000/wk
 $6,000 - $6,500/mo
Off Season:
 $350 - $400/night
 $2,000 - $3,000/wk
 $4,500 - $4,800/mo
Oak Bluffs
ID 37704
4 BR
2 baths
Sleeps 7
East Chop A Frame/Walk to Beach
East Chop A Frame/Walk to Beach
Distance to beach: 1/2 mi to Tisbury Town Beach
Summer:
 $1,800 - $2,400/wk
3
Oak Bluffs
ID 6897
3 BR
1 ½ bath
Sleeps 7
Comfortable Cape within walking distance to Downtown
Comfortable Cape within walking distance to Downtown
Distance to beach: 8/10 miles to Oak Bluffs Town Beach
7 reviews read reviews
Summer:
 $3,150/wk
Off Season:
 $335/night
 $2,500 - $3,150/wk
Historic Downtown Copeland Dis
ID 13640
3 BR
2 ½ baths
Sleeps 7
Lovely In-town Victorian ~ walk to beach & ferry
Lovely In-town Victorian ~ walk to beach & ferry
Distance to beach: 2.5 blocks to Oak Bluffs Town Beach and the Inkwell
14 reviews read reviews
Summer:
 $3,300 - $3,900/wk
Off Season:
 $2,800 - $3,200/wk
Oak Bluffs
ID 21147
3 BR
2 baths
Sleeps 7
Oak Bluffs ''Quaint Victorian Home''
Oak Bluffs ''Quaint Victorian Home''
Distance to beach: One and a quarter mile State Beach and 1/4 mile, Eastville--1 1/2 Oak Bluffs town beach
3 reviews read reviews
Summer:
 $3,200 - $3,800/wk
 $14,000 - $15,000/mo
Off Season:
 $450 - $500/night
 $2,200 - $3,200/wk
 $8,000 - $12,000/mo
3
Historic Copeland District/ In
ID 28831
3 BR
2 ½ baths
Sleeps 7
Perfect! 7 houses from the Beach-Walk to Ferry & Town!
Perfect! 7 houses from the Beach-Walk to Ferry & Town!
Distance to beach: 500 ft to Town Beach, Inkwell, State Beach
2 reviews read reviews
OWNER SPECIAL:
Labor Day Special! Book 2 weeks starting (8/27) and save $1500 - Must Book before June 15th.
Summer:
 $5,500 - $9,000/wk
Off Season:
 $3,000 - $5,500/wk
Oak Bluffs
ID 33550
3 BR
3 baths
Sleeps 7
We’ve done all the work so YOU can relax!
We’ve done all the work so YOU can relax!
Distance to beach: 2 miles Oak Bluffs Town Beach and 1.5 Eastville Beach
17 reviews read reviews
OWNER SPECIAL:
Transferable boat tickets for July 9th will expire on 6/8! Reserve your week away now!
Summer:
 $5,800 - $7,200/wk
Off Season:
 $700 - $1,200/night
 $5,200 - $5,800/wk
Oak Bluffs-MCVMA
ID 35732
3 BR
1 ½ bath
Sleeps 7
OB Harbor-Front Ginger-Bread Cottage ''Tight Squeeze''
OB Harbor-Front Ginger-Bread Cottage ''Tight Squeeze''
Distance to beach: 4/10 mi to Oak Bluffs Town Beach and 5/10 mi to The Jetty Beach
2 reviews read reviews
Summer:
 $5,000 - $6,500/wk
Off Season:
 $2,950 - $5,000/wk
4
Oak Bluffs
ID 28887
2 BR
1 ½ bath
Sleeps 7
2+BR ''Gingerbread'' Cottage - Walk to ALL!
2+BR ''Gingerbread'' Cottage - Walk to ALL!
Distance to beach: 10 minute walk to Oak Bluffs Town Beach and 10 minute walk to The Jetty Beach
12 reviews read reviews
Summer:
 $3,500 - $3,950/wk
Off Season:
 $2,800 - $3,500/wk
3
Downtown OB condo
ID 36153
2 BR
1 bath
Sleeps 7
Walk From The Ferry to this Cute 2 Level Condo w/AC In OB!
Walk From The Ferry to this Cute 2 Level Condo w/AC In OB!
Distance to beach: 0.3 mi to Oak Bluffs Town Beach
Summer:
 $2,600 - $3,000/wk
Off Season:
 $2,600/wk

Oak Bluffs vacation rentals that sleep 6

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Oak Bluffs
ID 29086
4 BR
2 baths
Sleeps 6
Quaint Historic Cottage: Walk to Beach, Harbor, Circuit Ave
Quaint Historic Cottage: Walk to Beach, Harbor, Circuit Ave
Distance to beach: 1/4 mile The Jetty Beach and 1/2 mile Oak Bluffs Town Beach
Summer:
 $8,000 - $9,500/wk
 $38,000 - $47,500/mo
Off Season:
 $7,000/wk
 $30,000 - $35,000/mo
3
Oak Bluffs
ID 31734
4 BR
1 ½ bath
Sleeps 6
4 Bedroom Gingerbread Cottage on Oak Bluffs Harbor
4 Bedroom Gingerbread Cottage on Oak Bluffs Harbor
Distance to beach: 2-3 blocks to the Inkwell Town Beach
Summer:
 $5,000/wk
4
Oak Bluffs
ID 33826
4 BR
2 baths
Sleeps 6
Cute 4-BR House within walking distance of Circuit Avenue
Cute 4-BR House within walking distance of Circuit Avenue
Distance to beach: 6/10 mi to Oak Bluffs Town Beach
Summer:
 $3,600 - $4,000/wk
Off Season:
 $500/night
 $3,000 - $3,600/wk
2
Oak Bluffs
ID 9098
3 BR
2 baths
Sleeps 6
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Waterfront Cottage on Oak Bluffs Harbor w/ Small Beach!
Distance to beach: 5 min walk The Jetty Beach and On harbor w/sandy beach; 5 min walk to ocean beach
14 reviews read reviews
Summer:
 $5,775/wk
Off Season:
 $3,850 - $3,990/wk
Oak Bluffs
ID 9553
3 BR
2 baths
Sleeps 6
Oak Bluffs Family Vacation Home
Oak Bluffs Family Vacation Home
Distance to beach: Lagoon Eastville Beach and 3 Miles State Beach (Joseph Sylvia State Beach)
3 reviews read reviews
Summer:
 $900 - $1,200/night
 $3,000 - $3,700/wk
 $13,000 - $16,000/mo
Off Season:
 $700 - $900/night
 $1,500 - $3,000/wk
 $2,000 - $12,000/mo
Sea View Ave. just out of town
ID 19701
3 BR
2 baths
Sleeps 6
Charming 1800's Victorian Cottage Fronting the Sound
Charming 1800's Victorian Cottage Fronting the Sound
Distance to beach: 500 feet to inkwell beach
11 reviews read reviews
OWNER SPECIAL:
Labor Day free with week of August 26 booking.
Summer:
 $3,700 - $4,900/wk
Off Season:
 $3,400 - $4,000/wk
 $5,000 - $6,500/mo
2
Oak Bluffs Lagoon Pond area
ID 23542
3 BR
2 baths
Sleeps 6
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Contemporary 3 BR Just 300 Yds from the Lagoon in Oak Bluffs
Distance to beach: Lagoon Beach 1/2 mile, Eastville Beach < 1 mile
9 reviews read reviews
Summer:
 $2,900 - $3,500/wk
Oak Bluffs
ID 24822
3 BR
2 baths
Sleeps 6
Pristine Retreat - Blue Stone Patio - Fire Pit
Pristine Retreat - Blue Stone Patio - Fire Pit
Distance to beach: Less than 2 miles to Sailing Camp Park
26 reviews read reviews
Summer:
 $5,200 - $6,600/wk
Off Season:
 $800/night
 $4,900 - $5,600/wk
Oak Bluffs
ID 10809
3 BR
2 ½ baths
Sleeps 6
Beautiful Getaway home in Oak Bluffs
Beautiful Getaway home in Oak Bluffs
Distance to beach: 1 mile Oak Bluffs Town Beach and 1.5 miles State Beach
8 reviews read reviews
Summer:
 $2,000 - $7,500/wk
Off Season:
 $1,400 - $2,000/wk
 $2,000/mo
4
Oak Bluffs
ID 21893
3 BR
2 baths
Sleeps 6
Downtown Convenience In Quiet Neighborhood
Downtown Convenience In Quiet Neighborhood
Distance to beach: 1 mile to Oak Bluffs Town Beach and .8 miles to Inkwell Beach
28 reviews read reviews
Summer:
 $3,800 - $6,000/wk
Off Season:
 $1,900 - $4,000/wk
5
Oak Bluffs
ID 19888
3 BR
3 baths
Sleeps 6
Beautiful Sunny w/Lagoon View-Walk to Center of Oak Bluffs
Beautiful Sunny w/Lagoon View-Walk to Center of Oak Bluffs
Distance to beach: 130 feet (steps) from the house
5 reviews read reviews
Summer:
 $2,500 - $3,350/wk
Off Season:
 $1,800 - $2,600/wk
Oak Bluffs
ID 22397
3 BR
2 baths
Sleeps 6
Charming light-filled home on bike bath and close to beach
Charming light-filled home on bike bath and close to beach
Distance to beach: .6 mile to Eastville Beach. Lagoon beaches nearby
14 reviews read reviews
Summer:
 $3,600/wk
Off Season:
 $1,800/wk
Oak Bluffs
ID 32157
3 BR
2 baths
Sleeps 6
Charming Home On Farm Pond w/ Ocean View walk to Inkwell
Charming Home On Farm Pond w/ Ocean View walk to Inkwell
Distance to beach: 4/10 mile to Inkwell Beach
1 review read review
Summer:
 $3,750 - $5,000/wk
Off Season:
 $450 - $500/night
 $2,800 - $3,750/wk
2
Oak Bluffs
ID 33125
3 BR
2 baths
Sleeps 6
Cozy Sunlit Cottage, quick walk to downtown Oak Bluffs!
Cozy Sunlit Cottage, quick walk to downtown Oak Bluffs!
Distance to beach: 1 mile To Oak Bluffs Town Beach
6 reviews read reviews
Summer:
 $2,800 - $3,300/wk
Off Season:
 $2,200/wk
Walk to town- quiet location
ID 33701
3 BR
2 baths
Sleeps 6
Quiet Oak Bluffs Neighborhood walk to Harbor, Beach,Village
Quiet Oak Bluffs Neighborhood walk to Harbor, Beach,Village
Distance to beach: 6/10 mi to The Jetty Beach and 1 mi Oak Bluffs Town Beach
OWNER SPECIAL:
REDUCED RATES on last 2 SUMMER WEEKS AVAILABLE!
Summer:
 $2,800 - $3,600/wk
Off Season:
 $2,800 - $3,500/wk
Oak Bluffs
ID 34172
3 BR
2 ½ baths
Sleeps 6
Vineyard Get-Away
Vineyard Get-Away
Distance to beach: 2.6 mi to Oak Bluffs Town Beach
9 reviews read reviews
Summer:
 $3,950 - $5,000/wk
Off Season:
 $550 - $800/night
 $3,200 - $4,300/wk
3
Oak Bluffs
ID 34180
3 BR
2 baths
Sleeps 6
A/C, 7/2-9 FERRY TIX,! Assoc.tennis courts & dock
A/C, 7/2-9 FERRY TIX,! Assoc.tennis courts & dock
Distance to beach: 3 & 4/10 mi Oak Bluffs Town Beach and 5 miles State Beach
2 reviews read reviews
Summer:
 $3,500 - $6,000/wk
Off Season:
 $2,450 - $3,750/wk
Oak Bluffs
ID 34492
3 BR
2 baths
Sleeps 6
Heated saltwater pool, stunning sunsets, 2 kayaks!
Heated saltwater pool, stunning sunsets, 2 kayaks!
Distance to beach: 3/10 mi to Lagoon Pond Public Beach Oak Bluffs Town Beach
7 reviews read reviews
OWNER SPECIAL:
FERRY TICKETS AVAILABLE FOR JULY AND AUGUST!
Summer:
 $7,900 - $12,000/wk
Off Season:
 $800 - $1,400/night
 $6,000 - $7,300/wk
 $19,000/mo
5
Oak Bluffs
ID 34484
3 BR
3 baths
Sleeps 6
Charming MV Waterfront Cottage on the Lagoon ~ Sleeps 6
Charming MV Waterfront Cottage on the Lagoon ~ Sleeps 6
Distance to beach: Sandy waterfront, 1/2 mile to Eastville Beach
OWNER SPECIAL:
July 15th - ON THE WATER - $4800/Price Reduction.
Summer:
 $5,000 - $5,200/wk
Off Season:
 $4,800 - $5,000/wk
Oak Bluffs
ID 35304
3 BR
3 ½ baths
Sleeps 6
Beautiful Newly-Built 3 Bedroom Home w/AC in Oak Bluffs
Beautiful Newly-Built 3 Bedroom Home w/AC in Oak Bluffs
Distance to beach: 1.9 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
JULY 2, 9,16,23 & 30th GREAT WEEKS STILL OPEN Book Now 3 bedroom suites.
Summer:
 $8,000 - $9,500/wk
Off Season:
 $7,500/wk
Oak Bluffs
ID 34548
3 BR
2 baths
Sleeps 6
Jupiter House: Recently Renovated, Open-concept 3 BR Home
Jupiter House: Recently Renovated, Open-concept 3 BR Home
Distance to beach: 1.5 miles to Oak Bluffs Town Beach and 0.5 miles to Eastville Beach
OWNER SPECIAL:
Beach Road Concert Week available (Aug 20-27). Pleasant walk or bike ride to concert venue.
Summer:
 $4,000 - $4,700/wk
Off Season:
 $500/night
 $3,000 - $3,200/wk
East Chop
ID 35125
3 BR
2 baths
Sleeps 6
Lovely Oak Bluffs Cottage Close to Town; Free Ferry Tix!
Lovely Oak Bluffs Cottage Close to Town; Free Ferry Tix!
Distance to beach: 0.5 mi to The Jetty Beach
11 reviews read reviews
OWNER SPECIAL:
*** Round-trip Auto Ferry Ticket Included for Remaining Weeks in July! ***.
Summer:
 $4,000 - $6,400/wk
Off Season:
 $300 - $500/night
 $1,900 - $3,500/wk
Oak Bluffs
ID 35638
3 BR
2 ½ baths
Sleeps 6
Modern Gingerbread Home, Walking Distance to Lagoon
Modern Gingerbread Home, Walking Distance to Lagoon
Distance to beach: 1.5 mi to Oak Bluffs Town Beach and 1.0 mi to Eastville Beach
Summer:
 $5,000 - $6,650/wk
Off Season:
 $700/night
5
Oak Bluffs
ID 36622
3 BR
2 baths
Sleeps 6
Bright and Airy Home in Central Location
Bright and Airy Home in Central Location
Distance to beach: 1.3 mi to Oak Bluffs Town Beach
Summer:
 $4,000 - $45,000/wk
Oak Bluffs
ID 33380
3 BR
1 ½ bath
Sleeps 6
Irresistible Beach House - The Perfect Vacation Escape
Irresistible Beach House - The Perfect Vacation Escape
Distance to beach: 1.6 mi to Oak Bluffs Town Beach
Summer:
 $3,000 - $3,400/wk
Off Season:
 $3,000/wk
Oak Bluffs
ID 36904
3 BR
2 baths
Sleeps 6
East Chop Tree Tops
East Chop Tree Tops
Distance to beach: 0.9 miles The Jetty Beach and 1.1 miles Eastville Beach
Summer:
 $2,950 - $3,700/wk
Off Season:
 $2,950 - $3,300/wk
Oak Bluffs
ID 36628
3 BR
3 baths
Sleeps 6
Summer Oasis Close to Beaches and Three Towns
Summer Oasis Close to Beaches and Three Towns
Distance to beach: 3 mi Oak Bluffs Town Beach and 5 mi State Beach (Joseph Sylvia State Beach)
Summer:
 $4,800 - $5,500/wk
1
Lagoon Heights
ID 36917
3 BR
2 baths
Sleeps 6
Cozy Cape near Lagoon
Cozy Cape near Lagoon
Distance to beach: 3 Blocks Walking distance to Lagoon
Summer:
 $450 - $600/night
 $3,500 - $4,000/wk
Off Season:
 $300 - $500/night
 $2,000 - $3,500/wk
3
Oak Bluffs
ID 37142
3 BR
3 ½ baths
Sleeps 6
A True Vineyard Experience with a Short walk to Lagoon Pond
A True Vineyard Experience with a Short walk to Lagoon Pond
Distance to beach: 2.1 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
ALERT Discounted Weeks Now Available July Wks 1st, 8th,15th & 29th. Won't Last!
Summer:
 $6,000 - $8,500/wk
Off Season:
 $6,000 - $7,000/wk
Oak Bluffs
ID 37210
3 BR
1 bath
Sleeps 6
Birds of Paradise - Walk to Beaches and Town
Birds of Paradise - Walk to Beaches and Town
Distance to beach: 1/2 mi to Oak Bluffs Town Beach
Summer:
 $3,000 - $5,000/wk
Off Season:
 $2,500/wk
2
Oak Bluffs
ID 37531
3 BR
2 ½ baths
Sleeps 6
Bright, airy 3 bedroom/2.5 bath in Oak Bluffs
Bright, airy 3 bedroom/2.5 bath in Oak Bluffs
Distance to beach: 2.7 mi to Oak Bluffs Town Beach and Lagoon access off Hudson Ave is a 4 minute Drive
OWNER SPECIAL:
NEWLY LISTED- $200 off June & July weeks.
Summer:
 $5,500 - $6,500/wk
Off Season:
 $3,000 - $5,500/wk
Oak Bluffs
ID 37557
3 BR
2 ½ baths
Sleeps 6
Pristine Home in Oak Bluffs/Close to Downtown
Pristine Home in Oak Bluffs/Close to Downtown
Distance to beach: 1 mi to Eastville Beach and 1.2 mi to Inkwell Beach
Summer:
 $6,500 - $8,500/wk
Off Season:
 $445 - $585/night
 $3,000 - $6,000/wk
Oak Bluffs
ID 12452
3 BR
1 ½ bath
Sleeps 6
Simple, easy and comfortable Island home
Simple, easy and comfortable Island home
Distance to beach: 1/4 mile to Eastville Beach
5 reviews read reviews
Summer:
 $2,950 - $3,500/wk
Off Season:
 $300 - $375/night
 $2,000 - $2,950/wk
3
Oak Bluffs
ID 21790
3 BR
1 ½ bath
Sleeps 6
Ideal location, short walk to Town,Beach, ferry reservations
Ideal location, short walk to Town,Beach, ferry reservations
Distance to beach: 7 min walk Oak Bluffs Town Beach and 7-minute walk to Inkwell Beach
9 reviews read reviews
Summer:
 $3,295 - $4,295/wk
Off Season:
 $500/night
 $2,695 - $3,295/wk
Oak Bluffs
ID 21831
3 BR
1 bath
Sleeps 6
Hillrest-Overlooking Sunset Lake in OB
Hillrest-Overlooking Sunset Lake in OB
Distance to beach: 2 miles Eastville Beach and Oak Bluffs Town Beach under 1/2 mile
Summer:
 $2,500 - $3,000/wk
32 County Road, Oak Bluffs
ID 31344
3 BR
2 baths
Sleeps 6
OB-POSH with Central A/C Owner has ferry tix except 7/9-16
OB-POSH with Central A/C Owner has ferry tix except 7/9-16
Distance to beach: Eastville Beach about 1/2 a mile
Summer:
 $6,000 - $7,750/wk
Off Season:
 $4,000 - $5,500/wk
2
East Chop
ID 32946
3 BR
2 baths
Sleeps 6
Newly Renovated East Chop Home. Walk to beach and town!
Newly Renovated East Chop Home. Walk to beach and town!
Distance to beach: 3/10 mi To The Jetty Beach
16 reviews read reviews
Summer:
 $4,250 - $5,000/wk
Off Season:
 $2,500 - $3,500/wk
5
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon
Summer:
 $2,200/wk
Off Season:
 $2,000/wk
Oak Bluffs
ID 33919
2 BR
2 ½ baths
Sleeps 6
Oak Bluffs Retreat - The perfect getaway!
Oak Bluffs Retreat - The perfect getaway!
Distance to beach: 1.3 mi to Oak Bluffs Town Beach
2 reviews read reviews
Summer:
 $3,600 - $4,550/wk
Off Season:
 $380 - $475/night
 $2,100 - $3,600/wk
In-Town of Oak Bluffs
ID 36162
2 BR
3 ½ baths
Sleeps 6
Charming Cottage in Great OB Location
Charming Cottage in Great OB Location
Distance to beach: 4/10 mi to Oak Bluffs Town Beach
Summer:
 $4,000 - $6,000/wk
Off Season:
 $500 - $1,000/night
 $3,000 - $4,000/wk
3
Oak Bluffs
ID 28999
2 BR
1 bath
Sleeps 6
Classic Vineyard Cottage On the Pond OPEN 7/23-8/5/23
Classic Vineyard Cottage On the Pond OPEN 7/23-8/5/23
Distance to beach: Inkwell and State Beach State Beach and Lagoon - 2 blocks; State Beach - 1 mile;
Summer:
 $3,500/wk
Off Season:
 $3,000 - $3,500/wk

Oak Bluffs vacation rentals that sleep 5

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Oak Bluffs
ID 16588
3 BR
1 ½ bath
Sleeps 5
Vanessa's Hide-Away; ferry res. avail. 7/29-8/5
Vanessa's Hide-Away; ferry res. avail. 7/29-8/5
Distance to beach: 2 minute walk to Oak Bluffs Beaches
5 reviews read reviews
OWNER SPECIAL:
Last wk of June(6/24-7/1) now available! Less crowded, swimmable water, everything open, activities.
Summer:
 $3,495 - $4,595/wk
Off Season:
 $550 - $600/night
 $3,995/wk
Near MV Hospital
ID 33461
3 BR
1 bath
Sleeps 5
3 Bedrooms on OB's Towanticut
3 Bedrooms on OB's Towanticut
Distance to beach: 7/10 mi to The Jetty Beach and 1/2 mi to Eastville Beach
Summer:
 $2,550 - $2,950/wk
Off Season:
 $2,250 - $2,750/wk
Oak Bluffs
ID 35015
3 BR
1 bath
Sleeps 5
Pink Rock Rentals Cottage in Martha’s Vineyard!
Pink Rock Rentals Cottage in Martha’s Vineyard!
Distance to beach: 0.4 m (10-min. walk) to Inkwell Beach
1 review read review
Summer:
 $833/night
 $5,000 - $6,000/wk
Off Season:
 $833/night
 $5,000/wk
Oak Bluffs, near Inkwell Beach
ID 24640
3 BR
1 ½ bath
Sleeps 5
Jingle Shell Cottage, quiet locale, walk to beach & town!
Jingle Shell Cottage, quiet locale, walk to beach & town!
Distance to beach: 1200 feet Oak Bluffs Town Beach and 1000 feet to Inkwell Beach
2 reviews read reviews
Summer:
 $3,895 - $4,495/wk
Off Season:
 $3,895 - $4,195/wk
Oak Bluffs
ID 10417
2 BR
1 bath
Sleeps 5
Cozy cottage about 700 ft from the Inkwell Beach
Cozy cottage about 700 ft from the Inkwell Beach
Distance to beach: Inkwell/Town Beach Oak Bluffs Town Beach and 700 ft to town beach
Summer:
 $2,600 - $3,000/wk
Off Season:
 $325 - $350/night
 $2,100 - $2,700/wk
2
Oak Bluffs
ID 34708
2 BR
1 bath
Sleeps 5
Sunny Cottage short walk to Lagoon Sunset!
Sunny Cottage short walk to Lagoon Sunset!
Distance to beach: 1.4 mi to Oak Bluffs Town Beach and 1.4 mi to Eastville Beach
4 reviews read reviews
OWNER SPECIAL:
CAN'T GET WEEKEND FERRY TICKETS!!! OPEN WEEKS IN JULY & AUG NOW AVAILABLE FOR 4 NIGHT MIN STAY!!!
Summer:
 $535 - $640/night
 $3,000 - $4,500/wk
Off Season:
 $3,000/wk
Oak Bluffs
ID 36583
2 BR
1 bath
Sleeps 5
Cozy-Cottage-Glam off Circuit Great Outdoor Living
Cozy-Cottage-Glam off Circuit Great Outdoor Living
Distance to beach: 4/10 mi to Inkwell Oak Bluffs Town Beach
Summer:
 $750 - $925/night
 $5,000 - $6,000/wk
 $20,000 - $25,000/mo
Off Season:
 $350 - $699/night
 $3,500 - $5,000/wk
 $13,000 - $14,000/mo

Oak Bluffs vacation rentals that sleep 4

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Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
OAK BLUFFS GETAWAY
OAK BLUFFS GETAWAY
Distance to beach: 9/10 mile to Inkwell Beach
6 reviews read reviews
OWNER SPECIAL:
Week of 6/24-7/1 now reduced by $600!
Summer:
 $3,000 - $5,000/wk
Off Season:
 $3,000/wk
3
Oak Bluffs
ID 35127
2 BR
2 ½ baths
Sleeps 4
Charming Cottage Located in Heart of Oak Bluffs
Charming Cottage Located in Heart of Oak Bluffs
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
Summer:
 $4,300 - $6,895/wk
Off Season:
 $3,850 - $4,620/wk
Oak Bluffs
ID 35331
2 BR
1 bath
Sleeps 4
Charming 2 BR Oak Bluffs Cottage Close to Town
Charming 2 BR Oak Bluffs Cottage Close to Town
Distance to beach: 7/10 miles to saltwater beach The Jetty Beach and 1 mile to Eastville beach, salt water
Summer:
 $375 - $390/night
 $2,625 - $2,730/wk
Off Season:
 $175 - $375/night
 $1,225 - $2,730/wk
3
Brush Pond/Eastville
ID 34575
2 BR
1 bath
Sleeps 4
Sunset House: Central AC and Water Views
Sunset House: Central AC and Water Views
Distance to beach: 1.0 Oak Bluffs Town Beach and 1/4 mile Eastville Beach
Summer:
 $3,500 - $3,600/wk
Oak Bluffs
ID 36925
2 BR
1 ½ bath
Sleeps 4
Charming Apartment Near Golf and Beaches
Charming Apartment Near Golf and Beaches
Distance to beach: 3.2 mi to Oak Bluffs Town Beach
1 review read review
Summer:
 $800 - $1,500/night
 $7,000/wk
 $15,000 - $20,000/mo
Off Season:
 $195 - $1,100/night
 $1,500 - $5,200/wk
 $4,800 - $40,300/mo
3
Oak Bluffs
ID 37051
2 BR
2 baths
Sleeps 4
Bella Vista Due
Bella Vista Due
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
 $5,000 - $6,000/wk
Off Season:
 $3,500 - $5,000/wk
Oak Bluffs
ID 37184
2 BR
1 ½ bath
Sleeps 4
Quiet and close to all down-island towns - perfect getaway
Quiet and close to all down-island towns - perfect getaway
Distance to beach: 5.5 miles State Beach and 7 miles South Beach - Katama
Summer:
 $350 - $440/night
 $2,800 - $3,000/wk
 $10,000/mo
Off Season:
 $350 - $440/night
 $2,800/wk
 $10,000/mo
East Chop
ID 35875
2 BR
1 bath
Sleeps 4
''Painted Fish'' in East Chop
''Painted Fish'' in East Chop
Distance to beach: 4/10 The Jetty Beach
1 review read review
Summer:
 $2,500 - $3,500/wk
Off Season:
 $1,585 - $2,500/wk
East Chop (Oak Bluffs)
ID 4096
1 BR
1 bath
Sleeps 4
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Beautiful Cottage Retreat: Reminiscent of Summer Traditions
Distance to beach: 2/10 mile to Oak Buffs Harbor/Marina Beach
3 reviews read reviews
Summer:
 $8,000 - $8,500/mo
Off Season:
 $7,000/mo
Oak Bluffs
ID 29424
1 BR
1 bath
Sleeps 4
Mermaid Cottage in Oak Bluffs w/Central AC & a Hot Tub
Mermaid Cottage in Oak Bluffs w/Central AC & a Hot Tub
Distance to beach: Under 1/2 mile toLagoon beach
2 reviews read reviews
Off Season:
 $2,400/wk
3
Oak Bluffs
ID 36682
1 BR
1 bath
Sleeps 4
Ocean-facing Guest House, Walk Everywhere!
Ocean-facing Guest House, Walk Everywhere!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
1 review read review
OWNER SPECIAL:
Flexible dates in June & September/October.
Summer:
 $500 - $700/night
 $2,200 - $3,000/wk
 $10,000 - $12,000/mo
Off Season:
 $400 - $525/night
 $1,800 - $3,500/wk
 $3,000 - $10,000/mo

Oak Bluffs vacation rentals that sleep 3

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Oak Bluffs
ID 34370
2 BR
1 bath
Sleeps 3
Absolutely Amazing... Lovely, Cozy Garden Cottage
Absolutely Amazing... Lovely, Cozy Garden Cottage
Distance to beach: 9/10 mi to The Jetty Beach
Summer:
 $975 - $1,050/night
 $9,700/wk
Off Season:
 $975 - $1,050/night
 $9,700/wk
4
Oak Bluffs
ID 21977
1 BR
1 bath
Sleeps 3
Wooded Haven, Martha's Vineyard Oasis
Wooded Haven, Martha's Vineyard Oasis
Distance to beach: 1.5 miles to Oak Bluffs Town Beach and 5/10 mile to Eastville Beach
17 reviews read reviews
Summer:
 $2,300 - $2,800/wk
Off Season:
 $250 - $400/night
 $2,100/wk
3
Oak Bluffs
ID 34153
1 BR
1 bath
Sleeps 3
Perfect One Bedroom Garage Apartment w/AC
Perfect One Bedroom Garage Apartment w/AC
Distance to beach: 1.1 mi to The Jetty Beach and 1.3 to Inkwell Beach
6 reviews read reviews
Summer:
 $1,800 - $2,000/wk
Off Season:
 $1,000 - $2,000/wk
3
Oak Bluffs
ID 36402
1 BR
1 bath
Sleeps 3
Renovated Cozy Seaside Cottage with Views of Town Beach
Renovated Cozy Seaside Cottage with Views of Town Beach
Distance to beach: 200 feet to Oak Bluffs Town Beach
Summer:
 $2,500 - $3,500/wk
Off Season:
 $2,500/wk

Oak Bluffs vacation rentals that sleep 2

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Oak Bluffs
ID 11609
1 BR
1 bath
Sleeps 2
Sweet Pea Cottage, Walk To Beach
Sweet Pea Cottage, Walk To Beach
Distance to beach: 1/10 mile Oak Bluffs Town Beach
69 reviews read reviews
Summer:
 $1,950 - $2,550/wk
Off Season:
 $300/night
 $1,750 - $1,950/wk
Oak Bluffs
ID 13623
1 BR
1 bath
Sleeps 2
Direct Waterfront, Incredible Location, Easy Access to All
Direct Waterfront, Incredible Location, Easy Access to All
Distance to beach: 2/10 mile to East Chop Jetty beach
Summer:
 $3,695/wk
Off Season:
 $2,995 - $3,695/wk
4
Oak Bluffs
ID 32208
1 BR
1 bath
Sleeps 2
''The Nest'' Guest House: Steps to Beach, Water Views!
''The Nest'' Guest House: Steps to Beach, Water Views!
Distance to beach: 1/10 of a mile to Oak Bluffs Town Beach and a short bike ride on the path State Beach
6 reviews read reviews
OWNER SPECIAL:
Ask about flexible dates!
Summer:
 $2,650 - $3,500/wk
 $8,000 - $12,000/mo
Off Season:
 $2,200 - $2,850/wk
 $5,500 - $10,000/mo
2
Oak Bluffs
ID 30207
1 BR
1 bath
Sleeps 2
One-of-a-Kind.....Stunning Condo Overlooking Ocean Park!!!
One-of-a-Kind.....Stunning Condo Overlooking Ocean Park!!!
Distance to beach: 2/10th mile to Inkwell Beach
1 review read review
Summer:
 $3,800/wk
Off Season:
 $3,300/wk
#CozyBluffs
ID 34909
1 BR
1 ½ bath
Sleeps 2
#CozyBluffs 1 BR house|Oak Bluffs|Walk to beach/town/ferry
#CozyBluffs 1 BR house|Oak Bluffs|Walk to beach/town/ferry
Distance to beach: 1/2 mi to The Jetty Beach
Summer:
 $4,193/wk
Off Season:
 $350 - $599/night
 $2,793 - $4,193/wk
4