Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.
   
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.

208 Vacation Properties in Oak Bluffs
Sleeps

Oak Bluffs vacation rentals that sleep 20

Back to top
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

Back to top
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:
 $10,000 - $13,000/wk
Off Season:
 $11,000 - $12,000/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
 $20,000 - $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
East Chop
ID 26587
6 BR
4 ½ baths
Sleeps 16
East Chop Waterview Farmhouse With Dip Pool and Privacy
East Chop Waterview Farmhouse With Dip Pool and Privacy
Distance to beach: Walk 1/2 mile to Eastville Beach
6 reviews read reviews
Summer:
 $17,000/wk
Off Season:
 $950 - $1,200/night
 $8,000 - $17,000/wk

Oak Bluffs vacation rentals that sleep 15

Back to top
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

Back to top
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:
 $7,500 - $10,000/wk
Off Season:
 $3,500 - $6,500/wk
2

Oak Bluffs vacation rentals that sleep 13

Back to top
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:
 $4,000 - $6,500/wk

Oak Bluffs vacation rentals that sleep 12

Back to top
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
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 AVAILABLE WEEK LEFT FOR SUMMER 2023!
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:
 $7,500 - $9,000/wk
Off Season:
 $600 - $900/night
 $6,000 - $8,000/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 - $16,900/wk
Off Season:
 $1,375 - $1,595/night
 $9,900 - $11,900/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
Summer:
 $14,900 - $19,900/wk
Off Season:
 $11,900 - $14,900/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
Summer:
 $5,500 - $7,000/wk
Off Season:
 $575 - $675/night
 $5,500/wk
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
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
 $1,800 - $7,000/wk
 $4,000 - $15,000/mo
3
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
OWNER SPECIAL:
3 night Memorial Day wknd $5000; 4 night $6k; 7 night $6750. 6/9 Wk now $9k! 7/15 Wk w/ boat ticket.
Summer:
 $11,000 - $17,000/wk
Off Season:
 $1,650 - $2,500/night
 $6,750 - $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
Summer:
 $10,000 - $16,000/wk
Off Season:
 $850 - $925/night
 $3,500 - $10,000/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
2 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

Back to top
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
Summer:
 $7,900 - $18,900/wk
Off Season:
 $4,200 - $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
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
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 - $7,000/wk
 $5,000/mo
5

Oak Bluffs vacation rentals that sleep 10

Back to top
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 - $20,000/wk
Off Season:
 $10,000 - $15,000/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 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 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 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
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
 $6,100 - $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 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
OWNER SPECIAL:
7/8/2023 OPEN, 8/19/2023 & August 26 2023 available BEACH RD FESTIVAL.
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 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
Summer:
 $7,000 - $9,000/wk
Off Season:
 $4,500 - $7,500/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:
 $7,000 - $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 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 35217
5 BR
3 baths
Sleeps 10
The “Summer Wind” House is Ready!
The “Summer Wind” House is Ready!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
 $9,000 - $14,000/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 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 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 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 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
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 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 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:
 $7,500 - $8,750/wk
Off Season:
 $350 - $550/night
 $2,500 - $6,500/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
OWNER SPECIAL:
Auto ferry ticket available for transfer weeks of 7/2, 7/9 and 8/20.
Summer:
 $5,250 - $7,140/wk
Off Season:
 $450 - $800/night
 $2,500 - $5,000/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

Back to top
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
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 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 weeks newly available! Ask about car ferry tix!
Summer:
 $11,500 - $15,500/wk
 $42,000 - $70,000/mo
Off Season:
 $6,200 - $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 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
1 review read review
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
Summer:
 $16,000 - $20,000/wk
Off Season:
 $12,500 - $15,500/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
4
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:
 $7,500 - $8,500/wk
 $8,250 - $8,500/mo
Off Season:
 $500 - $600/night
 $2,000 - $6,500/wk
 $7,000 - $23,000/mo
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
 $8,400/wk
Off Season:
 $400 - $900/night
 $2,700/wk
3

Oak Bluffs vacation rentals that sleep 8

Back to top
Oak Bluffs
ID 21269
5 BR
1 ½ bath
Sleeps 8
Timeless Victorian w/Picturesque Waterviews, Walk to Town
Timeless Victorian w/Picturesque Waterviews, Walk to Town
Distance to beach: 100 feet to Inkwell Beach
OWNER SPECIAL:
Weeks in JULY AND AUGUST OPEN! BOOK NOW!
Summer:
 $7,000/wk
Off Season:
 $6,000 - $6,500/wk
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:
 $6,000/wk
 $24,000 - $25,000/mo
Off Season:
 $400 - $600/night
 $2,800 - $5,000/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
OPEN WEEKS: 6/24-7/1, 7/8-7/15 (Ferry Tix Available)
OPEN WEEKS: 6/24-7/1, 7/8-7/15 (Ferry Tix Available)
Distance to beach: 1.1 mile to Inkwell Beach
13 reviews read reviews
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 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
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:
 $4,990 - $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
5 reviews read reviews
Summer:
 $4,500 - $5,500/wk
Off Season:
 $475 - $500/night
 $4,500/wk
4
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 - 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
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:
 $700 - $1,400/night
 $4,200 - $6,600/wk
3
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:
We have 2 weeks open over the July 4th holiday (weeks of 6/25 and 7/2) - email or call for details!
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 32817
4 BR
3 ½ baths
Sleeps 8
FERRY TIX!Exquisite Family Home w/AC & Heated Saltwater Pool
FERRY TIX!Exquisite 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 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 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:
Great week Beach Rd Festival August 19, 2023 still available.
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
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:
 $5,500 - $8,500/wk
Off Season:
 $300 - $785/night
 $2,500 - $6,000/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
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:
 $20,000 - $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
OWNER SPECIAL:
Great weeks still avaible for this amazing luxury home!
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
OWNER SPECIAL:
Special Fall Weekly Rate!!! Slashed to $4000 per week for September and October!
Summer:
 $7,500 - $9,000/wk
Off Season:
 $575 - $800/night
 $3,500 - $7,500/wk
5
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 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 - $7,500/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
1 review read review
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
Mid Century on the Vineyard with Sunset View & Central AC
Mid Century on the Vineyard 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
Summer:
 $6,500 - $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:
FERRY TICKETS MAY BE AVAILABLE- Please check with owner.
Summer:
 $6,000 - $8,250/wk
Off Season:
 $4,500 - $7,500/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
Summer:
 $5,500 - $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
Summer:
 $8,000 - $10,000/wk
Off Season:
 $1,000 - $1,500/night
 $6,000 - $8,500/wk
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
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
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 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 10809
3 BR
2 ½ baths
Sleeps 8
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 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
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:
 $4,500 - $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
 $7,000/wk
Off Season:
 $500 - $750/night
 $5,000/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 35791
3 BR
2 ½ baths
Sleeps 8
3 BR Cottage in Oak Bluffs Minutes Away from Town & Beach
3 BR Cottage in Oak Bluffs Minutes Away from Town & Beach
Distance to beach: 0.4 mi to Oak Bluffs Town Beach
Summer:
 $6,800 - $8,800/wk
Off Season:
 $6,800 - $8,800/wk
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
Summer:
 $5,500 - $8,000/wk
Off Season:
 $600 - $800/night
 $4,000 - $8,000/wk

Oak Bluffs vacation rentals that sleep 7

Back to top
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:
 $3,500 - $3,850/wk
 $15,000 - $15,200/mo
Off Season:
 $3,500/wk
 $13,600 - $14,000/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
OWNER SPECIAL:
Prime week of July 29-August 5 available for discounted price of $3,500. Short time only.
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 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
5
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
Summer:
 $5,500 - $9,000/wk
Off Season:
 $3,000 - $5,500/wk
Oak Bluffs
ID 32945
3 BR
2 baths
Sleeps 7
Walk to Private Gull Landing Lagoon Beach
Walk to Private Gull Landing Lagoon Beach
Distance to beach: Short walk to deeded beach
Summer:
 $3,700 - $4,300/wk
Off Season:
 $300 - $500/night
 $3,200 - $3,700/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:
Prime week in August just opened up…grab it while you can! TRANSFERABLE TIX AVAIL FOR SOME WKS.
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:
 $3,950 - $5,000/wk
2
Oak Bluffs
ID 36845
3 BR
1 ½ bath
Sleeps 7
Charming 3 Bedroom Home
Charming 3 Bedroom Home
Distance to beach: 2.0 Oak Bluffs Town Beach
Summer:
 $4,500 - $5,500/wk
Off Season:
 $2,600 - $2,700/wk
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

Back to top
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 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 - $7,500/wk
 $29,025 - $37,500/mo
3
Oak Bluffs
ID 9028
3 BR
2 ½ baths
Sleeps 6
Vineyard Retreat -9/24 -10/1 Available! Sept is great on MV!
Vineyard Retreat -9/24 -10/1 Available! Sept is great on MV!
Distance to beach: 3 miles to State Beach and 2/10 mile to a beach on a large 3,968 acre salt wa
16 reviews read reviews
Summer:
 $3,000 - $3,800/wk
 $13,000/mo
Off Season:
 $2,300 - $2,700/wk
 $9,000 - $11,500/mo
4
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
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:
Open 8/26-9/2. Special will include Labor Day weekend 9/2-9/4 at no charge Beach Road Weekend????.
Summer:
 $3,700 - $4,900/wk
Off Season:
 $3,800 - $4,000/wk
 $5,000 - $6,500/mo
2
Oak Bluffs
ID 4217
3 BR
2 baths
Sleeps 6
Spectacular 3 bedroom, 2 bath Home Steps from Private Beach
Spectacular 3 bedroom, 2 bath Home Steps from Private Beach
Distance to beach: 2/10 mile to private Lagoon Beach
Summer:
 $4,500 - $6,200/wk
Off Season:
 $450 - $550/night
 $2,800 - $5,500/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 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 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:
 $4,800 - $7,000/wk
Off Season:
 $2,500 - $6,000/wk
5
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
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
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
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
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
8 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:
TRANSFERABLE FERRY TICKETS AVAILABLE! Last week in June flexible Saturday or Sunday start day.
Summer:
 $8,000 - $12,000/wk
Off Season:
 $800 - $1,400/night
 $6,000 - $7,800/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 16th Still Available! On the Water !
Summer:
 $5,000 - $5,200/wk
Off Season:
 $4,800/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:
Beautiful 3 bedroom suite home July weeks still available Book Now !
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; Ferry Tix for July
Lovely Oak Bluffs Cottage Close to Town; Ferry Tix for July
Distance to beach: 0.5 mi to The Jetty Beach
11 reviews read reviews
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:
 $5,300 - $6,000/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:
 $3,500 - $3,700/wk
Off Season:
 $3,300 - $3,700/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:
 $5,000 - $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:
 $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:
NEW LISTING in OAK BLUFFS available SUMMER 2023! 3 bedroom 3.5 bath for your vineyard vacation!
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:
 $3,500 - $5,000/wk
Off Season:
 $3,000 - $3,500/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
Off Season:
 $3,500/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 - $1,000/night
 $3,300 - $3,500/wk
 $13,000 - $15,000/mo
Off Season:
 $700 - $900/night
 $1,500 - $3,000/wk
 $1,600 - $12,000/mo
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 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 - $5,200/wk
Off Season:
 $500 - $1,000/night
 $2,750 - $4,000/wk
3
Oak Bluffs
ID 36812
2 BR
2 baths
Sleeps 6
Superb Views of Ink Well Beach and Beyond
Superb Views of Ink Well Beach and Beyond
Distance to beach: 50 feet Oak Bluffs Town Beach
Summer:
 $4,500 - $5,500/wk
 $22,000/mo
Off Season:
 $360 - $785/night
 $2,500 - $5,500/wk
 $10,000 - $22,000/mo

Oak Bluffs vacation rentals that sleep 5

Back to top
Oak Bluffs
ID 16588
3 BR
1 ½ bath
Sleeps 5
Vanessa's Hide-Away on Farm Pond
Vanessa's Hide-Away on Farm Pond
Distance to beach: 2 minute walk to Oak Bluffs Beaches
5 reviews read reviews
Summer:
 $3,895 - $4,595/wk
Off Season:
 $550 - $600/night
 $3,995/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
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
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
Summer:
 $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
 $4,000 - $5,000/wk
 $13,000 - $14,000/mo
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
Copeland Historic District
ID 35333
2 BR
1 bath
Sleeps 5
5 Minute Walk to Circuit Ave and Town Beach
5 Minute Walk to Circuit Ave and Town Beach
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
3 reviews read reviews
Summer:
 $2,300/wk
Off Season:
 $2,300/wk
4

Oak Bluffs vacation rentals that sleep 4

Back to top
Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
WEEKS AVAILABLE: 6/24-7/1, 8/26-9/2
WEEKS AVAILABLE: 6/24-7/1, 8/26-9/2
Distance to beach: 9/10 mile to Inkwell Beach
6 reviews read reviews
Summer:
 $2,500 - $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:
 $4,620 - $6,895/wk
Off Season:
 $3,850 - $4,900/wk
Oak Bluffs
ID 35852
2 BR
1 bath
Sleeps 4
Downtown Condo- Walk to Everything
Downtown Condo- Walk to Everything
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
 $3,000 - $3,850/wk
Off Season:
 $300 - $550/night
 $3,000/wk
5
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:
 $1,100 - $1,500/night
 $7,000/wk
 $25,500 - $37,200/mo
Off Season:
 $195 - $1,100/night
 $2,320/wk
 $7,000 - $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:
 $6,000/wk
Off Season:
 $3,500 - $6,000/wk
Oak Bluffs
ID 37184
2 BR
1 ½ bath
Sleeps 4
Quiet MV Getaway with Great Amenities - Tennis, Hiking
Quiet MV Getaway with Great Amenities - Tennis, Hiking
Distance to beach: 5.5 miles State Beach and 7 miles South Beach - Katama
Summer:
 $2,800 - $3,000/wk
 $10,000/mo
Off Season:
 $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 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
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:
 $1,800 - $1,900/wk
3

Oak Bluffs vacation rentals that sleep 3

Back to top
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

Back to top
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:
 $2,000 - $2,850/wk
 $3,800 - $10,000/mo
2
#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
OWNER SPECIAL:
Book Now for Special Spring Break Rates and Weekly Stay Discounts thru May 1st!
Summer:
 $4,893/wk
Off Season:
 $350 - $699/night
 $2,450 - $4,193/wk
4