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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.

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

Oak Bluffs vacation rentals that sleep 20

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:
$3,000 - $25,000/wk
$95,000 - $115,000/mo
Off Season:
$2,145 - $3,430/night
$15,000 - $22,000/wk
$70,000 - $85,000/mo

Oak Bluffs vacation rentals that sleep 16

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
3 reviews read reviews
Summer:
$11,000 - $13,000/wk
Off Season:
$11,000/wk
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
OWNER SPECIAL:
Long weekend on MV? 3 nights for only $3,900. Includes cleaning fee! Additional nights $1,000 each.
Summer:
$7,800 - $15,000/wk
Off Season:
$1,000 - $1,500/night
$7,000 - $9,800/wk
$19,500 - $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
10 reviews read reviews
LAST MINUTE ALERT 8/27 - 9/3
OWNER SPECIAL:
WEEK 8/27/22 -9/3/22. $10000. WAS $13500K.
Summer:
$10,000 - $15,000/wk
Off Season:
$8,000 - $10,500/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:
$14,000 - $17,000/wk
Off Season:
$950 - $1,200/night
$8,000 - $17,000/wk

Oak Bluffs vacation rentals that sleep 15

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 beach near Oak Bluffs Harbor
12 reviews read reviews
Summer:
$6,500 - $7,800/wk
Off Season:
$3,500 - $6,500/wk

Oak Bluffs vacation rentals that sleep 14

Oak Bluffs
ID 35126
Summer:
$13,300 - $20,500/wk
Off Season:
$8,500 - $13,300/wk
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:
$7,500 - $14,500/wk
Off Season:
$6,950/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:
$6,500 - $10,000/wk
Off Season:
$5,000 - $6,300/wk
2

Oak Bluffs vacation rentals that sleep 13

Oak Bluffs
ID 35660
7 BR
3 ½ baths
Sleeps 13
Ocean Park House
Ocean Park House
Distance to beach: 0.2 mi to Oak Bluffs Town Beach and 4 Beaches within a Half Mile
Summer:
$7,000 - $13,000/wk
Off Season:
$7,000 - $8,330/wk
2
02557
ID 34229
Summer:
$7,000 - $9,000/wk
Off Season:
$1,000 - $1,500/night
$5,000 - $7,500/wk
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
5 reviews read reviews
OWNER SPECIAL:
OWNER SPECIAL: Last Week of August 8/28-9/4 is Available!!!
Summer:
$4,500 - $9,500/wk
Off Season:
$4,000 - $6,500/wk

Oak Bluffs vacation rentals that sleep 12

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
9 reviews read reviews
Summer:
$7,500 - $9,000/wk
Off Season:
$6,000 - $7,500/wk
Oak Bluffs
ID 31454
7 BR
2 baths
Sleeps 12
Walk to Everything from ~ Historic 7 Bedroom Home with AC
Walk to Everything from ~ Historic 7 Bedroom Home with AC
Distance to beach: .5 The Jetty Beach and Under one mile to Inkwell Beach
Summer:
$5,500 - $7,000/wk
Off Season:
$600 - $800/night
$5,000 - $6,000/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
24 reviews read reviews
Summer:
$5,500 - $7,000/wk
Off Season:
$575 - $675/night
$5,500/wk
Oak Bluffs
ID 22593
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $800/night
$5,500 - $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:
$5,000 - $5,800/wk
Off Season:
$600 - $650/night
$3,500 - $4,500/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
JUST Renovated - LARGE home with new addition and bathrooms
JUST Renovated - LARGE home with new addition and bathrooms
Distance to beach: 3/10 of a mile, 5 minute walk The Jetty Beach
Summer:
$7,000 - $10,000/wk
Off Season:
$500 - $1,250/night
$2,500 - $6,000/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/wk
3
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
Summer:
$5,999 - $7,999/wk
Off Season:
$5,999 - $6,999/wk
2
Oak Bluffs
ID 33717
Summer:
$12,900 - $13,900/wk
Off Season:
$1,375 - $1,595/night
$7,900 - $12,900/wk
2
Oak Bluffs
ID 34066
Summer:
$12,500 - $18,500/wk
Off Season:
$11,500/wk
Oak Bluffs
ID 11575
Summer:
$3,325 - $4,025/wk
Off Season:
$600/night
$2,000 - $3,500/wk
3
Oak Bluffs
ID 31220
Summer:
$7,000 - $7,700/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/wk
Off Season:
$6,500 - $7,500/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 - $7,000/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,2-kayaks,4-SUPs, beach chairs & toys
17 reviews read reviews
LAST MINUTE ALERT 8/27 - 9/3
OWNER SPECIAL:
Week of 8/27 reduced $2500 to $7500! All Other 2022 weeks reduced $1k: to $6k/wk.
Summer:
$8,000 - $17,000/wk
Off Season:
$1,750 - $2,500/night
$6,000 - $12,000/wk

Oak Bluffs vacation rentals that sleep 11

Oak Bluffs
ID 29386
6 BR
2 baths
Sleeps 11
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)
6 reviews read reviews
Summer:
$900 - $1,600/night
$4,500 - $8,500/wk
$24 - $30,000/mo
Off Season:
$500 - $1,200/night
$3,500 - $4,500/wk
$12,000 - $14,000/mo
3
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:
$6,990 - $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:
$7,200 - $8,300/wk
Off Season:
$550 - $700/night
$3,200 - $6,500/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
2 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

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:
$5,400 - $6,000/wk
Off Season:
$5,400/wk
3
Oak Bluffs
ID 12900
Summer:
$3,500 - $6,200/wk
Off Season:
$800/night
$3,800/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
2 reviews read reviews
Summer:
$3,500 - $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
4 reviews read reviews
Summer:
$4,000 - $4,500/wk
Off Season:
$1,500 - $4,000/wk
Oak Bluffs
ID 26885
Summer:
$7,500 - $8,500/wk
Off Season:
$7,500 - $8,000/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 - $4,500/wk
Off Season:
$2,350 - $2,750/wk
3
Oak Bluffs
ID 33204
5 BR
3 baths
Sleeps 10
Akwaaba Manor Elegant Oak Bluffs Victorian Home
Akwaaba Manor Elegant Oak Bluffs Victorian Home
Distance to beach: 1/10 mi to Oak Bluffs Town Beach
Summer:
$10,500 - $145,000/wk
$15,000 - $60,000/mo
Off Season:
$1,000 - $2,000/night
$7,000 - $14,000/wk
$15,000 - $35,000/mo
2
Oak Bluffs
ID 33370
5 BR
3 baths
Sleeps 10
CENTRAL AIR! Porch, Outdoor Shower, Walk to Town & Beach
CENTRAL AIR! Porch, Outdoor Shower, Walk to Town & Beach
Distance to beach: 15 minute walk to (5/10 of a mile) State Beach
9 reviews read reviews
Summer:
$7,000 - $9,000/wk
Off Season:
$3,500 - $70,000/wk
4
Oak Bluffs
ID 33878
5 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 - $17,000/wk
Off Season:
$7,000 - $14,000/wk
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
5 reviews read reviews
Summer:
$575/night
$3,950 - $5,950/wk
Off Season:
$4,025/wk
3
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
1 review read review
Summer:
$5,500 - $8,600/wk
Off Season:
$3,500 - $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:
$4,420 - $7,500/wk
East Chop
ID 34693
5 BR
5 ½ baths
Sleeps 10
East Chop Beautiful Classic Cottage w/ 5 Bedrooms + 5 Baths
East Chop Beautiful Classic Cottage w/ 5 Bedrooms + 5 Baths
Distance to beach: 7/10 mi to The Jetty Beach
OWNER SPECIAL:
Special opportunity to rent this gorgeous house. Sunday, 8/28 - 9/11 (or dates in between) available
Summer:
$6,200 - $6,800/wk
Off Season:
$5,600/wk
5
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:
$8,500 - $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:
$5,600 - $7,400/wk
Off Season:
$3,000 - $3,500/wk
Oak Bluffs
ID 19414
Summer:
$7,700 - $9,900/wk
Off Season:
$800 - $1,100/night
$6,000 - $7,800/wk
3
Oak Bluffs
ID 34661
Summer:
$27,000 - $28,000/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
LAST MINUTE ALERT 8/28 - 9/4 and 9/4 - 9/11
OWNER SPECIAL:
Labor Day Special!!! 8th Day Free on Weekly Rental!!! Reduced Sept. Rates!
Summer:
$7,000 - $8,500/wk
$25,000 - $40,000/mo
Off Season:
$500 - $1,000/night
$3,000 - $5,000/wk
3
Oak Bluffs
ID 32791
Summer:
$5,500 - $7,500/wk
Off Season:
$3,900 - $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
6 reviews read reviews
Summer:
$3,500 - $4,800/wk
Off Season:
$430 - $500/night
$2,700 - $3,500/wk
4
Oak Bluffs
ID 33937
Summer:
$5,500 - $7,500/wk
Off Season:
$900/night
$4,000 - $6,000/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:
$8,000 - $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:
$5,500 - $8,500/wk
Off Season:
$350 - $550/night
$2,500 - $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:
$4,500 - $8,000/wk
Off Season:
$450 - $800/night
$2,500 - $5,000/wk

Oak Bluffs vacation rentals that sleep 9

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
17 reviews read reviews
Summer:
$7,800 - $14,000/wk
Off Season:
$700 - $1,150/night
$4,750 - $8,250/wk
4
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:
$7,000 - $12,000/wk
Off Season:
$4,900 - $8,000/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:
Lowered rates for end of August & beyond!
Summer:
$11,500 - $15,100/wk
$42,000 - $70,000/mo
Off Season:
$950 - $1,400/night
$6,000 - $11,500/wk
$15,000 - $35,000/mo
5
Oak Bluffs
ID 35957
4 BR
2 ½ baths
Sleeps 9
Waterview Summer Beach House on the Lagoon in Oak Bluff
Waterview Summer Beach House on the Lagoon in Oak Bluff
Distance to beach: .5 MILE Eastville Beach and Walk to Private Bch on Lagoon; Town Beach 1.7 OB
Summer:
$8,000/wk
Oak Bluffs
ID 29209
Summer:
$3,800 - $4,000/wk
Off Season:
$3,400 - $3,600/wk
Oak Bluffs
ID 31301
4 BR
2 ½ baths
Sleeps 9
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 - $5,700/wk
Off Season:
$4,500 - $5,000/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
OWNER SPECIAL:
August 28, 2022 just opened up rate will be reduced. Wonderful Beach House.
Summer:
$7,000 - $9,000/wk
Off Season:
$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:
$6,500 - $8,500/wk
$1,800 - $3,125,000/mo
Off Season:
$500 - $600/night
$2,000 - $6,500/wk
$7,000 - $17,000/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
11 reviews read reviews
Summer:
$4,800 - $5,800/wk
Off Season:
$600 - $650/night
$3,500 - $3,700/wk
Oak Bluffs
ID 35107
3 BR
3 ½ baths
Sleeps 9
Stately Home, Heated Pool, Breathtaking Waterview
Stately Home, Heated Pool, Breathtaking Waterview
Distance to beach: 1 mi to Jetty (Marinelli) Beach, 0.3 mi to Eastvi
Summer:
$14,500/wk
Off Season:
$12,500/wk

Oak Bluffs vacation rentals that sleep 8

Oak Bluffs
ID 31345
6 BR
2 baths
Sleeps 8
East Chop Summer Cottage with Wraparound Porch
East Chop Summer Cottage with Wraparound Porch
Distance to beach: 1.2 miles to Inkwell Beach
Summer:
$5,200 - $6,200/wk
Off Season:
$4,000 - $4,500/wk
Oak Bluffs
ID 21269
Summer:
$6,000 - $7,000/wk
Off Season:
$5,650/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:
$2,800 - $3,900/wk
Off Season:
$1,500 - $3,000/wk
Oak Bluffs
ID 5820
4 BR
2 ½ baths
Sleeps 8
Walk to Beach and Town from Charming, Spacious House
Walk to Beach and Town from Charming, Spacious House
Distance to beach: 5 min. walk to Inkwell Beach, sandy, child-safe,
10 reviews read reviews
Summer:
$4,700/wk
5
Oak Bluffs
ID 19225
4 BR
2 baths
Sleeps 8
ONLY 1 WEEK LEFT: JULY 9-16
ONLY 1 WEEK LEFT: JULY 9-16
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
Summer:
$2,650 - $3,800/wk
Off Season:
$250 - $500/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 - $5,500/wk
$14,000 - $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:
$428 - $558/night
$2,900 - $3,900/wk
Off Season:
$428 - $535/night
$2,800 - $3,500/wk
3
Oak Bluffs
ID 12643
Summer:
$4,200 - $5,600/wk
Off Season:
$1,990 - $4,500/wk
Waban Park
ID 25820
4 BR
2 baths
Sleeps 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Water-view Victorian on Waban Park, Sleeps 7- 8
Distance to beach: 1/10 mile to Inkwell/Oak Bluffs beaches
1 review read review
Summer:
$3,000 - $3,500/wk
Off Season:
$500 - $650/night
$3,000 - $3,300/wk
3
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
4 reviews read reviews
Summer:
$4,300 - $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:
$3,500 - $5,000/wk
Off Season:
$475/night
$3,200 - $3,800/wk
3
Oak Bluffs
ID 27675
4 BR
3 ½ baths
Sleeps 8
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Stunning Modern Wooded Retreat; Abuts State Forest Bike Loop
Distance to beach: 5 miles to Inkwell or State Beaches
1 review read review
Summer:
$7,000 - $8,000/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:
$3,500 - $4,550/wk
Off Season:
$450 - $500/night
$3,150 - $3,500/wk
4
Oak Bluffs
ID 29717
Summer:
$600 - $650/night
$3,500 - $4,200/wk
Off Season:
$600 - $750/night
$3,000 - $3,400/wk
Oak Bluffs - Meadow View Farms
ID 29775
Summer:
$4,000 - $6,000/wk
Off Season:
$2,800 - $5,500/wk
Oak Bluffs
ID 28871
4 BR
2 baths
Sleeps 8
Walk To Everything Oak Bluffs! 4bedrms, 2bath A/C, Pets
Walk To Everything Oak Bluffs! 4bedrms, 2bath A/C, Pets
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
3 reviews read reviews
Summer:
$4,800 - $6,000/wk
Off Season:
$4,000 - $4,800/wk
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:
$6,200 - $6,500/wk
Off Season:
$600 - $800/night
$6,000/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:
$3,500 - $4,400/wk
$15,000 - $16,000/mo
Off Season:
$2,000 - $3,300/wk
$12,000 - $12,900/mo
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:
$6,650 - $8,400/wk
Off Season:
$4,200 - $7,700/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
3 reviews read reviews
Summer:
$6,000 - $7,500/wk
Off Season:
$350 - $500/night
$2,500 - $3,500/wk
$2,800 - $3,200/mo
5
Oak Bluffs
ID 32817
4 BR
3 ½ baths
Sleeps 8
Exquisite Family Home w/Central AC & Heated Pool!
Exquisite Family Home w/Central AC & Heated Pool!
Distance to beach: 1 and 2/10 mile Oak Bluffs Town Beach and 3 miles State Beach
6 reviews read reviews
Summer:
$10,000 - $15,250/wk
Off Season:
$6,000 - $8,000/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 - $4,200/wk
Off Season:
$450/night
$3,150/wk
3
Oak Bluffs
ID 32448
Summer:
$7,000 - $9,000/wk
Off Season:
$5,000 - $6,000/wk
4
Oak Bluffs
ID 32868
Summer:
$6,000 - $7,500/wk
Off Season:
$5,500 - $7,000/wk
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
4 reviews read reviews
Summer:
$5,000 - $6,500/wk
Off Season:
$300 - $785/night
$2,500 - $5,500/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
2 reviews read reviews
Summer:
$3,000 - $3,300/wk
Off Season:
$3,300/wk
3
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:
$12,000 - $15,500/wk
3
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
4 reviews read reviews
Summer:
$7,500 - $9,000/wk
Off Season:
$500 - $1,000/night
$3,500 - $4,500/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
2 reviews read reviews
OWNER SPECIAL:
Sept. Oct. fall special.
Summer:
$6,000 - $8,000/wk
Off Season:
$4,500 - $6,000/wk
4
Oak Bluffs
ID 35412
4 BR
2 ½ baths
Sleeps 8
Charming 19Th Century Victorian Cottage In Oak Bluffs
Charming 19Th Century Victorian Cottage In Oak Bluffs
Distance to beach: 0.5 mi to The Jetty Beach and 0.8 mi to Oak Bluffs Town Beach
Summer:
$4,500 - $5,500/wk
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:
$785/night
$5,000 - $6,500/wk
Off Season:
$644/night
$4,500 - $5,000/wk
3
Oak Bluffs
ID 35858
4 BR
2 ½ baths
Sleeps 8
Brendas Cottage
Brendas Cottage
Distance to beach: 0.9 State Beach
3 reviews read reviews
Summer:
$4,000 - $6,000/wk
Off Season:
$350 - $400/night
$3,000 - $5,100/wk
$15,000/mo
2
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
LAST MINUTE ALERT 8/28 - 9/4
OWNER SPECIAL:
Last 2 weeks of summer reduced from $7000 to $6300 a week, Sunday to Sunday rental.
Summer:
$6,300 - $7,000/wk
Off Season:
$600 - $700/night
$2,800 - $4,900/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:
$930/night
$6,510 - $7,500/wk
Off Season:
$930/night
$6,510/wk
Waterview Farm
ID 21484
4 BR
1 ½ bath
Sleeps 8
Upper Water View w/Small Private Beach
Upper Water View w/Small Private Beach
Distance to beach: 1/2 mi to small private Waterview Farm beach
4 reviews read reviews
Summer:
$2,300 - $3,000/wk
$11,500/mo
Off Season:
$1,500 - $2,000/wk
$7,000 - $8,000/mo
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:
$29,500 - $34,000/wk
Off Season:
$17,000 - $27,000/wk
Oak Bluffs
ID 35682
4 BR
2 ½ baths
Sleeps 8
Eastville Antique Farmhouse
Eastville Antique Farmhouse
Distance to beach: 0.4 mile Eastville Beach
Summer:
$5,000 - $6,000/wk
Off Season:
$500 - $1,000/night
$4,500 - $5,000/wk
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:
$2,800 - $5,000/wk
Off Season:
$3,000/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:
$4,500 - $5,500/wk
4
Oak Bluffs
ID 33550
3 BR
3 baths
Sleeps 8
Weve done all the work so YOU can relax!
Weve done all the work so YOU can relax!
Distance to beach: 2 miles Oak Bluffs Town Beach and 1.5 Eastville Beach
16 reviews read reviews
OWNER SPECIAL:
Enjoy a FREE Labor Day Monday when you spend the last week of summer with us!
Summer:
$850 - $1,200/night
$5,700 - $6,900/wk
Off Season:
$750 - $1,200/night
$4,400 - $5,700/wk
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
1 review read review
Summer:
$5,000 - $5,500/wk
Off Season:
$3,000 - $4,000/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:
$6,230 - $9,800/wk
Off Season:
$3,500 - $6,650/wk
2
Oak Bluffs
ID 35161
Summer:
$5,000/wk
Off Season:
$500 - $650/night
$3,500/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:
$8,000 - $10,000/wk
Off Season:
$700 - $1,100/night
$7,500 - $8,000/wk
Oak Bluffs
ID 35694
3 BR
3 baths
Sleeps 8
Close to Downtown Oak Bluffs
Close to Downtown Oak Bluffs
Distance to beach: .7 mile The Jetty Beach and 1.3 miles Eastville Beach
Summer:
$5,600 - $7,600/wk
Off Season:
$757 - $900/night
$3,500 - $6,500/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:
$6,800/wk
Off Season:
$5,800/wk
Oak Bluffs
ID 21366
3 BR
2 baths
Sleeps 8
Charming Oak Bluffs Home
Charming Oak Bluffs Home
Distance to beach: 1 mile Oak Bluffs Town Beach
5 reviews read reviews
Summer:
$3,200 - $3,650/wk
Off Season:
$3,200/wk
2
Oak Bluffs
ID 20575
3 BR
3 baths
Sleeps 8
Bright Modern House Sleeps 9 Walk to Beach & Shops
Bright Modern House Sleeps 9 Walk to Beach & Shops
Distance to beach: Lagoon Beach-end of block;15 min bike- State Beach
2 reviews read reviews
Summer:
$4,200/wk
Off Season:
$3,150 - $3,500/wk
Oak Bluffs
ID 35791
Summer:
$6,800 - $8,800/wk
Off Season:
$6,800/wk
Oak Bluffs
ID 34878
2 BR
2 baths
Sleeps 8
Pondfront Coastal Chic
Pondfront Coastal Chic
Distance to beach: 3 mi to Eastville Beach and 4.5 State Beach
1 review read review
OWNER SPECIAL:
DUE TO CANCELLATION: BOOK 8/20-9/5 NOW AND SAVE 10% WAS $7000/wk NOW $6300/wk.
Summer:
$5,593 - $7,000/wk
Off Season:
$300 - $750/night
$2,750 - $6,250/wk

Oak Bluffs vacation rentals that sleep 7

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:
$1,800 - $3,800/wk
Off Season:
$1,800/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
LAST MINUTE ALERT 8/27 - 9/3
OWNER SPECIAL:
August 27 to Sept. 3 Get $500 off Plus a Car Ferry Reservation Ticket available Call 508-274-0311.
Summer:
$4,000 - $6,500/wk
Off Season:
$3,000 - $6,500/wk
East Chop
ID 35529
Summer:
$3,900 - $5,000/wk
$15,000/mo
Off Season:
$3,500/wk
3
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:
$2,200 - $2,700/wk
Off Season:
$300 - $500/night
$2,500/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
6 reviews read reviews
Summer:
$2,450 - $3,150/wk
Off Season:
$335/night
$2,400 - $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 - $3,800/wk
Off Season:
$2,800 - $2,900/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
OWNER SPECIAL:
Price reduction for week of July 24-31st to $2800.
Summer:
$2,800 - $3,800/wk
$12,000/mo
Off Season:
$450 - $500/night
$2,200 - $2,800/wk
$8,000 - $10,000/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
1 review read review
Summer:
$5,000 - $8,500/wk
Off Season:
$2,500 - $5,500/wk
$5,000 - $10,000/mo
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:
$3,500 - $4,300/wk
Off Season:
$300 - $425/night
$2,500 - $3,500/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
Summer:
$4,950 - $6,500/wk
Off Season:
$2,950 - $4,500/wk
2
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
11 reviews read reviews
OWNER SPECIAL:
Last week in August reduced.. plus stay an extra day and leave on the Monday holiday!
Summer:
$3,000 - $3,950/wk
Off Season:
$2,600 - $3,500/wk
3
Downtown OB condo
ID 36153
Summer:
$2,300 - $2,800/wk
Off Season:
$2,500/wk
2

Oak Bluffs vacation rentals that sleep 6

Oak Bluffs
ID 29086
4 BR
1 ½ bath
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:
$7,000 - $9,500/wk
$33,000 - $47,500/mo
Off Season:
$7,000 - $9,000/wk
$29,000 - $37,500/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 9028
3 BR
2 ½ baths
Sleeps 6
Vineyard Retreat - 9/17 - 10/1 now Available!
Vineyard Retreat - 9/17 - 10/1 now Available!
Distance to beach: 3 miles to State Beach and 2/10 mile to a beach on a large 3,968 acre salt wa
15 reviews read reviews
Summer:
$3,200 - $3,800/wk
$12,600 - $13,400/mo
Off Season:
$2,000 - $2,800/wk
$9,500 - $11,500/mo
4
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:
$800 - $1,000/night
$2,700 - $3,500/wk
$10,000 - $15,000/mo
Off Season:
$700 - $800/night
$1,500 - $2,800/wk
$1,600 - $11,000/mo
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/wk
Off Season:
$300 - $375/night
$2,000 - $2,750/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:
Last week in Aug reduced to $3700. Quieter time on the Vineyard.
Summer:
$3,700 - $4,800/wk
Off Season:
$3,400 - $3,800/wk
$5,000 - $6,500/mo
2
Oak Bluffs
ID 4217
Summer:
$4,500 - $6,200/wk
Off Season:
$450 - $550/night
$2,500 - $4,200/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
LAST MINUTE ALERT 9/3 - 9/10 and 9/10 - 9/17
OWNER SPECIAL:
Wks of Sept 3-10 & Sept 10-17 now available! Less crowds & traffic, everything's open, swimmable!
Summer:
$2,895 - $3,695/wk
Off Season:
$450/night
$2,795 - $3,150/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:
$2,600 - $3,000/wk
2
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
OWNER SPECIAL:
Ferry Tickets available 8/27/22 with a return of 9/6/22.
Summer:
$5,200 - $6,600/wk
Off Season:
$785/night
$4,900 - $8,750/wk
32 County Road, Oak Bluffs
ID 31344
3 BR
2 baths
Sleeps 6
OB-POSH with Central A/C
OB-POSH with Central A/C
Distance to beach: Eastville Beach about 1/2 a mile
Summer:
$5,000 - $7,500/wk
Off Season:
$4,000 - $5,000/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
LAST MINUTE ALERT 8/28 - 9/4 and 9/4 - 9/11
OWNER SPECIAL:
Book by 8/21 to receive $200 off total rental rate.
Summer:
$3,500 - $5,000/wk
Off Season:
$450 - $500/night
$2,800 - $3,750/wk
2
Oak Bluffs
ID 33125
Summer:
$2,800 - $3,100/wk
Off Season:
$2,800/wk
East Chop
ID 32946
Summer:
$3,000/wk
Off Season:
$1,500 - $2,500/wk
5
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
7 reviews read reviews
Summer:
$3,850 - $5,000/wk
Off Season:
$550 - $800/night
$2,000 - $3,950/wk
3
Oak Bluffs
ID 34180
3 BR
2 baths
Sleeps 6
AVAILABLE 8/21-28! A/C, Assoc.courts & dock
AVAILABLE 8/21-28! A/C, Assoc.courts & dock
Distance to beach: 3 & 4/10 mi Oak Bluffs Town Beach and 5 miles State Beach
2 reviews read reviews
Summer:
$4,500 - $6,000/wk
Off Season:
$2,800 - $3,850/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
6 reviews read reviews
OWNER SPECIAL:
Week 9/4 to 9/11 REDUCED to $6,800!
Summer:
$7,800 - $12,000/wk
Off Season:
$850 - $1,250/night
$5,800 - $8,000/wk
$20,000 - $22,000/mo
5
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
Summer:
$3,000 - $4,500/wk
Off Season:
$500/night
$2,500 - $3,000/wk
East Chop
ID 35125
3 BR
2 baths
Sleeps 6
Beautiful Oak Bluffs Cottage Close to Town
Beautiful Oak Bluffs Cottage Close to Town
Distance to beach: 0.5 mi to The Jetty Beach
Summer:
$4,500 - $5,500/wk
Off Season:
$375 - $750/night
$2,800 - $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 - $6,500/wk
$25,000/mo
Off Season:
$500 - $700/night
$3,500 - $5,000/wk
5
Oak Bluffs
ID 36206
3 BR
2 baths
Sleeps 6
New Construction in OB/Close to Everything
New Construction in OB/Close to Everything
Distance to beach: 1.7 mi to Oak Bluffs Town Beach
Summer:
$2,700/wk
Off Season:
$2,400 - $2,500/wk
Vineyard Haven
ID 36482
3 BR
2 baths
Sleeps 6
House Beautiful Home
House Beautiful Home
Distance to beach: 2 miles Oak Bluffs Town Beach
OWNER SPECIAL:
End of August special! Price reduced $250/wk! Now only $3750/wk!!
Summer:
$3,750 - $5,000/wk
Off Season:
$3,000 - $3,500/wk
5
Oak Bluffs
ID 36401
3 BR
2 baths
Sleeps 6
Oak Bluffs Cottage Walk to Town Beach
Oak Bluffs Cottage Walk to Town Beach
Distance to beach: 1/10 mile to Oak Bluffs Town Beach
Summer:
$5,600 - $6,300/wk
Off Season:
$3,500 - $4,200/wk
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:
$6,300/wk
Off Season:
$3,500/wk
Oak Bluffs
ID 19888
Summer:
$2,400 - $3,350/wk
Off Season:
$1,800 - $2,500/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:
$2,250 - $3,000/wk
Copeland District
ID 33960
3 BR
2 baths
Sleeps 6
Romantic Victorian Cottage steps from the Beach!
Romantic Victorian Cottage steps from the Beach!
Distance to beach: 3/10 mi to Oak Bluffs Town Beach
Summer:
$4,000 - $5,000/wk
Off Season:
$3,000 - $3,500/wk
Oak Bluffs
ID 34650
3 BR
1 bath
Sleeps 6
3 bedroom ranch with a small private beach on Lagoon Pond
3 bedroom ranch with a small private beach on Lagoon Pond
Distance to beach: on private beach; 1.6 m to Oak Bluffs Town Beach
Summer:
$7,000 - $9,000/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
Summer:
$8,000 - $9,500/wk
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon
OWNER SPECIAL:
House available week of 8/20 - 8/27 due to a late cancellation. Rent special of $ 1750 for the week!
Summer:
$1,900/wk
Oak Bluffs
ID 29854
2 BR
2 baths
Sleeps 6
Martha's Vineyard Sea View Condo. Steps from the Beach!
Martha's Vineyard Sea View Condo. Steps from the Beach!
Distance to beach: 30 yards Oak Bluffs Town Beach and 10 yards to Inkwell Beach
Summer:
$3,650 - $3,800/wk
Off Season:
$275 - $450/night
$1,925 - $3,150/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:
$3,975 - $4,550/wk
Off Season:
$3,250 - $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:
$4,500/wk
$15,000 - $25,000/mo
Off Season:
$2,500 - $3,300/wk
$5,000 - $12,500/mo
3

Oak Bluffs vacation rentals that sleep 5

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:
$3,595 - $4,595/wk
Off Season:
$550 - $600/night
$3,595 - $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:
$2,350 - $2,950/wk
Off Season:
$2,250 - $2,950/wk
Oak Bluffs
ID 34708
2 BR
1 bath
Sleeps 5
SEVERAL WEEKS STILL AVAILABLE!! WILL CONSIDER SHORTER STAY
SEVERAL WEEKS STILL AVAILABLE!! WILL CONSIDER SHORTER STAY
Distance to beach: 1.4 mi to Oak Bluffs Town Beach and 1.4 mi to Eastville Beach
Summer:
$3,500 - $4,500/wk
Off Season:
$3,000/wk

Oak Bluffs vacation rentals that sleep 4

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:
$4,550 - $6,895/wk
Off Season:
$3,100 - $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
OWNER SPECIAL:
One night minimum stays available - Prices on calendar include State & Local Taxes.
Summer:
$375 - $390/night
$2,625 - $2,730/wk
Off Season:
$175 - $375/night
$1,225 - $2,625/wk
3
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:
$2,600 - $3,800/wk
Off Season:
$300 - $500/night
$1,800 - $2,500/wk
5
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:
$2,230 - $3,500/wk
Off Season:
$1,585 - $2,500/wk
Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
1 SUMMER WEEK LEFT: AUG 27-SEPT 3
1 SUMMER WEEK LEFT: AUG 27-SEPT 3
Distance to beach: 9/10 mile to Inkwell Beach
6 reviews read reviews
Summer:
$3,000 - $5,000/wk
Off Season:
$3,000/wk
3
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
Summer:
$2,300 - $2,400/wk
Off Season:
$1,800 - $2,300/wk
3
Oak Bluffs
ID 36279
1 BR
1 bath
Sleeps 4
Spectacular Condo Recently Renovated on Ocean Park
Spectacular Condo Recently Renovated on Ocean Park
Distance to beach: 2/10 mi to Oak Bluffs Town Beach
Summer:
$3,250 - $3,750/wk
Off Season:
$2,850/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:
$7,000/mo
Off Season:
$6,000/mo
Oak Bluffs
ID 33806
1 BR
1 bath
Sleeps 4
2nd floor of Historic Home: In-Town, By Beach, Pet Friendly
2nd floor of Historic Home: In-Town, By Beach, Pet Friendly
Distance to beach: .1 mi to Oak Bluffs Town Beach and 2 mi State Beach
2 reviews read reviews
Summer:
$275 - $695/night
$2,725 - $4,865/wk
Off Season:
$1,715 - $3,125/wk
2

Oak Bluffs vacation rentals that sleep 3

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
$4,025/wk
$14,250/mo
Off Season:
$975 - $1,050/night
$14,250/mo
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:
$2,425 - $3,800/wk
$2,000 - $12,500/mo
Off Season:
$250 - $400/night
$800 - $3,200/wk
$1,500 - $2,000/mo
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
3 reviews read reviews
Summer:
$1,750 - $1,850/wk
Off Season:
$1,250/wk
3
Oak Bluffs
ID 36402
Summer:
$2,000 - $3,000/wk
Off Season:
$1,500 - $2,000/wk

Oak Bluffs vacation rentals that sleep 2

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
69 reviews read reviews
Summer:
$1,850 - $2,850/wk
Off Season:
$300/night
$1,000 - $1,850/wk
Oak Bluffs
ID 32208
1 BR
1 bath
Sleeps 2
Guest House, Steps to Beach, Water Views!
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
Summer:
$2,700 - $3,600/wk
$5,000 - $12,000/mo
Off Season:
$1,800 - $2,850/wk
$3,800 - $10,000/mo
3
Oak Bluffs
ID 30207
Summer:
$3,950/wk
Off Season:
$3,250/wk