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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.

175 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
Magnificent Historic Waterfront Victorian Mansion 1875 Gem
Magnificent 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
Off-season:
$19,000 - $25,000/wk
$60 - $115,000/mo
Off Season:
$2,286 - $2,715/night
$16,000 - $19,000/wk
$65,000 - $80,000/mo

Oak Bluffs vacation rentals that sleep 16

East Chop-Oak Bluffs
ID 14646
8 BR
3 baths
Sleeps 16
Classic East Chop Beach House
Classic East Chop Beach House
Distance to beach: 300 ft to Jetty Beach
2 reviews read reviews
Off-season:
$8,500 - $11,000/wk
Off Season:
$6,800 - $8,500/wk
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
Off-season:
$12,000 - $15,000/wk
Off Season:
$700 - $1,428/night
$10,000 - $15,000/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
11 reviews read reviews
Off-season:
$3,500 - $7,600/wk
Off Season:
$3,500 - $5,900/wk

Oak Bluffs vacation rentals that sleep 14

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
Off-season:
$5,200 - $8,000/wk
Off Season:
$4,550 - $5,500/wk

Oak Bluffs vacation rentals that sleep 13

Oak Bluffs
ID 24933
7 BR
2 baths
Sleeps 13
Charming Summer Cottage Close to Town, Harbor & Beach
Charming Summer Cottage Close to Town, Harbor & Beach
Distance to beach: Under 1/2 mile to the Jetty Beach
OWNER SPECIAL:
BOOK NOW !!! Still available week of August 28 open !!!
Off-season:
$3,500 - $5,500/wk
Off Season:
$3,000 - $3,500/wk
02557
ID 34229
Off-season:
$5,000 - $8,500/wk
Off Season:
$1,000 - $1,500/night
$5,000 - $7,000/wk
Oak Bluffs
ID 35046
Off-season:
$6,500 - $8,000/wk
Off Season:
$379 - $572/night
$2,500 - $6,500/wk
Oak Bluffs
ID 28460
5 BR
4 ½ baths
Sleeps 13
Pirate's Reef - NEW 5-bed, 4.5-bath w/full basement!
Pirate's Reef - NEW 5-bed, 4.5-bath w/full basement!
Distance to beach: 0.5 mile The Jetty Beach and 0.9 mile Oak Bluffs Town Beach
Off-season:
$7,875 - $14,000/wk
Off Season:
$900 - $1,150/night
$4,000 - $7,000/wk
$6,000 - $8,000/mo

Oak Bluffs vacation rentals that sleep 12

Oak Bluffs
ID 27947
8 BR
2 ½ baths
Sleeps 12
Large Gingerbread Home, Walk to Town and Beach
Large Gingerbread Home, Walk to Town and Beach
Distance to beach: 2/10 to Inkwell Beach
Off-season:
$5,400 - $7,200/wk
Off Season:
$4,600 - $5,400/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
OWNER SPECIAL:
July 25, August 22nd & August 29th Available.
Off-season:
$5,500 - $7,000/wk
Off Season:
$5,500/wk
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
5 reviews read reviews
Off-season:
$700 - $1,000/night
$6,500 - $9,000/wk
Off Season:
$500 - $750/night
$3,750 - $6,500/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!
8 reviews read reviews
Off-season:
$5,499 - $6,999/wk
Off Season:
$5,499 - $5,999/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
Off-season:
$5,000 - $5,700/wk
Off Season:
$500 - $650/night
$2,500 - $4,000/wk
Oak Bluffs
ID 28357
6 BR
4 ½ baths
Sleeps 12
Beautiful, Newly Renovated, Spacious 6 BR Home
Beautiful, Newly Renovated, Spacious 6 BR Home
Distance to beach: 3 miles to Oak Bluffs Town Beach
8 reviews read reviews
OWNER SPECIAL:
Owner Special: Week of August 21-28 reduced by $1000.
Off-season:
$8,000 - $10,000/wk
Off Season:
$1,100 - $1,300/night
$8,000 - $8,500/wk
East Chop
ID 23424
6 BR
4 ½ baths
Sleeps 12
Book Now 2021~ Large Home walk to town/beach!
Book Now 2021~ Large Home walk to town/beach!
Distance to beach: East Chop Beach is 5 minute walk (3/10 of a mile)
Off-season:
$6,000 - $8,000/wk
Off Season:
$250 - $800/night
$1,500 - $3,200/wk
Oak Bluffs
ID 33717
Off-season:
$9,900 - $18,500/wk
Off Season:
$1,275 - $1,495/night
$7,900 - $10,900/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
18 reviews read reviews
Off-season:
$4,500/wk
Off Season:
$475 - $575/night
Oak Bluffs
ID 33448
6 BR
2 ½ baths
Sleeps 12
''Pennacook House'' in the heart of the Historial District
''Pennacook House'' in the heart of the Historial District
Distance to beach: 0.4 mi Oak Bluffs Town Beach
OWNER SPECIAL:
Week of August 21, 2021 just opned up... Book Now ! June weeks are still available...
Off-season:
$5,900 - $8,400/wk
Off Season:
$4,500 - $4,800/wk
Oak Bluffs
ID 34066
Off-season:
$9,000 - $15,000/wk
Off Season:
$9,000/wk
Oak Bluffs
ID 11575
Off-season:
$3,200 - $3,800/wk
Off Season:
$1,800 - $3,200/wk
Oak Bluffs
ID 31220
5 BR
2 ½ baths
Sleeps 12
CENTRAL AC! Walk 2 Town and Beach
CENTRAL AC! Walk 2 Town and Beach
Distance to beach: 1/2 mile to Jetty beach
16 reviews read reviews
Off-season:
$6,000 - $7,300/wk
Off Season:
$850/night
$5,000/wk
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
Off-season:
$7,000 - $8,000/wk
Off Season:
$6,500 - $7,000/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
7 reviews read reviews
Off-season:
$5,000 - $6,000/wk
Off Season:
$3,500 - $5,000/wk
Lagoon Pond Waterfront - saltw
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-paddle boards, kids bea
17 reviews read reviews
OWNER SPECIAL:
3 night Sept/Oct weekends reduced to $1675/night. Weekly reduced to $6000.
Off-season:
$2,000/night
$6,500 - $16,000/wk
Off Season:
$1,675/night
$6,000 - $10,000/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
Off-season:
$5,900 - $8,000/wk
Off Season:
$500 - $1,000/night
$3,200 - $5,000/wk
$15,000 - $20,000/mo
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
Off-season:
$4,500 - $8,000/wk
Off Season:
$2,950 - $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
Off-season:
$5,950 - $7,800/wk
Off Season:
$3,500 - $6,500/wk

Oak Bluffs vacation rentals that sleep 10

Oak Bluffs
ID 35027
7 BR
6 ½ baths
Sleeps 10
Gorgeous 7BR/6BA Ocean views Walk to Beach & Town
Gorgeous 7BR/6BA Ocean views Walk to Beach & Town
Distance to beach: 1/10 mi to Oak Bluffs Town Beach and short walk to the Inkwell
Off-season:
$15,000/wk
Off Season:
$9,000/wk
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
Off-season:
$4,600/wk
Oak Bluffs
ID 12900
Off-season:
$3,500 - $5,300/wk
Off Season:
$800/night
$3,200/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
Off-season:
$5,600 - $7,400/wk
Off Season:
$2,800 - $3,500/wk
Oak Bluffs
ID 3540
5 BR
3 baths
Sleeps 10
Magnificent Spacious Modern Home
Magnificent Spacious Modern Home
Distance to beach: About half mile to beach
6 reviews read reviews
Off-season:
$3,000 - $5,000/wk
Off Season:
$3,000/wk
Oak Bluffs
ID 11040
5 BR
2 baths
Sleeps 10
Ocean Peek Cottage
Ocean Peek Cottage
Distance to beach: Two blocks
3 reviews read reviews
Off-season:
$4,200/wk
Off Season:
$350 - $450/night
$1,500 - $3,400/wk
Oak Bluffs
ID 22593
Off-season:
$6,000 - $8,000/wk
Off Season:
$500 - $700/night
$5,000 - $6,500/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
18 reviews read reviews
Off-season:
$2,700 - $4,000/wk
Off Season:
$375/night
$2,250/wk
East Chop
ID 29421
5 BR
3 ½ baths
Sleeps 10
East Chop Fantastic Ocean Views-Private Neighborhood
East Chop Fantastic Ocean Views-Private Neighborhood
Distance to beach: 3/4 mile Oak Bluffs Town Beach, E Chop Beach Club
OWNER SPECIAL:
Sat Aug 28 - Sat Sep 4 priced $1,000 lower.
Off-season:
$5,500 - $7,000/wk
$27,000 - $28,000/mo
Off Season:
$3,000 - $5,000/wk
$10,000 - $18,000/mo
Oak Bluffs
ID 33204
Off-season:
$8,800 - $15,400/wk
$15,000 - $32,000/mo
Off Season:
$1,500 - $3,100/night
$8,000 - $11,500/wk
$12,000 - $150,000/mo
Oak Bluffs
ID 33370
Off-season:
$5,000 - $7,500/wk
Off Season:
$3,000 - $5,000/wk
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
Off-season:
$12,000 - $15,000/wk
Off Season:
$7,000 - $12,000/wk
Oak Bluffs
ID 33947
5 BR
3 ½ baths
Sleeps 10
5 Bedroom Victorian steps from the Beach
5 Bedroom Victorian steps from the Beach
Distance to beach: 1 block to Inkwell Beach
Off-season:
$5,000 - $7,500/wk
Off Season:
$750/night
$3,000 - $4,500/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
1 review read review
Off-season:
$3,575 - $5,500/wk
$15,000/mo
Off Season:
$2,250 - $3,575/wk
$9,000/mo
Historic Copeland District
ID 34083
Off-season:
$5,000 - $7,500/wk
Off Season:
$3,000 - $5,500/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
Off-season:
$5,000 - $9,500/wk
Off Season:
$575 - $1,000/night
$4,000 - $7,500/wk
East Chop
ID 34693
Off-season:
$6,000 - $8,500/wk
$23,000/mo
Off Season:
$7,000/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
OWNER SPECIAL:
BOOK NOW!! Weeks Avalible Still great weeks 8/22, 8/29, 9/5.
Off-season:
$7,000 - $9,500/wk
Off Season:
$7,000/wk
Oak Bluffs
ID 19414
Off-season:
$7,500 - $9,500/wk
Off Season:
$800 - $1,100/night
$5,500 - $7,500/wk
Oak Bluffs
ID 26885
Off-season:
$6,500/wk
Off Season:
$6,500/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
Off-season:
$7,800 - $10,000/wk
Off Season:
$7,000/wk
Oak Bluffs
ID 34661
Off-season:
$25,000/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
4 reviews read reviews
Off-season:
$5,500 - $8,500/wk
$20,000 - $40,000/mo
Off Season:
$300 - $700/night
$4,000 - $6,000/wk
$10,000 - $25,000/mo
Oak Bluffs
ID 32791
4 BR
4 baths
Sleeps 10
Spacious Barnes Road Beach House w/Attached Studio Apt.
Spacious Barnes Road Beach House w/Attached Studio Apt.
Distance to beach: 1.8 mi To Oak Bluffs Town Beach
7 reviews read reviews
Off-season:
$3,200 - $5,400/wk
Off Season:
$3,900/wk
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
4 reviews read reviews
Off-season:
$4,000 - $4,800/wk
Off Season:
$2,800 - $4,000/wk
Oak Bluffs
ID 33937
Off-season:
$4,600 - $7,000/wk
Off Season:
$900/night
$4,000 - $5,200/wk
Harthaven Oak Bluffs
ID 31462
4 BR
4 ½ baths
Sleeps 10
Harthaven 4 MBR, 4+1/2 BA, A/C, tennis & beach. FERRY TIX!
Harthaven 4 MBR, 4+1/2 BA, A/C, tennis & beach. FERRY TIX!
Distance to beach: Harthaven private beach 5/10 mile
Off-season:
$5,000 - $6,250/wk
Off Season:
$400 - $4,000/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
LAST MINUTE ALERT 8/30 - 9/6
OWNER SPECIAL:
Labor Day Special! Price reduced from $10k to $8k for week of Monday 8/30. Departure flexible.
Off-season:
$8,000 - $14,000/wk
Off Season:
$700 - $1,200/night
$5,000 - $8,000/wk

Oak Bluffs vacation rentals that sleep 9

Oak Bluffs
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: 3 miles to State Beach and Jaws Bridge with plenty of parking available. State Beach and Inkwell Beach is 1 short block away
17 reviews read reviews
Off-season:
$700 - $900/night
$3,750 - $8,950/wk
Off Season:
$700 - $900/night
$3,500 - $5,500/wk
Oak Bluffs
ID 31591
4 BR
2 ½ baths
Sleeps 9
Oceanfront Home, Walk to Everything!
Oceanfront Home, Walk to Everything!
Distance to beach: 1/10 Oak Bluffs Town Beach and Oak Bluffs Town Beach (ocean) across the street
7 reviews read reviews
OWNER SPECIAL:
See lowered rates for September/October.
Off-season:
$11,000 - $14,500/wk
$50,000 - $60,000/mo
Off Season:
$1,200 - $1,500/night
$6,000 - $11,000/wk
$11,000 - $40,000/mo
Oak Bluffs
ID 33074
4 BR
4 baths
Sleeps 9
Now booking for Summer 2021! Classic, 4-bed,4-bath MV home
Now booking for Summer 2021! Classic, 4-bed,4-bath MV home
Distance to beach: 6/10 mile The Jetty Beach and 1.1 miles Oak Bluffs Town Beach
1 review read review
Off-season:
$5,000 - $9,000/wk
Off Season:
$575 - $700/night
$3,500 - $4,500/wk
$5,000 - $7,000/mo
Oak Bluffs
ID 29209
Off-season:
$3,600 - $3,800/wk
Off Season:
$2,400 - $3,000/wk
Oak Bluffs
ID 30502
4 BR
2 ½ baths
Sleeps 9
Relaxing & Central Location!
Relaxing & Central Location!
Distance to beach: 7-10 Minute Drive to OB & Edgartown Beaches
3 reviews read reviews
Off-season:
$5,200 - $5,500/wk
Off Season:
$450 - $600/night
$4,000 - $5,200/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.
Off-season:
$5,500/wk
Off Season:
$3,500 - $4,500/wk
Oak Bluffs
ID 33354
Off-season:
$6,000 - $7,500/wk
Off Season:
$4,500 - $5,000/wk
In Town near Niantic
ID 34089
4 BR
1 ½ bath
Sleeps 9
In-Town Victorian near Niantic Park
In-Town Victorian near Niantic Park
Distance to beach: 3/10 mi to Inkwell Oak Bluffs Town Beach
Off Season:
$275 - $550/night
$1,550 - $2,500/wk
Oak Bluffs
ID 34103
4 BR
3 baths
Sleeps 9
Stylish Contemporary 4 BR Farmhouse in Oak Bluffs
Stylish Contemporary 4 BR Farmhouse in Oak Bluffs
Distance to beach: 0.7 mi to The Jetty Beach and 0.9 mi to Oak Bluffs Town Beach
Off-season:
$7,000 - $9,000/wk
Off Season:
$525/night
$3,675 - $6,250/wk
Oak Bluffs
ID 22799
3 BR
3 baths
Sleeps 9
MV Peace of Pie - Short 15 min walk to OB center, AC
MV Peace of Pie - Short 15 min walk to OB center, AC
Distance to beach: 1.1 miles to Oak Bluffs Town Beach
7 reviews read reviews
Off-season:
$500 - $575/night
$3,200 - $4,800/wk
Off Season:
$500 - $575/night
$1,900 - $3,500/wk

Oak Bluffs vacation rentals that sleep 8

East Chop
ID 5746
6 BR
1 ½ bath
Sleeps 8
Ocean View East Chop Victorian Cottage - 6 Bedrooms Sleeps 8
Ocean View East Chop Victorian Cottage - 6 Bedrooms Sleeps 8
Distance to beach: 5-8 minute walk to sandy East Chop Beaches
36 reviews read reviews
Off-season:
$4,900 - $5,900/wk
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
Off-season:
$4,800 - $6,200/wk
Off Season:
$4,500/wk
Oak Bluffs
ID 30926
5 BR
2 baths
Sleeps 8
Walk to OB center & harbor from this renovated home with AC!
Walk to OB center & harbor from this renovated home with AC!
Distance to beach: East Chop Beach (Linda Marinelli Beach)
3 reviews read reviews
Off-season:
$4,000 - $4,700/wk
Off Season:
$600/night
$3,500 - $4,000/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
Off-season:
$2,200 - $3,300/wk
Off Season:
$250 - $350/night
$1,400 - $2,200/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
Off-season:
$4,300/wk
Off Season:
$4,300/wk
Oak Bluffs
ID 19225
4 BR
2 baths
Sleeps 8
1 WEEK LEFT FOR 2021 SEASON: SEPT 4-11
1 WEEK LEFT FOR 2021 SEASON: SEPT 4-11
Distance to beach: 1.1 mile to Inkwell Beach
10 reviews read reviews
Off-season:
$4,000 - $8,000/wk
Off Season:
$3,000 - $5,000/wk
Oak Bluffs
ID 19626
Off-season:
$2,600 - $3,200/wk
Off Season:
$225 - $500/night
$1,850 - $2,100/wk
$7,000 - $7,500/mo
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
15 reviews read reviews
Off-season:
$6,000/wk
$14,000 - $26,000/mo
Off Season:
$2,000 - $14,000/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
Off-season:
$480 - $535/night
$3,100 - $3,800/wk
Off Season:
$400 - $475/night
$2,600 - $3,300/wk
Oak Bluffs
ID 12643
Off-season:
$4,900 - $5,100/wk
Off Season:
$2,500 - $3,500/wk
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
Off-season:
$5,700 - $8,000/wk
Off Season:
$6,500/wk
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
Off-season:
$3,500 - $3,780/wk
Off Season:
$400/night
$2,800/wk
Oak Bluffs
ID 30339
Off-season:
$3,400 - $4,200/wk
$14,000 - $16,000/mo
Off Season:
$285 - $470/night
$2,000 - $3,400/wk
$7,000 - $12,400/mo
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
Off-season:
$1,500/night
$5,600 - $8,600/wk
Off Season:
$750 - $950/night
$3,500 - $9,800/wk
$7,000 - $10,000/mo
On Farm Pond
ID 32214
4 BR
1 ½ bath
Sleeps 8
Stunning Waterfront in Oak Bluffs
Stunning Waterfront in Oak Bluffs
Distance to beach: 2/10 mi walk (or kayak across the pond!) to Oak Bluffs Town Beach
3 reviews read reviews
Off-season:
$1,400/night
$5,000 - $6,700/wk
Off Season:
$500 - $700/night
$5,600/wk
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
4 reviews read reviews
Off-season:
$8,500 - $15,000/wk
Off Season:
$5,000 - $7,000/wk
Oak Bluffs
ID 33075
Off-season:
$3,100/wk
Off Season:
$300 - $400/night
$3,100/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: 1.5 Eastville Beach and Inkwell Beach 1.2 miles
7 reviews read reviews
Off-season:
$2,555/wk
Off Season:
$340/night
Oak Bluffs
ID 32868
4 BR
2 ½ baths
Sleeps 8
Spacious 4 BR Home near Inkwell Beach, Private Tennis Court
Spacious 4 BR Home near Inkwell Beach, Private Tennis Court
Distance to beach: 1/2 mile to Oak Bluffs Town Beach
OWNER SPECIAL:
WEEK OF JULY 3, 2021 IS STILL OPEN BOOK NOW!!!
Off-season:
$5,500 - $6,500/wk
Off Season:
$5,500/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
3 reviews read reviews
Off-season:
$4,000 - $5,500/wk
Off Season:
$2,000 - $4,000/wk
Oak Bluffs
ID 34360
4 BR
2 ½ baths
Sleeps 8
In-Town Oak Bluffs. Walk to Beach & Circuit Ave.
In-Town Oak Bluffs. Walk to Beach & Circuit Ave.
Distance to beach: 0.2 mi to Oak Bluffs Town Beach
Off-season:
$3,800 - $4,000/wk
Off Season:
$350 - $600/night
$2,500 - $3,500/wk
Oak Bluffs
ID 34260
4 BR
2 ½ baths
Sleeps 8
Great central location, Central AC
Great central location, Central AC
Distance to beach: 4.0 mi to Oak Bluffs Town Beach
Off-season:
$7,500 - $8,500/wk
Off Season:
$7,000 - $7,500/wk
Oak Bluffs
ID 33375
4 BR
1 ½ bath
Sleeps 8
Charming Four Bedroom House in Historic District
Charming Four Bedroom House in Historic District
Distance to beach: 1/2 mi to The Jetty Beach
Off-season:
$3,500/wk
Harthaven
ID 35024
4 BR
2 baths
Sleeps 8
Harthaven 4 Bedroom Home
Harthaven 4 Bedroom Home
Distance to beach: 1.3 mi to Oak Bluffs Town Beach and .9 mile to Harthaven Association Beach
Off-season:
$4,700 - $9,000/wk
Off Season:
$3,500 - $6,900/wk
Oak Bluffs
ID 18006
4 BR
3 baths
Sleeps 8
Waterviews Walk to Water`s Edge
Waterviews Walk to Water`s Edge
Distance to beach: 400 yards to private beach area
Off-season:
$4,200/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
3 reviews read reviews
Off-season:
$2,800 - $3,000/wk
$11,500/mo
Off Season:
$2,000/wk
$7,500/mo
Oak Bluffs
ID 10137
4 BR
2 baths
Sleeps 8
Panoramic Ocean View, Walk to Town, 5-Star Home
Panoramic Ocean View, Walk to Town, 5-Star Home
Distance to beach: 1/2 mi to East Chop beach
Off-season:
$7,500/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
Off-season:
$3,000 - $3,300/wk
Off Season:
$450 - $650/night
$2,000 - $2,500/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
2 reviews read reviews
Off-season:
$3,500 - $3,600/wk
Off Season:
$350 - $550/night
$3,500 - $3,600/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
4 reviews read reviews
Off-season:
$2,800 - $3,100/wk
Off Season:
$325 - $400/night
$2,800 - $2,900/wk
Oak Bluffs
ID 29717
Off-season:
$633 - $670/night
$3,300 - $4,000/wk
Off Season:
$550 - $600/night
$2,800 - $3,300/wk
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
2 reviews read reviews
Off-season:
$3,500 - $6,500/wk
Off Season:
$3,500/wk
$1,800 - $2,600/mo
Oak Bluffs
ID 32448
Off-season:
$6,000 - $8,000/wk
Off Season:
$725/night
$4,000 - $6,000/wk
Oak Bluffs
ID 33852
4 BR
2 baths
Sleeps 8
Great Family Rental in Oak Bluffs: Walk to Everything
Great Family Rental in Oak Bluffs: Walk to Everything
Distance to beach: Walking Distance to Inkwell Beach in OB
Off-season:
$3,800/wk
Off Season:
$3,600/wk
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
Off-season:
$3,000/wk
Off Season:
$3,000/wk
Oak Bluffs
ID 34608
4 BR
2 baths
Sleeps 8
Wonderful Cape with Pool and AC
Wonderful Cape with Pool and AC
Distance to beach: 4.5 mi to State Beach
Off-season:
$5,000/wk
Off Season:
$2,000 - $3,500/wk
Oak Bluffs
ID 16846
Off-season:
$5,500/wk
Off Season:
$5,500/wk
Oak Bluffs
ID 21366
3 BR
2 baths
Sleeps 8
Charming Oak Bluffs Home
Charming Oak Bluffs Home
Distance to beach: 1/2 mile Oak Bluffs Town Beach
5 reviews read reviews
Off-season:
$3,500/wk
Off Season:
$3,000/wk
Oak Bluffs
ID 21172
3 BR
2 baths
Sleeps 8
Mae House: Water View, Walk to Water, Central Air, Pets OK
Mae House: Water View, Walk to Water, Central Air, Pets OK
Distance to beach: 2-minute walk, 300 feet, to Lagoon footbeach
2 reviews read reviews
Off-season:
$4,500 - $5,500/wk
Off Season:
$450 - $600/night
$4,500/wk
Oak Bluffs - Meadow View Farms
ID 29775
Off-season:
$4,000 - $5,500/wk
Off Season:
$400 - $575/night
$2,800 - $4,500/wk
Oak Bluffs
ID 30265
3 BR
3 ½ baths
Sleeps 8
Spectacular New Home!
Spectacular New Home!
Distance to beach: 2/10 mi to Sailing Camp beach. 2 mi toTown beach
1 review read review
Off-season:
$5,500 - $7,500/wk
Off Season:
$3,000 - $6,500/wk
Oak Bluffs
ID 33550
3 BR
3 baths
Sleeps 8
The Vineyards Own Chip & Joanna Escape!
The Vineyards Own Chip & Joanna Escape!
Distance to beach: 2 miles Oak Bluffs Town Beach and 1.5 miles Eastville Beach
8 reviews read reviews
Off-season:
$750 - $1,200/night
$4,600 - $6,500/wk
Off Season:
$700 - $1,000/night
$4,000 - $4,200/wk
Oak Bluffs
ID 33583
3 BR
2 baths
Sleeps 8
Modern Farmhouse in town Oak Bluffs. Walk to town & beaches.
Modern Farmhouse in town Oak Bluffs. Walk to town & beaches.
Distance to beach: 8/10 mi to Oak Bluffs Town Beach and 1/2 mi to East Chop Beach Club
1 review read review
Off-season:
$900/night
$6,300 - $7,000/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
Off-season:
$6,500 - $7,000/wk
Off Season:
$5,250 - $6,500/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: three tenths mile to East Chop Beach
1 review read review
Off-season:
$3,500/wk
Off Season:
$1,500/wk
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
Off-season:
$500 - $570/night
$3,200 - $4,000/wk
$12,000 - $17,000/mo
Off Season:
$500/night
$3,200 - $3,500/wk
$1,200 - $13,000/mo
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
Off-season:
$335/night
$2,200 - $2,400/wk
Off Season:
$335/night
$2,350 - $2,400/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 1/2 blocks Oak Bluffs Town Beach and The Inkwell
11 reviews read reviews
Off-season:
$3,200 - $3,400/wk
Off Season:
$2,800/wk
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
Off-season:
$6,000 - $8,000/wk
$15,000 - $20,000/mo
Off Season:
$2,500 - $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
Off-season:
$3,000 - $4,000/wk
Off Season:
$300 - $425/night
$2,250 - $3,000/wk
Oak Bluffs
ID 33063
3 BR
2 ½ baths
Sleeps 7
Cozy, REMODELED Vineyard home. 10-min walk to Downtown OB.
Cozy, REMODELED Vineyard home. 10-min walk to Downtown OB.
Distance to beach: 7/10 mile The Jetty Beach and 7/10 mile Oak Bluffs Town Beach
3 reviews read reviews
Off-season:
$3,500 - $9,000/wk
Off Season:
$450 - $525/night
$2,500 - $3,000/wk
$3,500 - $6,000/mo
Oak Bluffs
ID 8278
3 BR
2 baths
Sleeps 7
Charming, Cute 3 Bedroom Summer Cottage
Charming, Cute 3 Bedroom Summer Cottage
Distance to beach: 1.2 miles State Beach and 5 minute walk to Sailing Camp Beach
6 reviews read reviews
Off-season:
$2,500 - $2,700/wk
$10,000 - $12,900/mo
Off Season:
$1,500 - $2,600/wk
$5,500 - $7,500/mo
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
2 reviews read reviews
Off-season:
$3,200 - $3,600/wk
$13,000 - $14,000/mo
Off Season:
$425 - $450/night
$1,500 - $3,600/wk
$6,000 - $12,600/mo
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
7 reviews read reviews
OWNER SPECIAL:
>> Special: $200.off the last available week in September 2021!! <<.
Off-season:
$2,800 - $3,500/wk
Off Season:
$2,300 - $2,800/wk

Oak Bluffs vacation rentals that sleep 6

Downtown Oak Bluffs
ID 33833
5 BR
1 ½ bath
Sleeps 6
Victorian Gingerbread Home. Walk to Town and Beach!
Victorian Gingerbread Home. Walk to Town and Beach!
Distance to beach: 3 blocks to Oak Bluffs Town Beach
Off-season:
$3,325 - $3,700/wk
Off Season:
$3,500/wk
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
Off-season:
$4,500/wk
Oak Bluffs
ID 33826
Off-season:
$3,400 - $3,900/wk
Off Season:
$3,000 - $3,500/wk
Oak Bluffs
ID 9028
3 BR
2 baths
Sleeps 6
Vineyard Retreat- 8/14 to 9/11 now available! 9/25 open!
Vineyard Retreat- 8/14 to 9/11 now available! 9/25 open!
Distance to beach: 3 miles to State Beach and 2/10 mile to a beach on a large 3,968 acre salt wa
13 reviews read reviews
Off-season:
$3,000 - $3,600/wk
$8,500 - $11,500/mo
Off Season:
$2,000 - $2,600/wk
$8,500 - $9,500/mo
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
Off-season:
$609 - $800/night
$2,400 - $3,100/wk
$8,000 - $15,000/mo
Off Season:
$500 - $600/night
$1,500 - $2,800/wk
$1,500 - $11,000/mo
Oak Bluffs
ID 16251
3 BR
2 baths
Sleeps 6
OB Farmhouse/Enclosed Pet Yard/Walk to Town/Near Beaches A/C
OB Farmhouse/Enclosed Pet Yard/Walk to Town/Near Beaches A/C
Distance to beach: Walk or drive 7/10 mile to Inkwell Beach
14 reviews read reviews
Off-season:
$3,450 - $5,200/wk
Off Season:
$2,100 - $3,500/wk
Oak Bluffs
ID 12452
3 BR
1 ½ bath
Sleeps 6
Simple, easy and comfortable Island home
Simple, easy and comfortable Island home
Distance to beach: 1/4 mile to Eastville Beach
2 reviews read reviews
Off-season:
$2,600 - $2,700/wk
Off Season:
$275 - $375/night
$2,100 - $2,400/wk
Oak Bluffs
ID 4217
Off-season:
$2,400 - $2,600/wk
Off Season:
$1,800 - $1,900/wk
Oak Bluffs
ID 21231
3 BR
1 bath
Sleeps 6
Charming Martha's Vineyard Cottage
Charming Martha's Vineyard Cottage
Distance to beach: less than 1/2 mile Eastville Beach
17 reviews read reviews
Off-season:
$1,500 - $2,200/wk
Off Season:
$1,200 - $1,600/wk
$3,000/mo
Oak Bluffs
ID 21790
3 BR
1 ½ bath
Sleeps 6
The Ginger Bread House, Ideal Location - Town & Beach
The Ginger Bread House, Ideal Location - Town & Beach
Distance to beach: 7 min walk Oak Bluffs Town Beach and 7-minute walk to Inkwell Beach
8 reviews read reviews
Off-season:
$2,695 - $3,395/wk
Off Season:
$375/night
$2,095 - $2,595/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
18 reviews read reviews
Off-season:
$1,250/night
$4,600 - $6,300/wk
Off Season:
$1,250/night
$4,300 - $8,750/wk
Oak Bluffs
ID 25332
3 BR
1 bath
Sleeps 6
Rountree's Dream: Near Town Beach & Circuit Ave.
Rountree's Dream: Near Town Beach & Circuit Ave.
Distance to beach: 2 1/2 blocks to the Inkwell/Town Beach
5 reviews read reviews
Off-season:
$3,000/wk
Oak Bluffs
ID 19888
Off-season:
$1,850 - $3,350/wk
$275 - $425/mo
Off Season:
$275 - $300/night
$1,650 - $1,950/wk
$275 - $375/mo
Oak Bluffs harbor In-town
ID 29080
3 BR
2 baths
Sleeps 6
Walk to harbor and town. Renovated cottage with AC
Walk to harbor and town. Renovated cottage with AC
Distance to beach: Oak Bluffs State Beach and 1/2 mile to Oak Bluffs town beach, East Chop beach
2 reviews read reviews
Off-season:
$3,000 - $4,500/wk
Off Season:
$400 - $500/night
$2,500 - $3,000/wk
Oak Bluffs
ID 28871
3 BR
1 bath
Sleeps 6
Walk To Everything Oak Bluffs! 3+bedrms, 2bath A/C, Pets
Walk To Everything Oak Bluffs! 3+bedrms, 2bath A/C, Pets
Distance to beach: Under 1/2 mile to Inkwell, Jetty and Pay Beach
3 reviews read reviews
Off-season:
$3,600 - $4,500/wk
Off Season:
$525 - $600/night
$3,400 - $3,800/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
Off-season:
$4,750 - $6,500/wk
Off Season:
$4,000 - $5,000/wk
East Chop
ID 32946
Off-season:
$4,000/wk
Off Season:
$1,500 - $2,500/wk
$3,500/mo
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
Off-season:
$3,500 - $4,500/wk
Off Season:
$350 - $400/night
$2,000 - $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
5 reviews read reviews
Off-season:
$3,200 - $4,500/wk
Off Season:
$495 - $655/night
$3,300 - $3,800/wk
Oak Bluffs
ID 34180
3 BR
2 baths
Sleeps 6
A/C, Assoc. tennis courts & dock, FERRY TIX for some weeks
A/C, Assoc. tennis courts & dock, FERRY TIX for some weeks
Distance to beach: 3 & 4/10 mi Oak Bluffs Town Beach and 5 miles State Beach
Off-season:
$4,000 - $4,500/wk
Off Season:
$2,800 - $3,000/wk
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:
Delightful September Weeks Available.
Off-season:
$4,000 - $4,500/wk
Off Season:
$3,500 - $3,800/wk
Oak Bluffs
ID 34492
3 BR
2 baths
Sleeps 6
NEW to rental market: Pool Home with Lagoon Sunsets!
NEW to rental market: Pool Home with Lagoon Sunsets!
Distance to beach: 3/10 mi to Lagoon Pond Public Beach Oak Bluffs Town Beach
Off-season:
$9,000 - $11,500/wk
Off Season:
$900 - $1,200/night
$9,000/wk
Oak Bluffs
ID 34885
3 BR
4 baths
Sleeps 6
Charming 3 bedroom and 4 bathroom home with fenced-in yard!
Charming 3 bedroom and 4 bathroom home with fenced-in yard!
Distance to beach: 1.6 mi to Oak Bluffs Town Beach
OWNER SPECIAL:
This listing is EXEMPT from the Lodging Tax!!!!
Off-season:
$4,500 - $5,500/wk
Oak Bluffs
ID 35015
3 BR
1 bath
Sleeps 6
Oak Bluffs Gingerbread House in the Campgrounds!
Oak Bluffs Gingerbread House in the Campgrounds!
Distance to beach: 0.4 m (10-min. walk) to Inkwell Beach
Off-season:
$6,000/wk
Off Season:
$4,000/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
Off-season:
$4,250 - $5,750/wk
Off Season:
$2,750 - $3,500/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
Off-season:
$2,000 - $2,400/wk
Oak Bluffs
ID 32157
Off-season:
$2,600 - $4,000/wk
Off Season:
$380/night
$2,660/wk
Oak Bluffs
ID 33465
Off-season:
$5,000 - $6,000/wk
Off Season:
$3,500 - $5,000/wk
Oak Bluffs
ID 27087
2 BR
1 bath
Sleeps 6
Oak Bluffs Getaway
Oak Bluffs Getaway
Distance to beach: Lagoon
Off-season:
$1,500 - $1,800/wk
Oak Bluffs
ID 29854
Off-season:
$3,150 - $3,800/wk
Off Season:
$275 - $450/night
$3,050 - $3,100/wk
Oak Bluffs
ID 30921
2 BR
1 bath
Sleeps 6
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Oak Bluffs Harborfront 2 BR Main Level Apt. on beach w/Dock
Distance to beach: Beachfront or walk to public Jetty Beach
3 reviews read reviews
Off-season:
$4,000/wk
Off Season:
$4,000/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
1 review read review
Off-season:
$3,250 - $4,550/wk
Off Season:
$428 - $510/night
$3,150 - $3,575/wk
Vineyard Haven
ID 31114
2 BR
1 bath
Sleeps 6
Central location for your vacation
Central location for your vacation
Distance to beach: Joseph Sylvia State Beach (6.8 miles)
15 reviews read reviews
Off-season:
$1,800 - $2,300/wk
$6,000 - $9,000/mo
Off Season:
$279 - $289/night
$800 - $2,000/wk
$3,000 - $6,000/mo

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
Off-season:
$2,895 - $3,095/wk
Off Season:
$350 - $400/night
$2,895/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
Off-season:
$2,300 - $2,800/wk
Off Season:
$2,000 - $2,300/wk
Oak Bluffs
ID 10417
2 BR
1 bath
Sleeps 5
Cozy Cottage
Cozy Cottage
Distance to beach: Inkwell/Town Beach Oak Bluffs Town Beach and 700 ft to town beach
Off-season:
$1,900 - $2,300/wk
Off Season:
$275 - $300/night
$1,500 - $2,000/wk
Oak Bluffs walk to town
ID 29465
2 BR
1 bath
Sleeps 5
Rear half of duplex
Rear half of duplex
Distance to beach: 1/2 mile to Inkwell Beach
7 reviews read reviews
Off-season:
$2,200/wk
Off Season:
$1,000 - $2,000/wk
Oak Bluffs
ID 24458
2 BR
1 bath
Sleeps 5
Waterfront Cottage
Waterfront Cottage
Distance to beach: On the beach walk to other beaches within 1/4 mile
Off-season:
$2,900 - $3,300/wk
$14,800 - $15,500/mo
Off Season:
$1,900 - $2,300/wk
$4 - $8,000/mo
Oak Bluffs
ID 34708
2 BR
1 bath
Sleeps 5
Charming Oak Bluffs Cottage- AVAILABLE! 7/25-8/1 & 8/22-8/29
Charming Oak Bluffs Cottage- AVAILABLE! 7/25-8/1 & 8/22-8/29
Distance to beach: 1.4 mi to Oak Bluffs Town Beach and 1.4 mi to Eastville Beach
Off-season:
$3,500 - $4,000/wk
Off Season:
$3,500/wk

Oak Bluffs vacation rentals that sleep 4

Oak Bluffs
ID 23427
3 BR
1 bath
Sleeps 4
Huckleberry Lodge ...Adorable Island Cottage
Huckleberry Lodge ...Adorable Island Cottage
Distance to beach: Lagoon Pond 10 min walk, State Beach 10 min drive
6 reviews read reviews
Off-season:
$1,200 - $1,400/wk
Off Season:
$1,200 - $1,400/wk
Oak Bluffs
ID 30504
2 BR
1 bath
Sleeps 4
1 SUMMER WEEK LEFT: AUG 21-28
1 SUMMER WEEK LEFT: AUG 21-28
Distance to beach: 9/10 mile to Inkwell Beach
2 reviews read reviews
LAST MINUTE ALERT 8/21 - 8/28
OWNER SPECIAL:
August 21-28 available with discount.
Off-season:
$3,000 - $4,000/wk
Oak Bluffs
ID 33125
Off-season:
$2,300 - $2,600/wk
Off Season:
$1,700/wk
Oak Bluffs-Brush Pond/Eastvill
ID 34575
2 BR
1 bath
Sleeps 4
Sunset House: Central AC and Water Views
Sunset House: Central AC and Water Views
Distance to beach: 1.0 Oak Bluffs Town Beach and 1/4 mile Eastville Beach
Off-season:
$700 - $3,600/wk
$10,000 - $16,000/mo
Off Season:
$275 - $380/night
$2,100 - $2,600/wk
$3,500 - $10,000/mo
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
Off-season:
$6,125/mo
Off Season:
$4,400/mo
Oak Bluffs
ID 29424
1 BR
1 bath
Sleeps 4
New Oak Bluffs Cottage w/Central AC & a Hot Tub
New Oak Bluffs Cottage w/Central AC & a Hot Tub
Distance to beach: Under 1/2 mile toLagoon beach
2 reviews read reviews
Off-season:
$2,200 - $2,400/wk
Off Season:
$250 - $300/night
$1,925 - $2,300/wk
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
Off-season:
$3,265 - $3,465/wk
Off Season:
$235 - $295/night
$1,435 - $2,535/wk

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
Off-season:
$675 - $725/night
$4,025/wk
$14,250/mo
Off Season:
$675 - $725/night
$3,325/wk
$14,250/mo
East Chop, Oak Bluffs
ID 17396
1 BR
1 bath
Sleeps 3
East Chop Perfect Hide-Away
East Chop Perfect Hide-Away
Distance to beach: 1/2 mile to Oak Bluffs Beach on East Chop Drive
Off-season:
$850 - $1,450/wk
$2,800 - $3,800/mo
Off Season:
$650 - $850/wk
$1,500 - $2,500/mo
Oak Bluffs
ID 32208
1 BR
1 bath
Sleeps 3
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
3 reviews read reviews
Off-season:
$2,500 - $3,800/wk
$8,500 - $12,000/mo
Off Season:
$1,800 - $2,800/wk
$3,000 - $6,900/mo
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
Off-season:
$1,500/wk
Off Season:
$150/night
$1,000/wk

Oak Bluffs vacation rentals that sleep 2

East Chop Highlands, Oak Bluff
ID 34842
Off-season:
$11,666/mo
Off Season:
$4,000 - $11,666/mo
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
Off-season:
$1,850 - $1,950/wk
Off Season:
$350/night
$1,650 - $1,750/wk
Oak Bluffs
ID 21977
1 BR
1 bath
Sleeps 2
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
15 reviews read reviews
Off-season:
$300 - $325/night
$1,800 - $2,200/wk
$2,000 - $8,000/mo
Off Season:
$300 - $450/night
$1,200 - $1,800/wk
$2,000 - $4,000/mo
Oak Bluffs
ID 30207
Off-season:
$3,750/wk
Off Season:
$3,250/wk
#CozyBluffs
ID 34909
Off-season:
$599/night
$4,193/wk
Off Season:
$599/night
$3,493 - $4,193/wk