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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Flat in Oak Bluffs
Sunny Studio Apartment on Martha's Vineyard
1 bedroom, 2 beds, 1 shared bathroom
23–28 Aug
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4.98 out of 5 average rating, 233 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 424 reviews
Featured hotel
Hotel in Oak Bluffs
Water view double queen
1 bedroom, 2 queen beds, 1 bathroom
16–21 Sept
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
16–21 Oct
4.93 out of 5 average rating, 309 reviews
Guest suite in Tisbury
Serene Garden Experience
1 bedroom, 1 queen bed, 2 bathrooms
14–19 Jul
New place to stay
Guest favourite
Cottage in Oak Bluffs
Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 218 reviews
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
3 bedrooms, 4 beds, 1.5 bathrooms
16–23 Jul
4.88 out of 5 average rating, 16 reviews
Home in Oak Bluffs
Oak Bluffs Summer Home
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
New place to stay
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 133 reviews
Guest favourite
Home in Oak Bluffs
Diamond in The Bluffs - New Home, Private Backyard
2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Oak Bluffs
The Oak Bluffs House - Walk to Beach & Town
2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 140 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 511 reviews
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 106 reviews
Guest favourite
Cottage in Oak Bluffs
In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
20–25 Jul
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Oak Bluffs
Oak Bluffs | A/C, Outdoor Shower, Walk to Town
3 bedrooms, 6 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 7 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds, 3.5 bathrooms
22–29 Aug
New place to stay
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 7 beds, 1 bathroom
11–16 Sept
Home in Edgartown
Vineyard Family Home
3 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept