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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 beds, 1 private bathroom
16–21 Oct
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4.93 out of 5 average rating, 307 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 423 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
6–11 Jul
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
4.97 out of 5 average rating, 79 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
4.96 out of 5 average rating, 25 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Jul
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
4.95 out of 5 average rating, 186 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 341 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Superhost
Home in Oak Bluffs
Hidden home in the North Bluff
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
4.83 out of 5 average rating, 65 reviews, 5 bedrooms, 7 beds, 5.5 bathrooms
18–23 Sept
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 49 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Superhost
Home in Oak Bluffs
Family Fun, Spacious+Game Room
4.82 out of 5 average rating, 105 reviews, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
4.95 out of 5 average rating, 206 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Home in Tisbury
Martha’s Vineyard Waterfront Private Beach
5.0 out of 5 average rating, 18 reviews, 8 bedrooms, 10 beds, 5.5 bathrooms
20–25 Sept
Top guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
4.97 out of 5 average rating, 179 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
25–30 Jul
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
4.89 out of 5 average rating, 303 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Home in Oak Bluffs
OB Salt & Cedar Cottage
New place to stay, 4 bedrooms, 9 beds, 2 bathrooms
31 Jul – 5 Aug
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.9 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 1 bathroom
2–7 Aug