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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Flat in Oak Bluffs
WATERFRONT PENTHOUSE OAK BLUFFS
Studio, 1 private bathroom
31 Aug – 5 Sept
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4.89 out of 5 average rating, 168 reviews
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
5–12 Jul
Home in Oak Bluffs
Adorable Oak Bluffs Gingerbread House
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–8 Sept
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
4.94 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 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
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 307 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 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
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
Flat in Oak Bluffs
Circuit Ave 2-BR Condo, AC, Walk to All
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
3–8 Jul
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
4.95 out of 5 average rating, 192 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Jul
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
4.77 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
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
Martha’s Vineyard Boutique Beach Cottage!
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
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
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
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
Home in Oak Bluffs
OB Salt & Cedar Cottage
New place to stay, 4 bedrooms, 9 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
4.96 out of 5 average rating, 95 reviews, 3 bedrooms, 5 beds, 1 bathroom
11–16 Oct