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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Apartment in Oak Bluffs
Serenity on Martha's Vineyard
2 bedrooms, 3 beds, 2 private bathrooms
24–29 Sept
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4.83 out of 5 average rating, 53 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
Home in Oak Bluffs
Amanda’s Veranda
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
17–22 Jul
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
4.95 out of 5 average rating, 189 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 308 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Guest favourite
Cottage in Oak Bluffs
Beautiful walk to Town, Inkwell and harbor!
4.95 out of 5 average rating, 217 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
Guest favourite
Home in Oak Bluffs
Stunning Open Concept Oak Bluffs Home-sleeps 8+
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
12–17 Jul
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Jul
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
4.96 out of 5 average rating, 27 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 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
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
4.98 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
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
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
7–12 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
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
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
23–29 Aug
Guest favourite
Home in Oak Bluffs
Modern farmhouse w/Pool and AC
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
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