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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Cottage in Oak Bluffs
Gingerbread Cottage – Steps to Beach, Ferry & Town
3 bedrooms, 5 beds, 1 private bathroom
22–29 Aug
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5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
3 bedrooms, 4 beds, 1.5 bathrooms
5–12 Jul
4.88 out of 5 average rating, 16 reviews
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 307 reviews
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.94 out of 5 average rating, 16 reviews
Home in Oak Bluffs
Adorable Oak Bluffs Gingerbread House
4 bedrooms, 5 beds, 2.5 bathrooms
1–8 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
4.95 out of 5 average rating, 206 reviews
Top guest favourite
Home in Oak Bluffs
Arrowsmith Cottage-Oak Bluffs Near Eastville Beach
2 bedrooms, 3 beds, 1 bathroom
25 Jul – 1 Aug
4.98 out of 5 average rating, 103 reviews
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
3 bedrooms, 3 beds, 1 bathroom
6–11 Jul
New place to stay
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, 423 reviews
Superhost
Home in Oak Bluffs
Hidden home in the North Bluff
3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 1 queen bed, 2 bathrooms
6–11 Jul
New place to stay
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.77 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
4.95 out of 5 average rating, 192 reviews
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.79 out of 5 average rating, 341 reviews
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
4.97 out of 5 average rating, 79 reviews
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
3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
4.98 out of 5 average rating, 49 reviews
Home in Oak Bluffs
OB Salt & Cedar Cottage
4 bedrooms, 9 beds, 2 bathrooms
31 Jul – 5 Aug
New place to stay