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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Apartment in Oak Bluffs
113B Cutest! Walk to Beach, Town and Harbor!
1 bedroom, 1 bed, 1 private bathroom
19–24 Aug
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4.9 out of 5 average rating, 268 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 427 reviews
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
1 bedroom, 1 queen bed
21–26 Aug
4.96 out of 5 average rating, 28 reviews
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed
27 Sept – 2 Oct
4.94 out of 5 average rating, 139 reviews
Featured hotel
Hotel in Oak Bluffs
Partial water view queen
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 516 reviews
Superhost
Flat in Oak Bluffs
Pet-Friendly Oak Bluffs 3BR | Deck & Fire Pit
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.81 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Oak Bluffs
111I Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds
13–18 Sept
4.97 out of 5 average rating, 183 reviews
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds
15–20 Oct
4.89 out of 5 average rating, 306 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed
11–16 Sept
Guest favourite
Tiny home in Oak Bluffs
Delightful 1BR House near all! Walk to beach.
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Room in Tisbury
Lovely Room in Vineyard Haven
1 double bed
23–28 Aug
4.82 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds
11–16 Oct
4.96 out of 5 average rating, 98 reviews
Home in Oak Bluffs
Charming Cottage on Harbor on Martha's Vineyard
4 bedrooms, 5 beds
3–10 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Tisbury
Island Home. Secluded guest house in spacious yard
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 96 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.8 out of 5 average rating, 350 reviews
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed
22–27 Nov
4.99 out of 5 average rating, 225 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds
30 Aug – 4 Sept
New place to stay