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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Sea View Waterfront Beachfront Apartment
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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4.97 out of 5 average rating, 132 reviews
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 28 reviews
Featured hotel
Hotel in Oak Bluffs
Partial water view queen
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.8 out of 5 average rating, 5 reviews
Guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 303 reviews
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
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, 426 reviews
Home in Oak Bluffs
Charming Cottage on Harbor on Martha's Vineyard
4 bedrooms, 5 beds, 2 bathrooms
3–10 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bathroom
11–16 Sept
Guest favourite
Home in Oak Bluffs
Beautiful Oak Bluffs Cottage Close to Town
3 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 139 reviews
Superhost
Room in Tisbury
Lovely Room in Vineyard Haven
1 double bed, 1 bathroom
23–28 Aug
4.82 out of 5 average rating, 121 reviews
Top guest favourite
Guest house in Tisbury
Island Home. Secluded guest house in spacious yard
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 96 reviews
Guest favourite
Tiny home in Oak Bluffs
Delightful 1BR House near all! Walk to beach.
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom, 2 beds, 1.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 193 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 515 reviews
Top guest favourite
Home in Oak Bluffs
Waterfront, large home and yard
3 bedrooms, 7 beds, 2 bathrooms
2–7 Aug
4.93 out of 5 average rating, 46 reviews
Superhost
Flat in Oak Bluffs
Pet-Friendly Oak Bluffs 3BR | Deck & Fire Pit
4 bedrooms, 5 beds, 1 bathroom
2–7 Aug
4.79 out of 5 average rating, 19 reviews
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 66 reviews
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 97 reviews