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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
Home in Oak Bluffs
Vineyard charm
4 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
New place to stay
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
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
4.79 out of 5 average rating, 341 reviews
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
New place to stay
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, 421 reviews
Top guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
4.97 out of 5 average rating, 179 reviews
Superhost
Home in Oak Bluffs
Family Fun, Spacious+Game Room
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.82 out of 5 average rating, 105 reviews
Home in Oak Bluffs
Dottie’s Cottage Charming and Cozy
3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
New place to stay
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds, 4.5 bathrooms
4–10 Jul
5.0 out of 5 average rating, 4 reviews
Home in Oak Bluffs
New Serenity Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Oak Bluffs
Peaceful, spacious island escape near Alpaca Farm
3 bedrooms, 9 beds, 2.5 bathrooms
5–12 Jul
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Jul
4.95 out of 5 average rating, 206 reviews
Top guest favourite
Home in Tisbury
Martha’s Vineyard Waterfront Private Beach
8 bedrooms, 10 beds, 5.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
4.95 out of 5 average rating, 186 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
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, 48 reviews
Guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
4.91 out of 5 average rating, 23 reviews
Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
New place to stay