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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 bed, 0.5 private bathroom
25–30 Aug
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4.9 out of 5 average rating, 143 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 309 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
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
22–27 Jul
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
4.95 out of 5 average rating, 209 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
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
19–24 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
29 Sept – 4 Oct
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Guest favourite
Home in Oak Bluffs
New Serenity Retreat
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Jul
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Flat in Oak Bluffs
Beautiful and Short walk beach, town and harbor!
4.93 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Home in Oak Bluffs
OB Salt & Cedar Cottage
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 9 beds, 2 bathrooms
24–31 Aug
Top guest favourite
Home in Oak Bluffs
The Oak Bluffs House - Walk to Beach & Town
5.0 out of 5 average rating, 138 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Tisbury
Martha’s Vineyard Waterfront Private Beach
5.0 out of 5 average rating, 18 reviews, 8 bedrooms, 10 beds, 5.5 bathrooms
20–25 Sept
Top guest favourite
Home in Oak Bluffs
*NEW* 3 min drive to OB Circuit ave
5.0 out of 5 average rating, 20 reviews, 5 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
4.77 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
Home in Oak Bluffs
East Chop Oceanview Escape
5.0 out of 5 average rating, 4 reviews, 6 bedrooms, 8 beds, 4.5 bathrooms
10–16 Jul