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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
Waterview, Private, Walk to Beach, Mile to Town
2 bedrooms, 4 beds, 1.5 private bathrooms
26 Sept – 3 Oct
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4.83 out of 5 average rating, 214 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 424 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
New place to stay, 1 bedroom, 1 bed, 1 bathroom
21–26 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
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
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
Top guest favourite
Cottage in Oak Bluffs
The WestLake
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Tiny home in Oak Bluffs
Delightful 1BR House near all! Walk to beach.
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 344 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
4.99 out of 5 average rating, 221 reviews, 1 double bed, 1 bathroom
13–18 Sept
Superhost
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
4.71 out of 5 average rating, 167 reviews, 1 bedroom, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
4.95 out of 5 average rating, 194 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 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
Guest favourite
Home in Oak Bluffs
Renovated Downtown Charmer, 3 Blocks to the Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
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
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
4.92 out of 5 average rating, 209 reviews, 3 bedrooms, 6 beds, 1 bathroom
20–25 Sept