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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 beds, 1 private bathroom
16–21 Oct
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4.93 out of 5 average rating, 308 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
New place to stay
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
4.95 out of 5 average rating, 189 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.79 out of 5 average rating, 341 reviews
Guest favourite
Flat in Oak Bluffs
14C Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 125 reviews
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 double beds, 1 bathroom
8–15 Aug
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds, 5.5 bathrooms
18–23 Sept
4.83 out of 5 average rating, 65 reviews
Guest favourite
Apartment in Oak Bluffs
Stunning. Walk to Beach, Town and Harbor 113B
1 bedroom, 1 queen bed, 1 bathroom
31 Jul – 5 Aug
4.9 out of 5 average rating, 264 reviews
Guest favourite
Cottage in Oak Bluffs
Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 217 reviews
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
29 Sept – 4 Oct
4.98 out of 5 average rating, 81 reviews
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
4.95 out of 5 average rating, 209 reviews
Guest favourite
Home in Oak Bluffs
Diamond in The Bluffs - New Home, Private Backyard
2 bedrooms, 2 beds, 1.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 reviews
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
4.93 out of 5 average rating, 154 reviews
Superhost
Home in Oak Bluffs
Hidden home in the North Bluff
3 bedrooms, 3 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Cabin in Oak Bluffs
Newly built cabin walking distance from Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
21–26 Jul
New place to stay
Guest favourite
Home in Oak Bluffs
The Boat House
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.84 out of 5 average rating, 32 reviews