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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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4.97 out of 5 average rating, 130 reviews
Guest favourite
Home in Oak Bluffs
Modern cabin in the woods.
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Feb
5.0 out of 5 average rating, 7 reviews
Flat in Oak Bluffs
Circuit Ave 2-BR Condo, AC, Walk to All
2 bedrooms, 3 beds, 1 bathroom
1–6 Jul
New place to stay
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.79 out of 5 average rating, 341 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
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
New place to stay
Top guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Jul
4.97 out of 5 average rating, 179 reviews
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
3 bedrooms, 3 beds, 1 bathroom
6–11 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
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, 95 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
4.95 out of 5 average rating, 206 reviews
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
Top guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
4.92 out of 5 average rating, 141 reviews
Guest favourite
Holiday home in Oak Bluffs
Charming apartment
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 14 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, 423 reviews
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Home in Edgartown
3 Bed Edgartown Retreat: Central AC & Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
1–8 Aug
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
New place to stay