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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 bed, 0.5 private bathroom
20–25 Sept
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4.9 out of 5 average rating, 154 reviews
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 208 reviews
Top guest favourite
Home in Oak Bluffs
Modern Open Floor Plan House - Walk to beach/town
3 bedrooms, 4 beds, 4 bathrooms
12–18 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 17 reviews
Guest house in Oak Bluffs
Charming guesthouse in OB
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.8 out of 5 average rating, 20 reviews
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 434 reviews
Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms, 11 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
5–10 Oct
4.94 out of 5 average rating, 526 reviews
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 138 reviews
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed, 1 bathroom
21–26 Sept
4.91 out of 5 average rating, 122 reviews
Guest favourite
Cottage in Oak Bluffs
111G Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 232 reviews
Top guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 42 reviews
Guest favourite
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.72 out of 5 average rating, 177 reviews
Top guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Guest house in Oak Bluffs
The Nest, Comfortable, Cozy and Convenient
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.94 out of 5 average rating, 101 reviews
Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 27 reviews