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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Flat in Oak Bluffs
WATERFRONT PENTHOUSE OAK BLUFFS
Studio, 1 private bathroom
31 Aug – 5 Sept
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4.89 out of 5 average rating, 168 reviews
Home in Oak Bluffs
Vineyard charm
4 bedrooms, 4 beds, 2 bathrooms
1–6 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
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, 421 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
4.79 out of 5 average rating, 341 reviews
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 219 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
Superhost
Flat in Oak Bluffs
Cozy Downtown Studio - Walk to Ferry & Town
2 beds, 1 bathroom
23–28 Aug
New place to stay
Superhost
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds, 1 bathroom
21–26 Sept
4.71 out of 5 average rating, 166 reviews
Home in Oak Bluffs
OB Salt & Cedar Cottage
4 bedrooms, 9 beds, 2 bathrooms
5–10 Jul
New place to stay
Home in Oak Bluffs
Dottie’s Cottage Charming and Cozy
3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
New place to stay
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
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.77 out of 5 average rating, 129 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
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
4.98 out of 5 average rating, 48 reviews
Home in West Tisbury
Cozy, Art-filled West Tisbury Retreat
4 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
New place to stay
Guest favourite
Home in Tisbury
No Car Needed-walk to ferry, town, beach & bus
3 bedrooms, 3 queen beds, 2 bathrooms
10–15 Jul
4.86 out of 5 average rating, 35 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
Home in Oak Bluffs
Walk to OB Town & Beach | Family & Dog Friendly
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.7 out of 5 average rating, 46 reviews