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Search results; Over 1,000 homes in Oak Bluffs

Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 private baths
Sep 6–11
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4.78 out of 5 average rating, 138 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bath
Aug 29–Sep 3
4.98 out of 5 average rating, 204 reviews
Top guest favourite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
4 bedrooms, 5 beds, 5.5 baths
Oct 4–9
4.93 out of 5 average rating, 221 reviews
Villa in Oak Bluffs
Luxury! Heated Pool & Spa!Tennis! Firepit! Hammock
5 bedrooms, 7 beds, 3.5 baths
Aug 30–Sep 4
4.65 out of 5 average rating, 17 reviews
Home in Oak Bluffs
Vineyard Family Home
3 bedrooms, 3 beds, 1 bath
Sep 1–6
Guesthouse in Oak Bluffs
East Chop Cottage
1 bedroom, 2 beds, 1 bath
Aug 27–Sep 1
New place to stay
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bath
Oct 18–23
4.95 out of 5 average rating, 434 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bath
Sep 13–18
4.93 out of 5 average rating, 14 reviews
Home in Edgartown
Peaceful get-a-way centrally located in Edgartown
4 bedrooms, 6 beds, 3 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 baths
Sep 27–Oct 2
4.98 out of 5 average rating, 54 reviews
Guest favourite
Home in Oak Bluffs
The Lighthouse
3 bedrooms, 6 beds, 2 baths
Sep 6–11
4.94 out of 5 average rating, 158 reviews
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bath
Oct 19–24
4.93 out of 5 average rating, 318 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 baths
Oct 24–29
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Apartment in Oak Bluffs
111C Beautiful private condo walk to everything!
1 bedroom, 2 beds, 1 bath
Aug 30–Sep 4
4.95 out of 5 average rating, 201 reviews
Top guest favourite
Apartment in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bath
Sep 1–6
4.95 out of 5 average rating, 37 reviews
Guest favourite
Home in Oak Bluffs
Sunny 3 bedroom with large deck, porch & kayaks
3 bedrooms, 5 beds, 2 baths
Jun 4–11
5.0 out of 5 average rating, 16 reviews
Home in Oak Bluffs
Estate with saltwater pool, pond kayaks Sleeps 12
5 bedrooms, 7 beds, 3.5 baths
Aug 22–27
Superhost
Room in Oak Bluffs
Private Suite | Spectacular Harbor Views | OB
1 queen bed, 1 bath
Aug 25–30
New place to stay
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds, 2.5 baths
Oct 16–21
4.97 out of 5 average rating, 60 reviews