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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 bedroom, 1 bed, 1 private bathroom
24–29 Aug
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4.92 out of 5 average rating, 119 reviews
Villa in Oak Bluffs
Luxury! Heated Pool & Spa!Tennis! Firepit! Hammock
5 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.65 out of 5 average rating, 17 reviews
Top guest favourite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
4 bedrooms, 5 beds, 5.5 bathrooms
4–9 Oct
4.93 out of 5 average rating, 221 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Oak Bluffs
Sunny 3 bedroom with large deck, porch & kayaks
3 bedrooms, 5 beds, 2 bathrooms
4–11 Jun
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 bathrooms
22–27 Aug
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.98 out of 5 average rating, 204 reviews
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 54 reviews
Superhost
Room in Oak Bluffs
Private Suite | Spectacular Harbor Views | OB
1 queen bed, 1 bathroom
25–30 Aug
New place to stay
Superhost
Home in Oak Bluffs
Oak Bluffs 4BR • 5 Min Drive to Downtown
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 68 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, 434 reviews
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
19–24 Oct
4.93 out of 5 average rating, 318 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
New place to stay
Guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds, 4.5 bathrooms
21–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oak Bluffs
113A Walk to Town, beach and amazing location!
2 bedrooms, 2 beds, 1.5 bathrooms
7–12 Sept
4.95 out of 5 average rating, 218 reviews
Top guest favourite
Flat in Oak Bluffs
111C Beautiful private condo walk to everything!
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 201 reviews
Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 87 reviews