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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Home in Oak Bluffs
Sweet little post and beam
2 bedrooms, 1 bed, 1 private bathroom
1–6 Oct
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4.97 out of 5 average rating, 256 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 427 reviews
Featured hotel
Room in Oak Bluffs
Water view double queen
2 queen beds
12–17 Sept
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
27 Sept – 2 Oct
4.94 out of 5 average rating, 517 reviews
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds
15–20 Oct
4.89 out of 5 average rating, 307 reviews
Guest favourite
Room in Oak Bluffs
Capricorn House on the beach - Room #5
1 bed
2–7 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
1 bedroom, 1 queen bed
21–26 Aug
4.97 out of 5 average rating, 29 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds
30 Aug – 4 Sept
New place to stay
Home in Oak Bluffs
Charming Cottage on Harbor on Martha's Vineyard
4 bedrooms, 5 beds
3–10 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.8 out of 5 average rating, 351 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed
13–18 Sept
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed
30 Aug – 4 Sept
4.91 out of 5 average rating, 114 reviews
Top guest favourite
Home in Oak Bluffs
Relaxing oasis in center of Oak Bluffs
3 bedrooms, 4 beds
26–31 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds
4–9 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed
27 Sept – 2 Oct
4.94 out of 5 average rating, 139 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.98 out of 5 average rating, 200 reviews
Top guest favourite
Guest house in Tisbury
Island Home. Secluded guest house in spacious yard
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.97 out of 5 average rating, 96 reviews
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds
19–24 Oct
4.93 out of 5 average rating, 314 reviews