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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 private bathroom
30 Aug – 4 Sept
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4.8 out of 5 average rating, 351 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
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, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 427 reviews
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 307 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 517 reviews
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 29 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bathroom
13–18 Sept
Guest favourite
Room in Oak Bluffs
Capricorn House on the beach - Room #5
1 bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 200 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, 314 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds, 3.5 bathrooms
30 Aug – 4 Sept
New place to stay
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.91 out of 5 average rating, 114 reviews
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 32 reviews
Guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 queen bed, WC
20–25 Sept
4.9 out of 5 average rating, 147 reviews
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 211 reviews
Top guest favourite
Flat in Oak Bluffs
Sunny Studio Apartment on Martha's Vineyard
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 236 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, 53 reviews
Top guest favourite
Home in Oak Bluffs
Relaxing oasis in center of Oak Bluffs
3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 39 reviews