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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Room in Oak Bluffs
The Mary Suite- Kathleens Kottage- Oak Bluffs MV
1 bedroom, 1 bed, 1 private bath
Aug 28–Sep 2
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5.0 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bath
Sep 13–18
5.0 out of 5 average rating, 10 reviews
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, 431 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bath
Sep 28–Oct 3
4.94 out of 5 average rating, 519 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bath
Aug 23–28
4.98 out of 5 average rating, 202 reviews
Superhost
Room in Tisbury
Private room for 4 in quiet Vineyard Haven home
3 beds, 1 bath
Sep 20–25
New place to stay
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, 316 reviews
Featured hotel
Room in Oak Bluffs
Queen
1 queen bed, 1 bath
Sep 29–Oct 4
5.0 out of 5 average rating, 3 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bath
Sep 13–18
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed, 1 bath
Sep 20–25
4.94 out of 5 average rating, 139 reviews
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bath
Sep 20–25
4.92 out of 5 average rating, 211 reviews
Top guest favourite
Rooms in Edgartown
The Alison Boylston Piazza House
2 bedrooms, 2 beds, 1 bath
Sep 27–Oct 2
4.85 out of 5 average rating, 563 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds, 3.5 baths
Sep 27–Oct 2
New place to stay
Guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bath
Aug 26–31
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed, 1 bath
Nov 22–27
4.99 out of 5 average rating, 228 reviews
Top guest favourite
Home in Oak Bluffs
113A Walk to Town, beach and amazing location!
2 bedrooms, 2 beds, 1.5 baths
Sep 7–12
4.95 out of 5 average rating, 217 reviews
Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds, 2 baths
Sep 27–Oct 2
5.0 out of 5 average rating, 3 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
Home in Oak Bluffs
Vineyard Family Home
3 bedrooms, 3 beds, 1 bath
Aug 22–27