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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Apartment in Oak Bluffs
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
2 bedrooms, 3 beds, 2 private bathrooms
30 Aug – 4 Sept
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5.0 out of 5 average rating, 34 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 13 reviews
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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
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
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 521 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
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
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 139 reviews
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
Featured hotel
Hotel in Oak Bluffs
Partial water view queen
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.8 out of 5 average rating, 5 reviews
Home in Oak Bluffs
Vineyard Family Home
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
Guest favourite
Cottage in Oak Bluffs
111G Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
14–19 Sept
4.94 out of 5 average rating, 227 reviews
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 134 reviews
Guest favourite
Home in Tisbury
Vineyard Haven Walk to Ferry
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.93 out of 5 average rating, 188 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bathroom
13–18 Sept
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed, 1 bathroom
22–27 Nov
4.99 out of 5 average rating, 229 reviews
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 119 reviews
Top guest favourite
Rooms in Edgartown
The Alison Boylston Piazza House
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 563 reviews
Guest house in Oak Bluffs
East Chop Cottage
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
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