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Search results; Over 1,000 homes in Oak Bluffs

Descriptions are based on details hosts provide
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
,
4.98 out of 5 average rating, 197 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 424 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Guest favourite
Home in Oak Bluffs
Luxury yurt with a circular skylight
4.93 out of 5 average rating, 309 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Featured hotel
Hotel in Oak Bluffs
King
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
4.92 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
18–25 Jul
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
4.97 out of 5 average rating, 133 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
Guest favourite
Home in Oak Bluffs
Post-and-beam barn near the beach
4.94 out of 5 average rating, 512 reviews, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Room in Tisbury
Harbor views, 2 blocks from the ferry
4.94 out of 5 average rating, 138 reviews, 1 queen bed, 1 bathroom
13–18 Sept
Superhost
Place to stay in Oak Bluffs
Private entrance, walk to the beach
1 bedroom, 7 beds, 1 bathroom
11–16 Sept
Top guest favourite
Flat in Oak Bluffs
Renovated 1800s home in the heart of town
4.89 out of 5 average rating, 303 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Oct
Home in Oak Bluffs
Peaceful home near the Lagoon
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Guest favourite
Room in Oak Bluffs
Harbor views from a Victorian home
4.91 out of 5 average rating, 108 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Cottage in Oak Bluffs
High vaulted ceilings, walk to downtown
4.95 out of 5 average rating, 189 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Room in Oak Bluffs
Ocean and park views from the porch
4.99 out of 5 average rating, 221 reviews, 1 double bed, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
4.95 out of 5 average rating, 194 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Guest suite in Oak Bluffs
Spacious 1 Bedroom Apt - 3 min walk to the Beach!
5.0 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Home in Edgartown
Vineyard Family Home
3 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Home in Oak Bluffs
New-build home with a fire pit
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Jul