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Search results; Over 1,000 homes in Oak Bluffs

Superhost
Boutique hotel in Oak Bluffs
Three bedrooms for travel group/excellent location
3 bedrooms, 4 beds, 1 private bath
Aug 25 – 30
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4.94 out of 5 average rating, 18 reviews
Top guest favorite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
4 bedrooms, 5 beds, 5.5 baths
Oct 4 – 9
4.93 out of 5 average rating, 221 reviews
Top guest favorite
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
Top guest favorite
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
Top guest favorite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds, 2.5 baths
Oct 16 – 21
4.98 out of 5 average rating, 58 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds, 3.5 baths
Sep 27 – Oct 2
New place to stay
Top guest favorite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 baths
Oct 3 – 8
5.0 out of 5 average rating, 12 reviews
Top guest favorite
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
Guesthouse in Oak Bluffs
Charming guesthouse in OB
1 bedroom, 2 beds, 1 bath
Aug 30 – Sep 4
4.91 out of 5 average rating, 11 reviews
Top guest favorite
Cottage in Tisbury
Island Charmer!
2 bedrooms, 2 beds, 1 bath
Aug 22 – 29
5.0 out of 5 average rating, 40 reviews
Top guest favorite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 baths
Sep 27 – Oct 2
4.98 out of 5 average rating, 54 reviews
Guest favorite
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 favorite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 baths
Aug 31 – Sep 5
4.98 out of 5 average rating, 86 reviews
Top guest favorite
Apartment in Oak Bluffs
14C Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bath
Aug 25 – 30
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Oak Bluffs
New Serenity Retreat
2 bedrooms, 3 beds, 1.5 baths
Aug 29 – Sep 3
5.0 out of 5 average rating, 7 reviews
Guest favorite
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 favorite
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
Guest favorite
Home in Oak Bluffs
MV Sea Glenn Flower
4 bedrooms, 6 beds, 3 baths
Aug 23 – 28
5.0 out of 5 average rating, 5 reviews