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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
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4.95 out of 5 average rating, 434 reviews
Superhost
Home in Oak Bluffs
Stunning OB retreat mins from best attractions
5 bedrooms, 8 beds, 3.5 bathrooms
27 Aug – 1 Sept
New place to stay
Top guest favourite
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
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 88 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, 54 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, 319 reviews
Guest favourite
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds, 4.5 bathrooms
21–27 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oak Bluffs
*NEW* 3 min drive to OB Circuit ave
5 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Villa in Oak Bluffs
Luxury! Heated Pool & Spa!Tennis! Firepit! Hammock
5 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
4.65 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 12 reviews
Top 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
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
Top guest favourite
Home in Tisbury
Martha’s Vineyard Waterfront Private Beach
8 bedrooms, 10 beds, 5.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Oak Bluffs
Sunny 3 bedroom with large deck, porch & kayaks
3 bedrooms, 5 beds, 2 bathrooms
4–11 Jun
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Oak Bluffs
111C Beautiful private condo walk to everything!
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 201 reviews
Guest favourite
Home in Oak Bluffs
Sunny 3-bed close to beach and town
3 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Home in Oak Bluffs
The Oak Bluffs House - Walk to Beach & Town
2 bedrooms, 3 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 143 reviews