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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Boutique hotel in Oak Bluffs
Porch Room 1 queen bed
1 bedroom, 1 bed, 1 private bathroom
24–29 Aug
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4.9 out of 5 average rating, 51 reviews
Home in Oak Bluffs
Oak Bluffs Summer Home
3 bedrooms, 4 beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Cottage in Oak Bluffs
111I Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds
22–27 Aug
4.97 out of 5 average rating, 184 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
3–8 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Oak Bluffs
Modern cabin in the woods.
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Home in Oak Bluffs
Amanda’s Veranda
4 bedrooms, 5 beds
27 Sept – 2 Oct
New place to stay
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 428 reviews
Top guest favourite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
4 bedrooms, 5 beds
4–9 Oct
4.93 out of 5 average rating, 221 reviews
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 86 reviews
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds
16–21 Oct
4.98 out of 5 average rating, 55 reviews
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds
21–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds
19–24 Oct
4.93 out of 5 average rating, 316 reviews
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Oak Bluffs
Beautiful Home in Oak Bluffs Center!
3 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 48 reviews
Home in Oak Bluffs
Perfect Vineyard Base: with backyard retreat.
3 bedrooms, 4 beds
20–25 Aug
New place to stay
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.82 out of 5 average rating, 67 reviews
Guest favourite
Home in Oak Bluffs
MV Sea Glenn Flower
4 bedrooms, 6 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds
26–31 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
13–18 Sept
5.0 out of 5 average rating, 9 reviews