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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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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
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 309 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
New place to stay, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
4.94 out of 5 average rating, 512 reviews, 2 beds, 1 bathroom
27 Sept – 2 Oct
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
4.96 out of 5 average rating, 27 reviews, 6 bedrooms, 11 beds, 2.5 bathrooms
27 Sept – 2 Oct
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 7 beds, 1 bathroom
11–16 Sept
Home in Oak Bluffs
Renovated Downtown Charmer, 3 Blocks to the Beach
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 7 beds, 2 bathrooms
23–28 Aug
Home in Oak Bluffs
OB Salt & Cedar Cottage
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 9 beds, 2 bathrooms
24–31 Aug
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
4.96 out of 5 average rating, 125 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Oak Bluffs
The WestLake
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
4.83 out of 5 average rating, 65 reviews, 5 bedrooms, 7 beds, 5.5 bathrooms
29 Sept – 4 Oct
Guest favourite
Home in Oak Bluffs
Modern farmhouse w/Pool and AC
5.0 out of 5 average rating, 16 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
4.92 out of 5 average rating, 209 reviews, 3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Jul – 4 Aug