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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Sea View Waterfront Beachfront Apartment
1 bedroom, 1 bed, 1 private bathroom
24–29 Aug
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4.97 out of 5 average rating, 130 reviews
Top 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, 424 reviews
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
21–26 Jul
New place to stay
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds
16–21 Oct
4.93 out of 5 average rating, 309 reviews
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 7 beds
11–16 Sept
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds
28 Aug – 4 Sept
4.92 out of 5 average rating, 13 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 4 beds
16–21 Jul
New place to stay
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds
10–15 Oct
4.98 out of 5 average rating, 52 reviews
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 double beds
8–15 Aug
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed
13–18 Sept
4.99 out of 5 average rating, 221 reviews
Superhost
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds
13–18 Sept
4.71 out of 5 average rating, 167 reviews
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds
19–24 Jul
4.79 out of 5 average rating, 344 reviews
Home in Oak Bluffs
OB Salt & Cedar Cottage
4 bedrooms, 9 beds
24–31 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds
30 Jul – 4 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
1 bedroom, 2 beds
21–26 Jul
4.95 out of 5 average rating, 194 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Oak Bluffs
Renovated Downtown Charmer, 3 Blocks to the Beach
3 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
1 bedroom, 1 queen bed
26–31 Jul
4.92 out of 5 average rating, 66 reviews