filters

Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 bed, 0.5 private bathroom
25–30 Aug
,
4.9 out of 5 average rating, 143 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
Superhost
Place to stay in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 bedroom, 7 beds, 1 bathroom
11–16 Sept
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
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
Guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
4.95 out of 5 average rating, 209 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
4.99 out of 5 average rating, 221 reviews, 1 double bed, 1 bathroom
13–18 Sept
Home in Oak Bluffs
OB Salt & Cedar Cottage
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 9 beds, 2 bathrooms
17–24 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
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
14–19 Jul
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
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
20–25 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
Diamond in The Bluffs - New Home, Private Backyard
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
13–18 Jul
Top guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
4.92 out of 5 average rating, 144 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 343 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul