filters

Search results; Over 1,000 homes in Oak Bluffs

Photo 1 of 6
Top guest favourite
Flat in Oak Bluffs
Absolute Best Location on the Island
2 bedrooms, 4 beds, 1 private bathroom
20–25 Sept
,
4.92 out of 5 average rating, 133 reviews
Photo 1 of 6
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 17 reviews
Photo 1 of 6
Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 11 reviews
Photo 1 of 6
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds, 5.5 bathrooms
29 Sept – 4 Oct
4.82 out of 5 average rating, 68 reviews
Photo 1 of 6
Featured hotel
Room in Oak Bluffs
Water view double queen
2 queen beds, 1 bathroom
23–28 Oct
Photo 1 of 6
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 434 reviews
Photo 1 of 6
Top guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 19 reviews
Photo 1 of 6
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 310 reviews
Photo 1 of 6
Guest favourite
Cottage in Oak Bluffs
111G Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 227 reviews
Photo 1 of 6
Superhost
Home in Oak Bluffs
Charming 3-Bedroom Home in the Heart of Oak Bluffs
3 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 20 reviews
Photo 1 of 5
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bathroom
13–18 Sept
Photo 1 of 6
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 212 reviews
Photo 1 of 6
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.98 out of 5 average rating, 205 reviews
Photo 1 of 6
Guest favourite
Home in Oak Bluffs
The Lighthouse
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 159 reviews
Photo 1 of 6
Top guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 38 reviews
Photo 1 of 6
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 100 reviews
Photo 1 of 6
Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Photo 1 of 6
Superhost
Home in Oak Bluffs
Oak Bluffs 4BR • 5 Min Drive to Downtown
4 bedrooms, 4 beds, 2 bathrooms
22–27 Oct
4.87 out of 5 average rating, 70 reviews
Photo 1 of 6
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