filters

Search results; Over 1,000 homes in Oak Bluffs

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
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
Featured hotel
Room in Oak Bluffs
Water view double queen
2 queen beds, 1 bathroom
23–28 Oct
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
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, 21 reviews
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
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
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.89 out of 5 average rating, 18 reviews
Photo 1 of 6
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 33 reviews
Photo 1 of 6
Guest favourite
Guest house in Oak Bluffs
Charming guesthouse in OB
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 19 reviews
Photo 1 of 6
Home in Oak Bluffs
Charming 3BR Cottage Near the Beach w/ Deck
3 bedrooms, 4 beds, 1 bathroom
1–7 Sept
Photo 1 of 6
Superhost
Cottage in Oak Bluffs
111I Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Oct
4.97 out of 5 average rating, 188 reviews
Photo 1 of 6
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 135 reviews
Photo 1 of 6
Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom, 2 beds, 1.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 201 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
Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 523 reviews