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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 beds, 1 private bathroom
16–21 Oct
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4.93 out of 5 average rating, 312 reviews
Top guest favourite
Flat in Oak Bluffs
111B Beautiful and Short walk beach, town, harbor!
1 bedroom, 2 beds
1–6 Aug
4.93 out of 5 average rating, 87 reviews
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
1 bedroom, 1 queen bed
22–27 Aug
4.96 out of 5 average rating, 28 reviews
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
1 bedroom, 1 queen bed
7–12 Sept
4.92 out of 5 average rating, 66 reviews
Guest favourite
Home in Oak Bluffs
Newly rebuilt house! Walk to town and beaches!
4 bedrooms, 4 beds
1–6 Dec
5.0 out of 5 average rating, 7 reviews
Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom, 2 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 192 reviews
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed
11–16 Sept
Guest favourite
Home in Oak Bluffs
Modern cabin in the woods.
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
1 queen bed
13–18 Sept
4.94 out of 5 average rating, 139 reviews
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
30 Aug – 4 Sept
New place to stay
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, 426 reviews
Guest favourite
Rooms in Oak Bluffs
Entire 3- bedroom upstairs of Vineyard home
3 bedrooms, 3 beds
1–6 Apr
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds
15–20 Oct
4.89 out of 5 average rating, 303 reviews
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds
11–16 Oct
4.96 out of 5 average rating, 97 reviews
Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Home in Oak Bluffs
Charming Cottage on Harbor on Martha's Vineyard
4 bedrooms, 5 beds
3–10 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
3–8 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds
4–9 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 queen bed
25–30 Aug
4.9 out of 5 average rating, 146 reviews