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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 private bathroom
19–24 Oct
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4.92 out of 5 average rating, 212 reviews
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Home in Oak Bluffs
OB Retreat Near Lagoon + Town
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
New place to stay
Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
7–12 Sept
Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 137 reviews
Top guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms, 11 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds, 5.5 bathrooms
29 Sept – 4 Oct
4.81 out of 5 average rating, 70 reviews
Top guest favourite
Home in Oak Bluffs
Charming 3-Bedrm w/Loft.New Construct! Walk 2 town
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.72 out of 5 average rating, 177 reviews
Guest favourite
Home in Oak Bluffs
The Lighthouse
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 161 reviews
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.79 out of 5 average rating, 142 reviews
Guest favourite
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
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 55 reviews
Guest favourite
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oak Bluffs
Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 206 reviews
Top guest favourite
Home in Oak Bluffs
Hidden home in the North Bluff
3 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 27 reviews