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Search results; Over 1,000 homes in Oak Bluffs

Featured hotel
Hotel in Oak Bluffs
Partial water view queen
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Oak Bluffs
7+ Bedroom Vintage Home near Beaches and Town!
7 bedrooms, 9 beds, 2 bathrooms
3–8 Sept
4.89 out of 5 average rating, 18 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
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, 19 reviews
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
Home in Oak Bluffs
Hidden Oaks House
4 bedrooms, 5 beds, 3.5 bathrooms
2–8 Sept
New place to stay
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
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, 140 reviews
Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
6–13 Sept
4.93 out of 5 average rating, 27 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, 176 reviews
Superhost
Home in Oak Bluffs
Stunning OB retreat mins from best attractions
5 bedrooms, 8 beds, 3.5 bathrooms
28 Sept – 3 Oct
New place to stay
Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 11 reviews
Home in Oak Bluffs
Charming 3BR Cottage Near the Beach w/ Deck
3 bedrooms, 4 beds, 1 bathroom
3–9 Sept
Top guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
19–24 Oct
4.93 out of 5 average rating, 322 reviews
Guest favourite
Home in Oak Bluffs
The Lighthouse
3 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 161 reviews
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
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bathroom
19–24 Oct
4.92 out of 5 average rating, 212 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