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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite

Home in Oak Bluffs

Beautiful 3 bedroom in Oak Bluffs, walk to beach

3 bedrooms, 6 beds, 2.5 private bathrooms

30 Aug – 4 Sept

$4,008 SGD for 5 nights

,

4.81 out of 5 average rating, 130 reviews

Guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds

18–23 Oct

$1,240 SGD for 5 nights

4.95 out of 5 average rating, 427 reviews

Guest favourite

Cabin in Oak Bluffs

Newly built rustic cabin in Oak Bluffs

1 bedroom, 1 bed

13–18 Sept

$1,891 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 8 reviews

Guest favourite

Home in Oak Bluffs

Studio apt in newly built barn

2 beds

27 Sept – 2 Oct

$1,588 SGD for 5 nights

4.94 out of 5 average rating, 517 reviews

Top guest favourite

Flat in Oak Bluffs

Town/Beach: Vineyard Vacation Houses welcomes you!

1 bedroom, 2 beds

15–20 Oct

$2,560 SGD for 5 nights

4.89 out of 5 average rating, 307 reviews

Featured hotel

Room in Oak Bluffs

Water view double queen

2 queen beds

12–17 Sept

$2,886 SGD for 5 nights

+$432 SGD Airbnb credit

Superhost

Room in Oak Bluffs

Oak Bluffs Circuit Av Walk Everywhere Single Room

1 double bed

13–18 Sept

$1,203 SGD for 5 nights

Guest favourite

Flat in Oak Bluffs

Single Occupancy Oak Bluffs Studio Apartment

1 bedroom, 1 queen bed

21–26 Aug

$2,231 SGD for 5 nights

4.97 out of 5 average rating, 29 reviews

Home in Oak Bluffs

Amanda’s Veranda

4 bedrooms, 5 beds

30 Aug – 4 Sept

$6,805 SGD for 5 nights

New place to stay

Top guest favourite

Guest suite in Oak Bluffs

Quiet Hide Away

1 bedroom, 1 queen bed

30 Aug – 4 Sept

$2,611 SGD for 5 nights

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 200 reviews

Guest favourite

Room in Oak Bluffs

Oak Bluffs/ Harbor Views/ Queen Bed/ In Town

1 queen bed

30 Aug – 4 Sept

$2,238 SGD for 5 nights

4.91 out of 5 average rating, 114 reviews

Top guest favourite

Home in Oak Bluffs

The Luxury Vineyard Yurt

2 bedrooms, 3 queen beds

19–24 Oct

$2,566 SGD for 5 nights

4.93 out of 5 average rating, 316 reviews

Top guest favourite

Flat in Oak Bluffs

Sunny Studio Apartment on Martha's Vineyard

1 bedroom, 2 beds

4–9 Oct

$1,762 SGD for 5 nights

4.98 out of 5 average rating, 236 reviews

Home in Oak Bluffs

Charming Cottage on Harbor on Martha's Vineyard

4 bedrooms, 5 beds

3–10 Oct

$4,041 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Guest suite in Oak Bluffs

Cottage suite between the harbors: no minimum stay

2 bedrooms, 3 beds

30 Aug – 4 Sept

$3,621 SGD for 5 nights

4.8 out of 5 average rating, 351 reviews

Top guest favourite

Guest house in Tisbury

Island Home. Secluded guest house in spacious yard

1 bedroom, 1 queen bed

30 Aug – 4 Sept

$2,361 SGD for 5 nights

4.97 out of 5 average rating, 96 reviews

Home in Oak Bluffs

Oak Bluffs Summer Home

3 bedrooms, 4 beds

5–10 Sept

$5,872 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Guest favourite

Room in Oak Bluffs

Capricorn House on the beach - Room #5

1 bed

2–7 Oct

$1,649 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Home in Oak Bluffs

Hidden home in the North Bluff

3 bedrooms, 3 beds

22–27 Aug

$10,056 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews