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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

$2,582 SGD for 5 nights

,

4.93 out of 5 average rating, 309 reviews

Guest favourite

Flat in Oak Bluffs

14B Kennebec THE center of OB! No car, No problem!

1 bedroom, 2 beds

3–8 Aug

$9,920 SGD for 5 nights

4.94 out of 5 average rating, 17 reviews

Top guest favourite

Home in Oak Bluffs

** Vineyard Vacation Retreat ** with HOT TUB

2 bedrooms, 2 beds

19–24 Sept

4.92 out of 5 average rating, 144 reviews

Place to stay in Oak Bluffs

Oak Bluffs Cottage Walk To Town

1 bedroom, 2 double beds

8–15 Aug

$13,086 SGD for 7 nights

Featured hotel

Hotel in Oak Bluffs

Water view double queen

1 bedroom, 2 queen beds

16–21 Sept

$4,094 SGD for 5 nights

+$614 SGD Airbnb credit

Top guest favourite

Cottage in Oak Bluffs

The WestLake

4 bedrooms, 5 beds

26 Sept – 1 Oct

$5,262 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Superhost

Home in Oak Bluffs

NEW! Charming Oak Bluffs Cottage - Sleeps 8

3 bedrooms, 4 beds

16–21 Jul

New home discount

New place to stay

Guest favourite

Home in Oak Bluffs

New Pristine Luxury Home on Martha's Vineyard

3 bedrooms, 6 beds

29 Sept – 4 Oct

$5,634 SGD for 5 nights

4.98 out of 5 average rating, 81 reviews

Guest favourite

Home in Oak Bluffs

Gorgeous home in Oak Bluffs

3 bedrooms, 3 beds

28 Sept – 3 Oct

$6,559 SGD for 5 nights

4.8 out of 5 average rating, 5 reviews

Superhost

Home in Oak Bluffs

Beach home just 0.8 miles to Farm Neck Golf Club!

3 bedrooms, 4 beds

6–11 Sept

$4,013 SGD for 5 nights

4.77 out of 5 average rating, 131 reviews

Home in Oak Bluffs

Oak Bluffs Oasis. Walk to town, beach & ferry.

3 bedrooms, 3 beds

23–28 Aug

$5,516 SGD for 5 nights

New place to stay

Top guest favourite

Flat in Oak Bluffs

Town/Beach: Vineyard Vacation Houses welcomes you!

1 bedroom, 2 beds

26–31 Aug

4.93 out of 5 average rating, 154 reviews

Guest favourite

Boutique hotel in Oak Bluffs

Balcony Room at the Tivoli Inn

1 bedroom, 2 beds

22–27 Aug

$4,222 SGD for 5 nights

4.91 out of 5 average rating, 54 reviews

Guest favourite

Home in Oak Bluffs

Walk to Town, beach and amazing location 113A

2 bedrooms, 2 beds

16–21 Aug

$9,503 SGD for 5 nights

4.95 out of 5 average rating, 209 reviews

Top guest favourite

Cottage in Oak Bluffs

Beautiful and walk to everything Oak Bluffs!

1 bedroom, 2 beds

22–27 Aug

$5,775 SGD for 5 nights

4.97 out of 5 average rating, 181 reviews

Top guest favourite

Home in Oak Bluffs

Pinkletink Plantation

3 bedrooms, 5 beds

10–15 Oct

$3,805 SGD for 5 nights

4.98 out of 5 average rating, 52 reviews

Home in Oak Bluffs

Oak Bluffs Summer Home

3 bedrooms, 4 beds

15–20 Jul

$5,060 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

$2,627 SGD for 5 nights

4.98 out of 5 average rating, 197 reviews

Guest favourite

Cottage in Oak Bluffs

Beautiful clean walk to Town, Inkwell and harbor!

1 bedroom, 2 beds

22–27 Jul

4.95 out of 5 average rating, 189 reviews