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Search results; Over 1,000 homes in Oak Bluffs

Apartment in Oak Bluffs

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

2 bedrooms, 3 beds, 2 bathrooms

11–16 Oct

$3,734 SGD for 5 nights

,

4.88 out of 5 average rating, 24 reviews

Top guest favourite

Home in Oak Bluffs

Spectacular beach & pool combo; beautiful sunsets!

4 bedrooms, 5 beds, 5.5 bathrooms

4–9 Oct

$4,223 SGD for 5 nights

4.93 out of 5 average rating, 221 reviews

Top guest favourite

Cottage in Oak Bluffs

The WestLake

4 bedrooms, 5 beds, 2 bathrooms

3–8 Oct

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Free cancellation

5.0 out of 5 average rating, 12 reviews

Home in Oak Bluffs

East Chop Oceanview Escape

6 bedrooms, 8 beds, 4.5 bathrooms

21–27 Aug

$29,723 SGD for 6 nights

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5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Oak Bluffs

New Pristine Luxury Home on Martha's Vineyard

3 bedrooms, 6 beds, 2.5 bathrooms

31 Aug – 5 Sept

$5,586 SGD for 5 nights

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Free cancellation

4.98 out of 5 average rating, 87 reviews

Guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds, 1 bathroom

18–23 Oct

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4.95 out of 5 average rating, 432 reviews

Top guest favourite

Home in Oak Bluffs

The Blue Lagoon, Oak Bluffs

3 bedrooms, 3 king beds, 3 bathrooms

27 Sept – 2 Oct

$4,886 SGD for 5 nights

4.98 out of 5 average rating, 54 reviews

Top guest favourite

Guest suite in Oak Bluffs

Quiet Hide Away

1 bedroom, 1 queen bed, 1 bathroom

22–27 Aug

$2,935 SGD for 5 nights

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4.98 out of 5 average rating, 202 reviews

Villa in Oak Bluffs

Luxury! Heated Pool & Spa!Tennis! Firepit! Hammock

5 bedrooms, 7 beds, 3.5 bathrooms

30 Aug – 4 Sept

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4.65 out of 5 average rating, 17 reviews

Top guest favourite

Home in Tisbury

Martha’s Vineyard Waterfront Private Beach

8 bedrooms, 10 beds, 5.5 bathrooms

20–25 Sept

$16,968 SGD for 5 nights

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5.0 out of 5 average rating, 18 reviews

Top guest favourite

Home in Oak Bluffs

The Luxury Vineyard Yurt

2 bedrooms, 3 queen beds, 1 bathroom

19–24 Oct

$2,560 SGD for 5 nights

4.93 out of 5 average rating, 316 reviews

Guest favourite

Home in Oak Bluffs

MV Sea Glenn Flower

4 bedrooms, 6 beds, 3 bathrooms

23–28 Aug

$5,788 SGD for 5 nights

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5.0 out of 5 average rating, 5 reviews

Home in Oak Bluffs

Amanda’s Veranda

4 bedrooms, 5 beds, 3.5 bathrooms

27 Sept – 2 Oct

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New place to stay

Guest favourite

Home in Oak Bluffs

Oak Bluffs Victorian Walk to Town & Beaches

5 bedrooms, 7 beds, 5.5 bathrooms

29 Sept – 4 Oct

$10,562 SGD for 5 nights

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4.82 out of 5 average rating, 67 reviews

Top guest favourite

Cabin in Oak Bluffs

Newly built rustic cabin in Oak Bluffs

1 bedroom, 1 bed, 1 bathroom

13–18 Sept

$1,886 SGD for 5 nights

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5.0 out of 5 average rating, 11 reviews

Home in Oak Bluffs

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

3 bedrooms, 3 beds, 1 bathroom

7–12 Sept

$5,093 SGD for 5 nights

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4.5 out of 5 average rating, 6 reviews

Top guest favourite

Home in Oak Bluffs

Pinkletink Plantation

3 bedrooms, 5 beds, 2.5 bathrooms

16–21 Oct

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4.98 out of 5 average rating, 58 reviews

Top guest favourite

Home in Oak Bluffs

**Vineyard Vacation Retreat** -3 BR

3 bedrooms, 3 beds, 2 bathrooms

8–13 Sept

$6,448 SGD for 5 nights

4.96 out of 5 average rating, 132 reviews

Top guest favourite

Home in Oak Bluffs

*NEW* 3 min drive to OB Circuit ave

5 bedrooms, 6 beds, 2 bathrooms

30 Aug – 4 Sept

$7,310 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews