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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

$3,740 SGD for 5 nights

,

4.88 out of 5 average rating, 24 reviews

Home in Oak Bluffs

Amanda’s Veranda

4 bedrooms, 5 beds

30 Aug – 4 Sept

$6,801 SGD for 5 nights

New place to stay

Top guest favourite

Home in Oak Bluffs

The Luxury Vineyard Yurt

2 bedrooms, 3 queen beds

19–24 Oct

$2,565 SGD for 5 nights

4.93 out of 5 average rating, 314 reviews

Top guest favourite

Cottage in Oak Bluffs

The WestLake

4 bedrooms, 5 beds

3–8 Oct

$5,235 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

Home in Oak Bluffs

Newly restored cottage in downtown Oak Bluffs!

3 bedrooms, 7 beds

13–18 Sept

$4,449 SGD for 5 nights

New place to stay

Home in Oak Bluffs

Oak Bluffs Summer Home

3 bedrooms, 4 beds

5–10 Sept

$5,868 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Home in Oak Bluffs

Pinkletink Plantation

3 bedrooms, 5 beds

16–21 Oct

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 54 reviews

Top guest favourite

Home in Oak Bluffs

Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ

3 bedrooms, 5 beds

28 Aug – 4 Sept

$7,370 SGD for 7 nights

4.94 out of 5 average rating, 17 reviews

Guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds

18–23 Oct

$1,239 SGD for 5 nights

4.95 out of 5 average rating, 427 reviews

Guest favourite

Home in Oak Bluffs

New Pristine Luxury Home on Martha's Vineyard

3 bedrooms, 6 beds

31 Aug – 5 Sept

$5,595 SGD for 5 nights

4.98 out of 5 average rating, 86 reviews

Superhost

Home in Oak Bluffs

Cozy, Central Island Family Home

5 bedrooms, 7 beds

26 Jul – 1 Aug

$6,252 SGD for 6 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Oak Bluffs

Oak Bluffs Victorian Walk to Town & Beaches

5 bedrooms, 7 beds

29 Sept – 4 Oct

$10,579 SGD for 5 nights

4.83 out of 5 average rating, 66 reviews

Guest favourite

Home in Oak Bluffs

Sunny 3-bed close to beach and town

3 bedrooms, 3 beds

9–14 Jul

$4,206 SGD for 5 nights

Pay $0 today

Free cancellation

4.91 out of 5 average rating, 32 reviews

Home in Oak Bluffs

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

3 bedrooms, 3 beds

7–12 Sept

$5,290 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Home in Oak Bluffs

East Chop Oceanview Escape

6 bedrooms, 8 beds

21–27 Aug

$26,870 SGD for 6 nights

5.0 out of 5 average rating, 4 reviews

Home in Oak Bluffs

MV Sea Glenn Flower

4 bedrooms, 6 beds

23–28 Aug

$5,798 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Oak Bluffs

Spectacular beach & pool combo; beautiful sunsets!

4 bedrooms, 5 beds

4–9 Oct

$4,345 SGD for 5 nights

4.93 out of 5 average rating, 221 reviews

Top guest favourite

Flat in Oak Bluffs

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

1 bedroom, 2 beds

16–21 Aug

4.94 out of 5 average rating, 34 reviews

Top guest favourite

Home in Oak Bluffs

*NEW* 3 min drive to OB Circuit ave

5 bedrooms, 6 beds

30 Aug – 4 Sept

$7,322 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews