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Search results; Over 1,000 homes in Oak Bluffs

Superhost

Flat in Oak Bluffs

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

1 bedroom, 3 beds, 1 shared bathroom

11–16 Sept

$2,953 SGD for 5 nights

,

4.71 out of 5 average rating, 170 reviews

Home in Oak Bluffs

Amanda’s Veranda

4 bedrooms, 5 beds, 3.5 bathrooms

30 Aug – 4 Sept

$6,805 SGD for 5 nights

New place to stay

Home in Oak Bluffs

Oak Bluffs Summer Home

3 bedrooms, 4 beds, 2 bathrooms

5–10 Sept

$5,872 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Home in Oak Bluffs

East Chop Oceanview Escape

6 bedrooms, 8 beds, 4.5 bathrooms

21–27 Aug

$26,886 SGD for 6 nights

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in Oak Bluffs

Oak Bluffs Victorian Walk to Town & Beaches

5 bedrooms, 7 beds, 5.5 bathrooms

29 Sept – 4 Oct

$10,585 SGD for 5 nights

4.83 out of 5 average rating, 66 reviews

Top guest favourite

Home in Oak Bluffs

The Luxury Vineyard Yurt

2 bedrooms, 3 queen beds, 1 bathroom

19–24 Oct

$2,566 SGD for 5 nights

4.93 out of 5 average rating, 316 reviews

Home in Oak Bluffs

MV Sea Glenn Flower

4 bedrooms, 6 beds, 3 bathrooms

23–28 Aug

$5,801 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Guest favourite

Cottage in Oak Bluffs

111H Beautiful clean walk to Town, Inkwell, harbor

1 bedroom, 2 beds, 1.5 bathrooms

13–18 Sept

$4,076 SGD for 5 nights

4.95 out of 5 average rating, 194 reviews

Top guest favourite

Home in Oak Bluffs

Pinkletink Plantation

3 bedrooms, 5 beds, 2.5 bathrooms

16–21 Oct

Pay $0 today

Free cancellation

4.98 out of 5 average rating, 55 reviews

Guest favourite

Home in Oak Bluffs

Brand new! MV summer home!

3 bedrooms, 3 beds, 1 bathroom

26–31 Aug

$7,697 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Top guest favourite

Home in Oak Bluffs

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

3 bedrooms, 5 beds, 3.5 bathrooms

22–29 Aug

Weekly discount

5.0 out of 5 average rating, 18 reviews

Top guest favourite

Home in Oak Bluffs

Spectacular beach & pool combo; beautiful sunsets!

4 bedrooms, 5 beds, 5.5 bathrooms

4–9 Oct

$4,348 SGD for 5 nights

4.93 out of 5 average rating, 221 reviews

Guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds, 1 bathroom

18–23 Oct

$1,240 SGD for 5 nights

4.95 out of 5 average rating, 427 reviews

Top guest favourite

Home in Oak Bluffs

**Vineyard Vacation Retreat** -3 BR

3 bedrooms, 3 beds, 2 bathrooms

8–13 Sept

$6,462 SGD for 5 nights

4.96 out of 5 average rating, 130 reviews

Top guest favourite

Cottage in Oak Bluffs

The WestLake

4 bedrooms, 5 beds, 2 bathrooms

3–8 Oct

$5,238 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

Top guest favourite

Cottage in Oak Bluffs

111I Beautiful and walk to everything Oak Bluffs!

1 bedroom, 2 beds, 1.5 bathrooms

13–18 Sept

$4,076 SGD for 5 nights

4.97 out of 5 average rating, 184 reviews

Guest favourite

Home in Oak Bluffs

New Serenity Retreat

2 bedrooms, 3 beds, 1.5 bathrooms

29 Aug – 3 Sept

$5,040 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Oak Bluffs

Sunny 3-bed close to beach and town

3 bedrooms, 3 beds, 2 bathrooms

9–14 Jul

$4,208 SGD for 5 nights

Pay $0 today

Free cancellation

4.91 out of 5 average rating, 32 reviews

Home in Oak Bluffs

Waterfront Retreat w/ Guest Cottage & Sunsets

4 bedrooms, 5 beds, 2 bathrooms

11–16 Sept

New place to stay