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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite

Flat in Oak Bluffs

WATERFRONT PENTHOUSE OAK BLUFFS

Studio, 1 private bathroom

1–6 Oct

$2,353 SGD for 5 nights

,

4.88 out of 5 average rating, 177 reviews

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Featured hotel

Hotel in Oak Bluffs

Summercamp, Water view double queen

1 bedroom, 2 queen beds, 1 bathroom

23–28 Apr

$1,531 SGD for 5 nights

+$229 SGD Airbnb credit

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Featured hotel

Hotel in Oak Bluffs

Morgan Hotel, Nashua Suite

3 bedrooms, 1 bathroom

4–9 Oct

$2,874 SGD for 5 nights

+$431 SGD Airbnb credit

New place to stay

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Guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds, 1 bathroom

18–23 Oct

$1,293 SGD for 5 nights

4.95 out of 5 average rating, 442 reviews

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Guest favourite

Home in Oak Bluffs

Studio apt in newly built barn

2 beds, 1 bathroom

12–17 Oct

$963 SGD for 5 nights

4.94 out of 5 average rating, 528 reviews

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Home in Oak Bluffs

Near Farm Neck Golf | Outdoor Shower & Deck

3 bedrooms, 5 beds, 2 bathrooms

12–17 Oct

Free cancellation

New place to stay

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Guest favourite

Home in Oak Bluffs

Oak Bluffs Victorian Walk to Town & Beaches

5 bedrooms, 7 beds, 5.5 bathrooms

1–6 Oct

$9,805 SGD for 5 nights

4.82 out of 5 average rating, 73 reviews

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Guest favourite

Home in Oak Bluffs

**Vineyard Vacation Retreat** -3 BR

3 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$4,000 SGD for 5 nights

4.96 out of 5 average rating, 140 reviews

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Guest favourite

Home in Oak Bluffs

New Home Walk to Town & Beaches

4 bedrooms, 4 queen beds, 2.5 bathrooms

1–6 Nov

$9,738 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 11 reviews

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Guest favourite

Cabin in Oak Bluffs

Newly built rustic cabin in Oak Bluffs

1 bedroom, 1 bed, 1 bathroom

18–23 Oct

$1,120 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 28 reviews

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Top guest favourite

Home in Oak Bluffs

Charming Oak Bluffs Retreat

6 bedrooms, 11 beds, 2.5 bathrooms

5–10 Oct

$3,990 SGD for 5 nights

4.97 out of 5 average rating, 35 reviews

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Guest favourite

Home in Oak Bluffs

New Pristine Luxury Home on Martha's Vineyard

3 bedrooms, 6 beds, 2.5 bathrooms

1–6 Oct

$5,586 SGD for 5 nights

4.98 out of 5 average rating, 92 reviews

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Top guest favourite

Home in Oak Bluffs

The Blue Lagoon, Oak Bluffs

3 bedrooms, 3 king beds, 3 bathrooms

11–16 Oct

$4,488 SGD for 5 nights

4.98 out of 5 average rating, 58 reviews

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Home in Oak Bluffs

Oak Bluffs cottage by harbor.

3 bedrooms, 4 beds, 1 bathroom

5–10 Oct

$3,957 SGD for 5 nights

4.73 out of 5 average rating, 22 reviews

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Villa in Oak Bluffs

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

5 bedrooms, 7 beds, 3.5 bathrooms

1–6 Oct

$9,627 SGD for 5 nights

4.67 out of 5 average rating, 18 reviews

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Top guest favourite

Home in Oak Bluffs

Oak Bluffs Retreat, Walk to Town, Harbor, Ferries

3 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$5,627 SGD for 5 nights

5.0 out of 5 average rating, 18 reviews

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Top guest favourite

Home in Oak Bluffs

Updated cottage/ ocean views

3 bedrooms, 4 beds, 1.5 bathrooms

4–9 Oct

$3,364 SGD for 5 nights

5.0 out of 5 average rating, 29 reviews

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Guest favourite

Home in Oak Bluffs

impeccable cottage STEPS to downtown OB & beach!

3 bedrooms, 6 beds, 1 bathroom

19–24 Oct

$3,200 SGD for 5 nights

4.92 out of 5 average rating, 213 reviews

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Top guest favourite

Home in Oak Bluffs

Beachfront Oasis

4 bedrooms, 5 beds, 1.5 bathrooms

4–11 Oct

$7,346 SGD for 7 nights

4.93 out of 5 average rating, 15 reviews