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Search results; Over 1,000 homes in Shelter Island Heights

Superhost

Flat in Shelter Island Heights

Squire Chase House

3 bedrooms, 3 beds, 2 bathrooms

20–25 Sept

$5,086 SGD for 5 nights

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4.9 out of 5 average rating, 262 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds, 3 bathrooms

5–10 Jul

$12,817 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 8 reviews

Home in Shelter Island Heights

Creekside House Shelter Island

4 bedrooms, 5 beds, 3.5 bathrooms

13–20 Jul

Free cancellation

New place to stay

Top guest favourite

Home in Shelter Island

Surf Scoter Cottage Shelter Island

4 bedrooms, 4 beds, 2 bathrooms

23–28 Jul

$7,095 SGD for 5 nights

Free cancellation

4.91 out of 5 average rating, 91 reviews

Top guest favourite

Guest house in Shelter Island

Bayfront 1BR/2BR detached guesthouse with pool

1 bedroom, 2 beds, 1 bathroom

12–17 Sept

$3,090 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 73 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

1–6 Aug

$5,989 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 12 reviews

Top guest favourite

Home in Greenport

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

3 bedrooms, 3 beds, 2 bathrooms

1–6 Jul

$5,526 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 51 reviews

Guest house in Shelter Island

Modern Waterfront Cottage Oasis

1 bedroom, 2 beds, 1 bathroom

13–18 Jul

$7,248 SGD for 5 nights

Free cancellation

Top guest favourite

Rooms in Shelter Island

Grace House

2 bedrooms, 2 beds, 1 bathroom

12–17 Jul

$2,179 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 48 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds, 2.5 bathrooms

12–17 Jul

$5,592 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 117 reviews

Guest favourite

Room in Shelter Island

Magnolia Cape with private entrance & private bath

1 king bed, 1 bathroom

5–10 Jul

$1,755 SGD for 5 nights

Free cancellation

4.83 out of 5 average rating, 40 reviews

Top guest favourite

Home in Greenport

Corwin House

4 bedrooms, 4 beds, 3 bathrooms

12–18 Oct

$6,292 SGD for 6 nights

4.98 out of 5 average rating, 56 reviews

Top guest favourite

Home in Shelter Island

Newly Renovated w/ Pool, Hot tub & Fireplace

3 bedrooms, 5 beds, 2 bathrooms

16–23 Jul

$7,288 SGD for 7 nights

Free cancellation

4.91 out of 5 average rating, 33 reviews

Top guest favourite

Cottage in Shelter Island

Waterfront Getaway on Shelter Island

3 bedrooms, 3 beds, 2 bathrooms

30 Aug – 4 Sept

$7,023 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 27 reviews

Guest favourite

Cottage in Shelter Island

Large Waterfront Cottage on Historic Estate

3 bedrooms, 4 beds, 1 bathroom

13–18 Sept

$3,540 SGD for 5 nights

4.84 out of 5 average rating, 73 reviews

Superhost

Home in Greenport

Stylish Getaway in Greenport

3 bedrooms, 3 beds, 3 bathrooms

3–8 Sept

$5,968 SGD for 5 nights

Free cancellation

4.89 out of 5 average rating, 37 reviews

Guest favourite

Home in Shelter Island

Stunning water views, huge pool, family resort

4 bedrooms, 6 beds, 3 bathrooms

16–21 Jul

$11,139 SGD for 5 nights

4.93 out of 5 average rating, 56 reviews

Top guest favourite

Rooms in Greenport

Chestnut View Room own private bathroom

2 bedrooms, 3 queen beds, No bathroom

26–31 Jul

$2,304 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 88 reviews

Guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$10,376 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 35 reviews