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

Guest favourite

Room in Shelter Island Heights

SEVEN on Shelter - Queen Room w/Private Bathroom

1 bedroom, 1 bed, 1 shared bathroom

23–28 Aug

$3,082 SGD for 5 nights

,

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$9,923 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 41 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds, 2.5 bathrooms

6–11 Sept

$4,282 SGD for 5 nights

4.97 out of 5 average rating, 126 reviews

Home in Greenport

Brand New Build! Greenport Gem w/ Yard & Patio

3 bedrooms, 3 beds, 3.5 bathrooms

12–17 Aug

$7,972 SGD for 5 nights

New place to stay

Guest favourite

Home in Shelter Island

Shelter Island Retreat, 5 bdrms near everything!

5 bedrooms, 5 beds, 2 bathrooms

17–22 Apr

$5,088 SGD for 5 nights

5.0 out of 5 average rating, 24 reviews

Home in East Marion

The Gathering House | North Fork Retreat

4 bedrooms, 5 beds, 3.5 bathrooms

31 Aug – 5 Sept

$9,541 SGD for 5 nights

New place to stay

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

12–17 Aug

$6,422 SGD for 5 nights

4.93 out of 5 average rating, 85 reviews

Top guest favourite

Home in Greenport

Harbor Heights

2 bedrooms, 3 beds, 1 bathroom

24–29 Oct

$1,545 SGD for 5 nights

4.94 out of 5 average rating, 242 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds, 3 bathrooms

30 Aug – 4 Sept

$12,586 SGD for 5 nights

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

10–17 Aug

$7,792 SGD for 7 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Shelter Island

Peaceful Bright Country House

3 bedrooms, 3 beds, 2 bathrooms

8–13 Sept

$4,516 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Guest favourite

Cottage in Shelter Island

Charming Coastal Cottage

3 bedrooms, 3 beds, 1.5 bathrooms

1–6 Oct

$5,653 SGD for 5 nights

Pay $0 today

Free cancellation

4.85 out of 5 average rating, 47 reviews

Top guest favourite

Guest suite in Greenport

Private Suite in a Greenport Historical Townhouse

1 bedroom, 1 queen bed, 1 bathroom

29 Sept – 4 Oct

$2,096 SGD for 5 nights

4.97 out of 5 average rating, 123 reviews

Superhost

Home in East Marion

Bungalow by the Bay

2 bedrooms, 2 queen beds, 1.5 bathrooms

22–27 Sept

$3,632 SGD for 5 nights

Pay $0 today

Free cancellation

Top guest favourite

Place to stay in Shelter Island

Casual Island Getaway - Walk to the Beach

1 bedroom, 1 queen bed, 1 bathroom

4–9 Oct

$1,025 SGD for 5 nights

4.92 out of 5 average rating, 146 reviews

Top guest favourite

Home in Greenport

Corwin House

4 bedrooms, 4 beds, 3 bathrooms

12–18 Oct

$6,253 SGD for 6 nights

4.98 out of 5 average rating, 63 reviews

Guest favourite

Room in Shelter Island

Candlelite Inn Queen Onsuite Bath

1 queen bed, 1 bathroom

18–23 Aug

$2,525 SGD for 5 nights

4.91 out of 5 average rating, 47 reviews

Guest favourite

Home in Greenport

The Greenport Bungalow

3 bedrooms, 3 beds, 2 bathrooms

26–31 Oct

$3,273 SGD for 5 nights

4.97 out of 5 average rating, 295 reviews

Top guest favourite

Room in Greenport

Home on Sterling Harbor, Greenport

1 queen bed, 1 bathroom

23–28 Aug

$1,835 SGD for 5 nights

4.96 out of 5 average rating, 225 reviews