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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

23–28 Aug

$5,082 SGD for 5 nights

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4.9 out of 5 average rating, 263 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds

5–10 Jul

$12,816 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Home in Shelter Island

Surf Scoter Cottage Shelter Island

4 bedrooms, 4 beds

23–28 Jul

$7,095 SGD for 5 nights

4.91 out of 5 average rating, 92 reviews

Home in Shelter Island Heights

Creekside House Shelter Island

4 bedrooms, 5 beds

13–20 Jul

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds

6–11 Sept

$10,375 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 37 reviews

Guest favourite

Room in Shelter Island

Magnolia Cape with private entrance & private bath

1 king bed

5–10 Jul

$1,755 SGD for 5 nights

4.83 out of 5 average rating, 41 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds

1–6 Aug

$5,988 SGD for 5 nights

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Free cancellation

4.92 out of 5 average rating, 12 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds

12–17 Jul

4.97 out of 5 average rating, 118 reviews

Guest favourite

Room in Shelter Island

Candlelite Inn Queen Onsuite Bath

1 queen bed

4–9 Jul

$2,556 SGD for 5 nights

4.91 out of 5 average rating, 45 reviews

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds

13–18 Jul

$6,866 SGD for 5 nights

4.93 out of 5 average rating, 83 reviews

Top guest favourite

Place to stay in Shelter Island

Casual Island Getaway - Walk to the Beach

1 bedroom, 1 queen bed

1–6 Sept

$1,526 SGD for 5 nights

4.91 out of 5 average rating, 136 reviews

Guest favourite

Home in Shelter Island

Shelter Island 4 bed waterfront home with office

4 bedrooms, 5 beds

10–15 Jul

5.0 out of 5 average rating, 27 reviews

Guest favourite

Cottage in Shelter Island

Large Waterfront Cottage on Historic Estate

3 bedrooms, 4 beds

13–18 Sept

$3,540 SGD for 5 nights

4.84 out of 5 average rating, 74 reviews

Top guest favourite

Room in Shelter Island

Master Suite at RedHouse

1 king bed

5–10 Jul

$1,625 SGD for 5 nights

4.95 out of 5 average rating, 165 reviews

Guest house in Shelter Island

Modern Waterfront Cottage Oasis

1 bedroom, 2 beds

13–18 Jul

$6,332 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Shelter Island Heights

Laid Back Relaxation

3 bedrooms, 4 beds

15–20 Jul

$6,202 SGD for 5 nights

5.0 out of 5 average rating, 20 reviews

Top guest favourite

Home in Greenport

Beach Block Hideaway

2 bedrooms, 4 beds

20–25 Sept

$2,136 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 23 reviews

Top guest favourite

Home in Greenport

Corwin House

4 bedrooms, 4 beds

12–18 Oct

$6,284 SGD for 6 nights

4.98 out of 5 average rating, 56 reviews

Guest favourite

Home in Shelter Island

Secluded and Sheltered

4 bedrooms, 5 beds

21–26 Dec

$5,721 SGD for 5 nights

4.88 out of 5 average rating, 69 reviews