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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

$5,088 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, 3 bathrooms

5–10 Jul

$12,830 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, 2 bathrooms

23–28 Jul

$7,103 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, 3.5 bathrooms

13–20 Jul

Free cancellation

New place to stay

Guest favourite

Room in Shelter Island

Magnolia Cape with private entrance & private bath

1 king bed, 1 bathroom

5–10 Jul

$1,757 SGD for 5 nights

4.83 out of 5 average rating, 41 reviews

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$10,386 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 37 reviews

Guest favourite

Room in Shelter Island

Candlelite Inn Queen Onsuite Bath

1 queen bed, 1 bathroom

4–9 Jul

$2,559 SGD for 5 nights

4.91 out of 5 average rating, 45 reviews

Top guest favourite

Room in Shelter Island

Master Suite at RedHouse

1 king bed, 1 bathroom

5–10 Jul

$1,627 SGD for 5 nights

4.95 out of 5 average rating, 165 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

1–6 Aug

$5,995 SGD for 5 nights

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, 2.5 bathrooms

12–17 Jul

4.97 out of 5 average rating, 118 reviews

Top guest favourite

Place to stay in Shelter Island

Casual Island Getaway - Walk to the Beach

1 bedroom, 1 queen bed, 1 bathroom

1–6 Sept

$1,528 SGD for 5 nights

4.91 out of 5 average rating, 136 reviews

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

13–18 Jul

$6,873 SGD for 5 nights

4.93 out of 5 average rating, 83 reviews

Guest favourite

Home in Shelter Island

Shelter Island 4 bed waterfront home with office

4 bedrooms, 5 beds, 2.5 bathrooms

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, 1 bathroom

13–18 Sept

$3,544 SGD for 5 nights

4.84 out of 5 average rating, 74 reviews

Top guest favourite

Home in Greenport

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

3 bedrooms, 3 beds, 2 bathrooms

18–23 Aug

$5,576 SGD for 5 nights

4.96 out of 5 average rating, 51 reviews

Top guest favourite

Rooms in Shelter Island

Grace House

2 bedrooms, 2 beds, 1 bathroom

13–18 Sept

$2,406 SGD for 5 nights

5.0 out of 5 average rating, 48 reviews

Top guest favourite

Home in Greenport

Beach Block Hideaway

2 bedrooms, 4 beds, 1 bathroom

20–25 Sept

$2,139 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 23 reviews

Guest favourite

Home in Shelter Island

"Cozy Cove" Waterfront Home

2 bedrooms, 3 beds, 2 bathrooms

7–12 Jul

$7,943 SGD for 5 nights

4.71 out of 5 average rating, 14 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

$3,093 SGD for 5 nights

4.99 out of 5 average rating, 73 reviews