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

Top guest favourite

Home in Shelter Island Heights

Laid Back Relaxation

3 bedrooms, 4 beds, 2 bathrooms

7–12 Sept

$3,619 SGD for 5 nights

,

5.0 out of 5 average rating, 22 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds, 3 bathrooms

3–8 Sept

5.0 out of 5 average rating, 10 reviews

Guest favourite

Home in Shelter Island

Peaceful Bright Country House

3 bedrooms, 3 beds, 2 bathrooms

8–13 Sept

$4,490 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

Home in Shelter Island

Shelter Island's Silver Beach Home

3 bedrooms, 6 beds, 2.5 bathrooms

5–10 Sept

$5,471 SGD for 5 nights

4.92 out of 5 average rating, 26 reviews

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

4.92 out of 5 average rating, 155 reviews

Guest favourite

Home in Shelter Island

Shelter Island Beauty w/Pool; Beaches/Golf/Tennis

4 bedrooms, 5 beds, 3.5 bathrooms

3–8 Sept

$13,404 SGD for 5 nights

5.0 out of 5 average rating, 16 reviews

Guest favourite

Rooms in Shelter Island

Room in Charming Coastal Cottage

2 bedrooms, 1 bed, 2 bathrooms

13–18 Sept

$1,177 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 26 reviews

Guest favourite

Home in Shelter Island

Shelter Island 4 bed waterfront home with office

4 bedrooms, 5 beds, 2.5 bathrooms

6–11 Sept

4.97 out of 5 average rating, 31 reviews

Superhost

Home in East Marion

Bungalow by the Bay

2 bedrooms, 2 queen beds, 1.5 bathrooms

28 Sept – 3 Oct

Free cancellation

Guest favourite

Room in Shelter Island Heights

SEVEN on Shelter - Queen Room w/Private Bathroom

1 queen bed, 1 bathroom

3–8 Sept

$3,437 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

Home in Shelter Island

Bright beach house with private beach access

4 bedrooms, 5 beds, 2.5 bathrooms

4–9 Sept

$7,562 SGD for 5 nights

Top guest favourite

Room in Shelter Island

Master Suite at RedHouse

1 king bed, 1 bathroom

6–11 Sept

$1,527 SGD for 5 nights

4.95 out of 5 average rating, 170 reviews

Top guest favourite

Home in Shelter Island

Surf Scoter Cottage Shelter Island

4 bedrooms, 4 beds, 2 bathrooms

1–6 Nov

Free cancellation

4.92 out of 5 average rating, 98 reviews

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

5–10 Oct

Free cancellation

4.93 out of 5 average rating, 87 reviews

Guest favourite

Home in Shelter Island

Mid-Century Gem with Pool. Steps to Private Beach.

3 bedrooms, 3 beds, 2.5 bathrooms

7–14 Sept

$13,003 SGD for 7 nights

5.0 out of 5 average rating, 11 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds, 2.5 bathrooms

6–11 Sept

4.97 out of 5 average rating, 129 reviews

Guest favourite

Flat in Greenport

Harbor Heights

2 bedrooms, 3 beds, 1 bathroom

1–6 Nov

$870 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 247 reviews

Guest favourite

Home in Shelter Island

Stunning water views, huge pool, family resort

4 bedrooms, 6 beds, 3 bathrooms

4–9 Sept

$10,653 SGD for 5 nights

4.91 out of 5 average rating, 58 reviews

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

Free cancellation

4.95 out of 5 average rating, 43 reviews