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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

$5,101 SGD for 5 nights

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4.9 out of 5 average rating, 263 reviews

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$10,363 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 37 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

Home in Shelter Island Heights

Creekside House Shelter Island

4 bedrooms, 5 beds, 3.5 bathrooms

13–20 Jul

$7,448 SGD for 7 nights

Free cancellation

Top guest favourite

Home in Shelter Island

Surf Scoter Cottage Shelter Island

4 bedrooms, 4 beds, 2 bathrooms

23–28 Jul

$7,086 SGD for 5 nights

4.91 out of 5 average rating, 92 reviews

Guest favourite

Cottage in Shelter Island

Large Waterfront Cottage on Historic Estate

3 bedrooms, 4 beds, 1 bathroom

13–18 Sept

$3,536 SGD for 5 nights

4.84 out of 5 average rating, 74 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

$12,953 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Home in Shelter Island

Shelter Island Retreat, 5 bdrms near everything!

5 bedrooms, 5 beds, 2 bathrooms

23–30 Aug

$6,037 SGD for 7 nights

5.0 out of 5 average rating, 23 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

$1,524 SGD for 5 nights

4.91 out of 5 average rating, 137 reviews

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

13–18 Jul

$6,858 SGD for 5 nights

4.93 out of 5 average rating, 83 reviews

Top guest favourite

Cottage in Shelter Island

Waterfront Getaway on Shelter Island

3 bedrooms, 3 beds, 2 bathrooms

30 Aug – 4 Sept

$7,014 SGD for 5 nights

4.93 out of 5 average rating, 27 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

1–6 Aug

$5,982 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 12 reviews

Guest favourite

Home in Shelter Island

Waterfront shelter island gem

4 bedrooms, 5 beds, 2.5 bathrooms

10–15 Jul

4.95 out of 5 average rating, 40 reviews

Top guest favourite

Home in Shelter Island Heights

Laid Back Relaxation

3 bedrooms, 4 beds, 2 bathrooms

15–20 Jul

5.0 out of 5 average rating, 20 reviews

Guest favourite

Home in Shelter Island

Hamptons - Shelter Island Farmhouse

4 bedrooms, 4 beds, 2 bathrooms

5–10 Oct

$5,563 SGD for 5 nights

4.94 out of 5 average rating, 51 reviews

Guest favourite

Room in Shelter Island

Magnolia Cape with private entrance & private bath

1 king bed, 1 bathroom

5–10 Jul

$1,753 SGD for 5 nights

4.83 out of 5 average rating, 41 reviews

Guest house in Shelter Island

Modern Waterfront Cottage Oasis

1 bedroom, 2 beds, 1 bathroom

13–18 Jul

$6,324 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 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, 28 reviews

Top guest favourite

Home in Shelter Island

CASA GYPSEA - a chic and peaceful 3 bedroom house

3 bedrooms, 3 beds, 2 bathrooms

25 Jul – 1 Aug

5.0 out of 5 average rating, 73 reviews