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

Room in Shelter Island Heights

SEVEN on Shelter - Queen Room w/Private Bathroom

1 bedroom, 1 bed, 1 shared bathroom

30 Aug – 4 Sept

$4,378 SGD for 5 nights

,

5.0 out of 5 average rating, 4 reviews

Guest favourite

Home in Shelter Island

Charming Farmhouse with Pool

6 bedrooms, 3 bathrooms

1–6 Aug

$5,932 SGD for 5 nights

Free cancellation

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

5–12 Aug

$8,606 SGD for 7 nights

Free cancellation

Superhost

Home in East Marion

Bungalow by the Bay

2 bedrooms, 2 queen beds, 1.5 bathrooms

10–15 Aug

$3,487 SGD for 5 nights

Free cancellation

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

10–15 Aug

$6,485 SGD for 5 nights

4.93 out of 5 average rating, 84 reviews

Top guest favourite

Guest house in Shelter Island

Bayfront 1BR/2BR detached guesthouse with pool

1 bedroom, 2 beds, 1 bathroom

9–14 Aug

$3,121 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 74 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds, 2.5 bathrooms

30 Aug – 4 Sept

$4,990 SGD for 5 nights

4.97 out of 5 average rating, 122 reviews

Top guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$10,020 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 40 reviews

Guest favourite

Home in Shelter Island

Peaceful Bright Country House

3 bedrooms, 3 beds, 2 bathrooms

8–13 Sept

$4,560 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

9–14 Aug

$5,974 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 13 reviews

Top guest favourite

Home in Shelter Island

Surf Scoter Cottage Shelter Island

4 bedrooms, 4 beds, 2 bathrooms

14–19 Aug

$7,341 SGD for 5 nights

4.92 out of 5 average rating, 95 reviews

Guest favourite

Home in Southold

Family and Dog Friendly Private Beach

3 bedrooms, 3 queen beds, 2 bathrooms

1–6 Aug

$3,798 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Greenport

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

3 bedrooms, 3 beds, 2 bathrooms

10–15 Aug

$4,848 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 54 reviews

Home in Shelter Island

Private Shelter Island Escape | Huge Yard + Pool

4 bedrooms, 5 beds, 2.5 bathrooms

9–14 Aug

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds, 3 bathrooms

7–12 Aug

$13,090 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Home in Greenport

Bayview house with salt water pool & private chef

3 bedrooms, 4 beds, 2 bathrooms

4–9 Oct

$3,821 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 13 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

$13,206 SGD for 7 nights

5.0 out of 5 average rating, 8 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

$1,186 SGD for 5 nights

4.92 out of 5 average rating, 142 reviews

Guest favourite

Home in Greenport

The Greenport Bungalow

3 bedrooms, 3 beds, 2 bathrooms

21–26 Sept

$3,542 SGD for 5 nights

4.97 out of 5 average rating, 294 reviews