We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

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

20–25 Sept

$5,067 SGD for 5 nights

,

4.9 out of 5 average rating, 264 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

$1,187 SGD for 5 nights

4.91 out of 5 average rating, 141 reviews

Guest favourite

Room in Shelter Island

Magnolia Cape with private entrance & private bath

1 king bed, 1 bathroom

19–24 Jul

$1,706 SGD for 5 nights

4.83 out of 5 average rating, 42 reviews

Top guest favourite

Guest house in Shelter Island

Bayfront 1BR/2BR detached guesthouse with pool

1 bedroom, 2 beds, 1 bathroom

8–15 Aug

$4,229 SGD for 7 nights

Free cancellation

4.99 out of 5 average rating, 74 reviews

Home in Shelter Island Heights

Creekside House Shelter Island

4 bedrooms, 5 beds, 3.5 bathrooms

13–20 Jul

Free cancellation

Top guest favourite

Room in Shelter Island

Master Suite at RedHouse

1 king bed, 1 bathroom

15–20 Jul

$1,578 SGD for 5 nights

4.95 out of 5 average rating, 165 reviews

Top guest favourite

Guest suite in Shelter Island

Chic and Cozy Suite with Private Entrance

1 bedroom, 1 bed, 1 bathroom

26–31 Jul

$2,071 SGD for 5 nights

4.98 out of 5 average rating, 52 reviews

Guest favourite

Room in Shelter Island

A room in a sunny cottage with use of pool.

1 king bed, 1 bathroom

29 Sept – 4 Oct

$1,898 SGD for 5 nights

4.95 out of 5 average rating, 146 reviews

Home in Shelter Island

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

3–8 Aug

$5,981 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 13 reviews

Guest favourite

Home in Shelter Island

New vacation house on the island with the pool

3 bedrooms, 5 beds, 3 bathrooms

13–18 Jul

$12,191 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Rooms in Shelter Island

Room in Charming Coastal Cottage

2 bedrooms, 1 bed, 2 bathrooms

19–24 Jul

$1,197 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 26 reviews

Guest favourite

Home in Shelter Island

Hamptons - Shelter Island Farmhouse

4 bedrooms, 4 beds, 2 bathrooms

5–10 Oct

$5,419 SGD for 5 nights

4.94 out of 5 average rating, 51 reviews

Top guest favourite

Home in Shelter Island

Moonlit Manor | Shelter Island Escape w/ Sauna

3 bedrooms, 3 beds, 2 bathrooms

9–16 Sept

4.94 out of 5 average rating, 18 reviews

Guest favourite

Cottage in Shelter Island

Shelter Island Waterfront Getaway

1 bedroom, 2 queen beds, 1 bathroom

1–6 Sept

$3,901 SGD for 5 nights

4.97 out of 5 average rating, 115 reviews

Guest favourite

Rooms in Shelter Island Heights

SEVEN on Shelter - Luxury King w/ Private Bathroom

2 bedrooms, 1 king bed, 1 bathroom

21–26 Jul

Free cancellation

5.0 out of 5 average rating, 5 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, 76 reviews

Guest favourite

Cottage in Shelter Island

Charming Coastal Cottage

3 bedrooms, 3 beds, 1.5 bathrooms

6–11 Aug

$6,096 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 46 reviews

Top guest favourite

Cottage in Shelter Island

3 Bedroom Cottage Gem

3 bedrooms, 4 beds, 2.5 bathrooms

2–7 Aug

$5,440 SGD for 5 nights

4.97 out of 5 average rating, 120 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