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

Loft in Shelter Island Heights

Waterfront jewel box on a high bluff.

1 bedroom, 2 beds, 1 shared bathroom

7–14 Jul

$8,724 SGD for 7 nights

,

Guest favourite

Cottage in Shelter Island

Shelter Island Cottage

5 bedrooms, 6 beds, 1.5 bathrooms

6–11 Sept

$10,362 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 35 reviews

Home in Shelter Island Heights

Creekside House Shelter Island

4 bedrooms, 5 beds, 3.5 bathrooms

13–20 Jul

New home discount

Free cancellation

New place to stay

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

Captain Don’s Paradise

3 bedrooms, 4 beds, 1.5 bathrooms

1–6 Aug

$5,981 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 12 reviews

Guest favourite

Home in Shelter Island

Shelter Island Retreat, 5 bdrms near everything!

5 bedrooms, 5 beds, 2 bathrooms

23–30 Aug

$6,664 SGD for 7 nights

5.0 out of 5 average rating, 23 reviews

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, 91 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

$12,800 SGD for 5 nights

5.0 out of 5 average rating, 8 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

Top guest favourite

Home in Shelter Island

Family Friendly Island Home

4 bedrooms, 5 beds, 2 bathrooms

13–18 Jul

$6,857 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

$7,013 SGD for 5 nights

4.93 out of 5 average rating, 27 reviews

Guest favourite

Room in Shelter Island

Candlelite Inn Queen Onsuite Bath

1 queen bed, 1 bathroom

4–9 Jul

$2,553 SGD for 5 nights

4.91 out of 5 average rating, 45 reviews

Top guest favourite

Rooms in Shelter Island

Grace House

2 bedrooms, 2 beds, 1 bathroom

13–18 Sept

$2,400 SGD for 5 nights

5.0 out of 5 average rating, 48 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, 136 reviews

Superhost

Home in Greenport

Stylish Getaway in Greenport

3 bedrooms, 3 beds, 3 bathrooms

10–15 Aug

$5,757 SGD for 5 nights

4.89 out of 5 average rating, 37 reviews

Top guest favourite

Home in Shelter Island Heights

Laid Back Relaxation

3 bedrooms, 4 beds, 2 bathrooms

15–20 Jul

$6,195 SGD for 5 nights

5.0 out of 5 average rating, 20 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, 27 reviews

Top guest favourite

Home in Greenport

Corwin House

4 bedrooms, 4 beds, 3 bathrooms

12–18 Oct

$6,280 SGD for 6 nights

4.98 out of 5 average rating, 56 reviews