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

Guest favourite
Room in Shelter Island Heights
SEVEN on Shelter - Queen Room w/Private Bathroom
1 bedroom, 1 bed, 1 shared bathroom
20–25 Sept
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5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Shelter Island
Peaceful Bright Country House
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 11 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, 156 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
Home in Shelter Island
Mid-Century Gem with Pool. Steps to Private Beach.
3 bedrooms, 3 beds, 2.5 bathrooms
8–15 Sept
5.0 out of 5 average rating, 11 reviews
Home in Shelter Island
Shelter Island - Modern 4 Bed Home Close to Beach
4 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
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
Guest favourite
Home in Shelter Island
Family Friendly Modern Island Home Steps to Beach!
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.97 out of 5 average rating, 79 reviews
Guest favourite
Rooms in Shelter Island
Room in Charming Coastal Cottage
2 bedrooms, 1 bed, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Guest house in Shelter Island
Stylish Studio Suite on Shelter Island
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Shelter Island
Chic and Cozy Suite with Private Entrance
1 bedroom, 1 bed, 1 bathroom
5–10 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Shelter Island
Shelter Island Cottage
5 bedrooms, 6 beds, 1.5 bathrooms
6–11 Sept
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Shelter Island
Family Friendly Island Home
4 bedrooms, 5 beds, 2 bathrooms
5–10 Oct
4.93 out of 5 average rating, 87 reviews
Top guest favourite
Cottage in Shelter Island
Waterfront Getaway on Shelter Island
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 29 reviews
Guest favourite
Home in Shelter Island
Hay Beach Family Home: Fire Pit, Playroom, Yard
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.9 out of 5 average rating, 130 reviews
Superhost
Home in Shelter Island
Light- filled historic home -walk to water-pool
6 bedrooms, 6 beds, 4 bathrooms
7–12 Sept
Top guest favourite
Home in Shelter Island Heights
Laid Back Relaxation
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Guest house in Shelter Island
Modern Waterfront Cottage Oasis
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 7 reviews