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

Home in Shelter Island Heights
RENOVATED AND SPACIOUS SUMMER HOME WITH WATER VIEW
4 bedrooms, 6 beds, 3 private bathrooms
1–6 Sept
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4.63 out of 5 average rating, 8 reviews
Guest favourite
Home in Shelter Island
Charming Farmhouse with Pool
6 bedrooms, 3 bathrooms
1–6 Aug
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
4.92 out of 5 average rating, 142 reviews
Top guest favourite
Guest suite in Shelter Island
Chic and Cozy Suite with Private Entrance
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 52 reviews
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms, 5 beds, 3.5 bathrooms
5–11 Aug
Top guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 74 reviews
Guest house in Shelter Island
Modern Waterfront Cottage Oasis
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Shelter Island
Shelter Island Retreat, 5 bdrms near everything!
5 bedrooms, 5 beds, 2 bathrooms
23–30 Aug
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Shelter Island
3 Bedroom Cottage Gem
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
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
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Home in Shelter Island
Private Hay Beach Retreat with Heated Pool
4 bedrooms, 5 beds, 3 bathrooms
3–10 Aug
4.98 out of 5 average rating, 93 reviews
Guest favourite
Room in Shelter Island
Magnolia Cape with private entrance & private bath
1 king bed, 1 bathroom
9–14 Aug
4.84 out of 5 average rating, 43 reviews
Guest favourite
Home in Shelter Island
Shelter Island 4 BR w Pool & Private Beach Access
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Shelter Island
Chic, serene, designer home with pool and views
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Shelter Island
Family Friendly Oasis Steps to Water - Heated Pool
6 bedrooms, 9 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Shelter Island
Shelter Island home with pool
4 bedrooms, 6 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
3 bedrooms, 3 beds, 2 bathrooms
20–27 Sept
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Home in Shelter Island
Family Friendly Island Home
4 bedrooms, 5 beds, 2 bathrooms
10–15 Aug
4.93 out of 5 average rating, 84 reviews