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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
23–28 Aug
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4.9 out of 5 average rating, 263 reviews
Home in Shelter Island
Captain Don’s Paradise
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
4.92 out of 5 average rating, 12 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
4.91 out of 5 average rating, 136 reviews
Guest favourite
Room in Shelter Island
Magnolia Cape with private entrance & private bath
1 king bed, 1 bathroom
5–10 Jul
4.83 out of 5 average rating, 41 reviews
Home in Shelter Island
Hamptons area Estate on Water w Boat Dock & pool.
6 bedrooms, 8 beds, 7 bathrooms
1–8 Jul
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms, 5 beds, 3.5 bathrooms
13–20 Jul
New place to stay
Rooms in Shelter Island Heights
SEVEN on Shelter - Luxury King Guest Room
2 bedrooms, 1 king bed, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Shelter Island
A room in a sunny cottage with use of pool.
1 king bed, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 146 reviews
Top guest favourite
Room in Shelter Island
Master Suite at RedHouse
1 king bed, 1 bathroom
5–10 Jul
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Home in Shelter Island
Surf Scoter Cottage Shelter Island
4 bedrooms, 4 beds, 2 bathrooms
23–28 Jul
4.91 out of 5 average rating, 91 reviews
Guest favourite
Home in Shelter Island
Hamptons - Shelter Island Farmhouse
4 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 73 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
5.0 out of 5 average rating, 48 reviews
Guest favourite
Cottage in Shelter Island
Large Waterfront Cottage on Historic Estate
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.84 out of 5 average rating, 74 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
Home in Shelter Island
Bright beach house with private beach access
4 bedrooms, 5 beds, 2.5 bathrooms
16–23 Aug
Guest favourite
Home in Shelter Island
"Cozy Cove" Waterfront Home
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
4.71 out of 5 average rating, 14 reviews
Guest favourite
Cottage in Shelter Island
Charming Coastal Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Jul
4.84 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Greenport
3 Min Walk to Beach| 1 Mile to Town | Fam-Friendly
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 64 reviews