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

Descriptions are based on details hosts provide
Room in Shelter Island Heights
SEVEN on Shelter - Queen Room w/Private Bathroom
1 bedroom, 1 bed, 1 shared bathroom
26–31 Jul
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5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 39 reviews, 5 bedrooms, 6 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Cottage in Shelter Island
3 Bedroom Cottage Gem
4.97 out of 5 average rating, 120 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Shelter Island Heights
Cathedral ceilings and skylights, wooded yard
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Place to stay in Shelter Island
Shelter Island retreat with private entrance
4.92 out of 5 average rating, 142 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Home in Shelter Island
Quiet street, walking distance to beach
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Aug
Top guest favourite
Home in Shelter Island
Huge yard with beach a bike away
4.93 out of 5 average rating, 84 reviews, 4 bedrooms, 5 beds, 2 bathrooms
17–22 Jul
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
Guest favourite
Cottage in Shelter Island
Bayfront cottage on a historic estate
4.84 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
Home in Shelter Island Heights
Century-old shingle house on the creek
4 bedrooms, 5 beds, 3.5 bathrooms
15–22 Jul
Guest favourite
Home in Shelter Island
Shelter Island Retreat, 5 bdrms near everything!
5.0 out of 5 average rating, 24 reviews, 5 bedrooms, 5 beds, 2 bathrooms
23–30 Aug
Top guest favourite
Home in Shelter Island
Mid-century ranch with pool and jacuzzi
4.91 out of 5 average rating, 94 reviews, 4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
Home in Shelter Island
Indoor-outdoor living with a private pool
4 bedrooms, 5 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Cottage in Shelter Island
Waterfront Getaway on Shelter Island
4.93 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Shelter Island
Private Hay Beach Retreat with Heated Pool
4.98 out of 5 average rating, 93 reviews, 4 bedrooms, 5 beds, 3 bathrooms
3–10 Aug
Guest favourite
Home in Shelter Island
Rustic farmhouse blocks from the beach
4.94 out of 5 average rating, 51 reviews, 4 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
Guest favourite
Room in Shelter Island
A room in a sunny cottage with use of pool.
4.95 out of 5 average rating, 146 reviews, 1 king bed, 1 bathroom
29 Sept – 4 Oct
Top guest favourite
Room in Shelter Island
Master Suite at RedHouse
4.95 out of 5 average rating, 165 reviews, 1 king bed, 1 bathroom
16–21 Jul
Guest favourite
Cottage in Shelter Island
Charming Coastal Cottage
4.85 out of 5 average rating, 46 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug