filters

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
,
4.63 out of 5 average rating, 8 reviews
Top guest favourite
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
4.91 out of 5 average rating, 139 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Guest favourite
Room in Shelter Island
Magnolia Cape with private entrance & private bath
4.83 out of 5 average rating, 42 reviews, 1 king bed, 1 bathroom
16–21 Jul
Top guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
4.99 out of 5 average rating, 74 reviews, 1 bedroom, 2 beds, 1 bathroom
8–15 Aug
Top guest favourite
Guest suite in Shelter Island
Chic and Cozy Suite with Private Entrance
5.0 out of 5 average rating, 50 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms, 5 beds, 3.5 bathrooms
13–20 Jul
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
Cottage in Shelter Island
3 Bedroom Cottage Gem
4.97 out of 5 average rating, 118 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Shelter Island
Moonlit Manor | Shelter Island Escape w/ Sauna
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–16 Sept
Guest favourite
Home in Shelter Island
Shelter Island 4 bed waterfront home with office
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Jul
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
15–20 Jul
Guest favourite
Cottage in Shelter Island
Large Waterfront Cottage on Historic Estate
4.84 out of 5 average rating, 75 reviews, 3 bedrooms, 4 beds, 1 bathroom
17–22 Aug
Guest favourite
Cottage in Shelter Island
Shelter Island Waterfront Getaway
4.97 out of 5 average rating, 115 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Sept
Guest favourite
Rooms in Shelter Island
Room in Charming Coastal Cottage
4.96 out of 5 average rating, 26 reviews, 2 bedrooms, 1 bed, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
5.0 out of 5 average rating, 74 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–27 Sept
Guest favourite
Home in Shelter Island
Hamptons - Shelter Island Farmhouse
4.94 out of 5 average rating, 51 reviews, 4 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Cottage in Shelter Island
Shelter Island Cottage
4.95 out of 5 average rating, 38 reviews, 5 bedrooms, 6 beds, 1.5 bathrooms
9–14 Aug
Guest favourite
Rooms in Shelter Island Heights
SEVEN on Shelter - Luxury King w/ Private Bathroom
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 1 king bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Shelter Island
Newly Renovated w/ Pool, Hot tub & Fireplace
4.91 out of 5 average rating, 35 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–23 Jul