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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
,
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Shelter Island
New build with pool and beach access
3 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Shelter Island
Heated saltwater pool on 5 acres
5 bedrooms, 6 beds, 1.5 bathrooms
9–14 Aug
4.95 out of 5 average rating, 39 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
Room in Shelter Island
1800s farmhouse with a fire pit
1 king bed, 1 bathroom
15–20 Jul
4.95 out of 5 average rating, 165 reviews
Superhost
Home in East Marion
Bungalow by the Bay
2 bedrooms, 2 queen beds, 1.5 bathrooms
19–24 Aug
Top guest favourite
Home in Shelter Island
Family Friendly Island Home
4 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
4.93 out of 5 average rating, 84 reviews
Guest favourite
Home in Shelter Island
Waterfront with kayaks, a hot tub, and fire pit
4 bedrooms, 5 beds, 2.5 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Shelter Island
Mid-century ranch with pool and jacuzzi
4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.91 out of 5 average rating, 93 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, 120 reviews
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms, 5 beds, 3.5 bathrooms
15–22 Jul
Superhost
Home in Greenport
Renovated home with a pool and fireplace
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.87 out of 5 average rating, 38 reviews
Top guest favourite
Home in Shelter Island Heights
Cathedral ceilings and skylights, wooded yard
3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Rooms in Greenport
Chestnut View Room own private bathroom
2 bedrooms, 3 queen beds, No bathroom
9–14 Aug
5.0 out of 5 average rating, 92 reviews
Home in Shelter Island
Captain Don’s Paradise
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Shelter Island
Newly Renovated w/ Pool, Hot tub & Fireplace
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Home in Greenport
Newly renovated, one block from downtown
2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Greenport
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 53 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