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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
,
4.9 out of 5 average rating, 262 reviews
Guest favourite
Home in Shelter Island
New vacation house on the island with the pool
3 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 8 reviews
Home in Shelter Island Heights
Creekside House Shelter Island
4 bedrooms, 5 beds
13–20 Jul
New place to stay
Top guest favourite
Home in Shelter Island
Surf Scoter Cottage Shelter Island
4 bedrooms, 4 beds
23–28 Jul
4.91 out of 5 average rating, 91 reviews
Home in Shelter Island
Captain Don’s Paradise
3 bedrooms, 4 beds
1–6 Aug
4.92 out of 5 average rating, 12 reviews
Guest house in Shelter Island
Modern Waterfront Cottage Oasis
1 bedroom, 2 beds
13–18 Jul
Top guest favourite
Rooms in Shelter Island
Grace House
2 bedrooms, 2 beds
12–17 Jul
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Cottage in Shelter Island
3 Bedroom Cottage Gem
3 bedrooms, 4 beds
12–17 Jul
4.97 out of 5 average rating, 117 reviews
Guest favourite
Room in Shelter Island
Magnolia Cape with private entrance & private bath
1 king bed
5–10 Jul
4.83 out of 5 average rating, 40 reviews
Top guest favourite
Cottage in Greenport
3 Min Walk to Beach| 1 Mile to Town | Fam-Friendly
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 63 reviews
Rooms in Shelter Island Heights
SEVEN on Shelter - Luxury King Guest Room
2 bedrooms, 1 king bed
18–23 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Greenport
Beach House in L.I. Wine Country
3 bedrooms, 4 beds
14–19 Jul
4.99 out of 5 average rating, 118 reviews
Top guest favourite
Guest house in Shelter Island
Bayfront 1BR/2BR detached guesthouse with pool
1 bedroom, 2 beds
12–17 Sept
4.99 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Shelter Island
Shelter Island Cottage
5 bedrooms, 6 beds
6–11 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Cottage in Shelter Island
Waterfront Getaway on Shelter Island
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.93 out of 5 average rating, 27 reviews
Top guest favourite
Home in Greenport
Corwin House
4 bedrooms, 4 beds
12–18 Oct
4.98 out of 5 average rating, 56 reviews
Guest favourite
Home in Shelter Island
Shelter Island 4 bed waterfront home with office
4 bedrooms, 5 beds
10–15 Jul
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Shelter Island
Newly Renovated w/ Pool, Hot tub & Fireplace
3 bedrooms, 5 beds
16–23 Jul
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Room in Shelter Island
Master Suite at RedHouse
1 king bed
5–10 Jul
4.95 out of 5 average rating, 164 reviews