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Search results; Over 1,000 places in Shelter Island

Guest favourite
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
1 queen bed
15–20 Apr
4.89 out of 5 average rating, 64 reviews
Home in Shelter Island
All Seasons Rental
3 beds
1–6 Apr
4.69 out of 5 average rating, 26 reviews
Home in Shelter Island
Hamptons - Shelter Island Farmhouse
4 beds
1–6 Apr
Home in Shelter Island
Secluded Shelter Island cottage
4 beds
9–14 Apr
4.72 out of 5 average rating, 123 reviews
Guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
3 beds
14–19 Apr
5.0 out of 5 average rating, 50 reviews
Home in Shelter Island
Little piece of paradise
12 beds
4–9 Apr
New place to stay
Guest favourite
Home in Shelter Island
Huge Island Getaway Pool HotTub Walk To Beach
6 beds
11–16 Apr
4.97 out of 5 average rating, 189 reviews
Guest favourite
Home in Shelter Island
Scandinavian family home on the water
3 beds
27 May – 1 Jun
4.93 out of 5 average rating, 15 reviews
Guest favourite
Guest suite in Shelter Island
Private two-bedroom stay on Shelter Island
2 queen beds
26 Apr – 1 May
4.89 out of 5 average rating, 28 reviews
Guest favourite
Apartment in Shelter Island Heights
Squire Chase House
3 beds
1–6 Apr
4.91 out of 5 average rating, 227 reviews
Guest favourite
Home in Shelter Island
Shelter island retreat
2 king beds
1–6 Apr
4.97 out of 5 average rating, 156 reviews
Home in Shelter Island Heights
Laid Back Relaxation
4 beds
1–6 Apr
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Shelter Island
Family Friendly Island Home
5 beds
26 Apr – 1 May
4.92 out of 5 average rating, 73 reviews
Guest favourite
Home in Shelter Island
Beautiful beach home with pool & water views!
10 beds
1–6 Apr
4.92 out of 5 average rating, 52 reviews
Guest favourite
Home in Shelter Island
Spacious house with pool.
6 beds
1–6 Apr
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Shelter Island
Sandpoint by Rove Travel | Modern 5BR w/ Pool
8 beds
1–6 Apr
New place to stay
Guest favourite
Home in Shelter Island Heights
Silver Beach, 3 Bedroom cottage w/ pool
4 beds
1–6 Apr
4.92 out of 5 average rating, 25 reviews
Superhost
Home in Shelter Island
Hay Beach Getaway!
4 beds
10–15 Apr
4.89 out of 5 average rating, 106 reviews