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Search results; Over 1,000 places in Shelter Island
Over 1,000 places in Shelter Island
Learn how we sort results
Learn how we sort results
Guest favourite
Guest favourite
Home in Shelter Island
Huge Island Getaway Pool HotTub Walk To Beach
Hosted by Puja
Hosted by Puja
11–16 Apr
11–16 Apr
€ 1,017
night
€ 1,017 per night
·
€ 5,084 total
€ 5,084 total
Show price breakdown
4.97 out of 5 average rating, 189 reviews
4.97 (189)
Guest favourite
Guest favourite
Place to stay in Shelter Island
Casual Island Getaway - Walk to the Beach
Hosted by Julia
Hosted by Julia
15–20 Apr
15–20 Apr
€ 181
night
€ 181 per night
·
€ 903 total
€ 903 total
Show price breakdown
4.89 out of 5 average rating, 64 reviews
4.89 (64)
Home in Shelter Island
Hamptons - Shelter Island Farmhouse
Hosted by Jake
Hosted by Jake
1–6 Apr
1–6 Apr
€ 228
night
€ 228 per night
·
€ 1,138 total
€ 1,138 total
Show price breakdown
Guest favourite
Guest favourite
Home in Shelter Island
CASA GYPSEA - a chic and peaceful 3 bedroom house
Hosted by a business
Hosted by a business
14–19 Apr
14–19 Apr
€ 456
night
€ 456 per night
·
€ 2,277 total
€ 2,277 total
Show price breakdown
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favourite
Guest favourite
Flat in Shelter Island Heights
Squire Chase House
Hosted by Jason
Hosted by Jason
1–6 Apr
1–6 Apr
€ 721
night
€ 721 per night
·
€ 3,605 total
€ 3,605 total
Show price breakdown
4.91 out of 5 average rating, 227 reviews
4.91 (227)
Guest favourite
Guest favourite
Guest suite in Shelter Island
Private two-bedroom stay on Shelter Island
Hosted by Lily
Hosted by Lily
26 Apr – 1 May
26 Apr – 1 May
€ 347
night
€ 347 per night
·
€ 1,735 total
€ 1,735 total
Show price breakdown
4.89 out of 5 average rating, 28 reviews
4.89 (28)
Guest favourite
Guest favourite
Home in Shelter Island
Scandinavian family home on the water
Hosted by John
Hosted by John
27 May – 1 Jun
27 May – 1 Jun
€ 835
night
€ 835 per night
·
€ 4,175 total
€ 4,175 total
Show price breakdown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favourite
Guest favourite
Guest house in Shelter Island
Sleek and Chic cottage/Pool House
Hosted by a business
Hosted by a business
1–6 Apr
1–6 Apr
€ 226
night
€ 226 per night
·
€ 1,126 total
€ 1,126 total
Show price breakdown
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Guest favourite
Guest favourite
Guest house in Shelter Island
Lovely Island Cottage
Hosted by Lorin
Hosted by Lorin
1–6 Apr
1–6 Apr
€ 304
night
€ 304 per night
·
€ 1,520 total
€ 1,520 total
Show price breakdown
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Home in Shelter Island Heights
Laid Back Relaxation
Hosted by Jared
Hosted by Jared
1–6 Apr
1–6 Apr
€ 578
night
€ 578 per night
·
€ 2,890 total
€ 2,890 total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Shelter Island
Shelter island retreat
Hosted by Alexis
Hosted by Alexis
1–6 Apr
1–6 Apr
€ 510
night
€ 510 per night
·
€ 2,548 total
€ 2,548 total
Show price breakdown
4.97 out of 5 average rating, 156 reviews
4.97 (156)
Guest favourite
Guest favourite
Villa in Shelter Island
The Lord‘s Villa & Estate
Hosted by Aimee
Hosted by Aimee
1–6 Apr
1–6 Apr
€ 1,087
night
€ 1,087 per night
·
€ 5,433 total
€ 5,433 total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Shelter Island
Beautiful beach home with pool & water views!
Hosted by Karen
Hosted by Karen
1–6 Apr
1–6 Apr
€ 736
€ 659
night
€ 659 per night, originally € 736
·
€ 3,293 total
€ 3,293 total
Show price breakdown
4.92 out of 5 average rating, 52 reviews
4.92 (52)
Home in Shelter Island
Waterfront Haven
Hosted by Simon
Hosted by Simon
1–8 Apr
1–8 Apr
€ 578
night
€ 578 per night
·
€ 4,040 total
€ 4,040 total
Show price breakdown
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Shelter Island
Waterfront Treehouse with Pool as seen on HBO
Hosted by Jessica
Hosted by Jessica
4–9 Apr
4–9 Apr
€ 807
night
€ 807 per night
·
€ 4,034 total
€ 4,034 total
Show price breakdown
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Home in Shelter Island
Spacious house with pool.
Hosted by Maura
Hosted by Maura
1–6 Apr
1–6 Apr
€ 608
night
€ 608 per night
·
€ 3,036 total
€ 3,036 total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Superhost
Superhost
Home in Shelter Island
Sandpoint by Rove Travel | Modern 5BR w/ Pool
Hosted by Rove
Hosted by Rove
1–6 Apr
1–6 Apr
€ 487
night
€ 487 per night
·
€ 2,435 total
€ 2,435 total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Cottage in Shelter Island
Shelter Island Waterfront Getaway
Hosted by Maureen
Hosted by Maureen
1–6 Apr
1–6 Apr
€ 445
night
€ 445 per night
·
€ 2,223 total
€ 2,223 total
Show price breakdown
4.97 out of 5 average rating, 93 reviews
4.97 (93)
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