Holiday Homes in Shelter Island
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Our top choices for Shelter Island holiday homes
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parksWaterford
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
Elaine A.
The price is NZ$633
includes taxes & fees
2 Mar - 3 Mar
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGAOld Lyme
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
Hemie J.
The price is NZ$768
includes taxes & fees
3 Mar - 4 Mar
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!Clinton
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
Elya D.
The price is NZ$802
includes taxes & fees
6 Mar - 7 Mar
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal PoolEast Hampton North
The price is NZ$1,162
includes taxes & fees
15 Mar - 16 Mar
Stylish Modern Stay Steps from the Ocean
Stylish Modern Stay Steps from the OceanClinton
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
Kelly Z.
The price is NZ$592
includes taxes & fees
2 Mar - 3 Mar
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
Parent From The Heart, Inc. E.
The price is NZ$331
includes taxes & fees
2 Mar - 3 Mar
Beachside Bliss w/ Game Room, Gym & Golf Green
Beachside Bliss w/ Game Room, Gym & Golf GreenWestbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
Shannon G.
The price is NZ$891
includes taxes & fees
4 Mar - 5 Mar
Immaculate Waterfront 2 bedroom!
Immaculate Waterfront 2 bedroom!Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
Michael L.
The price is NZ$1,052
includes taxes & fees
2 Mar - 3 Mar
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Hotel Reviews
The Preston House & Hotel
10/10 Excellent
Find out more about Shelter Island
Shelter Island Holiday Homes information
Number of reviews | 71 |
|---|---|
Accommodation | 1793 Holiday Homes |
Lowest Price | NZ$331 |
Highest Price | NZ$10,285 |