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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Vacation Homes in Shelter Island

Property grounds
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now! "
moshe A.
The price is AED 2,938
AED 5,275 total
includes taxes & fees
8 Nov - 9 Nov
Work and Play Special! Extended Stay Discount
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (2)
"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 AED 322
AED 1,477 total
includes taxes & fees
11 Nov - 12 Nov
Rogers Lake House (87) · CT College+Beach+USCGA
Fridge, microwave, oven, stovetop
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 parks
10.0 out of 10, Exceptional, (9)
"Open concept home beautiful with private yard space. It was perfect for our stay"
Berlyne S.
The price is AED 346
AED 1,324 total
includes taxes & fees
3 Nov - 4 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Beach nearby
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Insta-worthy Couples Retreat: Perfect for romantic getaway!
9.6 out of 10, Exceptional, (52)
"Great stay, charming cottage, hope to return"
Ellen C.
The price is AED 367
AED 936 total
includes taxes & fees
29 Oct - 30 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Fridge, microwave, oven, stovetop
Cozy quiet gem, private & fenced in backyard
Cozy quiet gem, private & fenced in backyard
9.4 out of 10, Exceptional, (3)
"good times"
Mary M.
The price is AED 364
AED 3,332 total
includes taxes & fees
20 Oct - 21 Oct
Cozy quiet gem, private & fenced in backyard
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green
Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
The price is AED 424
AED 1,760 total
includes taxes & fees
4 Nov - 5 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
James S.
The price is AED 582
AED 1,407 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Terrace/patio
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Year-Round Private Jacuzzi / Peaceful Fenced Yard
9.6 out of 10, Exceptional, (22)
"The house was very spacious and beautiful! The pool and patio were the major highlights. Pool was crystal clear and clean. We enjoyed our stay so much and hope to be back. Owner was very responsive with our questions "
Jackie S.
The price is AED 364
AED 4,670 total
includes taxes & fees
29 Oct - 30 Oct
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.
Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is AED 14,692
AED 23,642 total
includes taxes & fees
22 Oct - 23 Oct
Spacious 5-bedroom house with water views and 2 houses from the bay.
Outdoor pool, a heated pool
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
Stephanie M.
The price is AED 11,019
AED 21,363 total
includes taxes & fees
3 Nov - 4 Nov
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
Terrace/patio
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"Great job "
emilio
The price is AED 731
AED 1,120 total
includes taxes & fees
19 Oct - 20 Oct
American Beech in Greenport - Petite King Room 7
Children's area
New Construction full of amenities
New Construction full of amenities
2.0 star property
The price is AED 1,258
AED 2,843 total
includes taxes & fees
18 Oct - 19 Oct
New Construction full of amenities
Interior
Coastal New England Waterfront Home, Harkness Park, Casinos
Coastal New England Waterfront Home, Harkness Park, Casinos
10.0 out of 10, Exceptional, (124)
"Repeat renter! Great location, super clean house, A host: very responsive; will be back again! "
Carrie B.
The price is AED 1,010
AED 2,019 total
includes taxes & fees
19 Oct - 20 Oct
Coastal New England Waterfront Home, Harkness Park, Casinos
Terrace/patio
Lake House - A
Lake House - A
2.0 star property
The price is AED 867
AED 1,828 total
includes taxes & fees
20 Oct - 21 Oct
Lake House - A
Terrace/patio
Private beach on a fenced in property sunset views
Private beach on a fenced in property sunset views
10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
Hanna M.
The price is AED 1,098
AED 5,321 total
includes taxes & fees
20 Oct - 21 Oct
Private beach on a fenced in property sunset views
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (133)
"Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend."
Ray S.
The price is AED 1,102
AED 2,125 total
includes taxes & fees
19 Oct - 20 Oct
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all
Charming Northfork Townhouse- walk to all
10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
Beth R.
The price is AED 1,414
AED 2,690 total
includes taxes & fees
21 Oct - 22 Oct
Charming Northfork Townhouse- walk to all
Outdoor pool, a heated pool
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
10.0 out of 10, Exceptional, (45)
"Catherine was a great homeowner and made sure everything was organized prior to our arrival. She was very kind and easy to communicate with. She also was able to make sure we could have an early check in. "
Madelyn G.
The price is AED 7,150
AED 12,567 total
includes taxes & fees
27 Oct - 28 Oct
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Terrace/patio
Beautifully farmhouse
Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
Anonymous traveler
The price is AED 2,204
AED 4,314 total
includes taxes & fees
17 Nov - 18 Nov
Beautifully farmhouse
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated
Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9)
"The place was as advertised and in great walking distance to everything in town! "
Liz H.
The price is AED 1,451
AED 2,736 total
includes taxes & fees
21 Oct - 22 Oct
Northfork Townhouse- walk to all/ newly renovated
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We love the stay everything was perfect"
angelica 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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