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Shelter Island Hotel with Pool

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Check availability on Shelter Island Hotel with Pool

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Shelter Island Hotel with Pool

Outdoor pool, a heated pool
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"We've booked this property multiple times and always had a wonderful time. The hosts are responsive and helpful and the house is always clean and put together. We will definitely be returning. "
United States
Tessa W.
The price is HK$5,595
HK$10,342 total
includes taxes & fees
5 Nov - 6 Nov
Work and Play Special! Extended Stay Discount
Indoor pool, open 10:00 AM to 6:00 PM, pool loungers
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (174)
"It is aperfect no-frills hotel right on the beach at an extremely reasonable price, walkable to great dining, shopping and more"
United States
Tod
The price is HK$888
HK$1,015 total
includes taxes & fees
9 Nov - 10 Nov
Montauk Blue Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport
Sound View Greenport
4.0 star property
8.6 out of 10, Excellent, (584)
"Beautiful Long Island Sound and sunset views."
United States
Stuart
The price is HK$1,053
HK$1,584 total
includes taxes & fees
17 Nov - 18 Nov
Sound View Greenport
Seasonal outdoor pool
Clinton Motel
Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (289)
"Clean and neat place "
United States
john
The price is HK$606
HK$697 total
includes taxes & fees
3 Nov - 4 Nov
Clinton Motel
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn
Kenny's Tipperary Inn
2.0 star property
8.4 out of 10, Very good, (870)
"Love this place. "
United States
Susan
Kenny's Tipperary Inn
Exterior
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1260)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is HK$1,077
HK$1,382 total
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor
BBQ/picnic Area
Offshore Montauk
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (64)
"Great place."
United States
Julien
The price is HK$866
HK$1,878 total
includes taxes & fees
17 Nov - 18 Nov
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (526)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is HK$1,098
HK$1,635 total
includes taxes & fees
2 Dec - 3 Dec
The Harbor Front Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1011)
"It was a nice clean hotel. "
Canada
Rhona
The price is HK$693
HK$798 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Old Saybrook - Westbrook
Front of property
Sea Crest Resort
Sea Crest Resort
2.5 star property
9.2 out of 10, Wonderful, (500)
"Perfect location!"
United States
Bernadette
The price is HK$1,407
HK$1,777 total
includes taxes & fees
3 Nov - 4 Nov
Sea Crest Resort
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.
View all properties

Top Shelter Island Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Perfect "
Anthony 1-night trip
Posted 6 days ago
The Atlantic Hotel

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Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Features sunloungers, an indoor pool and complimentary wireless Internet access. Montauk Blue Hotel: Offers buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Marram: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Gardiner's Bay Country Club, Shelter Island Historical Society and Havens House during your stay.
When is the best time to book a hotel with a pool in Shelter Island?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Shelter Island in the hottest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temperature is 3°C.