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Search Hotels with Pool in Shelter Island

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Check availability on Shelter Island Hotels with Pool

Top Shelter Island Hotels with Pool

Clinton Motel
Seasonal outdoor pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (280)
"Great staff and clean rooms"
The price is 2.056.236 ₫
2.364.671 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Clinton Motel
Ocean Vista Resort
Indoor pool, a waterfall pool

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"We have stayed there before so have been pleased with it."
The price is 2.464.847 ₫
2.834.574 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Aqualina Inn Montauk
Seasonal outdoor pool, pool loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (483)
"Walk to the beach and go area restaurants was great. Staff was very nice."
The price is 5.246.038 ₫
6.423.365 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Aqualina Inn Montauk
Driftwood Resort
Property grounds

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
The price is 3.794.810 ₫
5.194.632 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Driftwood Resort
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (59)
"Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return."
The price is 3.954.300 ₫
4.517.656 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Carole's Place B & B
Montauk Manor
Exterior

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
The price is 5.338.305 ₫
6.615.280 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very good, (861)
"Love this place. "
Kenny's Tipperary Inn
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

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Frequently asked questions

What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Mashomack Preserve, Gardiner's Bay Country Club and Shelter Island Historical Society 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.