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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
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (267)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is ฿2,574
฿2,961 total
includes taxes & fees
1 Sept - 2 Sept
Clinton Motel
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, (1012)
"Perfect spot for my visit"
The price is ฿3,324
฿3,822 total
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Old Saybrook - Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (443)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is ฿2,478
฿2,849 total
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (178)
"Close to town and pool was great!"
Greenporter Hotel
Ocean Resort Inn
Seasonal outdoor pool, pool loungers

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (440)
"Excellent two night stay. Great location and very clean. "
The price is ฿5,181
฿6,451 total
includes taxes & fees
14 Sept - 15 Sept
Ocean Resort Inn
Hampton's Vacation Inn
Children’s activities

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (302)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is ฿5,852
฿6,687 total
includes taxes & fees
24 Aug - 25 Aug
Hampton's Vacation Inn
Ocean Surf Resort
View from property

Ocean Surf Resort

2.0 star property
8.4 out of 10, Very good, (191)
"Great location, amazing view, clean, friendly and helpful staff."
The price is ฿5,356
฿6,119 total
includes taxes & fees
15 Sept - 16 Sept
Ocean Surf Resort
Breakers Montauk
Exterior

Breakers Montauk

3.0 star property
8.4 out of 10, Very good, (158)
"Wonderful, well kept place. Convenient to the ocean. The pool is nice and it was great having a restaurant on site!"
The price is ฿5,503
฿7,349 total
includes taxes & fees
7 Sept - 8 Sept
Breakers Montauk
Windward Shores Ocean Resort
Seasonal outdoor pool

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (291)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is ฿5,442
฿6,927 total
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean 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.

Top Shelter Island Hotel Reviews

Marram

Marram

10/10 Excellent
"Small, but comfortable room. Excellent location right on the beach. There was a mix up with our dinner at the hotel one night and my husband’s dinner came out much later than mine. It wasn’t a big deal, but the hotel comped our meal, brought us a free dessert, and comped our post-dinner drinks at the bar. The nightly s’mores were a wonderful touch and encouraged guests to socialize with each other. Would absolutely stay here again!"
Daniel 3-night trip
Posted 2 days ago
Marram

Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Marram: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and sunloungers. Beachcomber Resort at Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and complimentary wireless Internet access. Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Whale's Tail, Wades Beach and Gardiner's Bay Country Club 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.