Search Hotels with Pool in Shelter Island

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Our top choices for Shelter Island hotels with a pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (305 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is Rp1.290.480
Rp1.484.052 total
includes taxes & fees
7 Apr - 8 Apr
Clinton Motel

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
The price is Rp1.717.527
Rp1.975.156 total
includes taxes & fees
15 Apr - 16 Apr
Quality Inn Old Saybrook - Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (469 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is Rp1.138.169
Rp1.308.895 total
includes taxes & fees
12 Apr - 13 Apr
Econo Lodge Inn & Suites Old Saybrook Westbrook

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
The price is Rp3.446.940
Rp3.938.130 total
includes taxes & fees
8 Apr - 9 Apr
North Fork Cottages & RV Resort

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (119 reviews)
The price is Rp3.345.230
Rp5.761.891 total
includes taxes & fees
19 Apr - 20 Apr
Offshore Montauk

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is Rp2.941.785
Rp4.098.802 total
includes taxes & fees
5 Apr - 6 Apr
Cliffside Resort Condominiums

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
  • cleanliness
    Outdoor pool paradise offers relaxation and sunshine after coastal adventures.
The price is Rp3.112.434
Rp3.925.267 total
includes taxes & fees
5 Apr - 6 Apr
Beach Plum Resort

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,310 reviews)
  • cleanliness
    Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
The price is Rp2.567.376
Rp3.265.933 total
includes taxes & fees
29 Apr - 30 Apr
Montauk Manor

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (465 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is Rp1.894.968
Rp2.449.195 total
includes taxes & fees
15 Apr - 16 Apr
Hamlet Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (208 reviews)
  • cleanliness
    Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
The price is Rp2.500.305
Rp2.981.518 total
includes taxes & fees
5 May - 6 May
Southampton Long Island Hotel
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.

Choose what matters most at hotels with a pool in Shelter Island

Top Shelter Island Hotel Reviews

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. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. Hyatt Place Long Island East End: Offers an indoor pool, an outdoor pool and 2 bars.
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 Whale's Tail 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.