Search Hotels with Swimming 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, (308 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
"The pool was great"
United States
Michelle
The price is ₹7,257
₹8,346 total
includes taxes & fees
10 May - 11 May
Clinton Motel

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, (472 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
"Pool was open and, while small, it was clean and refreshing. The woman at the front desk was very kind and helpful - made me feel welcome. The property itself is a bit outdated but it looks like they are working to update it. the room was very clean and comfortable for our family of 3. Only issue was the AC system was VERY loud and woke me up every 20 minutes when it went off. I had to shut it off around 3 am and try to salvage my nights sleep. Not sure if this is all rooms or just bad luck on...
United States
Melissa
The price is ₹7,166
₹8,241 total
includes taxes & fees
14 May - 15 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (490 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
"The rooms were clean it a walk to town the pool area is great I will definitely book this hotel again"
United States
Jennifer
The price is ₹11,781
₹13,461 total
includes taxes & fees
12 May - 13 May
Ocean Resort Inn

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
The price is ₹16,719
₹19,101 total
includes taxes & fees
12 May - 13 May
North Fork Cottages & RV Resort

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is ₹18,875
₹21,564 total
includes taxes & fees
10 May - 11 May
The Penny Lane

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (198 reviews)
  • cleanliness
    Dive into seaside bliss with Montauk Blue Hotel's indoor pool and hot tub, just steps from sandy shores.
"Did not swim in the pool, but we wanted to look at the pool room."
United States
Lori
The price is ₹49,851
₹60,556 total
includes taxes & fees
15 May - 16 May
Montauk Blue Hotel

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
"the pool was so relaxing"
United States
Kathleen
The price is ₹11,937
₹13,727 total
includes taxes & fees
4 Jun - 5 Jun
Quality Inn Old Saybrook - Westbrook

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
  • cleanliness
    Cool ocean-adjacent pool getaway with loungers, umbrellas, and beach perks for the perfect summer splash.
"Having the the beach and a heated pool was terrific as was the room."
United States
Allan
The price is ₹39,443
₹63,908 total
includes taxes & fees
8 Jun - 9 Jun
Marram

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (495 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
"Pool is nice!"
United States
Cassidy
The price is ₹11,781
₹13,461 total
includes taxes & fees
10 May - 11 May
Aqualina Inn Montauk

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (236 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from city centre.
"there could be more umbrellas by the pool area"
United States
Jenny
The price is ₹26,421
₹30,186 total
includes taxes & fees
1 Jun - 2 Jun
Ocean Surf 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.

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. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool and free self parking. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Mashomack Preserve. Discover sights such as Gardiner's Bay Country Club, Crescent Beach 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.