Photo by Erisa Dilo

Search Hotels with Swimming Pool in Shelter Island Heights

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Hotels with Swimming Pool

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Shelter Island Heights Hotels with Swimming Pool

The Pridwin Hotel
Relax by the calm pool, surrounded by comfortable sun loungers and shaded areas.

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (65)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
Shelter Island House
Property amenity

Shelter Island House

3.5 star property
8.4 out of 10, Very good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is ₹27,248
₹31,131 total
includes taxes & fees
27 Jul - 28 Jul
Shelter Island House
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.

Frequently asked questions

What's it like visiting Shelter Island Heights?
If taking it easy by the pool is your idea of a great getaway, you may want to consider Shelter Island Heights, which offers 6 places to stay with pools. During your trip, you can explore sights such as Sunset Beach and Crescent Beach, and then relax poolside at one of the accommodation options in Shelter Island Heights that guests like for their pools.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel: Features a private beach, a seasonal outdoor pool and a full-service spa. The Chequit: Hotel, 6-minute walk from The Hamptons Beaches. Provides free self parking, a seasonal outdoor pool and sunloungers. Marram: Features buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and complimentary wireless Internet access. Montauk Blue Hotel: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach.
How many pool hotels will I find in Shelter Island Heights?
Expedia has 6 hotels in Shelter Island Heights for your poolside break.
What is there to see and do in Shelter Island Heights?
Spend some time experiencing the great outdoors at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Country Club, Sylvester Manor and Menhadden Lane Beach during your stay. Take in the natural beauty of Shelter Island Heights with the island views and beaches.
When is the best time to book a hotel with a pool in Shelter Island Heights?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Shelter Island Heights in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 3°C.