Photo by Erisa Dilo

Search Hotels with Pool in Shelter Island Heights

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Hotels with Pool

Top Shelter Island Heights Hotels with Pool

Indoor pool, open 10:00 AM to 6:00 PM, pool loungers
Montauk Blue Hotel

Montauk Blue Hotel

2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (177)
"Staff was nice beautiful news"
United States
Matthew
Montauk Blue Hotel
Property map
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
10.0 out of 10, Exceptional, (1)
"Great stay! Very clean and new. Comfy beds, great location "
United States
Lisa
The price is Rp3.254.550
Rp3.718.324 total
includes taxes & fees
10 Nov - 11 Nov
North Fork Cottages & RV Resort
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 star property
Niantic
9.0 out of 10, Wonderful, (424)
"Very nice property and staff was great!"
United States
George
The price is Rp1.541.989
Rp1.773.288 total
includes taxes & fees
11 Nov - 12 Nov
Best Western Niantic - New London/Mystic Area
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very good, (873)
"Love this place. "
United States
Susan
Kenny's Tipperary Inn
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1260)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is Rp2.313.234
Rp2.969.485 total
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (65)
"Beautiful views, quiet and clean. All around a great experience!"
United States
Benjamin
The price is Rp1.937.709
Rp3.167.249 total
includes taxes & fees
23 Nov - 24 Nov
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (527)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is Rp2.255.653
Rp3.393.894 total
includes taxes & fees
9 Dec - 10 Dec
The Harbor Front Inn
Front of property
A Wave Inn

A Wave Inn

2.5 star property
Downtown Montauk
7.4 out of 10, Good, (133)
"Great stay"
United States
RYAN
The price is Rp1.373.921
Rp2.872.182 total
includes taxes & fees
10 Nov - 11 Nov
A Wave Inn
Indoor pool, a heated pool
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

2.5 star property
Niantic
8.4 out of 10, Very good, (1002)
"The room was clean and perfect for a nights stay"
United States
joshua
The price is Rp1.305.158
Rp1.500.932 total
includes taxes & fees
23 Nov - 24 Nov
Sleep Inn & Suites Niantic North
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (371)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
The price is Rp1.954.846
Rp2.250.102 total
includes taxes & fees
3 Dec - 4 Dec
The Bentley Hotel Southampton
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.
View all properties

Top Shelter Island Heights Hotel Reviews

Marram

Marram

10/10 Excellent
"Wonderful stay! Spacious and elegant room, friendly staff, breathtaking view. Memorable birthday weekend. "
Stephen 3-night trip
Posted 10 days ago
Marram
Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London

10/10 Excellent
"Convenient location and room was clean for a night crash. Needs some pest extermination as I noticed roaches escorting me out as I got ready to leave room for check out."
Maria 1-night trip
Posted 1 month ago
Motel 6 Niantic, CT - New London

Explore a world of travel with Expedia

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 10 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: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Features sunloungers, an indoor pool and complimentary wireless Internet access. Best Western Niantic - New London/Mystic Area: Offers buffet, an indoor pool and free self parking.
How many pool hotels will I find in Shelter Island Heights?
Expedia has 10 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.