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Our top choices for Shelter Island Heights hotels with a pool

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,292 reviews)
"Nice pool, great restaurant "
United States
April
The price is Rp2.339.014
Rp3.002.578 total
includes taxes & fees
12 Feb - 13 Feb
Montauk Manor

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (885 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (100 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is Rp1.959.304
Rp3.202.544 total
includes taxes & fees
22 Feb - 23 Feb
Offshore Montauk

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (610 reviews)
"Nice place"
United States
Mateusz
The price is Rp2.510.305
Rp3.350.003 total
includes taxes & fees
10 Mar - 11 Mar
Sound View Greenport

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (566 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is Rp2.361.290
Rp3.179.754 total
includes taxes & fees
22 Feb - 23 Feb
The Harbor Front Inn

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North
2.5 star property
Niantic
8.4 out of 10, Very good, (1,004 reviews)
"nice, clean hotel. "
United States
Amber
The price is Rp1.232.961
Rp1.417.905 total
includes taxes & fees
8 Mar - 9 Mar
Sleep Inn & Suites Niantic North

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,003 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is Rp1.807.420
Rp2.064.976 total
includes taxes & fees
9 Feb - 10 Feb
Hyatt Place Long Island East End

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is Rp2.223.582
Rp2.907.566 total
includes taxes & fees
9 Feb - 10 Feb
Windward Shores Ocean Resort

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, (472 reviews)
"Nice place to stay"
United States
Tomasz
The price is Rp1.470.237
Rp1.690.773 total
includes taxes & fees
10 Feb - 11 Feb
Best Western Niantic - New London/Mystic Area

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (451 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is Rp1.458.086
Rp1.884.543 total
includes taxes & fees
9 Feb - 10 Feb
Hamlet Inn
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.

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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?
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. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Provides sunloungers, an indoor pool and complimentary wireless Internet access. Montauk Blue Hotel: Features a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Manor: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
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.