Hotels with Pools in Shelter Island

The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service...

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Sigalit

From

United States

Beautiful and charming interior design, beautiful views, very relaxing, comfortable rooms.

With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas.

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Michelle

From

United States

Loved the location. The room was spacious, very clean, and had exactly what we needed. The room in A building had a partial view of the water from the balcony and the pool. The grounds were nice. I liked that there were adirondack chairs to watch the sunset. It was a simple walk down to the sand/beach area.

North Fork Resort provides accommodations in Greenport. 25 miles from Splish Splash and 16 miles from Long Island Railroad, the property offers a seasonal outdoor swimming pool and a garden.

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Nikolle

From

Montenegro

The property was very clean and well-maintained. The staff were friendly and helpful throughout our stay. The location is perfect—just 5 minutes from a private beach. We really enjoyed the pool and the amazing backyard setup, complete with comfortable seating, a BBQ grill, and a cozy fireplace. It felt very safe and relaxing, making it a perfect getaway spot.

Located in Greenport, 24 miles from Splish Splash, Hotel Moraine provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness center.

Shelter Island House features a seasonal outdoor swimming pool, garden, a shared lounge and restaurant in Shelter Island Heights. This 4-star hotel offers a bar.

Located in Sag Harbor, within 15 miles of Montauk Point Lighthouse and 21 miles of Second House Museum, Sag Harbor Inn has accommodations with a shared lounge as well as free private parking for...

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Ekaterina

From

United Arab Emirates

Spacious and clean rooms, great quiet location, the pool looked super nice, too. Very comfortable beds and lovely views onto the harbour. Special thanks to John and Ean for making sure we had a great stay!

Set on the North Fork in Greenport, 98 mi from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar.

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Staci

From

United States

Peaceful clean and perfect location

Featuring an on-site restaurant and seasonal saltwater swimming pool, Faraway Sag Harbor is located in Sag Harbor, New York.

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diana

From

United States

staff was trying to make the stay very pleasant; breakfast was great

Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available.

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Elizabeth

From

United States

Everything Home away from home

Located in Greenport, 26 miles from Splish Splash, Oyster Estate provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness center.