Find Hotels with a Pool in Wainscott, NY

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Check availability on Wainscott Hotels with a Pool

Our top choices for Wainscott hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (211)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is AED 547
AED 772 total
includes taxes & fees
15 Dec - 16 Dec
The Sagaponack
Outdoor pool, a heated pool
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Wainscott
10.0 out of 10, Exceptional, (112)
"We had a great stay at the house - it's perfect for a family and the kids love the pool ! Would definitely stay again and perfect for long term rental as well."
United States
Amy P.
The price is AED 2,644
AED 5,824 total
includes taxes & fees
10 Dec - 11 Dec
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 star property
Wainscott
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is AED 828
AED 946 total
includes taxes & fees
7 Jan - 8 January 2026
Wainscott Woods Retreat
BBQ/picnic area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (76)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is AED 426
AED 697 total
includes taxes & fees
1 Jan - 2 January 2026
Offshore Montauk
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, (392)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is AED 420
AED 483 total
includes taxes & fees
14 Dec - 15 Dec
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is AED 404
AED 641 total
includes taxes & fees
22 Dec - 23 Dec
The Harbor Front Inn
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is AED 509
AED 653 total
includes taxes & fees
10 Dec - 11 Dec
Montauk Manor
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 327
AED 423 total
includes taxes & fees
10 Dec - 11 Dec
Hamlet Inn
Sports facility
Hero Beach Club

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is AED 526
AED 974 total
includes taxes & fees
18 Dec - 19 Dec
Hero Beach Club
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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Top Wainscott Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great room with amazing views! Staff was fantastic and the food was great too"
Thomas 1-night trip
Posted 11 days ago
Sound View Greenport

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Frequently asked questions

What are some accommodations with pools in Wainscott?
The Sagaponack: Features free self parking, a seasonal outdoor pool, and sun loungers. Wainscott Woods Retreat: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Gurney's Montauk Resort & Seawater Spa: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel: Features sun loungers, an indoor pool, and complimentary wireless internet access. Sound View Greenport: Offers a private beach, a seasonal outdoor pool, and 2 bars.
What is there to see and do in Wainscott?
The picturesque setting of The Hamptons Beaches showcases the area's natural beauty. Discover sights such as Georgica Beach, Wolffer Estates Vineyard, and East Hampton Main Beach during your stay. Take in the natural beauty of Wainscott with the beaches.
When is the best time to book a hotel with a pool in Wainscott?
You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Wainscott in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 38°F.