Search Hotels with Pool in Water Mill

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Check availability on Water Mill Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Water Mill hotels with a pool

Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is ฿15,383
฿17,575 total
includes taxes & fees
5 Jan - 6 Jan 2026
Head of Pond House
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1001)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is ฿3,418
฿3,906 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Long Island East End
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (404)
"Room was beautiful and spacious. Staff was courteous and on point. "
United States
Ron
The price is ฿3,889
฿4,474 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Bentley Hotel Southampton
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (444)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ฿2,769
฿3,579 total
includes taxes & fees
28 Dec - 29 Dec
Hamlet Inn
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (549)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ฿4,200
฿5,644 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Harbor Front Inn
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"Nice room. Good breakfast. Nice lobby and breakfast area. "
United States
Richard
The price is ฿3,328
฿3,803 total
includes taxes & fees
23 Jan - 24 Jan 2026
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Pool
Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1001)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is ฿3,294
฿3,764 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hotel Indigo East End by IHG
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (600)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ฿4,947
฿6,498 total
includes taxes & fees
29 Dec - 30 Dec
Sound View Greenport
Outdoor pool, open 10:00 AM to 6:00 PM, pool loungers
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is ฿3,574
฿4,262 total
includes taxes & fees
28 Dec - 29 Dec
Southampton Long Island Hotel
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 Water Mill Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Everything was perfect. Staff, room, experience. Will definitely stay again. "
Kristy 1-night trip
Posted 11 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What's it like visiting Water Mill?
If relaxing by the pool is your idea of a great holiday, you might want to think about luxurious Water Mill, which offers 5 places to stay with pools. While you're visiting, you can explore sights such as Parrish Art Museum and Duck Walk Vineyards, and then take it easy poolside at one of the accommodation options in Water Mill that guests like for their pools.
What are some accommodation options with pools in Water Mill?
Head of Pond House: Features daily, a seasonal outdoor pool and free self parking. Gurney's Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. The Bentley Hotel Southampton: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hilton Garden Inn Riverhead: Offers an indoor pool, an outdoor pool and a snack bar/deli.
How many pool hotels are there in Water Mill?
Expedia has 5 hotels in Water Mill for your poolside break.
What is there to see and do in Water Mill?
The picturesque setting of The Hamptons Beaches and Mecox Bay showcase the area's natural beauty. During your stay, visit sights such as Parrish Art Museum, Duck Walk Vineyards and Atlantic Golf Course.
When is the best time to book a hotel with a pool in Water Mill?
You may want to think about accommodation that has an outdoor pool if you're planning to visit Water Mill in the hottest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temperature is 4°C.