Find Hotels with a Pool in Water Mill, NY

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Check availability on Water Mill Hotels with a Pool

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Water Mill hotels with a pool

Exterior
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
$6,469 nightly
The price is $7,391
Jan 5 - Jan 6, 2026
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Exterior
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
$495 nightly
The price is $566
Jan 5 - Jan 6, 2026
Total with taxes and fees
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, (1003)
"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
$110 nightly
The price is $126
Jan 19 - Jan 20, 2026
Total with taxes and fees
Hyatt Place Long Island East End
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, (1000)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
$106 nightly
The price is $121
Jan 21 - Jan 22, 2026
Total with taxes and fees
Hotel Indigo East End by IHG
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
$127 nightly
The price is $142
Dec 24 - Dec 25
Total with taxes and fees
Hamlet Inn
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
$126 nightly
The price is $144
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (548)
"Awesome stay!!! Great Location "
United States
Bryan
$174 nightly
The price is $198
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Harbor Front Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (599)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$186 nightly
The price is $213
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sound View Greenport
Terrace/patio
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
9.0 out of 10, Wonderful, (1002)
"Amazing property with California king bed !!!!! "
United States
Nicholas
$122 nightly
The price is $140
Dec 28 - Dec 29
Total with taxes and fees
Residence Inn by Marriott New York Long Island East End
Reception
The Preston House & Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (373)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
$142 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Preston House & 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

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

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

10/10 Excellent
"Room was spotless, Staff was courteous"
William 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Frequently asked questions

What's it like visiting Water Mill?
If laying by the pool is your idea of a great vacation, you may want to check out luxurious Water Mill, which offers 5 places to stay with pools. While you're here, you can explore attractions like Parrish Art Museum and Duck Walk Vineyards, and then kick back and relax poolside at one of the accommodations in Water Mill that guests like for their pools.
What are some accommodations 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 can I expect to find 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, check out 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 an accommodation that offers an outdoor pool if you're planning to visit Water Mill in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temperature is 38°F.

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