Search Hotels with Swimming Pool in Water Mill

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Check availability on Water Mill Hotels with Swimming Pool

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 ₹44,732
₹51,106 total
includes taxes & fees
13 Jan - 14 Jan 2026
Head of Pond House
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
The price is ₹9,127
₹10,428 total
includes taxes & fees
1 Jan - 2 Jan 2026
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, (441)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ₹8,057
₹10,413 total
includes taxes & fees
14 Dec - 15 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, (546)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ₹12,118
₹18,268 total
includes taxes & fees
14 Dec - 15 Dec
The Harbor Front 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, (394)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ₹10,584
₹12,183 total
includes taxes & fees
22 Dec - 23 Dec
The Bentley Hotel Southampton
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 ₹10,483
₹11,976 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hyatt Place Long Island East End
Front of property
The Preston House & Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (372)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is ₹11,441
₹13,072 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Preston House & Hotel
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, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ₹15,286
₹21,886 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sound View Greenport
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 ₹9,669
₹11,047 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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 about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay."
Rachel 1-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

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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. Sea Crest Resort: Offers complimentary wireless Internet access, an outdoor pool and kitchens.
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.