Water Mill Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Water Mill Hotels with Swimming Pools

Our top choices for Water Mill hotels with a pool

Down duvets, free WiFi, bed sheets

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is RM826
RM943 total
includes taxes & fees
14 May - 15 May
The Penny Lane
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, (488 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is RM623
RM712 total
includes taxes & fees
17 May - 18 May
The Bentley Hotel Southampton
Seasonal outdoor pool

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
The price is RM691
RM790 total
includes taxes & fees
12 May - 13 May
The Hampton Maid
Seasonal outdoor pool

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
The price is RM859
RM981 total
includes taxes & fees
13 May - 14 May
North Fork Cottages & RV Resort
Seasonal outdoor pool

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (312 reviews)
  • cleanliness
    Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
The price is RM624
RM820 total
includes taxes & fees
12 May - 13 May
Windward Shores Ocean Resort
Front of property

Sea Crest Resort

Sea Crest Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (517 reviews)
  • cleanliness
    Coastal serenity awaits at this oceanfront hotel with an inviting pool and comfortable loungers for relaxation.
The price is RM825
RM1,027 total
includes taxes & fees
11 May - 12 May
Sea Crest Resort
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, (475 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is RM473
RM611 total
includes taxes & fees
13 May - 14 May
Hamlet Inn
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (252 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is RM657
RM921 total
includes taxes & fees
11 May - 12 May
Cliffside Resort Condominiums
Indoor pool, a waterfall pool

Ocean Vista Resort

Ocean Vista Resort
2.5 star property
Amagansett
9.0 out of 10, Wonderful, (202 reviews)
  • cleanliness
    Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
The price is RM667
RM762 total
includes taxes & fees
18 May - 19 May
Ocean Vista Resort
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.
View all properties

Choose what matters most at hotels with a pool in Water Mill

Breakfast included
4 stars

Top Water Mill Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Every thing was amazing food and drinks to the fire pits on the terrace area"
John 2-night trip
Posted 11 hours 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?
Gurney's Montauk Resort & Seawater Spa: Features sunloungers, a pool and complimentary wireless Internet access. Sound View Greenport: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. The Bentley Hotel Southampton: Provides a private beach, a seasonal outdoor pool and 2 bars. Sag Harbor Inn: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Harbor Front Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool and free self parking.
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.

Explore a world of travel with Expedia