A wooden cabin by a calm river with a house in the background.

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Check availability on Water Mill Hotels with a Pool

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Water Mill hotels with a pool

A swimming pool with lounge chairs and a white fence.
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.
A modern bathroom with two sinks, a large mirror, a shower, and a view of the outdoors through large windows.
A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.

1. Head of Pond House

Head of Pond House
Water Mill
₩1,519,560
₩1,736,099 total
includes taxes & fees
Sep 13 - Sep 14
Head of Pond House
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
₩194,300
₩255,488 total
includes taxes & fees
Oct 5 - Oct 6
The Bentley Hotel Southampton
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

3. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
₩171,093
₩221,145 total
includes taxes & fees
Sep 13 - Sep 14
Hamlet Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

4. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
₩396,774
₩453,309 total
includes taxes & fees
Oct 5 - Oct 6
A Room At The Beach
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A modern kitchen with a central island, a dining area with a black and white striped sofa, and a living area with a black leather couch.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

5. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
₩159,795
₩216,065 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A snow-covered pathway leading to a building with a porch.
A well-maintained garden with a central pathway leading to a house.

6. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
₩404,955
₩484,664 total
includes taxes & fees
Oct 4 - Oct 5
Southampton Inn
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.
A house with a dark blue exterior, a white porch railing, and a red door.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

7. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
₩183,754
₩288,743 total
includes taxes & fees
Sep 13 - Sep 14
Ocean View Terrace Inn
A conservatory with a sofa, chairs, a small table, and a view of houses.
A residential property with a covered patio, a gravel driveway, and a fenced yard.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.
A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.

8. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
₩217,582
₩248,587 total
includes taxes & fees
Oct 1 - Oct 2
The Penny Lane
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.
A living room area with a sofa, a dining table, and a separate queen bedroom.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

9. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
  • Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
₩213,060
₩254,091 total
includes taxes & fees
Oct 5 - Oct 6
Southampton Long Island Hotel

10. Capri

Capri
Southampton
  • Dive into cool bliss at the seasonal outdoor pool, a sunny oasis of refreshing relaxation.
₩476,370
₩577,599 total
includes taxes & fees
Sep 16 - Sep 17
Capri
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Choose what matters most at hotels with a pool in Water Mill

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Water Mill Hotel Reviews

Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Great stay."
Alicia 2-night trip
Posted 1 hour ago
Hampton's Vacation Inn
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Good location. Rooms were good size, friendly staff and excellent breakfast. I was with my wife only but saw many families with children enjoying the pools. This was my second stay at The Hyatt and will go again.Location is very good as you are 10 to 15 minutes away fron the Wine trail."
Stanley 1-night trip
Posted 7 hours ago
Hyatt Place Long Island East End
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Very good"
Iosif 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Bartender was great. I got in late a wanted a beer so she took her time cleaning up so i could relax and have a beer! Great service."
Gerald 1-night trip
Posted 5 days ago
Hilton Garden Inn Riverhead
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 8 days ago
Faraway Sag Harbor

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?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. The Bentley Hotel Southampton: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Budget Host East End: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
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 The Watermill Center.
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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