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

Hotels with Swimming Pool in Water Mill, New York

  • 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 Pool

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Water Mill hotels with a pool

1. Head of Pond House

Head of Pond House
Water Mill
P129,968
P148,488 total
includes taxes & fees
Sep 9 - Sep 10
Head of Pond House

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.
P9,380
P12,260 total
includes taxes & fees
Sep 20 - Sep 21
The Bentley Hotel Southampton

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.
P9,331
P12,061 total
includes taxes & fees
Sep 23 - Sep 24
Hamlet Inn

4. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
P8,463
P13,298 total
includes taxes & fees
Sep 13 - Sep 14
Ocean View Terrace Inn

5. 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.
P12,281
P14,646 total
includes taxes & fees
Sep 8 - Sep 9
Southampton Long Island Hotel

6. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
P22,402
P26,600 total
includes taxes & fees
Sep 13 - Sep 14
Southampton Inn

7. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
P12,164
P15,439 total
includes taxes & fees
Sep 8 - Sep 9
The Atlantic Hotel

8. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
P16,107
P18,402 total
includes taxes & fees
Sep 8 - Sep 9
The Hampton Maid

9. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
P13,947
P15,934 total
includes taxes & fees
Sep 16 - Sep 17
The Penny Lane

10. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
P21,846
P24,960 total
includes taxes & fees
Sep 20 - Sep 21
Sag Harbor Inn
View all properties

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

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"If you want to be in/near the Hamptons-and want downtime-this is the place. It is a sanctuary away from all of the hustle and bustle. It feels like you took the Sagamore and put it on the Long Island Sound."
John 3-night trip
Posted 8 hours ago
The Pridwin Hotel
Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Our room was very clean and well stocked with utensils and dishes. There was a twin-size bunk bed in one bedroom and a queen in the other, along with a pull out couch. You can hear the ocean waves when you open the windows and sliding glass door."
Avery 1-night trip
Posted 20 hours ago
Sea Crest Resort
The Hampton Maid

The Hampton Maid

8/10 Good
"The hotel has a sort of New England charm. The rooms are good sized and ours had a nice balcony overlooking the gardens. Prices were pretty reasonable for the Hamptons in the middle of Summer, although someone else staying there told us that the breakfast was not particularly good and yet expensive. We decided to take breakfast elsewhere. I would certainly return to the Hampton Maid if I ever go back to the area."
Ronald 2-night trip
Posted 2 days ago
The Hampton Maid
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 3 days ago
Budget Host East End
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Booked the 2nd time as our first time last year was superb. This year, we booked same type of room and requested for 1st flr room so we'll be closer to the indoor pool but ended up being assigned to a 5th floor room with view of parking lot. Other than that, location was convenient as it's next to the aquarium. Though we might reconsider staying in another hotel next year we go back to the area."
Leslie Anne 2-night trip
Posted 4 days ago
Hyatt Place Long Island East End
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

10/10 Excellent
"Very clean and convenient. We stayed here for its proximity to the Peconic medical center after our daughter had her baby."
Christina 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Riverhead - Long Island 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?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. 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. Hampton's Vacation Inn: Guesthouse located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. North Fork Resort: 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 Mill Pond.
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.

Explore a world of travel with Expedia