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

Find Hotels with a Pool in Water Mill, NY

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Check availability on Water Mill Hotels with a Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Water Mill hotels with a pool

A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A well-maintained garden with a central pathway leading to a house.
A snow-covered pathway leading to a building with a porch.

1. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
$214 nightly
$245 total
Nov 1 - Nov 2
Total with taxes and fees
Southampton Inn
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 bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
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.
$144 nightly
$165 total
Oct 12 - Oct 13
Total with taxes and fees
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 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.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

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.
$146 nightly
$164 total
Oct 6 - Oct 7
Total with taxes and fees
Hamlet Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
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 hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

4. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
$111 nightly
$127 total
Oct 28 - Oct 29
Total with taxes and fees
The Atlantic Hotel
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.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

5. 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.
$296 nightly
$338 total
Oct 6 - Oct 7
Total with taxes and fees
A Room At The Beach
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A waterfront property with a large house, multiple boats docked, and lush greenery.

6. 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.
$219 nightly
$250 total
Nov 1 - Nov 2
Total with taxes and fees
Sag Harbor Inn
A swimming pool with two lounge chairs and a green umbrella.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A wooden building with a white window and a balcony.
A beach with pebbles and sand, a sunset, and a calm sea.

7. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
$236 nightly
$269 total
Nov 3 - Nov 4
Total with taxes and fees
The Sagaponack
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.
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.

8. 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.
$167 nightly
$190 total
Oct 6 - Oct 7
Total with taxes and fees
Southampton Long Island Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar area with shelves stocked with various bottles and glasses.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

9. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
$614 nightly
$705 total
Oct 18 - Oct 19
Total with taxes and fees
Topping Rose House
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A bedroom with a large bed, a chandelier, and multiple windows.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

10. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
$212 nightly
$242 total
Oct 19 - Oct 20
Total with taxes and fees
The Hampton Maid
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Great stay. The hotel was clean and convenient. Highly recommend."
Bryan 1-night trip
Posted 1 hour ago
Hilton Garden Inn Riverhead
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"I had one night slp there every thing was amazing clean and good breakfast was so fresh and yummy"
Susan 1-night trip
Posted 1 day ago
Hyatt Place Long Island East End
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 13 days ago
Budget Host East End

Frequently asked questions

What are the best hotels in Water Mill with outdoor pools?
The Historical Bed and Breakfast in Water Mill is a charming option for travellers seeking a delightful retreat with an outdoor pool. With a review rating of 8.8, guests appreciate the friendly space and exceptional service that this bed and breakfast provides.The outdoor pool area is not just a spot for swimming; it's a serene oasis where families can relax and create lasting memories. Additionally, the property boasts a heated pool option, ensuring comfort during cooler months, along with private pool access for those looking for an extra touch of seclusion. For families, the convenience of having a kitchen on-site allows for easy meal preparation, making it a practical choice for those traveling with children.
How much does a hotel with outdoor pool in Water Mill cost?
Enjoy staying in a hotel in Water Mill with an outdoor pool. You can find a great deal from $127 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Water Mill that have private outdoor pools?
The Historical Bed and Breakfast in Water Mill is a charming option for travellers seeking a serene getaway with luxurious amenities. This delightful property boasts a private outdoor pool, ensuring that families can enjoy a refreshing swim in a secure and intimate setting. Rated 8.8 by guests, it offers not only a heated pool but also a kitchen, making it convenient for families who prefer to prepare their own meals.For those looking for a tranquil retreat, the Historical Bed and Breakfast combines comfort and quality, allowing you to unwind in a beautifully landscaped environment. It's an ideal choice for families wanting to create lasting memories while enjoying the convenience of private accommodations.
Is it cheaper to book flights and a Water Mill hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Water Mill for you.

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