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 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Water Mill hotels with a pool

A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern bathroom with a large mirror, two sinks, and a shower visible in the background.

1. 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 31 - Nov 1
Total with taxes and fees
The Bentley Hotel Southampton
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A beach with waves and a clear sky.
A well-maintained garden with a central pathway leading to a house.

2. 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 swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
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 sign for 'The Atlantic Southampton' with a stylized logo and text.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

3. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
$126 nightly
$144 total
Nov 25 - Nov 26
Total with taxes and fees
The Atlantic Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
Beach

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.
$296 nightly
$338 total
Oct 26 - Oct 27
Total with taxes and fees
A Room At The Beach
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.

5. 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.
$148 nightly
$167 total
Oct 26 - Oct 27
Total with taxes and fees
Hamlet Inn
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.
A beach with pebbles and sand, a sunset, and a calm sea.
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.

7. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
$224 nightly
$256 total
Nov 24 - Nov 25
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 26 - Oct 27
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 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.
A large, white, two-story building with a covered porch and a bicycle parked in front.

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
Nov 7 - Nov 8
Total with taxes and fees
Topping Rose House
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

10. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
$375 nightly
$428 total
Nov 24 - Nov 25
Total with taxes and fees
Faraway Sag Harbor
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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"clean room"
Susan 1-night trip
Posted 11 hours ago
Hyatt Place Long Island East End
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The location could not be more perfect! Right on the beach! The rooms are beautiful and spacious. We had to check in late and it could not be easier. We are really looking forward to our next stay here!"
Stefan 1-night trip
Posted 1 day ago
Ocean Vista Resort
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Always an amazing stay at Gurneys. The ocean views and the restorative spa alone make this place so special. The staff is friendly and the rooms are kept so clean. Highly recommended."
Peter 2-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."
Joan 2-night trip
Posted 2 days ago
Faraway Sag Harbor
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 5 days ago
The Atlantic Hotel

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 $144 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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