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

Find Hotels with a Pool in Water Mill, NY

Check availability on Water Mill Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 snow-covered pathway leading to a building with a porch.
A beach with waves and a clear sky.

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 outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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.
$143 nightly
$163 total
Nov 3 - Nov 4
Total with taxes and fees
The Bentley Hotel Southampton
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 waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

3. 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 lounge chairs and umbrellas, surrounded by a forested area.
Beach
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
A bathtub surrounded by candles and flower petals.

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 18 - Oct 19
Total with taxes and fees
A Room At The Beach
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 kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

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.
$129 nightly
$147 total
Oct 30 - Oct 31
Total with taxes and fees
The Atlantic Hotel
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 beach with pebbles and sand, a sunset, and a calm sea.
A wooden building with a white window and a balcony.

6. 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 15 - Nov 16
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 covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
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.

7. 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 18 - Oct 19
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 large, white, two-story building with a covered porch and a bicycle parked in front.
A modern hotel room with a bed, bedside table, and a view of the garden.
A bar area with shelves stocked with various bottles and glasses.

8. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
$607 nightly
$698 total
Nov 5 - Nov 6
Total with taxes and fees
Topping Rose House
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A spacious living room with a fireplace, comfortable seating, and large windows.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

9. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
$406 nightly
$464 total
Nov 16 - Nov 17
Total with taxes and fees
Faraway Sag Harbor
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 room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

10. 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.
$183 nightly
$206 total
Nov 14 - Nov 15
Total with taxes and fees
Hamlet Inn
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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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Front desk staff provider typical Long Island hospitality… Just rude! You should send your people to the South for training for six months to get that chip off their shoulder."
shaun 3-night trip
Posted 2 hours ago
Hyatt Place Long Island East End
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"This is actually a really great place to stay if you want something reasonable in the Hamptons. The rooms are clean and spacious and the grounds of the hotel are beautiful. I highly recommend!!!"
Constantine 1-night trip
Posted 7 hours ago
The Atlantic Hotel
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The breakfast could have had a better choice."
Allen 1-night trip
Posted 3 days ago
Sound View Greenport

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 $147 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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