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

Hotels with Swimming Pools in Water Mill

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Check availability on Water Mill Hotels with Swimming Pools

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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 cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water.
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
S$3,059
includes taxes & fees
9 Sept - 10 Sept
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 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 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.

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.
S$279
includes taxes & fees
7 Sept - 8 Sept
The Bentley Hotel Southampton
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
A house with a dark blue exterior, a white porch railing, and a red door.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
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.

3. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
S$274
includes taxes & fees
20 Sept - 21 Sept
Ocean View Terrace Inn
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 glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

4. 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.
S$248
includes taxes & fees
20 Sept - 21 Sept
Hamlet Inn
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 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.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

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.
S$302
includes taxes & fees
9 Sept - 10 Sept
Southampton Long Island Hotel
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A well-maintained garden with a central pathway leading to a house.
A beach with waves and a clear sky.
A snow-covered pathway leading to a building with a porch.

6. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
S$540
includes taxes & fees
20 Sept - 21 Sept
Southampton Inn
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A bedroom with a large bed, a chandelier, and multiple windows.
A beach with sand and sparse vegetation.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

7. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
S$379
includes taxes & fees
9 Sept - 10 Sept
The Hampton Maid
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 hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

8. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
S$318
includes taxes & fees
8 Sept - 9 Sept
The Atlantic Hotel
A conservatory with a sofa, chairs, a small table, and a view of houses.
A beach with waves crashing onto the shore.
A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

9. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
S$322
includes taxes & fees
16 Sept - 17 Sept
The Penny Lane
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.

10. 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.
S$1,017
includes taxes & fees
2 Sept - 3 Sept
A Room At The Beach
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
"This hotel chain is MY NEW FAVORITE! We had never stayed at a Hyatt Hotel before, but I am so impressed! From the super-friendly staff, cleanliness, modern look, breakfast varieties galore, eating with actual cutlery, not plastic, real cups and plates, not paper, what a treat! I truly felt pampered! The A/C in the room was perfect, and the hot water in the shower was 'so relaxing and soothing!' Great job Hyatt Place Long Island-Riverhead! See you again!"
Maryellen 2-night trip
Posted 15 hours ago
Hyatt Place Long Island East End
Sound View Greenport

Sound View Greenport

8/10 Good
"Stayed here for 2 nights mid-August. Pool was nice (could have been a little cleaner). Restaurant, excellent. Valet staff, excellent. Front desk staff, good. Bar, nice. Breakfast included, very nice. Room, a bit dated but nicely renovated. Through the years I always wanted to stay here - glad I did. The view (and sunset) of the Long Island Sound from the shared balcony cannot be beat. Breathtaking."
Barbara 2-night trip
Posted 15 hours ago
Sound View Greenport
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 1 day ago
Holiday Inn Express & Suites Riverhead - Long Island by IHG
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Great place to stay. The closing of the pool at 7pm is a bit early."
Theresa 4-night trip
Posted 2 days ago
Hampton's Vacation Inn
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Wonderful place, room is clean, modern and spacious. Such a nice garden right in front of the rooms, very relaxing atmosphere. Very professional and helpful staff. Great location, close to restaurants. Highly recommend it."
Mehmet B 2-night trip
Posted 3 days ago
The Hampton Maid
Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"We had a fabulous time! Staff was lovely and kind. The property was clean and updated. Would book again."
Tami 7-night trip
Posted 4 days ago
Sea Crest Resort
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
Joseph 1-night trip
Posted 7 days ago
Faraway Sag Harbor

Frequently asked questions

What's it like visiting Water Mill?
If relaxing by the pool is your idea of a great holiday, you might want to think about luxurious Water Mill, which offers 5 places to stay with pools. While you're visiting, you can explore sights such as Parrish Art Museum and Duck Walk Vineyards, and then take it easy poolside at one of the accommodation options in Water Mill that guests like for their pools.
What are some accommodation options 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: Guest house 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 are there 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, visit 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 accommodation that has an outdoor pool if you're planning to visit Water Mill in the hottest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temperature is 4°C.

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