The Best Hotels with a Pool in Water Mill, NY from ￥40,188 in 2026

Q: 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.

Q: What are some accommodations with pools in Water Mill?

Gurney's Montauk Resort & Seawater Spa : Vacation home located near The Hamptons Beaches. Features sun loungers, a pool, and complimentary wireless internet access. The Bentley Hotel Southampton : Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport : Hotel located near The Hamptons Beaches. Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Sag Harbor Inn : Features a private beach, a seasonal outdoor pool, and 2 bars. The Harbor Front Inn : Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool, and free self parking.

Q: How many pool hotels can I expect to find in Water Mill?

Expedia has 5 hotels in Water Mill for your poolside break.

Q: 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 Atlantic Golf Course.

Q: 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.

Check availability on Water Mill Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Water Mill hotels with a pool

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

Water Mill

￥689,384 total

includes taxes & fees

May 31 - Jun 1

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Water Mill

￥701,536 total

includes taxes & fees

Jun 11 - Jun 12

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

￥47,979 total

includes taxes & fees

Jun 2 - Jun 3

The Penny Lane

Hampton Bays

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

￥44,451 total

includes taxes & fees

Jun 7 - Jun 8

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

￥40,188 total

includes taxes & fees

Jun 12 - Jun 13

North Fork Resort

Greenport

￥49,670 total

includes taxes & fees

Jun 1 - Jun 2

Sea Crest Resort

Amagansett

Coastal serenity awaits at this oceanfront hotel with an inviting pool and comfortable loungers for relaxation.

￥46,463 total

includes taxes & fees

Jun 4 - Jun 5

The Hampton Maid

Hampton Bays

Splash into summer at this Hampton motel, where the seasonal pool and massage services await.

￥47,487 total

includes taxes & fees

Jun 3 - Jun 4

View all properties

Choose what matters most at hotels with a pool in Water Mill

Breakfast included

4 stars

Top Water Mill Hotel Reviews

The Atlantic Hotel

10/10 Excellent

"Room was spacious mattresses are fluffy I slept well Staff are nice The property had a pool volleyball court lots of green spaces that I was unable to to enjoy because of the rain I will come back again"

Gurney's Montauk Resort & Seawater Spa

4/10 Poor

"major construction would be ongoing for three of our four days at the hotel. Had we been informed beforehand, we would have made different arrangements entirely. The first room we were assigned had multiple issues: The AC was not functioning, and the room was 80 degrees upon arrival. The “ocean view” room primarily overlooked the parking lot, where delivery and work trucks created noise throughout the day. The door hinge was broken, leaving visible openings to the outside where bugs could enter. We attempted to contact the front desk to request a room change but were unable to get through initially and received no callback. After calling again two hours later, we were told someone would bring new room keys. Thirty minutes passed with no follow-up, and when I called again, the front desk member appeared unaware of the situation entirely but was able to send someone. While we appreciated being moved, the second room also felt poorly maintained, with visible grime on the side table and floor. At that point, we did not want to continue complaining so did not raise the issue. Additionally, despite my emailed request ahead of arrival (below), there were no extra pillows in either room to support my pregnancy. Unfortunately, the issues extended throughout the property: The gym was incredibly warm, construction noise was so loud it could be heard through noise-canceling headphones, and three of the five treadmills were out of service. The fire pit and shared outdoor areas were d"

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?

Gurney's Montauk Resort & Seawater Spa: Vacation home located near The Hamptons Beaches. Features sun loungers, a pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport: Hotel located near The Hamptons Beaches. Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Sag Harbor Inn: Features a private beach, a seasonal outdoor pool, and 2 bars. The Harbor Front Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool, and free self parking.

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 Atlantic Golf Course.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Water Mill Hotels with a Pool

Our top choices for Water Mill hotels with a pool

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock