TOP Hotels with Pool in Water Mill, NY for 2026

Q: What are some accommodation options with pools in Water Mill?

Gurney's Montauk Resort & Seawater Spa : Holiday home located near The Hamptons Beaches. Features sunloungers, 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.

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Our top choices for Water Mill hotels with a pool

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.

฿10,022 total

includes taxes & fees

9 Jun - 10 Jun

The Hampton Maid

Hampton Bays

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

฿14,262 total

includes taxes & fees

31 May - 1 Jun

The Penny Lane

Hampton Bays

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

฿9,295 total

includes taxes & fees

7 Jun - 8 Jun

North Fork Resort

Greenport

฿11,074 total

includes taxes & fees

9 Jun - 10 Jun

Ocean Vista Resort

Amagansett

Oceanside sanctuary provides splendid private beach access and indoor pool oasis.

฿9,027 total

includes taxes & fees

2 Jun - 3 Jun

Sea Crest Resort

Amagansett

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

฿9,430 total

includes taxes & fees

3 Jun - 4 Jun

Ocean View Terrace Inn

Hampton Bays

Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.

฿7,283 total

includes taxes & fees

8 Jun - 9 Jun

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.

฿8,236 total

includes taxes & fees

11 Jun - 12 Jun

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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 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?

Gurney's Montauk Resort & Seawater Spa: Holiday home located near The Hamptons Beaches. Features sunloungers, 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 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 Atlantic Golf Course.

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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