Find Hotels with a Pool in Water Mill, NY

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Our top choices for Water Mill hotels with a pool

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

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
$4,795 nightly
The price is $5,478
Apr 28 - Apr 29
Total with taxes and fees
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
$217 nightly
The price is $248
Apr 29 - Apr 30
Total with taxes and fees
The Penny Lane

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (694 reviews)
  • cleanliness
    Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
$176 nightly
The price is $201
May 11 - May 12
Total with taxes and fees
The Hampton Maid

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (473 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
$143 nightly
The price is $160
Apr 28 - Apr 29
Total with taxes and fees
Hamlet Inn

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
$184 nightly
The price is $210
Apr 29 - Apr 30
Total with taxes and fees
North Fork Cottages & RV Resort

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (311 reviews)
  • cleanliness
    Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
$172 nightly
The price is $197
Apr 28 - Apr 29
Total with taxes and fees
Windward Shores Ocean Resort

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
$198 nightly
The price is $226
Apr 29 - Apr 30
Total with taxes and fees
Cliffside Resort Condominiums

Sea Crest Resort

Sea Crest Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (514 reviews)
  • cleanliness
    Coastal serenity awaits at this oceanfront hotel with an inviting pool and comfortable loungers for relaxation.
$216 nightly
The price is $247
Apr 28 - Apr 29
Total with taxes and fees
Sea Crest Resort

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (236 reviews)
  • cleanliness
    Soak up the sunshine at this private beachfront haven with a seasonal outdoor pool.
$184 nightly
The price is $211
May 17 - May 18
Total with taxes and fees
Driftwood Resort

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (473 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
$164 nightly
The price is $187
Apr 30 - May 1
Total with taxes and fees
The Bentley Hotel Southampton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Top Water Mill Hotel Reviews

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 $160 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.
How can I save on a Water Mill hotel with a pool with Expedia?
Before booking your Water Mill hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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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