Hotels with Swimming Pool in Montauk, New York

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montauk Hotels with Swimming Pool

Our top choices for Montauk hotels with a pool

Outdoor pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (106 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is P6,718
P10,980 total
includes taxes & fees
Mar 4 - Mar 5
Offshore Montauk
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,297 reviews)
"Nice pool, great restaurant "
United States
April
The price is P10,571
P13,211 total
includes taxes & fees
Feb 20 - Feb 21
Montauk Manor
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (888 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn
Indoor pool, seasonal outdoor pool, sun loungers

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (728 reviews)
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is P16,925
P23,204 total
includes taxes & fees
Feb 22 - Feb 23
Gurney's Montauk Resort & Seawater Spa
Exterior

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (303 reviews)
"Clean room, courteous staff and great location "
United States
James
Daunt's Albatross Motel
Seasonal outdoor pool, pool umbrellas, sun loungers

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (203 reviews)
"Great weekend trip "
United States
Timothy
The price is P9,204
P16,398 total
includes taxes & fees
Mar 18 - Mar 19
Hero Beach Club
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is P27,716
P38,276 total
includes taxes & fees
Feb 22 - Feb 23
Offshore Residences
Indoor pool

The Taber Inne & Suites

The Taber Inne & Suites
2.0 star property
Mystic
9.6 out of 10, Exceptional, (1,002 reviews)
"It was perfect. The room was super . Just simple but beautiful and everyone was so nice."
United States
Janet
The Taber Inne & Suites
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (567 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
United States
Pamela
The price is P7,383
P10,088 total
includes taxes & fees
Mar 4 - Mar 5
The Harbor Front Inn
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Winnapaug Inn

Winnapaug Inn
2.0 star property
Westerly
8.4 out of 10, Very Good, (1,001 reviews)
"Nice place to stay for a weekend stay."
United States
Claudia
The price is P8,280
P9,439 total
includes taxes & fees
Feb 20 - Feb 21
Winnapaug Inn
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.
View all properties

Choose what matters most at hotels with a pool in Montauk

Breakfast included
Ocean view

Top Montauk Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Room was spotless, staff were great and the resort is top notch!!"
Carrie 2-night trip
Posted 2 weeks ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What's it like visiting Montauk?
If lounging by a pool is your idea of a great getaway, you may want to check out Montauk, which offers 55 places to stay with pools. During your visit, you can explore sights such as South Edison Beach and Montauk Downs State Park Golf Course, and then kick back and relax poolside at one of the accommodations in Montauk that guests like for their pools.
What are some accommodations with pools in Montauk?
Harborside Motel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Marram: Hotel, 6-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and sun loungers. Kenny's Tipperary Inn: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Hartmans' Briney Breezes Beach Resort: Offers complimentary wireless internet access, a seasonal outdoor pool, and kitchens.
How many pool hotels are there in Montauk?
Expedia's 55 hotels in Montauk give you a great choice for your poolside getaway.
What is there to see and do in Montauk?
The picturesque setting of South Edison Beach and Ditch Plains Beach showcase the area's natural beauty. During your stay, check out sights such as Montauk Downs State Park Golf Course, Lake Montauk, and Camp Hero State Park. Montauk appeals to visitors with its beautiful beaches and array of dining options.
When is the best time to book a hotel with a pool in Montauk?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Montauk in the warmest months of August, July, or September when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temperature is 38°F.
What's the best way to travel around Montauk?
Knowing the transportation options in and around Montauk can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop aboard a train at Montauk Station. Montauk might not have very many public transit options so consider a car rental to maximize your time.

Explore a world of travel with Expedia