Hotels with Swimming Pool in Montauk, New York

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Check availability on Montauk Hotels with Swimming Pool

Our top choices for Montauk hotels with a pool

BBQ/picnic area
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (79)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is P6,850
P11,196 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1266)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is P8,177
P10,497 total
includes taxes & fees
Dec 15 - Dec 16
Montauk Manor
Outdoor pool, sun loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (288)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
Daunt's Albatross Motel
Sports facility
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is P8,445
P15,647 total
includes taxes & fees
Dec 21 - Dec 22
Hero Beach Club
Children's activities
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very Good, (697)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is P23,010
P31,404 total
includes taxes & fees
Dec 15 - Dec 16
Gurney's Montauk Resort & Seawater Spa
Living area
Offshore Residences

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is P28,261
P39,029 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Offshore Residences
Indoor pool
The Taber Inne & Suites

The Taber Inne & Suites

The Taber Inne & Suites
2.0 star property
Mystic
9.6 out of 10, Exceptional, (1001)
"The Taber Inne is the ONLY place I stay when visiting Mystic. Great staff, rooms are comfortable, beautiful pool and walking distance to downtown. "
United States
Kathryn
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

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (546)
"Awesome stay!!! Great Location "
United States
Bryan
The price is P7,736
P11,726 total
includes taxes & fees
Dec 25 - Dec 26
The Harbor Front Inn
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Winnapaug Inn

Winnapaug Inn

Winnapaug Inn
2.0 star property
Westerly
8.2 out of 10, Very Good, (1001)
"Nice place to stay for a weekend stay."
United States
Claudia
The price is P7,517
P8,494 total
includes taxes & fees
Dec 20 - Dec 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.
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Top Montauk Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay."
Rachel 1-night trip
Posted 4 days ago
Gurney's Montauk Resort & Seawater Spa

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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?
Hartmans' Briney Breezes Beach Resort: Features complimentary wireless internet access, a seasonal outdoor pool, and kitchens. Harborside Motel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Marram: Provides free self parking, a seasonal outdoor pool, and sun loungers. Kenny's Tipperary Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
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, Montauk Downs State Park, and Lake Montauk. 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.