Title: Book the Best Hotels with POOL in Montauk in 2026 | Expedia.ca [Montauk Travel Guide](https://expedia.ca/Montauk.dx10637)[Hotels in Montauk](https://expedia.ca/Montauk-Hotels.d10637.Travel-Guide-Hotels)[Vacation Rentals in Montauk](https://expedia.ca/Montauk-Vacation-Rentals.d10637.Travel-Guide-VacationRentals)[Flights to Montauk](https://expedia.ca/Cheap-Flights-To-Montauk.d10637.Travel-Guide-Flights)[Things to do in Montauk](https://expedia.ca/Things-To-Do-In-Montauk.d10637.Travel-Guide-Activities)[Montauk Car Rentals](https://expedia.ca/Car-Rentals-In-Montauk.d10637.Car-Rental-Guide)[Montauk Vacation Packages](https://expedia.ca/Montauk.d10637.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/10637/30775be2-2864-405a-9f87-4d8ee272cd84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Montauk, NY from CA $190 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Montauk Hotels with a Pool Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montauk hotels with a pool ![BBQ/picnic area](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6f247566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2 Queens](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2 Queens with Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/294d9a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Montauk [](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) Montauk 9.2/10 Wonderful (77) "Nice decoration, clean amenities, good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) weihao CA $161 CA $263 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/35541bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/78e3666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/8fa06225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenny's Tipperary Inn [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) Culloden Shores 8.4/10 Very good (878) "Really clean and nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiara CA $160 CA $190 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) Montauk 9.2/10 Wonderful (1265) "Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Violet CA $192 CA $246 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/a3cd59ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/6f482e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Queen Room](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/56176819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room with Balcony and Kitchen | Private kitchen](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/868b1d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Daunt's Albatross Motel [](https://www.expedia.ca/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information) Downtown Montauk 9.0/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany [](https://www.expedia.ca/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/abb4b75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/72bc8ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hero King Patio Deluxe | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/65048075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hero Beach Club [](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) Montauk 9.0/10 Wonderful (202) "Great weekend trip " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $198 CA $367 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) ![One Bedroom Condo King with Ocean view | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fa3ad3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/8db6a5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Residences [](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information) Downtown Montauk CA $663 CA $916 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information) ![Children's activities](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/5a7a4c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront One Bedroom Suite | Terrace/patio](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/3a4c2dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Two Bedroom Suite | Living area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/60539ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View One Bedroom Suite](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/d3ce4464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gurney's Montauk Resort & Seawater Spa [](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) Montauk 8.2/10 Very good (697) "Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $509 CA $695 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) Greenport 8.8/10 Excellent (544) "Awesome stay!!! Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $182 CA $275 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/c231a8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room | Living area](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/37ab0773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/640a65ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/d87543a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Taber Inne & Suites [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) Mystic 9.6/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/43997189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) Greenport 8.6/10 Excellent (598) "Staff was amazing , room clean view phenomenal " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $242 CA $345 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25®ionId=10637&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Montauk Hotel Reviews ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### 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." [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Hartmans' Briney Breezes Beach Resort](https://images.trvl-media.com/lodging/11000000/10650000/10646900/10646853/934c2137_y.jpg) ### Hartmans' Briney Breezes Beach Resort 10/10 Excellent "What a fantastic place! Check-in was super fast and easy. Room is huge and absolutely spotless! Stayed for two nights and felt right at home. I would absolutely stay here again. " [](https://expedia.ca/Montauk-Hotels-Hartmans-Briney-Breezes-Beach-Resort.h10646853.Hotel-Information) ![Hero Beach Club](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea_y.jpg) ### Hero Beach Club 10/10 Excellent "Great weekend trip " [](https://expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) ![Montauk Yacht Club](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Amazing property! Excellent service " [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Daunt's Albatross Motel](https://images.trvl-media.com/lodging/10000000/9510000/9501200/9501176/a3cd59ff_y.jpg) ### Daunt's Albatross Motel 10/10 Excellent "Clean and comfortable room" [](https://expedia.ca/Montauk-Hotels-Daunts-Albatross-Motel.h9501176.Hotel-Information) ![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg) ### Kenny's Tipperary Inn 10/10 Excellent "Very clean and spacious room! " [](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Beachcomber Resort at Montauk](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Beautiful views and so close to town. Walk right down the driveway to the ocean! " [](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![Marram](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Wonderful stay! Spacious and elegant room, friendly staff, breathtaking view. Memorable birthday weekend. " [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Breakers Montauk](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449527/3f2f9f26_y.jpg) ### Breakers Montauk 10/10 Excellent "Great location and perfect costal vibe would stay here anytime!" [](https://expedia.ca/Montauk-Hotels-Breakers-Montauk.h10449527.Hotel-Information) ## Frequently asked questions ### What's it like visiting Montauk? ### What are some accommodations with pools in Montauk? ### How many pool hotels are there in Montauk? ### What is there to see and do in Montauk? ### When is the best time to book a hotel with a pool in Montauk? ### What's the best way to travel around Montauk? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Beach Hotel Hotels in Amagansett North ](https://www.expedia.ca/Amagansett-North-Amagansett-Hotels-Beach-Hotel.0-n553248635975748319-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Amagansett North ](https://www.expedia.ca/Amagansett-North-Amagansett-Hotels-Hotels-With-Indoor-Pool.0-n553248635975748319-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Amagansett North ](https://www.expedia.ca/Amagansett-North-Amagansett-Hotels-Luxury-Hotel.0-n553248635975748319-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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