Title: The Best Roscoe Hotels with Pools from $105 - Hotels with indoor pools in Roscoe, NY | Expedia.com [Roscoe Travel Guide](https://expedia.com/Roscoe.dx153037)[Hotels in Roscoe](https://expedia.com/Roscoe-Hotels.d153037.Travel-Guide-Hotels)[Vacation Rentals in Roscoe](https://expedia.com/Roscoe-Vacation-Rentals.d153037.Travel-Guide-VacationRentals)[Flights to Roscoe](https://expedia.com/Cheap-Flights-To-Roscoe.d153037.Travel-Guide-Flights)[Car Rentals in Roscoe](https://expedia.com/Car-Rentals-In-Roscoe.d153037.Car-Rental-Guide)[Roscoe Vacation Packages](https://expedia.com/Roscoe.d153037.Destination-Travel-Guides) ![Roscoe, NY - USA - Sept 17, 2022 Horizontal view of the entrance to the Beaverkill Covered Bridge, also known as the Conklin Bridge, a wooden covered bridge over the Beaver Kill.](https://images.trvl-media.com/place/153037/6707b803-7828-43bb-a492-3d6fc240296e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/153037/6707b803-7828-43bb-a492-3d6fc240296e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Roscoe Hotels with a Pool Tonight [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-03-28&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-03-29&endDate=2026-03-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=153037&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Roscoe hotels with a pool ![A heated pool](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/00a0682d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/a162cada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, computer monitors](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/91e036cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113301200/113301199/df5f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall & Winter Comfort in Roscoe Mountain Home [](https://www.expedia.com/Roscoe-Hotels-Fall-Winter-Comfort-In-Roscoe-Mountain-Home.h113301199.Hotel-Information) Roscoe 9.0/10 Wonderful (2 reviews) "What a fabulous house and a wonderful little town. Our family had the best time closing out summer at this perfect retreat. The house is perfectly renovated and everything is top notch. Communication with the house manager was a breeze. Will defiantly be back again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) victoria f. $643 nightly $722 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Roscoe-Hotels-Fall-Winter-Comfort-In-Roscoe-Mountain-Home.h113301199.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/21472002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/a901755b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/b24c479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/08ed7537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty [](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) Liberty 6.8/10 (1,002 reviews) "Everything is old in that hotel is worth it to put a little more money and stay someone else" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marta $93 nightly $105 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/cd3eed20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Monticello [](https://www.expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) Monticello 8.2/10 Very Good (1,000 reviews) "Good hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yubdeley $119 nightly $134 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/cafbf934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/b844a4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/5977b85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/95459a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Oliverea Valley [](https://www.expedia.com/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) Big Indian 9.4/10 Exceptional (43 reviews) "we love the heated pool and sauna so much!! we stay there 2 nights." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MING WAI $232 nightly $259 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/307e38ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/afa28a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/4894c94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/1bce59ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Equestrian House Suites [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount $502 nightly $548 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/7e509efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, piano bar](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/6a342d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/d481be85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center [](https://www.expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) Callicoon 6.6/10 (397 reviews) "School trip. Got my own room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristel $157 nightly $177 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/w922h610x4y0-2f924217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/df2ae630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/w926h605x0y5-d6136410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/110000000/109890000/109882600/109882536/3b459f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Arnold House [](https://www.expedia.com/Livingston-Manor-Hotels-The-Arnold-House.h109882536.Hotel-Information) Livingston Manor 8.0/10 Very Good (2 reviews) "The cozy feel and the customer service by the team " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg $271 nightly $307 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Livingston-Manor-Hotels-The-Arnold-House.h109882536.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/603ab57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/681eb816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/ed64fbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/4fbc97c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideout Cottage • Awaken With Spring [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) Pleasant Mount $279 nightly $302 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/3cd2aaf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/27ccd92f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/60317891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/c719b458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Premium Duplex • A Season of Renewal [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) Pleasant Mount 9.0/10 Wonderful (2 reviews) "Would've liked to have more to cook with than just a microwave, other than that the stay was commendable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy $329 nightly $356 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/4d8af380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/4934935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/9710fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/92e85adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Duplex • Springtime Escape [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) Pleasant Mount $381 nightly $412 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.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.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=153037&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Roscoe Breakfast included 4 stars 5 stars Hot tub Spa ## Top Roscoe Hotel Reviews ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/0d18a8bd_y.jpg) ### Days Inn by Wyndham Liberty 8/10 Good "Clean and friendly " [](https://expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31_y.jpg) ### Best Western Monticello 8/10 Good "The hotel seemed to have a foul odor but the room was clean and served its purpose. Front desk staff was very helpful and personable. Thank you for providing friendly and courteous service. " [](https://expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920_y.jpg) ### Villa Roma Resort and Conference Center 6/10 Okay "There were activities for all ages, especially kids which was a great plus. The resort is a bit secluded and we wish there could have been more options for eating. We placed a room delivery order from one of the on site restaurants which did not arrive for more than 90 minutes. I had to go pick it up and the food was cold by then. They were nice enough to give few add ons for free. The resort was may be 25 % occupied and they could have given us a better room, but they gave us a room which was on the farthest side of the building. We stayed for 3 nights so I thought we deserved a bit better. " [](https://expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Roscoe? ### What is there to see and do in Roscoe? ### When is the best time to book a hotel with a pool in Roscoe? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Roscoe Presbyterian Church ](https://www.expedia.com/Roscoe-Presbyterian-Church-Hotels.0-l553248621558012066-0.Travel-Guide-Filter-Hotels) - [Hotels near Catskill Fly Fishing Center and Museum ](https://www.expedia.com/Catskill-Fly-Fishing-Center-And-Museum-Hotels.0-l553248621552322104-0.Travel-Guide-Filter-Hotels) - [Livingston Manor Hotels ](https://www.expedia.com/Livingston-Manor-Hotels.d126769.Travel-Guide-Hotels) - [Cabin Rentals in Livingston Manor ](https://www.expedia.com/Livingston-Manor-Cabins.d126769-aaCabins.Travel-Guide-Accommodation) - [Motels in Livingston Manor ](https://www.expedia.com/Livingston-Manor-Motels.d126769-aaMotels.Travel-Guide-Accommodation) - 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