Title: Book the Best Hotels with TENNIS COURTS in Callicoon in 2026 | Expedia.ca [Hotels in Callicoon](https://expedia.ca/Callicoon-Hotels.d183645.Travel-Guide-Hotels)[Vacation Rentals in Callicoon](https://expedia.ca/Callicoon-Vacation-Rentals.d183645.Travel-Guide-VacationRentals)[Callicoon Car Rentals](https://expedia.ca/Car-Rentals-In-Callicoon.d183645.Car-Rental-Guide)[Callicoon Vacation Packages](https://expedia.ca/Callicoon.d183645.Destination-Travel-Guides) ![Aerial shot of a hill near Callicoon, in the Catskills area of upstate, New York](https://images.trvl-media.com/place/183645/66dcd65e-a7fa-4b9b-bdfd-a01c7a167c3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Callicoon, NY from CA $204 - ![](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 Callicoon Hotels with Tennis Courts Tonight [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Callicoon Hotels with Tennis Courts ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/bab0273c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center Callicoon 6.6/10 (389) "Absolutely fantastic resort. Rokms are clean and the people are so nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roc CA $181 CA $204 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/ae209e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/62d1a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/ed438502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/a85af36a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront | Sport Courts | HotTub | GameRoom Highland Lake 10/10 Exceptional (33) "I truly cannot say enough great things about this property and its hosts. Our group had such a great time here. The house was in fantastic condition, it was thoughtfully stocked with supplies, and had every amenity one could imagine. The property is beautiful and obviously has more space than we knew what to do with. The hosts were accommodating, responsive, and welcoming from beginning to end.I can confidently say this is one of the best property rental experiences I have ever had. I'm not sure... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle R. CA $258 CA $1,192 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42610000/42606000/42605978/643f0eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42610000/42606000/42605978/d8cd8055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/43000000/42610000/42606000/42605978/44207025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/43000000/42610000/42606000/42605978/ebdf8eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Cabin Pet Friendly Roscoe 9.4/10 Exceptional (23) "Excellent property and hosts. Wish we had more time there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harsha M. CA $312 CA $484 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Cabin-Pet-Friendly.h42605978.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34450000/34447000/34446936/b3292aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34450000/34447000/34446936/d5eaa12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34450000/34447000/34446936/0d2b37ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34450000/34447000/34446936/2bca592c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Largest VRBO in the world! 18 bedrooms, 26 bathrooms, 3 pools, sleeps 44+ Beach Lake 10/10 Exceptional (81) "Pictures don’t do it justice. Awesome once in a lifetime stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon M. [](https://www.expedia.ca/Beach-Lake-Hotels-Largest-VRBO-In-The-World-18-Bedrooms.h34446936.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33549100/33549035/7022c750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33549100/33549035/c752a2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/34000000/33550000/33549100/33549035/84c703fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33549100/33549035/cc23bf5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The East Coast's #1 Mansion sleeps between 26-36 people Beach Lake 9.8/10 Exceptional (233) "Great property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vinny C. [](https://www.expedia.ca/Beach-Lake-Hotels-The-East-Coasts-1-Mansion-Sleeps-Between-26-36-People.h33549035.Hotel-Information) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/44a08d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/d0d7648e.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/58000000/57120000/57116200/57116138/2ce38b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Premium Duplex • Autumn Midweek - 35% OFF Promo! Pleasant Mount 9.0/10 Wonderful (2) "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 CA $193 CA $522 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/21f7e199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/de768b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/b99f4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/740691bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Cottage Getaway • Close to Camps • Autumn Midweek - 35% OFF Promo! Pleasant Mount CA $151 CA $423 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/a9e91968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/ff9c1846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/8c138605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778593/3605c8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Premium Suite• Pool Access • Autumn Midweek - 35% OFF Promo! Pleasant Mount CA $127 CA $321 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Suite-Getaway-Closest-To-Camps.h31778593.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/9f1d54c3.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) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/e4e55dc0.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) ### The Hideout Cottage • Autumn Midweek - 35% OFF Promo! Pleasant Mount CA $151 CA $422 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778615/ea6013f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778615/21f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778615/3a2ad34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778615/d52cc0d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Escape • Close to Camps • Autumn Midweek - 35% OFF Promo! Pleasant Mount [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Suite-Getaway-Closest-To-Camps.h31778615.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=2025-12-17&endDate=2025-12-18®ionId=183645&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_183645) ## Top Callicoon Hotel Reviews ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg) ### Villa Roma Resort and Conference Center 10/10 Excellent "The entrance of the property was Gorgeous but the rooms needs upgrading...." [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ## Frequently asked questions ### How much do hotels with tennis courts cost in Callicoon? > Prepare to pay between CA $204 and CA $1,192 per night for hotels with tennis courts in Callicoon. Take advantage of our superb deals and land your ideal match in a few quick clicks. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How can I find cheap hotels with tennis courts in Callicoon? > Secure your Callicoon hotel with a tennis court on Expedia to bag a smashing deal. Use our handy filters to narrow your search by budget, property type and star rating — lower-rated accommodations are usually cheaper. You can also use the map to zoom in on a specific part of town and compare rates easily. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Cheap Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Cheap-Hotels.0-0-d553248635077688906-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Luxury-Hotel.0-0-d553248635077688906-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bethel](https://www.expedia.ca/Bethel-Hotels-Pet-Friendly-Hotel.0-0-d553248635077688906-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - 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