Title: Callicoon Cottages from CA $307 | 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) ![The Upper Delaware Water Gap- The Delaware River at Calicoon, NY. #Adventure](https://images.trvl-media.com/place/183645/0172e0f7-2204-40be-9726-53120864eb84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay ![](https://images.trvl-media.com/place/183645/0172e0f7-2204-40be-9726-53120864eb84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183645&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Callicoon cottages ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/5064b486.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/d1f53490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront | Sport Courts | HotTub | GameRoom [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) Highland Lake 10/10 Exceptional (33 reviews) "We had a wonderful time and definitely would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip C. CA $207 CA $1,121 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/de2ea7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/0b989497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/d066a469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/43f19b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny House Cabin in Livingston Manor, NY [](https://www.expedia.ca/Livingston-Manor-Hotels-Tiny-House-Cabin-In-Livingston-Manor.h112515635.Hotel-Information) Livingston Manor 6.0/10 (3 reviews) "Marty was really nice. Property was as advertised, but it was out in the country, which is beautiful, but it was advertised as being in town and it’s not. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parker B. CA $243 CA $307 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Livingston-Manor-Hotels-Tiny-House-Cabin-In-Livingston-Manor.h112515635.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/4a1a25d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/29896266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/f39db4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/0e124b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Cottage Pet Friendly [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Cottage-Pet-Friendly.h44326882.Hotel-Information) Roscoe 9.8/10 Exceptional (18 reviews) "The cottage is very adorable and a great place if your looking to get away from the city life" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darwin CA $310 CA $454 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Roscoe-Hotels-Roscoe-Cottage-Pet-Friendly.h44326882.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/0776c52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/f9b8157b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/3c5591f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112610000/112600900/112600896/34455b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15 Mi to Ski Big Bear: Gem w/ Deck & Game Room [](https://www.expedia.ca/Hawley-Hotels-Game-Room-Deck-Group-Getaway-In-The-Poconos.h112600896.Hotel-Information) Hawley 10/10 Exceptional (1 review) "Excellent Vacaciones Places Instagram and Facebook recommended your Property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronny CA $305 CA $743 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Hawley-Hotels-Game-Room-Deck-Group-Getaway-In-The-Poconos.h112600896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065055/9e61c77e.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/109000000/108070000/108065100/108065055/3cf6c612.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.ca/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount CA $288 CA $836 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/f78019aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/6a5ea9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/de290323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/c68a1514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 120-year-old farmhouse by the creek [](https://www.expedia.ca/Hancock-Hotels-Charming-120-Year-Old-Farmhouse-By-The-Creek.h74269754.Hotel-Information) Hancock 8.8/10 Excellent (23 reviews) "Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza G. CA $185 CA $437 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Hancock-Hotels-Charming-120-Year-Old-Farmhouse-By-The-Creek.h74269754.Hotel-Information) ![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/56000000/55400000/55396800/55396787/702f0cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/700800aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396787/89d03c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe Duplex • Near Camps & ELK Ski [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) Pleasant Mount CA $233 CA $317 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/fbb63780.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) ![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) ![Interior](https://images.trvl-media.com/lodging/32000000/31780000/31778700/31778656/9f1d54c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideout Cottage • Near Camps & ELK Ski [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) Pleasant Mount CA $150 CA $420 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/f904c745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/2ef60601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/feb483f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 2BR Premium Duplex • Close to Ski Adventures [](https://www.expedia.ca/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 CA $192 CA $517 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Duplex-Getaway-Closest-To-Camps.h57116138.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/de768b35.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) ![Dining](https://images.trvl-media.com/lodging/32000000/31780000/31778600/31778595/73f79c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Vacation Cottage Getaway • Close to Ski Mountain [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.Hotel-Information) Pleasant Mount CA $150 CA $420 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/393f25ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/f5183d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/924bab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/156e2baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Escape • Close to Camps & ELK Ski [](https://www.expedia.ca/Pleasant-Mount-Hotels-City-Escape-Close-To-Camps-Autumn-Midweek-35-OFF-Promo.h121709751.Hotel-Information) Pleasant Mount CA $275 CA $730 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Pleasant-Mount-Hotels-City-Escape-Close-To-Camps-Autumn-Midweek-35-OFF-Promo.h121709751.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/b868c910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/02d5b3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/a073e9b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/8d2375da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodland Hideout • Romantic Escape Close to Ski Trails [](https://www.expedia.ca/Pleasant-Mount-Hotels-Woodland-Hideout-Autumn-Midweek-35-OFF-Promo.h121671891.Hotel-Information) Pleasant Mount CA $275 CA $712 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Woodland-Hideout-Autumn-Midweek-35-OFF-Promo.h121671891.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671896/ce3f8954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671896/1936d9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671896/d8b72a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671896/c8f479b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage and Suite • Perfect Stay Close to Ski Slopes [](https://www.expedia.ca/Pleasant-Mount-Hotels-Cottage-And-Suite-Country-Escape-Autumn-Midweek-35-OFF-Promo.h121671896.Hotel-Information) Pleasant Mount CA $275 CA $717 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Cottage-And-Suite-Country-Escape-Autumn-Midweek-35-OFF-Promo.h121671896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671882/67fadfa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671882/d7ecc72c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671882/67a9f9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671882/86e252c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Escape • Near Camps & Ski [](https://www.expedia.ca/Pleasant-Mount-Hotels-Country-Escape-Near-Camps-Ski-Autumn-Midweek-35-OFF-Promo.h121671882.Hotel-Information) Pleasant Mount CA $316 CA $768 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Country-Escape-Near-Camps-Ski-Autumn-Midweek-35-OFF-Promo.h121671882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121130000/121129200/121129135/bad1356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121130000/121129200/121129135/c6211662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121130000/121129200/121129135/550345d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121130000/121129200/121129135/b2123d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Forest Hideout Cottage • Nature Haven Close to Ski Adventures [](https://www.expedia.ca/Pleasant-Mount-Hotels-Forest-Hideout-Cottage-Near-Camps-Autumn-Midweek-35-OFF-Promo.h121129135.Hotel-Information) Pleasant Mount CA $285 CA $817 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Forest-Hideout-Cottage-Near-Camps-Autumn-Midweek-35-OFF-Promo.h121129135.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709753/d277e225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709753/4e4d8b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709753/ac845fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709753/4bc2718f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage and Suite • Country Cottage Close to Ski Mountain [](https://www.expedia.ca/Pleasant-Mount-Hotels-Family-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709753.Hotel-Information) Pleasant Mount CA $316 CA $772 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Family-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709753.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671888/933a73e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671888/b474ea30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671888/6b5c32ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671888/4238ffeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside Retreat Near Ski Slopes [](https://www.expedia.ca/Pleasant-Mount-Hotels-Countryside-Retreat-Autumn-Midweek-35-OFF-Promo.h121671888.Hotel-Information) Pleasant Mount CA $275 CA $717 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Countryside-Retreat-Autumn-Midweek-35-OFF-Promo.h121671888.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121180000/121175200/121175152/663d38cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121180000/121175200/121175152/45679a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121180000/121175200/121175152/5708ef4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121175200/121175152/68487328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage Escape • Group‑Friendly Retreat Close to Skiing [](https://www.expedia.ca/Pleasant-Mount-Hotels-Family-Cottage-Escape-Autumn-Midweek-35-OFF-Promo.h121175152.Hotel-Information) Pleasant Mount CA $275 CA $730 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Family-Cottage-Escape-Autumn-Midweek-35-OFF-Promo.h121175152.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709759/c72f112f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709759/c224ff53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709759/09b1f243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709759/cab0648e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Cottage and Suite • Mountain Retreat Near Ski Slopes [](https://www.expedia.ca/Pleasant-Mount-Hotels-Faminly-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709759.Hotel-Information) Pleasant Mount CA $570 CA $1,340 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Faminly-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709759.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121219800/121219701/6d307124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121219800/121219701/c448d602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121220000/121219800/121219701/96ea52a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121220000/121219800/121219701/1821eb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Cottages & Suite • Cozy Cottage Near Ski Mountain [](https://www.expedia.ca/Pleasant-Mount-Hotels-Premier-Cottages-Suite-City-Escape-Autumn-Midweek-35-OFF-Promo.h121219701.Hotel-Information) Pleasant Mount CA $433 CA $1,126 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pleasant-Mount-Hotels-Premier-Cottages-Suite-City-Escape-Autumn-Midweek-35-OFF-Promo.h121219701.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=2026-01-27&endDate=2026-01-28®ionId=183645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCallicoon-Cottages.d183645-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCallicoon-Cottages.d183645-aaCottages.Travel-Guide-Accommodation) ## Top Callicoon Hotel Reviews ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "Amazing " [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ### Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "It was clean " [](https://expedia.ca/Postcard-Cabins-Western-Catskills.h110493257.Hotel-Information) ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/ecb80f49_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "Great resort hotel. Clean and big enough room, and nice people." [](https://expedia.ca/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Upper Delaware Inn](https://images.trvl-media.com/lodging/109000000/108240000/108236600/108236510/c8c1eb4e_y.jpg) ### Upper Delaware Inn 10/10 Excellent "Every time I come to the area I make a point to stay " [](https://expedia.ca/Hancock-Hotels-Upper-Delaware-Inn.h108236510.Hotel-Information) ![The Settlers Inn](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154361/cdfab43e_y.jpg) ### The Settlers Inn 10/10 Excellent "Everything was wonderful. We enjoyed our anniversary there." [](https://expedia.ca/Hawley-Hotels-The-Settlers-Inn.h1154361.Hotel-Information) ![Handcrafted Riverfront Cabin on 10 acres](https://images.trvl-media.com/lodging/71000000/70130000/70128300/70128235/d5d84233_y.jpg) ### Handcrafted Riverfront Cabin on 10 acres 10/10 Excellent "We had a lovely, snowy getaway at the cabin! Everything was as described and Sean’s communications were prompt and informative. Very cozy space and beautiful surroundings to spend some relaxation time at the end of the busy holiday season. " [](https://expedia.ca/Starlight-Hotels-Handcrafted-Riverfront-Cabin-On-10-Acres.h70128235.Hotel-Information) ![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 "We had the best time with the kids, for the price cant complain, they keep the kids busy all day. If your looking for fancy this is not the estates nor the place lol. We had a blast!" [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Hotel Wayne](https://images.trvl-media.com/lodging/4000000/3900000/3893700/3893655/a6fa6c4b_y.jpg) ### Hotel Wayne 10/10 Excellent "Space was lovey, great staff, great location, a lil run down with the amenities but appreciated the cozy down to earth vibe! Apartment is 10/10" [](https://expedia.ca/Honesdale-Hotels-Hotel-Wayne.h3893655.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Room was clean and tidy. Staff was courteous and pleasant." [](https://expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ## Find out more about Callicoon ## Callicoon Cottages information | Number of reviews | 80 | | ----------------- | ------------ | | Accommodation | 154 Cottages | | Lowest Price | CA $307 | | Highest Price | CA $1,340 | ## Frequently asked questions ### Why book your cottage in Callicoon with Expedia? ### How can I find cheap cottages in Callicoon? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Fremont Center ](https://www.expedia.ca/4Star-Fremont-Center-Hotels.s40-0-d553248635975847954.Travel-Guide-Filter-Hotels) - [Farmstay in Bethel ](https://www.expedia.ca/Bethel-Agritourism.d553248635077688906-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Bethel ](https://www.expedia.ca/Bethel-Bed-And-Breakfast.d553248635077688906-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Bethel ](https://www.expedia.ca/Bethel-Hotels-Cheap-Hotels.0-0-d553248635077688906-tCheapHotels.Travel-Guide-Filter-Hotels) - 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