Title: Best Cottages in Callicoon in 2026 | Expedia.co.uk [Hotels in Callicoon](https://expedia.co.uk/Callicoon-Hotels.d183645.Travel-Guide-Hotels)[Holiday Rentals in Callicoon](https://expedia.co.uk/Callicoon-Holiday-Rentals.d183645.Travel-Guide-HolidayRentals)[Flights to Callicoon](https://expedia.co.uk/Cheap-Flights-To-Callicoon.d183645.Travel-Guide-Flights)[Callicoon Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Callicoon.d183645.Car-Hire-Guide)[Callicoon Holidays](https://expedia.co.uk/Callicoon.d183645.Holidays-City-Breaks) ![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) ![](https://images.trvl-media.com/place/183645/66dcd65e-a7fa-4b9b-bdfd-a01c7a167c3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 prices for these dates In two weeks [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183645&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=183645&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [15 May - 17 May](https://www.expedia.co.uk/Hotel-Search?regionId=183645&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [12 Jun - 14 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=183645&startDate=2026-06-12&endDate=2026-06-14&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) ![Smart TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/65000000/64710000/64703600/64703599/1b8982aa.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) ### Lakefront | Sport Courts | HotTub | GameRoom [](https://www.expedia.co.uk/Highland-Lake-Hotels-This-Cottage-Is-A-3-Bedroom.h64703599.Hotel-Information) Highland Lake 10/10 Exceptional (33 reviews) "This property is absolutely beautiful. The check in process was easy and the host was super helpful and sweet! Highly recommend this place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina V. £613 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/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) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112520000/112515700/112515635/43f19b46.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) ### Tiny House Cabin in Livingston Manor, NY [](https://www.expedia.co.uk/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. £168 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/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) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/0e124b5d.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/45000000/44330000/44326900/44326882/8763ea4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roscoe Cottage Pet Friendly [](https://www.expedia.co.uk/Roscoe-Hotels-Roscoe-Cottage-Pet-Friendly.h44326882.Hotel-Information) Roscoe 9.8/10 Exceptional (19 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 £229 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Roscoe-Hotels-Roscoe-Cottage-Pet-Friendly.h44326882.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74270000/74269800/74269754/9eb2d8f1.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) ![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) ### Charming 120-year-old farmhouse by the creek [](https://www.expedia.co.uk/Hancock-Hotels-Charming-120-Year-Old-Farmhouse-By-The-Creek.h74269754.Hotel-Information) Hancock 9.0/10 Wonderful (24 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. £241 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/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) ![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) ![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) ### Deluxe Duplex • Heart Runs & Ski Runs [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.Hotel-Information) Pleasant Mount £167 includes taxes & fees 20 Feb - 21 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Secluded-Duplex-WKitchen-Closest-To-Camps.h55396787.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) ![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.co.uk/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.Hotel-Information) Pleasant Mount £442 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Equestrian-House-Suites.h108065055.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/32000000/31780000/31778700/31778656/681eb816.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) ![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 • The Velvet Slopes of Romance [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778656.Hotel-Information) Pleasant Mount £219 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/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/feb483f6.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) ![Dining](https://images.trvl-media.com/lodging/58000000/57120000/57116200/57116138/60317891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Premium Duplex • The Velvet Slopes of Romance [](https://www.expedia.co.uk/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 £274 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/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) ![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) ![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 • Crystal Peaks, Timeless Love [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.Hotel-Information) Pleasant Mount £219 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Secluded-Cottage-Getaway-Closest-To-Camps.h31778595.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/b2123d65.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/c6211662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Forest Hideout Cottage • Valentine’s Grandeur in the Mountains [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Forest-Hideout-Cottage-Near-Camps-Autumn-Midweek-35-OFF-Promo.h121129135.Hotel-Information) Pleasant Mount 10/10 Exceptional (1 review) "the stay was fine, never knew there was a heated pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aliyah A. £436 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Forest-Hideout-Cottage-Near-Camps-Autumn-Midweek-35-OFF-Promo.h121129135.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671896/4ecb65c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage and Suite • Perfect Stay Close to Ski Slopes [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Cottage-And-Suite-Country-Escape-Autumn-Midweek-35-OFF-Promo.h121671896.Hotel-Information) Pleasant Mount £389 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Cottage-And-Suite-Country-Escape-Autumn-Midweek-35-OFF-Promo.h121671896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/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) ![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671891/8d2375da.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) ### Woodland Hideout • Romantic Escape Close to Ski Trails [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Woodland-Hideout-Autumn-Midweek-35-OFF-Promo.h121671891.Hotel-Information) Pleasant Mount £382 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Woodland-Hideout-Autumn-Midweek-35-OFF-Promo.h121671891.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) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671888/bcd86ad4.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) ### Countryside Retreat Near Ski Slopes [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Countryside-Retreat-Autumn-Midweek-35-OFF-Promo.h121671888.Hotel-Information) Pleasant Mount £385 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Countryside-Retreat-Autumn-Midweek-35-OFF-Promo.h121671888.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) ![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) ![Interior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/f5183d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709751/7552e984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Escape • Close to Camps & ELK Ski [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-City-Escape-Close-To-Camps-Autumn-Midweek-35-OFF-Promo.h121709751.Hotel-Information) Pleasant Mount £384 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-City-Escape-Close-To-Camps-Autumn-Midweek-35-OFF-Promo.h121709751.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) ![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) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121180000/121175200/121175152/d115803f.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.co.uk/Pleasant-Mount-Hotels-Family-Cottage-Escape-Autumn-Midweek-35-OFF-Promo.h121175152.Hotel-Information) Pleasant Mount £382 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Family-Cottage-Escape-Autumn-Midweek-35-OFF-Promo.h121175152.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) ![Interior](https://images.trvl-media.com/lodging/122000000/121680000/121671900/121671882/67a9f9d5.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) ![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.co.uk/Pleasant-Mount-Hotels-Country-Escape-Near-Camps-Ski-Autumn-Midweek-35-OFF-Promo.h121671882.Hotel-Information) Pleasant Mount £413 includes taxes & fees 20 Feb - 21 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Country-Escape-Near-Camps-Ski-Autumn-Midweek-35-OFF-Promo.h121671882.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) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709753/10a59030.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) ![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.co.uk/Pleasant-Mount-Hotels-Family-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709753.Hotel-Information) Pleasant Mount £410 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Family-Cottage-And-Suite-Autumn-Midweek-35-OFF-Promo.h121709753.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122070000/122062400/122062326/675838ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122070000/122062400/122062326/7f90d431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122070000/122062400/122062326/303c7486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122070000/122062400/122062326/7a580756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Suites •Close to Ski Runs Near Elk Mountain Ski Slopes [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Family-Suites-Autumn-Midweek-35-OFF-Promo.h122062326.Hotel-Information) Pleasant Mount £635 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Family-Suites-Autumn-Midweek-35-OFF-Promo.h122062326.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709757/bfe9d951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709757/a6f60a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709757/c904bcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709757/fed1c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Cottages and Suites • Mountain Retreat Near Ski Slopes [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Premium-Cottages-And-Suites-Autumn-Midweek-35-OFF-Promo.h121709757.Hotel-Information) Pleasant Mount £702 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Premium-Cottages-And-Suites-Autumn-Midweek-35-OFF-Promo.h121709757.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) ![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121219800/121219701/1fe44f52.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) ![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) ### Premier Cottages & Suite • Cozy Cottage Near Ski Mountain [](https://www.expedia.co.uk/Pleasant-Mount-Hotels-Premier-Cottages-Suite-City-Escape-Autumn-Midweek-35-OFF-Promo.h121219701.Hotel-Information) Pleasant Mount £611 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/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.co.uk/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05®ionId=183645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_183645) ## Find holiday rentals that suit your style Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APART_HOTEL) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VILLA) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Callicoon%2C+New+York%2C+United+States+of+America®ionId=183645&latLong=41.767311%2C-75.056278&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=RESIDENCE) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCallicoon-Cottages.d183645-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCallicoon-Cottages.d183645-aaCottages.Travel-Guide-Accommodation) ## Top Callicoon Hotel Reviews ### Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Everything I expected, 10/10 will be back ." [](https://expedia.co.uk/Roscoe-Hotels-Postcard-Cabins-Western-Catskills.h110493257.Hotel-Information) ![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 "Really nice room for an affordable price!" [](https://expedia.co.uk/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Hampton Inn Monticello](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0_y.jpg) ### Hampton Inn Monticello 10/10 Excellent "Yes" [](https://expedia.co.uk/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68_y.jpg) ### Best Western Monticello 10/10 Excellent "Clean room. Great staff! " [](https://expedia.co.uk/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![The Alder at Resorts World Catskills](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg) ### The Alder at Resorts World Catskills 10/10 Excellent "GREAT SPOT" [](https://expedia.co.uk/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.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 "Staff was great " [](https://expedia.co.uk/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Ledges Hotel](https://images.trvl-media.com/lodging/6000000/5330000/5320100/5320032/7e678dea_y.jpg) ### Ledges Hotel 10/10 Excellent "Beautiful setting. The Lounge area and fireplace were perfect for a winter stay. The history of the building gave it an extra layer of interest. The rooms were unique, a nice mix of modern industrial and comfort. The bar and restaurant were fantastic, loved the view of the snowy waterfall. We’d love to return in the warmer weather to enjoy the outdoor decks. " [](https://expedia.co.uk/Hawley-Hotels-Ledges-Hotel.h5320032.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 "School trip. Got my own room " [](https://expedia.co.uk/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Rooms were clean and ready for occupancy " [](https://expedia.co.uk/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ## Find out more about Callicoon ## Callicoon Cottages information | Number of reviews | 82 | | ----------------- | ---------- | | Accommodation | 6 Cottages | | Lowest Price | £167 | | Highest Price | £702 | ## 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 - More ways to book - [Book Cottages in Callicoon on Expedia.com ](https://www.expedia.com/Callicoon-Cottages.d183645-aaCottages.Travel-Guide-Accommodation)