Title: Preston Hollow Chalets from CA $246 | Expedia.ca [Preston Hollow Travel Guide](https://expedia.ca/Preston-Hollow.dx553248634999030445)[Hotels in Preston Hollow](https://expedia.ca/Preston-Hollow-Hotels.d553248634999030445.Travel-Guide-Hotels)[Vacation Rentals in Preston Hollow](https://expedia.ca/Preston-Hollow-Vacation-Rentals.d553248634999030445.Travel-Guide-VacationRentals)[Preston Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Preston-Hollow.d553248634999030445.Car-Rental-Guide)[Preston Hollow Vacation Packages](https://expedia.ca/Preston-Hollow.d553248634999030445.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Preston Hollow from CA $246 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&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) ## Browse Select Preston Hollow Chalets ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/6103aa7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/f968c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Suite Tannersville 10/10 Exceptional (2) "Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew M. CA $133 CA $246 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/42923b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/56553d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/6f54d944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/c7c704fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Mountain Hideaway - Hot Tub & Outdoors Hensonville CA $178 CA $955 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/ea514bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0434bd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/af89802d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0a1aa53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mile From Ski Slope and Festivals - 125 Nightly Fee Hunter 9.6/10 Exceptional (14) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $212 CA $349 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/3d7019b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/5053b8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/93418b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $166 CA $285 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/57ea4514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/ea584011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/3bed5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/71b41d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville 10/10 Exceptional (1) "cute little spot! very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. CA $166 CA $285 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/97b0013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/f60b3dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/b55d805a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/5ac26c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven Windham 10/10 Exceptional (3) "Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. CA $954 CA $2,041 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/a78d7cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/901cc9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/w2045h1365x3y0-b9635d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/82ba52fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $166 CA $285 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.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=2025-12-09&endDate=2025-12-10®ionId=553248634999030445&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_BF_PROMO_553248634999030445) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Preston+Hollow%2C+New+York%2C+United+States+of+America®ionId=553248634999030445&latLong=42.435481%2C-74.229671&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=CHALET) ![](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%2FPreston-Hollow-Chalets.d553248634999030445-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPreston-Hollow-Chalets.d553248634999030445-aaChalets.Travel-Guide-Accommodation) ## Top Preston Hollow Hotel Reviews ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Great stay for a weekend out of the city. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](https://images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "Great and friendly staff Rooms were immaculate We were pleasantly surprised " [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Quiet, cozy. Got checked in by a cat. Loved it." [](https://expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "I had a wonderful winter escape at this Catskills hotel. The staff was truly stellar—kind, attentive, and incredibly helpful throughout my stay. The location was perfect for a peaceful reset, with quiet mountain views that felt worlds away from the city. The amenities were exactly what I needed to unwind and recharge. I left feeling refreshed and can’t wait to return." [](https://expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Spark by Hilton West Coxsackie](https://images.trvl-media.com/lodging/1000000/210000/201300/201283/aa9349e8_y.jpg) ### Spark by Hilton West Coxsackie 10/10 Excellent "Everything is perfect " [](https://expedia.ca/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "Clean cozy room, comfortable bed, great shower, inviting and beautifully decorated common areas, ability to have coffee any time, awesome breakfast, and last but definitely not least, the wonderful staff-genuinely warm and welcoming. And man, that breakfast was so good. I loved that I could have overnight oats for breakfast!" [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Disappointed about not having a jacuzzi when it was advertised, but everything else was excellent. " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "We had the best time! So close to the city yet you feel so secluded. " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Quality Inn & Suites Schoharie near Howe Caverns](https://images.trvl-media.com/lodging/1000000/520000/520000/519946/5c5889b6_y.jpg) ### Quality Inn & Suites Schoharie near Howe Caverns 10/10 Excellent "The bed was extremely comfortable." [](https://expedia.ca/Schoharie-Hotels-Quality-Inn-Suites-Schoharie-Near-Howe-Caverns.h519946.Hotel-Information) ## Find out more about Preston Hollow ## Preston Hollow Chalets information | Number of reviews | 17 | | --- | --- | | Accommodation | 45 Chalets | | Lowest Price | CA $246 | | Highest Price | CA $2,041 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in East Windham](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ashland](https://www.expedia.ca/Ashland-Hotels-Luxury-Hotel.0-0-d3000422181-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ashland Hotels](https://www.expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels) - [Luxury Hotels in Cornwallville](https://www.expedia.ca/Cornwallville-Hotels-Luxury-Hotel.0-0-d6336215-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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