Title: The Best Freehold, NY Chalets from $173 | Expedia.com [Freehold Travel Guide](https://expedia.com/Freehold.dx183673)[Hotels in Freehold](https://expedia.com/Freehold-Hotels.d183673.Travel-Guide-Hotels)[Vacation Rentals in Freehold](https://expedia.com/Freehold-Vacation-Rentals.d183673.Travel-Guide-VacationRentals)[Flights to Freehold](https://expedia.com/Cheap-Flights-To-Freehold.d183673.Travel-Guide-Flights)[Car Rentals in Freehold](https://expedia.com/Car-Rentals-In-Freehold.d183673.Car-Rental-Guide)[Freehold Vacation Packages](https://expedia.com/Freehold.d183673.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183673&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=183673&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=183673&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=183673&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Freehold chalets ![Reception](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/w977h1215x0y4-886a12f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/d7974d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/24041d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/106000000/105370000/105365400/105365391/69f3a17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### cozy retreat with modern amenties [](https://www.expedia.com/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.Hotel-Information) Delmar $287 nightly $310 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Delmar-Hotels-Cozy-Retreat-With-Modern-Amenties.h105365391.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/fe31f0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/17042253.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) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) Tannersville 10/10 Exceptional (1 review) "cute little spot! very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. $188 nightly $199 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494618.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) ![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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/1d8f7bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) Tannersville $188 nightly $199 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/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/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/0e6e07f0.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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Suite [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) Tannersville 9.6/10 Exceptional (5 reviews) "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. $164 nightly $173 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.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) ![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) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/b7663537.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 [](https://www.expedia.com/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) Hunter 9.0/10 Wonderful (21 reviews) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $253 nightly $273 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/e323e5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/678a4cf4.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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/923a16e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Mountain Hideaway - Hot Tub & Outdoors [](https://www.expedia.com/Hensonville-Hotels-Relaxing-Mountain-Hideaway-Hot-Tub-Outdoors.h102523130.Hotel-Information) Hensonville 10/10 Exceptional (3 reviews) "Great house and great host! Very convenient location particularly to Windham Mountain. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyrill A. $560 nightly $605 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Hensonville-Hotels-Relaxing-Mountain-Hideaway-Hot-Tub-Outdoors.h102523130.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) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/16f2cee3.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/118000000/117500000/117494700/117494620/66133e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information) Tannersville $188 nightly $199 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/4b32da4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/61962199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/e47fdd6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/23000000/22730000/22720300/22720262/fabcf80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conveniently Secluded, 1 Mile From Slopes and Festivals [](https://www.expedia.com/Hunter-Hotels-Conveniently-Secluded.h22720262.Hotel-Information) Hunter 10/10 Exceptional (62 reviews) "Wonderful house and great property manager!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew M. $1,179 nightly $1,273 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Hunter-Hotels-Conveniently-Secluded.h22720262.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) ![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/d4ed943f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/30995893.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/c3080178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven [](https://www.expedia.com/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) Windham 10/10 Exceptional (7 reviews) "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. $1,374 nightly $1,483 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.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=2026-04-07&endDate=2026-04-08®ionId=183673&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Freehold%2C+New+York%2C+United+States+of+America®ionId=183673&latLong=42.359249%2C-74.049858&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFreehold-Chalets.d183673-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFreehold-Chalets.d183673-aaChalets.Travel-Guide-Accommodation) ## Top Freehold Hotel Reviews ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/0651036f_y.jpg) ### Eastwind Windham 10/10 Excellent "Gorgeous, tasteful and close to activities, restaurant is fanstastic" [](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/02250b56_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Clean, updated bathrooms and comfortable bed." [](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "The plane is so beautiful and relaxing " [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![voco James Newbury Hudson Valley by IHG](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a_y.jpg) ### voco James Newbury Hudson Valley by IHG 10/10 Excellent "Very nice common area and the room was well decorated, well appointed, and comfortable. Fun music bingo in the bar on Saturday night. Only drawback was service in the restaurant during breakfast - only two overworked servers, resulting in long waits between visits to the table." [](https://expedia.com/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7_y.jpg) ### Hotel Vienna 10/10 Excellent "The hotel was very neat. The staffs were very nice. They made our stay very welcoming." [](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/bea70ad3_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "Nice place to stay." [](https://expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 8/10 Good "Clean and comfortable, with a pleasant staff." [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![St. Charles Hotel](https://images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/103fe21b_y.jpg) ### St. Charles Hotel 4/10 Poor "Sheets were dirty- hotel seems to house homeless " [](https://expedia.com/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "Beautiful scenery and great staff" [](https://expedia.com/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ## Find out more about Freehold ## Freehold Chalets information | Number of reviews | 91 | | ----------------- | ---------- | | Accommodation | 40 Chalets | | Lowest Price | $173 | | Highest Price | $1,483 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Cabin Rentals in East Durham ](https://www.expedia.com/East-Durham-Cabins.d183665-aaCabins.Travel-Guide-Accommodation) - 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