Title: Rhinebeck Chalets from CA $243 | Expedia.ca [Rhinebeck Travel Guide](https://expedia.ca/Rhinebeck.dx55927)[Hotels in Rhinebeck](https://expedia.ca/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)[Vacation Rentals in Rhinebeck](https://expedia.ca/Rhinebeck-Vacation-Rentals.d55927.Travel-Guide-VacationRentals)[Flights to Rhinebeck](https://expedia.ca/Cheap-Flights-To-Rhinebeck.d55927.Travel-Guide-Flights)[Things to do in Rhinebeck](https://expedia.ca/Things-To-Do-In-Rhinebeck.d55927.Travel-Guide-Activities)[Rhinebeck Car Rentals](https://expedia.ca/Car-Rentals-In-Rhinebeck.d55927.Car-Rental-Guide)[Rhinebeck Vacation Packages](https://expedia.ca/Rhinebeck.d55927.Destination-Travel-Guides) ![Rhinebeck showing signage and a city](https://images.trvl-media.com/place/55927/beb0fcb4-ee10-4b0d-bff3-9f4c1c71c2a0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Rhinebeck from CA $243 - ![](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 In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=55927&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=55927&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 three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=55927&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=55927&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Rhinebeck 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) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.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/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 $131 CA $243 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.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) ![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/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $165 CA $284 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/f24e9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/92b2eff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/29f8399f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/111000000/110760000/110752300/110752244/4c7980a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley New Paltz 9.8/10 Exceptional (10) "Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle O. CA $476 CA $1,056 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/New-Paltz-Hotels-Spacious-A-Frame-W-Game-Room.h110752244.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) ![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) ![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 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 $165 CA $284 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.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) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/b663bc52.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) ### Jessie's Harvest House Tannersville CA $165 CA $284 total includes taxes & fees Dec 2 - Dec 3 [](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=2025-12-15&endDate=2025-12-16®ionId=55927&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_55927) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=CHALET) Condos [](https://www.expedia.ca/Hotel-Search?destination=Rhinebeck%2C+New+York%2C+United+States+of+America®ionId=55927&latLong=41.926875%2C-73.912664&adults=2&startDate=2026-03-01&d1=2026-03-01&endDate=2026-03-04&d2=2026-03-04&lodging=CONDO) ![](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%2FRhinebeck-Chalets.d55927-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRhinebeck-Chalets.d55927-aaChalets.Travel-Guide-Accommodation) ## Top Rhinebeck Hotel Reviews ![Hyatt Place Poughkeepsie / Hudson Valley](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "Very well kept up. Friendly staff and clean environment in a safe location. The bed was very comfortable slept like a bay. Would stay again. " [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Staff was nice room was clean. Worked out very well" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "The bed was sooo comfy. The room was modern and clean. The breakfast was sooo good. The staff was friendly and kind. " [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Homewood Suites by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg) ### Homewood Suites by Hilton Poughkeepsie 10/10 Excellent "Great location and very clean. " [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The staff was very nice and accommodating. The room was perfect and the bed was super comfortable. Will stay again if in the area." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Very nice place where they cater to everyone as more than a guest, Staff wonderful. Quiet location, so not many choices for restaurants. " [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Holiday Inn Express Poughkeepsie by IHG](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "Staff was great. Rooms were updated. Shower heads were the big rain shower type. The beds were comfortable, not too soft. Breakfast buffet was a notch above others. " [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Pleasant staff and clean room." [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "friendly staffg" [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ## Find out more about Rhinebeck ## Rhinebeck Chalets information | Number of reviews | 11 | | --- | --- | | Accommodation | 8 Chalets | | Lowest Price | CA $243 | | Highest Price | CA $1,056 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Independent Hotels in Barrytown](https://www.expedia.ca/Barrytown-Hotels-Independent.0-0-d3000350670--bIndependent.Travel-Guide-Filter-Hotels) - [Barrytown Hotels](https://www.expedia.ca/Barrytown-Hotels.d3000350670.Travel-Guide-Hotels) - [Farmstay in Connelly](https://www.expedia.ca/Connelly-Agritourism.d3000749070-aaAgritourism.Travel-Guide-Accommodation) - 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