Title: Pine Plains Villas from CA $132 | Expedia.ca [Hotels in Pine Plains](https://expedia.ca/Pine-Plains-Hotels.d3000449418.Travel-Guide-Hotels)[Vacation Rentals in Pine Plains](https://expedia.ca/Pine-Plains-Vacation-Rentals.d3000449418.Travel-Guide-VacationRentals)[Pine Plains Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Plains.d3000449418.Car-Rental-Guide)[Pine Plains Vacation Packages](https://expedia.ca/Pine-Plains.d3000449418.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 Pine Plains Villa Rentals from CA $132 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000449418&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 one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000449418&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 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pine Plains Villas No exact matches found, but these alternatives could be just right ## Recommended hotels in Pine Plains ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/d47b6767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Accessible (The Smithfield Room)](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/e3593a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/7c1959b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms (The Dutchess Suite) | Private kitchen](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/bfcf4a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Pine Plains Pine Plains 9.8/10 Exceptional (299) "Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Katherine CA $337 CA $381 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/64d93b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Corner Studio](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w4500h2996x0y0-b2a7729b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w3000h3696x0y0-3fdc44d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Loft Suite](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/f8138c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pocketbook Hotel and Bath Hudson 8.8/10 Excellent (3) "The room was very nice, and the staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kienan CA $272 CA $370 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel Great Barrington 9.0/10 Wonderful (791) "Yes it was clean & staff was very polite. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara L. [](https://www.expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/11bb9318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG Great Barrington 8.8/10 Excellent (695) "Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabitha CA $150 CA $168 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/b28516d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/fb8a0016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/fd1046f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC East Canaan 9.0/10 Wonderful (411) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $147 CA $169 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/a9be6743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington 8.4/10 Very good (1000) "Clean room, nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devron CA $118 CA $132 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/fcda508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/df160e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kingston Kingston 9.0/10 Wonderful (1000) "Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $148 CA $166 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/dccc054e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/929cce76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Kingston Kingston 8.8/10 Excellent (1001) "Great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita CA $154 CA $173 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/c02600c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/028cfcdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/6fe2b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Hyde Park Poughkeepsie North Hyde Park 8.0/10 Very good (1008) "Staff was responsive and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather Lynn CA $138 CA $156 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/0e2793ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/41bcd816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Saugerties Saugerties 7.6/10 Good (1005) "we found the room very clean and the staff was friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MAURICIO CA $139 CA $156 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/ee573108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/8885aa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/7e35994a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Kingston Kingston 8.8/10 Excellent (776) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LOIS CA $156 CA $175 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/e6217d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Alander Copake 9.0/10 Wonderful (182) "Very nice clean place in a beautiful area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne CA $218 CA $244 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/5c7779f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/1d3c6fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/13ab8661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Kingston-Ulster by IHG Lake Katrine 9.4/10 Exceptional (1000) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Siju CA $164 CA $184 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/48aafc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/6dc569e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Patio, Garden View](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/2a0502e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/0b1a6314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kent Collection - The Firefly Inn Kent 10/10 Exceptional (2) "Beautiful property, well maintained and near town for restaurants, galleries, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $371 CA $427 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Kent-Hotels-The-Kent-Collection-The-Firefly-Inn.h117878697.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/582f58c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/baff82b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d76cf1a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/ac803c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Kingston Hotel And Conference Center Kingston 7.6/10 Good (1005) "Nice staff, clean room, breakfast was tasty." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $148 CA $166 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/be4af91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/a2e409f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prospect Berkshires Egremont 9.6/10 Exceptional (14) "Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $315 CA $399 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/0196c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds, desk](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/d22663b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/7ccea5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Living area](https://images.trvl-media.com/lodging/97000000/97000000/96999600/96999590/572e680f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel Hillsdale 7.4/10 Good (116) "Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Savannah [](https://www.expedia.ca/Hillsdale-Hotels-Hilldale-Motel.h96999590.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/5257323f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/71ad964e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/e3b4fb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/w1127h1499x0y0-42ebd11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge Copake Falls 9.4/10 Exceptional (64) "This is a very cute lodge, updated with a bit of vintage charm. Close to all the Berkshires must sees and nature hiking trails. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b20f79f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/da41475a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Motel Style Room with 2 Queen Beds - Pet Friendly](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/af6d3144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms and Delamater Inn Rhinebeck 8.4/10 Very good (786) "Really enjoyed staying at this lovely property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $193 CA $219 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.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=2025-12-02&endDate=2025-12-03®ionId=3000449418&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.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&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%2FPine-Plains-Villas.d3000449418-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPine-Plains-Villas.d3000449418-aaVillas.Travel-Guide-Accommodation) ## Top Pine Plains Hotel Reviews ### St. Charles Hotel 10/10 Excellent "It was great! We were comfortable, it was a unique place, and met expectations! The manager was great, too! Very helpful when we had questions. " [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ### Hotel Kinsley 10/10 Excellent "Clean/comfortable room. Staff at front desk and restaurant were pleasant. No complaints!!!" [](https://expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) ### Hampton Inn Kingston 10/10 Excellent "Polite front desk staff, clean room, nice breakfast." [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ### Inn at Pine Plains 10/10 Excellent "Great stay" [](https://expedia.ca/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "All the staff and people in general were kind and helpful." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "Clean, breakfast was great—lady at desk was wonderful" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "The room was great—clean. The restaurant was great—the food was tasty. The staff was exemplary. I would definitely stay here again." [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "." [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ### Mirbeau Inn & Spa 10/10 Excellent "we loved access to spa facilities, they were beautiful. spa shop was lovely. we enjoyed time in town but mainly ate our meals at the hotel, which we really enjoyed. i've already highly recommend Mirbeau to my friends & family." [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ## Find out more about Pine Plains ## Pine Plains Villas information | Number of reviews | 11,217 | | --- | --- | | Accommodation | 3 Villas | | Lowest Price | CA $132 | | Highest Price | CA $427 | ## Frequently asked questions ### Why book your villa in Pine Plains with Expedia? > We think arranging a vacation shouldn't be hard, so if you're on the lookout for villas at a competitive price, Expedia has your back. Keep costs down and pick an all-inclusive stay, or splurge on a deluxe villa to spoil your favorite people. Our search filters make it easy to secure a property in Pine Plains that checks your boxes. ### How can I find cheap villas in Pine Plains? > With Expedia's user-friendly filter tool, locating cheap villas in Pine Plains is a snap. 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