Title: Pine Plains Guest Houses from CA $210 | 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) ![Sharon Ct, USA Fall foliage and autumn colors.](https://images.trvl-media.com/place/3000449418/5a051a27-c468-4a8e-88be-3b2cc0c3e88f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000449418/5a051a27-c468-4a8e-88be-3b2cc0c3e88f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pine Plains guest houses ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/1d815ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/13c8c067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/6f96c881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) Kingston 9.4/10 Exceptional (179 reviews) "Very nice place, helpful and accommodating owners, we had a very nice stay and I would return 100%" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $118 CA $210 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/5ec352f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/ca444bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/761b9b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/7c480e6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson valley and The Berkshires Cottage [](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) Hillsdale 10/10 Exceptional (18 reviews) "Very clean and great for a couples trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean C. CA $124 CA $441 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) ![The Garden Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/8d4ea02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Parlor Suite | Living area](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/fe8573a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | Terrace/patio](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/892e10da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Academy [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) Salisbury 9.2/10 Wonderful (11 reviews) "Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $741 CA $852 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f271195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/083586ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/5f91bfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/2b7dd97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gables of Rhinebeck Inn [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) Rhinebeck Village 9.2/10 Wonderful (117 reviews) "Great location to explore downtown Rheinbeck" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $349 CA $426 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.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=2026-04-20&endDate=2026-04-21®ionId=3000449418&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](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-Guest-Houses.d3000449418-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPine-Plains-Guest-Houses.d3000449418-aaGuestHouses.Travel-Guide-Accommodation) ## Top Pine Plains Hotel Reviews ![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 "It was an overall good experience. Hot water was limited make sure to take a shower early in the morning. WiFi was good" [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg) ### Quality Inn Great Barrington 8/10 Good "Room and bed were clean as I would expect bath and toilet were clean, shower pressure was mediocre as I usually expect. Location was excellent as my ski resorts were within close proximity as well as restaurants (think Bogies, awesome food and reasonable prices). Check in was a breeze and Brian the manager was quite pleasant and informative. Will stay again on my next ski trip in the area." [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/8885aa53_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "Roomy, clean and comfortable, with great location near highway." [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Comfortable and wonderful experience. Staff was friendly and the breakfast was great! " [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Mirbeau Inn & Spa](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f_y.jpg) ### Mirbeau Inn & Spa 10/10 Excellent "We only stayed overnight as we were traveling through the area, but we did order dinner on room service which was delicious. The room was very pretty and clean and quiet. It’s right in town so you can walk around. " [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/ea653047_y.jpg) ### Pocketbook Hotel and Bath 10/10 Excellent "Beautiful artsy place. Wishing them all the success " [](https://expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43_y.jpg) ### Courtyard by Marriott Kingston 8/10 Good "Skip" [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Hotel Kinsley](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/367b2752_y.jpg) ### Hotel Kinsley 10/10 Excellent "Breakfast was very good. Cocktails were phenomenal!" [](https://expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139_y.jpg) ### AutoCamp Catskills 10/10 Excellent "What a fun stay. Super clean Air Stream and Rec area. Staff was really friendly and hospitable. Nice walking trail surrounds the property. Quiet while we were there (off season)." [](https://expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ## Find out more about Pine Plains ## Pine Plains Guest Houses information | Number of reviews | 325 | | ----------------- | --------------- | | Accommodation | 13 Guest Houses | | Lowest Price | CA $210 | | Highest Price | CA $852 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Luxury Hotels in Amenia ](https://www.expedia.ca/Amenia-Hotels-Luxury-Hotel.0-0-d183634-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Amenia ](https://www.expedia.ca/Amenia-Hotels-Pet-Friendly-Hotel.0-0-d183634-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Amenia Hotels ](https://www.expedia.ca/Amenia-Hotels.d183634.Travel-Guide-Hotels) - [Aparthotels in Ancram ](https://www.expedia.ca/Ancram-Apart-Hotels.d3000421975-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Ancram ](https://www.expedia.ca/Ancram-Bed-And-Breakfast.d3000421975-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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