Title: Pleasant Valley Guest Houses from CA $326 | Expedia.ca [Hotels in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Hotels.d6046250.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Vacation-Rentals.d6046250.Travel-Guide-VacationRentals)[Things to do in Pleasant Valley](https://expedia.ca/Things-To-Do-In-Pleasant-Valley.d6046250.Travel-Guide-Activities)[Pleasant Valley Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Valley.d6046250.Car-Rental-Guide)[Pleasant Valley Vacation Packages](https://expedia.ca/Pleasant-Valley.d6046250.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e70b2d42be0e8a0800724cd7ce18d8c7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by louann ohora # Search Guest Houses in Pleasant Valley from CA $326 ![](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pleasant Valley Guest Houses ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/35612267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![#4-Dream Catcher Suite](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/6051640b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d3b66550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d719a131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moondance Ridge Bed & Breakfast New Paltz 9.4/10 Exceptional (72) "Clean and comfortable room. Great location." CA $279 CA $390 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/b2f9fdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/c2a856d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/faf4467b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5229278b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station Inn Pawling Pawling 9.2/10 Wonderful (178) "Very clean. " CA $301 CA $341 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/550202f7.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) ![Deluxe Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f590a752.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) ### The Gables of Rhinebeck Inn Rhinebeck 9.2/10 Wonderful (110) "Large clean room. Comfy beds. Great location. Lovely stay!!" CA $326 CA $399 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/ecb4d351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite | Private kitchenette](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/38d379df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### The Wiltwyck Kingston 9.4/10 Exceptional (160) "Great location." CA $221 CA $326 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.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=2025-10-27&endDate=2025-10-28®ionId=6046250&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%2FPleasant-Valley-Guest-Houses.d6046250-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Valley-Guest-Houses.d6046250-aaGuestHouses.Travel-Guide-Accommodation) ## Top Pleasant Valley Hotel Reviews ![Home2 Suites By Hilton Poughkeepsie](//images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg) ### Home2 Suites By Hilton Poughkeepsie 10/10 Excellent "Great stay" [](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Our room was right next to an entrance where cigarette smoke was easily smelled upon entering our room. Eventually, we requested to switch rooms due to something different and the rest of our stay was a breath of fresh air. Staff was very kind helpful and accommodating. Would recommend to others." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "I was pleasantly surprised with how gorgeous this hotel was. My room was super clean. The fitness area along with the pool were beautiful. If I'm ever in the area again this is where I will be staying! " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "We enjoyed our 1 night stay st Minnewaska Lodge. The front desk manager, Kristen, was extremely helpful and pleasant. Nice breakfast buffet." [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "Parking area was save" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Spacious Bathroom " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](//images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Pets welcome " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The room was very large and the price was great." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](//images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott 10/10 Excellent "This hotel is well located to local historic sites. The room was spacious and sparkling clean. Breakfast was plentiful and delicious. Parking was convenient. The bar and tender were great. The concierge gave great alternative day trips because of the closure of the FDR Library and those suggestions were well worth it. Happy to have stayed here." [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ## Find out more about Pleasant Valley ## Pleasant Valley Guest Houses information | Number of reviews | 519 | | --- | --- | | Accommodation | 6 Guest Houses | | Lowest Price | CA $326 | | Highest Price | CA $399 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Poughkeepsie](https://www.expedia.ca/5Star-Poughkeepsie-Hotels.s50-0-d6056317.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Hotels-With-Free-Parking.0-n553248634999048383-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Luxury-Hotel.0-n553248634999048383-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Wedding-Hotels.0-n553248634999048383-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Culinary Institute of America](https://www.expedia.ca/Culinary-Institute-Of-America-Hotels.0-l6093745-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Dutchess County](https://www.expedia.ca/Destinations-In-Dutchess-County-Cheap-Hotels.0-0-d553248635083914455-tCheapHotels.Hotel-Filter-Destinations) - [Luxury Hotels in Dutchess County](https://www.expedia.ca/Destinations-In-Dutchess-County-Luxury-Hotel.0-0-d553248635083914455-tLuxuryHotel.Hotel-Filter-Destinations) - [Dutchess County Hotels](https://www.expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Hotel-Destinations) - [Town of La Grange Hotels](https://www.expedia.ca/Destinations-In-Town-Of-La-Grange.d553248635976002193.Hotel-Destinations) - [B&B in Dutchess County](https://www.expedia.ca/Dutchess-County-Bed-And-Breakfast.d553248635083914455-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Eleanor Roosevelt National Historic Site](https://www.expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Hotels.0-l6156532-0.Travel-Guide-Filter-Hotels) - [B&B in Fairview](https://www.expedia.ca/Fairview-Bed-And-Breakfast.d553248634999149958-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Fairview](https://www.expedia.ca/Fairview-Chalets.d553248634999149958-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Fairview](https://www.expedia.ca/Fairview-Guest-Houses.d553248634999149958-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fairview](https://www.expedia.ca/Fairview-Holiday-Parks.d553248634999149958-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Fairview](https://www.expedia.ca/Fairview-Hotels-Cheap-Hotels.0-0-d553248634999149958-tCheapHotels.Travel-Guide-Filter-Hotels) - [Fairview Hotels](https://www.expedia.ca/Fairview-Hotels.d553248634999149958.Travel-Guide-Hotels) - [Inns in Fairview](https://www.expedia.ca/Fairview-Inns.d553248634999149958-aaInns.Travel-Guide-Accommodation) - [Lodges in Fairview](https://www.expedia.ca/Fairview-Lodges.d553248634999149958-aaLodges.Travel-Guide-Accommodation) - [Resorts in Fairview](https://www.expedia.ca/Fairview-Resort-Hotels.d553248634999149958-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Fishers Island](https://www.expedia.ca/Fishers-Island-Bed-And-Breakfast.d1208-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Fishers Island](https://www.expedia.ca/Fishers-Island-Guest-Houses.d1208-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Fishers Island](https://www.expedia.ca/Fishers-Island-Inns.d1208-aaInns.Travel-Guide-Accommodation) - [Hotels near Franklin D. 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