Title: Top Guest Houses in Dutchess County in 2026 | Expedia.ca [Dutchess County Hotels](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Hotel-Destinations)[Vacation Rentals in Dutchess County](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Vacation-Rental-Destinations)[Dutchess County Car Rentals](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Car-Rental-Destinations)[Dutchess County Vacations](https://expedia.ca/Dutchess-County.d553248635083914455.Destination-Travel-Guides) ![Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements](https://images.trvl-media.com/place/6127069/a5f9e570-f4d7-4782-9239-15aa943a29e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6127069/a5f9e570-f4d7-4782-9239-15aa943a29e3.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 [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Dutchess County ![Rhinebeck featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92721-Rhinebeck.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rhinebeck [](https://expedia.ca/Rhinebeck-Guest-Houses.d55927-aaGuestHouses.Travel-Guide-Accommodation) ![Poughkeepsie featuring autumn leaves and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59985-Poughkeepsie.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Poughkeepsie [](https://expedia.ca/Poughkeepsie-Guest-Houses.d6056317-aaGuestHouses.Travel-Guide-Accommodation) ![Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92764-Franklin-D-Roosevelt-Presidential-Library-And-Museum.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hyde Park [](https://expedia.ca/Hyde-Park-Guest-Houses.d117834-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5ed4e498e823f3c45f8a5b89326df92e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Beacon [](https://expedia.ca/Beacon-Guest-Houses.d6173904-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/fc4f510130aae06862919d0e1b6237b6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Millbrook [](https://expedia.ca/Millbrook-Guest-Houses.d6051715-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Dutchess County guest houses ![Terrace/patio](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/1f1a24f6.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) ![43-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/90bbcbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5e918972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station Inn Pawling [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) Pawling 9.0/10 Wonderful (187 reviews) "First, we were upgraded to a King room/Blue Room at the Charter House. It was beautiful! Freshly redone with the the new smell still in the air. Space was spotless with fluffy towels, comfortable king bed, great pillows." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $239 CA $270 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.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) ![Dining room](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/486a5819.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) ![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 (115 reviews) "Unique, great location and wonderful hosts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane [](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=2026-01-31&endDate=2026-02-01®ionId=553248635083914455&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%2FDutchess-County-Guest-Houses.d553248635083914455-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDutchess-County-Guest-Houses.d553248635083914455-aaGuestHouses.Travel-Guide-Accommodation) ## Top Dutchess County Hotel Reviews ![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 "check in was easy and quick. room is clean" [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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 "Team is friendly, professional and helpful. Room was clean and comfy. Breakkfast is well maintained with a variety of options. Love the make your own waffles and the potatoes andyogurt selections. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "A solid nights sleep on a comfy yet firm mattress. Stylish bedding " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "Everything was great" [](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.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 "Easy parking, check-in. Nice rooms" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Courtyard by Marriott Fishkill](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg) ### Courtyard by Marriott Fishkill 10/10 Excellent "Yes everything was superb " [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) ![Holiday Inn Express Fishkill-Mid Hudson Valley by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/830db074_y.jpg) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG 10/10 Excellent "Clean room, AMAZINGLY soft bed, exceptional customer service... one of the best hotels I've been too. If I'm ever back in town, I'll be a returning customer! " [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "Good spot " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.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 "We had a well appointed king room with great amenities. All the comforts you would expect from a suite." [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ## Find out more about Dutchess County ## Dutchess County Guest Houses information | Number of reviews | 302 | | ----------------- | -------------- | | Accommodation | 2 Guest Houses | | Lowest Price | CA $270 | | Highest Price | CA $270 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Millbrook ](https://www.expedia.ca/5Star-Millbrook-Hotels.s50-0-d6051715.Travel-Guide-Filter-Hotels) - [Bangall Hotels ](https://www.expedia.ca/Bangall-Hotels.d3000447992.Travel-Guide-Hotels) - [Hotels & Resorts for Couples in Clinton Corners ](https://www.expedia.ca/Clinton-Corners-Hotels-Couples-Resorts-Hotels.0-0-d6173896-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Clinton Corners ](https://www.expedia.ca/Clinton-Corners-Hotels-Hotels-With-Bar.0-0-d6173896-tHotelswithBar.Travel-Guide-Filter-Hotels) - 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[Luxury Hotels in Hyde Park ](https://www.expedia.ca/Hyde-Park-Hotels-Luxury-Hotel.0-0-d117834-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Hyde Park ](https://www.expedia.ca/Hyde-Park-Hotels-Pet-Friendly-Hotel.0-0-d117834-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Hyde Park ](https://www.expedia.ca/Hyde-Park-Hotels-Wedding-Hotels.0-0-d117834-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Hyde Park ](https://www.expedia.ca/Hyde-Park-Hotels-Winery-Hotel.0-0-d117834-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hyde Park Hotels ](https://www.expedia.ca/Hyde-Park-Hotels.d117834.Travel-Guide-Hotels) - [Inns in Hyde Park ](https://www.expedia.ca/Hyde-Park-Inns.d117834-aaInns.Travel-Guide-Accommodation) - [Motels in Hyde Park ](https://www.expedia.ca/Hyde-Park-Motels.d117834-aaMotels.Travel-Guide-Accommodation) - [Hotels near Innisfree Garden ](https://www.expedia.ca/Innisfree-Garden-Hotels.0-l553248621559866380-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Lagrangeville ](https://www.expedia.ca/Lagrangeville-Apart-Hotels.d3000350983-aaApartHotels.Travel-Guide-Accommodation) - [Cheap Hotels in Lagrangeville ](https://www.expedia.ca/Lagrangeville-Hotels-Cheap-Hotels.0-0-d3000350983-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lagrangeville ](https://www.expedia.ca/Lagrangeville-Hotels-Luxury-Hotel.0-0-d3000350983-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Lagrangeville Hotels ](https://www.expedia.ca/Lagrangeville-Hotels.d3000350983.Travel-Guide-Hotels) - [Farmstay in Millbrook ](https://www.expedia.ca/Millbrook-Agritourism.d6051715-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Millbrook ](https://www.expedia.ca/Millbrook-Bed-And-Breakfast.d6051715-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Millbrook ](https://www.expedia.ca/Millbrook-Chalets.d6051715-aaChalets.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Millbrook ](https://www.expedia.ca/Millbrook-Hotels-Beach-Hotel.0-0-d6051715-tBeachHotel.Travel-Guide-Filter-Hotels) - 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