Title: Dutchess County Cottages | 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) # Search Dutchess County Cottage Rentals ## Compare and save - ![](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 [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635083914455&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Dutchess County ![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-Cottages.d6056317-aaCottages.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-Cottages.d117834-aaCottages.Travel-Guide-Accommodation) ![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-Cottages.d55927-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5ed4e498e823f3c45f8a5b89326df92e.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Beacon [](https://expedia.ca/Beacon-Cottages.d6173904-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/fc4f510130aae06862919d0e1b6237b6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Millbrook [](https://expedia.ca/Millbrook-Cottages.d6051715-aaCottages.Travel-Guide-Accommodation) ## Our top choices for Dutchess County cottages ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/d885b8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/1cce2c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/def7000b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/f855a842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Be-In-Nature-At-This-Gorgeous-Riverfront-Cabin.h91387900.Hotel-Information) 10/10 Exceptional (24) "This was the perfect get away spot! Serene location, lovely amenities, and a gracious host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie C. [](https://www.expedia.ca/Poughkeepsie-Hotels-Be-In-Nature-At-This-Gorgeous-Riverfront-Cabin.h91387900.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/fb09ea47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/e4bf4263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/9aa4484b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/00a0948c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Rhinebeck Village [](https://www.expedia.ca/Rhinebeck-Hotels-Charming-Rhinebeck-Cottage.h111213931.Hotel-Information) 10/10 Exceptional (3) "Wonderful hosts and a spectacular view out the windows!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. [](https://www.expedia.ca/Rhinebeck-Hotels-Charming-Rhinebeck-Cottage.h111213931.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96740000/96736400/96736338/17cbc630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96740000/96736400/96736338/w907h683x59y0-e3505308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96740000/96736400/96736338/w618h668x203y15-3387fc5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96740000/96736400/96736338/w904h683x60y0-52a0dc67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Red Hook [](https://www.expedia.ca/Red-Hook-Hotels-Creekside-Cottage-The-Fitz-House-Red-Hook-NY.h96736338.Hotel-Information) 10/10 Exceptional (5) "What a lovely spot! Beds were so so comfortable and everything was perfect. We attended a wedding just a mile or so down the road so the location was incredible. One thing to note is that the bathroom is in one of the rooms so if two couples went it might be awkward if everyone isn’t 100% comfortable with each other. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie P. [](https://www.expedia.ca/Red-Hook-Hotels-Creekside-Cottage-The-Fitz-House-Red-Hook-NY.h96736338.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/17555ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/08bbe19b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/cdefba5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116790000/116789600/116789506/bfadd716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Verbank [](https://www.expedia.ca/Millbrook-Hotels-3-Bedroom-Cottage-In-Verbank.h116789506.Hotel-Information) 10/10 Exceptional (5) "The property is amazing. The house is beautiful and very inviting and comfortable. It was easy to locate. Even though the property was older with loads of charm it was updated with many modern conveniences. The owner stayed in contact to make sure we had everything we needed. We would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauretta W. [](https://www.expedia.ca/Millbrook-Hotels-3-Bedroom-Cottage-In-Verbank.h116789506.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/0c99c9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/16d10761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/1f260241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106090000/106082800/106082742/fa2cef8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Holmes [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.Hotel-Information) [](https://www.expedia.ca/Holmes-Hotels-Magnificent-Lake-View.h106082742.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/2634fa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/c4f07c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/ce7bd4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78400000/78397000/78396908/8e33fd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Rhinebeck [](https://www.expedia.ca/Rhinebeck-Hotels-Reset-And-Relax-In-Luxury-Cottage.h78396908.Hotel-Information) 10/10 Exceptional (45) "Beautiful spot to relax and renew after going to Omega for an intensive class. Quiet, comfy, and very accessible. Looking forward to staying there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane C. [](https://www.expedia.ca/Rhinebeck-Hotels-Reset-And-Relax-In-Luxury-Cottage.h78396908.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120590000/120581900/120581883/40414771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120590000/120581900/120581883/9f1b53d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120590000/120581900/120581883/dee348fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120590000/120581900/120581883/03764817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pine Plains [](https://www.expedia.ca/Pine-Plains-Hotels-Pool-Private-Acreage-Luxe-Hudson-Valley-Home.h120581883.Hotel-Information) [](https://www.expedia.ca/Pine-Plains-Hotels-Pool-Private-Acreage-Luxe-Hudson-Valley-Home.h120581883.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/dfb38a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/de2dc34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/b39138b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/cd2eb2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Millbrook [](https://www.expedia.ca/Millbrook-Hotels-Pet-Friendly-Cottage-At-Historic-Millbrook-Farm-Estate.h112866818.Hotel-Information) 9.2/10 Wonderful (14) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) monica f. [](https://www.expedia.ca/Millbrook-Hotels-Pet-Friendly-Cottage-At-Historic-Millbrook-Farm-Estate.h112866818.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/e75c6df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/fd5e088d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/f4275e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99500000/99500000/99499956/6c996a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wappingers Falls [](https://www.expedia.ca/Wappingers-Falls-Hotels-Dog-Friendly-Wappingers-Falls-Cabin-W-Fire-Pit.h99499956.Hotel-Information) [](https://www.expedia.ca/Wappingers-Falls-Hotels-Dog-Friendly-Wappingers-Falls-Cabin-W-Fire-Pit.h99499956.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/51eccdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/1148cbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/931631df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/33760696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Amenia [](https://www.expedia.ca/Amenia-Hotels-Charming-3bdr-Magnolia-Cottage-With-Heated-Saltwater-Pool.h112011610.Hotel-Information) 10/10 Exceptional (4) "This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil L. [](https://www.expedia.ca/Amenia-Hotels-Charming-3bdr-Magnolia-Cottage-With-Heated-Saltwater-Pool.h112011610.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/16bb9840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/01cee937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/31634b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/140db43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Pine Plains [](https://www.expedia.ca/Pine-Plains-Hotels-Stylish-Pine-Plains-Home-Near-Parks-Hiking.h94322441.Hotel-Information) 10/10 Exceptional (3) "The Birch Treehouse is a great place to stay in this area. Very clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie [](https://www.expedia.ca/Pine-Plains-Hotels-Stylish-Pine-Plains-Home-Near-Parks-Hiking.h94322441.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/db84d3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Living area](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/a74070eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/aad3dfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms)](https://images.trvl-media.com/lodging/104000000/103710000/103707900/103707806/2439edd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hopewell Junction [](https://www.expedia.ca/Hopewell-Junction-Hotels-Pet-Friendly-Hopewell-Junction-Home-W-Heated-Pool.h103707806.Hotel-Information) 10/10 Exceptional (1) "This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Hopewell-Junction-Hotels-Pet-Friendly-Hopewell-Junction-Home-W-Heated-Pool.h103707806.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93575400/93575376/cf9668a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93575400/93575376/c76d4cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93575400/93575376/a7295b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93575400/93575376/b59d20c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lagrangeville [](https://www.expedia.ca/Lagrangeville-Hotels-Beacon-Area-Vacation-Rental-W-Pool.h93575376.Hotel-Information) [](https://www.expedia.ca/Lagrangeville-Hotels-Beacon-Area-Vacation-Rental-W-Pool.h93575376.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94330000/94325500/94325489/ceb2833b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94325500/94325489/de456538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94325500/94325489/44e3b08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94325500/94325489/32a0b65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Salt Point [](https://www.expedia.ca/Salt-Point-Hotels-Salt-Point-Guest-House-On-Working-Horse-Farm.h94325489.Hotel-Information) 8.0/10 Very good (1) [](https://www.expedia.ca/Salt-Point-Hotels-Salt-Point-Guest-House-On-Working-Horse-Farm.h94325489.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118530000/118522600/118522534/423c3841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118530000/118522600/118522534/fbfc7637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118530000/118522600/118522534/f83fdf52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118530000/118522600/118522534/50166b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Clinton Corners [](https://www.expedia.ca/Clinton-Corners-Hotels-Historic-Barn-Retreat-W-Pool-Pond-Views-Longview-Pond-Lodge-By-Avantstay.h118522534.Hotel-Information) [](https://www.expedia.ca/Clinton-Corners-Hotels-Historic-Barn-Retreat-W-Pool-Pond-Views-Longview-Pond-Lodge-By-Avantstay.h118522534.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93550000/93548000/93547966/dab6e3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms)](https://images.trvl-media.com/lodging/94000000/93550000/93548000/93547966/662cbdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93550000/93548000/93547966/fff77f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93550000/93548000/93547966/96797109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Beacon [](https://www.expedia.ca/Beacon-Hotels-Hudson-Valley-Vacation-Rental-Near-Hiking.h93547966.Hotel-Information) [](https://www.expedia.ca/Beacon-Hotels-Hudson-Valley-Vacation-Rental-Near-Hiking.h93547966.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94964600/94964521/1864a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94964600/94964521/6532aebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94964600/94964521/9d54d9b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94970000/94964600/94964521/9e171fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hopewell Junction [](https://www.expedia.ca/Hopewell-Junction-Hotels-Modern-NY-Home-W-Views-By-Hudson-Valley-Hiking.h94964521.Hotel-Information) [](https://www.expedia.ca/Hopewell-Junction-Hotels-Modern-NY-Home-W-Views-By-Hudson-Valley-Hiking.h94964521.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/80000000/79980000/79979100/79979083/b1ef2dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79980000/79979100/79979083/d03d3f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/80000000/79980000/79979100/79979083/50ac2bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79980000/79979100/79979083/w1775h1044x0y0-32e50613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Rhinebeck [](https://www.expedia.ca/Rhinebeck-Hotels-Cottage-With-Large-Pool-On-30-Wooded-Acres.h79979083.Hotel-Information) [](https://www.expedia.ca/Rhinebeck-Hotels-Cottage-With-Large-Pool-On-30-Wooded-Acres.h79979083.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93550000/93547600/93547525/bf1f20dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93550000/93547600/93547525/f093afeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93550000/93547600/93547525/077ebecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/94000000/93550000/93547600/93547525/8e0147c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Millerton [](https://www.expedia.ca/Millerton-Hotels-Pet-Friendly-Millerton-Home.h93547525.Hotel-Information) [](https://www.expedia.ca/Millerton-Hotels-Pet-Friendly-Millerton-Home.h93547525.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/86000000/85130000/85125300/85125267/7e1fcb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85130000/85125300/85125267/865d11a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85130000/85125300/85125267/ce576008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85130000/85125300/85125267/ac4b647f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wingdale [](https://www.expedia.ca/Wingdale-Hotels-Country-House.h85125267.Hotel-Information) [](https://www.expedia.ca/Wingdale-Hotels-Country-House.h85125267.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=2026-01-06&endDate=2026-01-07®ionId=553248635083914455&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=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Dutchess+County%2C+New+York%2C+United+States+of+America®ionId=553248635083914455&latLong=41.778439%2C-73.747787&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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%2FDutchess-County-Cottages.d553248635083914455-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDutchess-County-Cottages.d553248635083914455-aaCottages.Travel-Guide-Accommodation) ## Top Dutchess County Hotel Reviews ![Home2 Suites By Hilton Poughkeepsie](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg) ### Home2 Suites By Hilton Poughkeepsie 10/10 Excellent "“I had a great stay at this hotel. Everything was very clean and quiet. Jessica was very kind, and the front desk receptionist was wonderful and extremely friendly. I also loved that there are many restaurants nearby. Overall, an excellent experience — I will definitely be back.”" [](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.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 "Room was clean and staff was very courteous. Good buffet breakfast." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://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 "Second stay. Just as special. Room, breakfast, vibe. " [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.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 comfortable stay" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![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 "A very comfortable stay " [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Hampton Inn Fishkill](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e_y.jpg) ### Hampton Inn Fishkill 10/10 Excellent "The breakfast menu was very good. Excellent coffee and fresh oatmeal, not the packaged stuff. I would prefer eggs without so much cheese, but in general a very good breakfast. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.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 "Room clean and staff very helpful and friendly Breakfast really good and parking included Close to everything restaurants, stores " [](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.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 "Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Comfort Suites Fishkill near Interstate 84](https://images.trvl-media.com/lodging/23000000/22940000/22934500/22934426/78ebeb9d_y.jpg) ### Comfort Suites Fishkill near Interstate 84 10/10 Excellent "Amazing place to stay at. 10/10 Recommend!! " [](https://expedia.ca/Poughkeepsie-Hotels-Comfort-Suites-Fishkill-Near-Interstate-84.h22934426.Hotel-Information) ## Find out more about Dutchess County ## Dutchess County Cottages information | Number of reviews | 100 | | ----------------- | ----------- | | Accommodation | 28 Cottages | | Lowest Price | | | Highest Price | | ## 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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