Title: Poughkeepsie Cottages from CA $424 | Expedia.ca [Poughkeepsie Travel Guide](https://expedia.ca/Poughkeepsie.dx6056317)[Hotels in Poughkeepsie](https://expedia.ca/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)[Vacation Rentals in Poughkeepsie](https://expedia.ca/Poughkeepsie-Vacation-Rentals.d6056317.Travel-Guide-VacationRentals)[Flights to Poughkeepsie](https://expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)[Things to do in Poughkeepsie](https://expedia.ca/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)[Poughkeepsie Car Rentals](https://expedia.ca/Car-Rentals-In-Poughkeepsie.d6056317.Car-Rental-Guide)[Poughkeepsie Vacation Packages](https://expedia.ca/Poughkeepsie.d6056317.Destination-Travel-Guides) ![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=1200&h=500&q=medium) # Search Poughkeepsie Cottage Rentals from CA $424 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Poughkeepsie Cottages ## Our top choices for Poughkeepsie cottages ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/dfec5e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands Fort Montgomery 9.8/10 Exceptional (122) "It has an incredible mountain and water view. " CA $259 CA $424 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/2d6d1d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/efbae819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/b9d6124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/665ae9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in the Heart of the Shawangunks Wallkill 10/10 Exceptional (15) "The gatehouse was a perfect spot for a girls trip getaway. Secluded enough, but close to some local activities and restaurants! Cozy vibe and place had everything we needed!" [](https://www.expedia.ca/Wallkill-Hotels-Charming-Cottage-In-The-Heart-Of-The-Shawangunks.h87894995.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/b74b1e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/6b06b203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/60db8f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven Croton-on-Hudson 9.8/10 Exceptional (7) "We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!" [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/1219ead3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/3bc767a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/659192ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/54a42ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Junebug Cottage: peace, love and privacy a short walk to Woodstock village green Woodstock 10/10 Exceptional (74) "Nice property Very clean and comfortable " [](https://www.expedia.ca/Woodstock-Hotels-Junebug-Cottage-Peace.h84071879.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/dd3b7c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/015746f0.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/92000000/91390000/91387900/91387900/2c3b61ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91390000/91387900/91387900/eae7c29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Be in Nature at this Gorgeous Riverfront Cabin Poughkeepsie 10/10 Exceptional (21) "An ideal retreat. The modern cabin offered serene surroundings with stunning views of the woods and creek. The property was well-maintained, and the property manager was highly responsive. A perfect choice for a peaceful and refreshing getaway." [](https://www.expedia.ca/Poughkeepsie-Hotels-Be-In-Nature-At-This-Gorgeous-Riverfront-Cabin.h91387900.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) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/fc92ba29.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) ![Interior](https://images.trvl-media.com/lodging/113000000/112870000/112866900/112866818/b39138b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-friendly Cottage at Historic Millbrook Farm Estate Millbrook 9.2/10 Wonderful (14) "Great location, neat and tidy. Hosts are great, too." [](https://www.expedia.ca/Millbrook-Hotels-Pet-Friendly-Cottage-At-Historic-Millbrook-Farm-Estate.h112866818.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/9b6fcb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/40b283f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/35f82f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/87bd4bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Streamside Cottage Half Mile to Town of Woodstock Woodstock 10/10 Exceptional (252) "A beautiful quiet setting! " [](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/967cf31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/9dec9876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/397c6f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42280000/42276900/42276817/0cbbd44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Catskill Mountain Cottage. West Shokan 10/10 Exceptional (50) "Nice place. Beautiful seroundings" [](https://www.expedia.ca/Town-Of-Olive-Hotels-Relaxing.h42276817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348878/w2312h1535x1y0-0aeed91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348878/w2288h1534x2y0-138edd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348878/w2429h1534x2y0-065e693d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348878/315d47fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi Woodstock 10/10 Exceptional (80) "My friend and I really enjoyed the solace of our stay. Highly recommend!" [](https://www.expedia.ca/Woodstock-Hotels-ADORABLE-CREEK-COTTAGE-Charming-Original-Details.h20348878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/58cff9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/d461468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/w1071h1420x0y0-18248cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/3950bc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in the Heart of Catskill & Pet Friendly Catskill 10/10 Exceptional (14) "Really enjoyed my stay! Very thoughtful host. " [](https://www.expedia.ca/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34120000/34110600/34110532/4bfe1f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34120000/34110600/34110532/f476c505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34120000/34110600/34110532/c85997ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34120000/34110600/34110532/5c9621b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Artist's Retreat Saugerties 10/10 Exceptional (142) "Enjoyed our stay!" [](https://www.expedia.ca/Saugerties-Hotels-Charming-Artists-Retreat.h34110532.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/98cab638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/eb8c42b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/37262f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/de756141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Cottage with hot tub. Close to town yet very private. Woodstock 9.4/10 Exceptional (84) "Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. " [](https://www.expedia.ca/Glenford-Hotels-Cedar-Cottage-With-Hot-Tub.h27025709.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/629a90ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/93709ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/96b6d6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110150000/110144200/110144113/5b30ef28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scenic Hudson Valley Getaway • Farms & Vineyards Marlboro 10/10 Exceptional (1) "It was exactly what my family and I needed. A cozy, quiet place to stay with mountain views. The owner is responsive and communicates quickly. Will come back again." [](https://www.expedia.ca/Marlboro-Hotels-Cozy-2-Bedroom-Cabin-On-10-Acres-In-The-Hudson-Valley-Wine-Region.h110144113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/a308218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/13ca5566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/9ac4e7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/a6989dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hits Adjacent | Pet Friendly | Caraway Cottage Saugerties 10/10 Exceptional (12) "We enjoyed our stay, nice location " CA $274 CA $587 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Adjacent-Pet-Friendly-Caraway-Cottage.h69545543.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/94560a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/01ac053d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/f5750756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/b699f259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir Olivebridge 10/10 Exceptional (43) "Lily Cottage worked out perfectly for my wife and myself. It was clean, quiet, and amenities were as described in the listing. It was a scenic 20 minute drive to Woodstock, the Ashokan bike trail, and Phoenicia. Recommended!" [](https://www.expedia.ca/Olivebridge-Hotels-Cozy-Cottage-Located-Moments-From-The-Beautiful-Ashokan-Reservoir.h83082821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/5f0d102a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/e67ef140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/023df783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/dfd8d034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whimsical Woodland Cottage in Stone Ridge NY Stone Ridge 9.4/10 Exceptional (10) "The cottage was in a great location and perfect for my husband and me. Nice getaway!" [](https://www.expedia.ca/Stone-Ridge-Hotels-Whimsical-Woodland-Cottage-In-Stone-Ridge-NY.h76546203.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/104d3ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/45cf4a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/c22f210c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/2876fa28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private cottage - 5 min from the center of town Woodstock 10/10 Exceptional (11) "Perfect for a visit to Woodstock. Comfortable bed, small space but everything that was needed was there. On site close parking is a plus. Great stay for a couple. " [](https://www.expedia.ca/Woodstock-Hotels-Private-Woodstock-Cottage-Dont-Forget-Your-Dog.h96016173.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) ![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) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/97000000/96740000/96736400/96736338/w507h683x258y0-9a99e582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Cottage The Fitz House Red Hook NY Red Hook 10/10 Exceptional (5) "We had a wonderful stay. Communication with host was excellent. Highly recommend the location for a couple." [](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/30000000/29750000/29741700/29741676/5e38834d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29750000/29741700/29741676/06090307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29750000/29741700/29741676/b5889245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/30000000/29750000/29741700/29741676/ba6bb805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leggett Cottage, High Falls, NY. High Falls 10/10 Exceptional (77) "Lovely view of horse farm from cottage patio. Close to great hiking, the farmer’s market, and restaurants. Wonderful hosts, very helpful and responsive to all needs. " [](https://www.expedia.ca/Poughkeepsie-Hotels-Leggett-Cottage.h29741676.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/9fc55804.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/dd8bde23.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/cbffaf49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/5e9d2dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Pine Plains Home Near Parks & Hiking! Pine Plains 10/10 Exceptional (1) [](https://www.expedia.ca/Pine-Plains-Hotels-Stylish-Pine-Plains-Home-Near-Parks-Hiking.h94322441.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=2025-10-04&endDate=2025-10-05®ionId=6056317&adults=2&lodging=COTTAGE&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%2FPoughkeepsie-Cottages.d6056317-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPoughkeepsie-Cottages.d6056317-aaCottages.Travel-Guide-Accommodation) ## Top Poughkeepsie Hotel Reviews ![Hampton Inn Harriman Woodbury](//images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "." [](https://expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Holiday Inn Express Poughkeepsie by IHG](//images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "Comfortable bed. Easy to get to tourist attractions from this location. The only thing we didn't like was that the toilet was too close to the shower and made it difficult to maneuver." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Hyatt Place Poughkeepsie / Hudson Valley](//images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd_y.jpg) ### Hyatt Place Poughkeepsie / Hudson Valley 10/10 Excellent "First stay at this location. Check-in was easy. Room was clean and everything (lights, TV, ac, etc.) worked with no issues. Staff was very polite and helpful. I would definitely stay here again." [](https://expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.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 "This is an old Hampton Inn that has been renovated, but it’s very sterile and “Vanilla”! There isn’t one picture in the room so it has an institutional feel. The bed faces the window but the TV is on a side wall so I had to crank my head sideways to see it. These Hampton Inns can be a mixed bag. No apples or cookies here. The fitness room didn’t have water. The help is very nice. Breakfast fine, but the rooms are just boring. They do have a great laundry room with new machines. I would reconfigure the rooms. I used to be in the design business so maybe I’m a bit harsh. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.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 "Such a great experience checking in! " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Hotel Zero Degrees Danbury](//images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "Very much enjoyed our time here. The view was amazing and the room was comfortable. " [](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Wildflower Farms, Auberge Collection](//images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d_y.jpg) ### Wildflower Farms, Auberge Collection 10/10 Excellent "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." [](https://expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "We celebrated a friends 60th. Bear Mountaim offers so much with bbqing, dishing, Had a great time. " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Homewood Suites by Hilton Poughkeepsie](//images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg) ### Homewood Suites by Hilton Poughkeepsie 10/10 Excellent "Nice, clean hotel. We absolutely LOVED the mattress, and ordered a king size for our house. Also it is very nice that they accept dogs. " [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ## Find out more about Poughkeepsie ## Poughkeepsie Cottages information | Number of reviews | 941 | | --- | --- | | Accommodation | 215 Cottages | | Lowest Price | CA $424 | | Highest Price | CA $587 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Highland](https://www.expedia.ca/3Star-Highland-Hotels.s30-0-d115050.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) - 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