Title: Poughkeepsie Vacation Home Rentals from CA $212: Search Top Private Vacation Homes for Rent | 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) # Poughkeepsie Vacation Rentals ![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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6056317&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Poughkeepsie Vacation Homes ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w977h683x24y0-0a1c4108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w679h683x174y0-b11ecb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w507h683x258y0-71f7754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w507h683x259y0-058eced6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat Poughkeepsie 10/10 Exceptional (4) "Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay." CA $453 CA $872 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beautiful.h101530700.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/ebfc1676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI, new paltz CA $284 CA $899 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/9015258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/52b7436e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/8dd5c447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/6db641f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Escape -Strong Wi-Fi -Prime Location Poughkeepsie 7.4/10 Good (3) "The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again." CA $152 CA $477 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/18bc41ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/98cb5754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/9ccdb1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120662200/120662144/866b4112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunkissed Escape Bright Sunroom + Hammock Fun Poughkeepsie CA $328 CA $528 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Sunkissed-Escape-Bright-Sunroom-Hammock-Fun.h120662144.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/418d4d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/b5c703c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/8a040f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105730000/105722300/105722242/7c32a6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks New Paltz 9.4/10 Exceptional (18) "The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered." CA $836 CA $1,171 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/New-Paltz-Hotels-Riverfront-Modern-House-With-Beautiful-Views.h105722242.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/02b6e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Cabin in Fishkill! Fishkill 10/10 Exceptional (2) "The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. " CA $318 CA $499 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/de190c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/33bea932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/6a361e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384809/75b18da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY Poughkeepsie CA $441 CA $1,088 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Poughkeepsie-Hotels-Stunning-5-Bedroom-House-With-AC-Heat-In-Charming-Poughkeepsie-NY.h120384809.Hotel-Information) ![Dining tables](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/46d4957f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/6e74fd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/a866b672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/9b88ece3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chestnut on Willow Lake Fishkill 9.4/10 Exceptional (3) "We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks." CA $558 CA $807 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Fishkill-Hotels-Charming-3-Bedroom-Cottage-In-Wonderful-Fishkill.h112584776.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717466/cbe8e545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717466/c7cf47b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717466/6df61db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717466/8174f897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking New Paltz 6.0/10 (5) "10 minutes to town, great view off the deck, peaceful." CA $202 CA $666 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Paltz-Hotels-Tranquil-Vineyard-Retreat-Charming-3-Bdrm-House-Amidst-Winery-Bliss.h94717466.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0c5094d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/23b69e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/0ce6becf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103310000/103302500/103302422/5351c67d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious New Luxurious holiday house in lovely Hudson Valley Poughkeepsie 9.8/10 Exceptional (17) "We loved our stay at this gorgeous home & we will definitely book it again in the future!" CA $593 CA $1,064 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Poughkeepsie-Hotels-Spacious-New-5-Bedroom-Holiday-House-In-Lovely-Hudson-Valley.h103302422.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/fbb02298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo Fishkill 9.6/10 Exceptional (36) "Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!" CA $361 CA $464 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/5e82ec00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/dec095c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/4589cf65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112615100/112615005/325abde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Cottage - Lakeside Property! Fishkill CA $628 CA $907 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Fishkill-Hotels-Red-Cottage-Lakeside-Property.h112615005.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/19ba220c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/13a74fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/240ecec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/1c1ed8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hickory on Willow Lake Fishkill 9.6/10 Exceptional (4) "Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus" CA $593 CA $852 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-2991689a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x60y0-0b53ee10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/w906h683x59y0-70da373f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79880000/79874000/79873967/e4830f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping Tent & Campsite by Minnewaska State Park Kerhonkson 8.8/10 Excellent (3) "We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. " CA $119 CA $212 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Kerhonkson-Hotels-Glamping-Tent-Campsite-By-Minnewaska-State-Park.h79873967.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261515/w908h683x58y0-b6884cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261515/w506h683x259y0-6ed32a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261515/w1024h517x0y83-fa124573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99270000/99261600/99261515/w906h683x59y0-c73ae12b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Cat Tiny House Grahamsville 10/10 Exceptional (4) "An ideal place to forget about the city, perfect for a long weekend" CA $163 CA $328 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Grahamsville-Hotels-Tiny-Cat-Tiny-House.h99261515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/339c4da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on the Babbling Brook- Quiet 2BR + King Bed! Highland Falls 10/10 Exceptional (2) "Good stay, awesome place" CA $169 CA $525 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/49a13516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/1f4c1098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/bd9859f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/b2088330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Campfire Cottage: Fireplace, fire pit & no chores! Kingston 10/10 Exceptional (27) "Perfect cozy little spot for 2. Centrally located to explore surrounding areas" CA $100 CA $339 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Stylish-Cozy-Cabin.h78173525.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/29c91958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/362afdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/1879cd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/a66de76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores! Kingston 10/10 Exceptional (4) "Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!" CA $81 CA $317 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-1br-Home-W-WFH-Desk.h104080240.Hotel-Information) ![Shower, hair dryer](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/ba0ba20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/ad87218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/419c6253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109070000/109063100/109063027/c5b886f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Luxury | Pool, Theater, Sleeps 28 Greenfield Park CA $1,000 CA $2,155 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Ellenville-Hotels-Hudson-Valley-Luxury-Pool.h109063027.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/f3a0c6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/f50280fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/298f7baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/bed3b59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: renovated 2BR, desk, no chore list! Kingston 9.6/10 Exceptional (11) "Very clean and nice inside. Host was very communicative. " CA $106 CA $392 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-Renovated-2BR.h93491157.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=2025-10-20&endDate=2025-10-21®ionId=6056317&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Private-Vacation-Homes.d6056317-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPoughkeepsie-Private-Vacation-Homes.d6056317-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Poughkeepsie Hotel Reviews ![Best Western Plus The Inn & Suites At The Falls](//images.trvl-media.com/lodging/1000000/220000/216900/216870/d6a17faf_y.jpg) ### Best Western Plus The Inn & Suites At The Falls 10/10 Excellent "Staff" [](https://expedia.ca/Poughkeepsie-Hotels-Best-Western-Plus-The-Inn-Suites-At-The-Falls.h216870.Hotel-Information) ![The Heartwood](//images.trvl-media.com/lodging/105000000/104100000/104096900/104096853/8d195da7_y.jpg) ### The Heartwood 10/10 Excellent "Really nice accommodations. Very clean and comfortable lobby and room. Front desk was very helpful. Onsite restaurant was great." [](https://expedia.ca/Poughkeepsie-Hotels-The-Heartwood.h104096853.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 "This place has one of the best showers! The water pressure is almost like getting power washed. My husband loved it! Convient to Main St Poughkeepsie for dining options." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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 hotel. Everything was clean and comfy. " [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.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 spacious, clean, and comfortable. There is direct TV available for entertainment. Breakfast was nice. The presence of a pool and hot tub is great too. This hotel accepts dogs and cats 50 lbs and under with additional fee." [](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 "When it comes to a pleasant surprise, this was definitely IT! Clean, comfortable, inexpensive, friendly, renovated, and (did I mention) inexpensive!?? Adorable little breakfast area with complimentary breakfast foods as well. " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![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 parking availability and close to several restaurants in walking distance. Front desk attendants are incredibly friendly and helpful. Very clean and spacious rooms. Would stay again!" [](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](//images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "This hotel was wonderful. We attended a concert at the Civic Center and staying here was so convenient. Very clean, friendly staff, " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Quality Inn Poughkeepsie](//images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg) ### Quality Inn Poughkeepsie 10/10 Excellent "Really wonderful staff." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ## Find out more about Poughkeepsie ## Poughkeepsie Vacation Homes information | Number of reviews | 133 | | --- | --- | | Accommodation | 1101 Vacation Homes | | Lowest Price | CA $212 | | Highest Price | CA $2,155 | ## 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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