Title: Pleasant Valley Vacation Home Rentals from CA $120: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Hotels.d6046250.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Vacation-Rentals.d6046250.Travel-Guide-VacationRentals)[Things to do in Pleasant Valley](https://expedia.ca/Things-To-Do-In-Pleasant-Valley.d6046250.Travel-Guide-Activities)[Pleasant Valley Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Valley.d6046250.Car-Rental-Guide)[Pleasant Valley Vacation Packages](https://expedia.ca/Pleasant-Valley.d6046250.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e70b2d42be0e8a0800724cd7ce18d8c7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by louann ohora # Pleasant Valley 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pleasant Valley Vacation Homes ![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) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/bd9859f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/92738c50.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) ### Campfire Cottage: Fireplace, fire pit & no chores! Kingston 10/10 Exceptional (28) "Perfect cozy little spot for 2. Centrally located to explore surrounding areas" CA $107 CA $353 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) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/e2cc8b2b.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 $325 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-1br-Home-W-WFH-Desk.h104080240.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/a5431ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/1f5e7a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/dfefd5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/w450h639x287y44-0aaac327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio at the Inn at High Falls High Falls 8.2/10 Very good (30) "I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!" CA $157 CA $376 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information) ![1 bedroom, desk, free WiFi](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/e4118fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/02d3f9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/0d014c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342421/5e5cbeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi Red Hook 9.6/10 Exceptional (8) "It was a perfect quiet spot surrounded by trees in a beautiful, safe neighborhood. I loved how close it was to a bagel shop and some cool eateries just a few minutes downtown. The whole area is beautiful in general. " CA $202 CA $339 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Red-Hook-Hotels-THE-ARTISTS-LOFT-Peaceful-1-Bedroom-Apartment-In-Lovely-Red-Hook-With-AC.h115342421.Hotel-Information) ![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) ![Children's area](https://images.trvl-media.com/lodging/102000000/101540000/101530700/101530700/w984h683x20y0-1854a468.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) ### 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 $868 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Poughkeepsie-Hotels-Beautiful.h101530700.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/439fca1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/ac8db294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Century Modern Studio w/ Full Kitchen - Newly Built Kent 9.6/10 Exceptional (5) "Super cute, clean, and convenient for our quick trip to The Millbrook School." CA $314 CA $401 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110960000/110952900/110952803/44ca83df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/111000000/110960000/110952900/110952803/d2501def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110960000/110952900/110952803/3a94de50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/111000000/110960000/110952900/110952803/cff51064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tavern Kingston 10/10 Exceptional (1) "We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!" CA $218 CA $653 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Kingston-Hotels-NEW-Luxe-Historical-Style-In-Stone-Ridge.h110952803.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/280bea60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/21fb1fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/8c15249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park Hopewell Junction 9.0/10 Wonderful (10) "We had a fantastic stay at The Chapel. It was just the fun, different kind of place we were looking for. Pat and Christine were great hosts. We really appreciated their suggestions of hikes and places to visit. We actually had our trip planned out before, but changed it due to their suggestions. We had NO regrets. The bed was super comfy and we loved the s'more makings. " CA $212 CA $360 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/33b86b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3e0d1b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Country outside the city " 3 bedrooms 2 full bathrooms Holmes 9.6/10 Exceptional (4) "Great house! We had a fantastic weekend!! Thank you so much " CA $314 CA $857 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/bb6b9558.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 9.4/10 Exceptional (12) "Very clean and nice inside. Host was very communicative. " CA $121 CA $414 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-Renovated-2BR.h93491157.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/7e5fe9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/adb21577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/4ee2e954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/c6539dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine Lake Katrine 10/10 Exceptional (16) "Immaculate house beautiful furnishings Very comfortable Everything you need for a relaxing stay Fully equipped" CA $250 CA $584 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Lake-Katrine-Hotels-Brand-New-House-With-Huge-Patio-Overlooks-Esopus-Creek-At-Lake-Katrine.h102523082.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96910000/96903700/96903655/ac532751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96910000/96903700/96903655/2be28319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96910000/96903700/96903655/76a7be21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96910000/96903700/96903655/7ec9caf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Jardin Kingston 10/10 Exceptional (2) "We had a terrific stay in the Kingston/Stone Ridge area over a long fall weekend. The house exceeded our expectations and we all appreciated the great house layout and outdoor spaces. The house had everything we needed for our family and dogs and was in a great location within quick drive to the many small towns, rail trails, dining and open space/hiking trails in the area. Already looking forward to our next stay." CA $325 CA $937 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-NEW-Gorgeous-Pool-Home-W-Dream-Patio-And-AC.h96903655.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) ![Dining](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/74e2e6be.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) ![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 $291 CA $909 total includes taxes & fees Oct 21 - Oct 22 [](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/108000000/107260000/107252800/107252704/89f3b131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/b021107f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/51ce249e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107260000/107252800/107252704/4b00451d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Converted Barn with Hot Tub! Hyde Park 9.6/10 Exceptional (5) "The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property." CA $1,254 CA $1,829 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hyde-Park-Hotels-Modern-Converted-Barn-With-Hot-Tub.h107252704.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) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.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) ### 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) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1267h816x1y0-efb023de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/dc2d11be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1280h786x2y0-10a0429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1282h818x1y2-a264c3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Our home is perfect for relaxing and having lots of fun, with near by activity’s Highland 9.8/10 Exceptional (6) "My family and I had a great time at this property. Located on a beautiful property. Very relaxing and coordinating with the property owner was very easy. " CA $314 CA $982 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Highland-Hotels-Our-Home-Is-Perfect-For-Relaxing-And-Having-Lots-Of-Fun.h96402683.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) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110650000/110643700/110643700/dd7ed082.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 $150 CA $475 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Cozy-Escape-Strong-Wi-Fi-Prime-Location.h110643700.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/6efe15bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/aa8099e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/22e8d7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103200000/103194000/103193912/304f93b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### complete privacy vacation home \[private pool\] Newburgh 9.8/10 Exceptional (8) "Wonderful property! The pool was so fun!" CA $897 CA $1,587 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Newburgh-Hotels-Complete-Privacy-Vacation-Home-Private-Pool.h103193912.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/33e473a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/aac26eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/7d51df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91950000/91946800/91946800/bdc1b6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Higashi: New Paltz family home with King bed minutes to downtown New Paltz 9.8/10 Exceptional (18) "Great place to stay! We enjoyed our time here. " CA $157 CA $456 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Paltz-Hotels-The-Higashi-Comfy-Mountain-Home-In-New-Paltz.h91946800.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/cef7f580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/fc31b289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/48ee7521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104760000/104752000/104751955/cc6d7fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George is an elegant restored home in the Hudson Valley Stanfordville 9.2/10 Wonderful (5) "Wonderful property." CA $803 CA $1,295 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Stanfordville-Hotels-The-George-Is-An-Elegant-Restored-Home-In-The-Hudson-Valley.h104751955.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=2025-10-21&endDate=2025-10-22®ionId=6046250&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%2FPleasant-Valley-Private-Vacation-Homes.d6046250-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPleasant-Valley-Private-Vacation-Homes.d6046250-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pleasant Valley Hotel Reviews ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Spacious Bathroom " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](//images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Pets welcome " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The room was very large and the price was great." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](//images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott 10/10 Excellent "This hotel is well located to local historic sites. The room was spacious and sparkling clean. Breakfast was plentiful and delicious. Parking was convenient. The bar and tender were great. The concierge gave great alternative day trips because of the closure of the FDR Library and those suggestions were well worth it. Happy to have stayed here." [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Super 8 by Wyndham Kingston](//images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "The room was clean and the hotel was quiet, just what you want when trying to get a good nights sleep. The “free breakfast “ consisted of watered down orange juice or lemonade, coffee some teas and pre made mini blueberry muffins. But I wasn’t looking for a great breakfast just a good hotel to stay in for a few days and not pay the expensive price it would have cost to stay in Woodstock." [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.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 "Good stay. Nothing really special about the place except the breakfast which had more choices than usual." [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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 "Lovely clean spacious room with beautiful view of the Hudson River and its bridges. Friendly welcoming staff." [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Hotel and Room was very clean. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg) ### The Crossroads Hotel, Newburgh 10/10 Excellent "Room was very clean but a little worn. Bed and linens were comfortable. Bathroom was clean. Very quiet. Staff were very welcoming, polite and accommodating. " [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ## Find out more about Pleasant Valley ## Pleasant Valley Vacation Homes information | Number of reviews | 3,377 | | --- | --- | | Accommodation | 477 Vacation Homes | | Lowest Price | CA $120 | | Highest Price | CA $759 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Poughkeepsie](https://www.expedia.ca/5Star-Poughkeepsie-Hotels.s50-0-d6056317.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Hotels-With-Free-Parking.0-n553248634999048383-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Luxury-Hotel.0-n553248634999048383-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Arlington](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Wedding-Hotels.0-n553248634999048383-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Culinary Institute of America](https://www.expedia.ca/Culinary-Institute-Of-America-Hotels.0-l6093745-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Dutchess County](https://www.expedia.ca/Destinations-In-Dutchess-County-Cheap-Hotels.0-0-d553248635083914455-tCheapHotels.Hotel-Filter-Destinations) - [Luxury Hotels in Dutchess County](https://www.expedia.ca/Destinations-In-Dutchess-County-Luxury-Hotel.0-0-d553248635083914455-tLuxuryHotel.Hotel-Filter-Destinations) - [Dutchess County Hotels](https://www.expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Hotel-Destinations) - [Town of La Grange Hotels](https://www.expedia.ca/Destinations-In-Town-Of-La-Grange.d553248635976002193.Hotel-Destinations) - [B&B in Dutchess County](https://www.expedia.ca/Dutchess-County-Bed-And-Breakfast.d553248635083914455-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Eleanor Roosevelt National Historic Site](https://www.expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Hotels.0-l6156532-0.Travel-Guide-Filter-Hotels) - [B&B in Fairview](https://www.expedia.ca/Fairview-Bed-And-Breakfast.d553248634999149958-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Fairview](https://www.expedia.ca/Fairview-Chalets.d553248634999149958-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Fairview](https://www.expedia.ca/Fairview-Guest-Houses.d553248634999149958-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fairview](https://www.expedia.ca/Fairview-Holiday-Parks.d553248634999149958-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Fairview](https://www.expedia.ca/Fairview-Hotels-Cheap-Hotels.0-0-d553248634999149958-tCheapHotels.Travel-Guide-Filter-Hotels) - [Fairview Hotels](https://www.expedia.ca/Fairview-Hotels.d553248634999149958.Travel-Guide-Hotels) - [Inns in Fairview](https://www.expedia.ca/Fairview-Inns.d553248634999149958-aaInns.Travel-Guide-Accommodation) - [Lodges in Fairview](https://www.expedia.ca/Fairview-Lodges.d553248634999149958-aaLodges.Travel-Guide-Accommodation) - [Resorts in Fairview](https://www.expedia.ca/Fairview-Resort-Hotels.d553248634999149958-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Fishers Island](https://www.expedia.ca/Fishers-Island-Bed-And-Breakfast.d1208-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Fishers Island](https://www.expedia.ca/Fishers-Island-Guest-Houses.d1208-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Fishers Island](https://www.expedia.ca/Fishers-Island-Inns.d1208-aaInns.Travel-Guide-Accommodation) - [Hotels near Franklin D. 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