House holiday rentals in Poughkeepsie

Find and book unique houses on Airbnb

Top-rated house rentals in Poughkeepsie

Guests agree: these houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 641 reviews

Dutch Touch Woodstock Cottage

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

24–31 Dec

$179 SGD per night

Guest favourite

Home in Kingston

4.97 out of 5 average rating, 277 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

25 Mar – 1 Apr

$197 SGD per night

Guest favourite

Home in New Paltz

4.95 out of 5 average rating, 129 reviews

Eclectic one-bedroom house

This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

3–10 Dec

$255 SGD per night

Guest favourite

Home in Napanoch

5.0 out of 5 average rating, 159 reviews

Cozy Home on the Hill (Welcome to the country!)

This cozy spacious renovated home is surrounded by nature yet not far off the beaten path. It is situated facing east toward the Shawangunk Mountain where the sun beams its rays over as it rises. Its the perfect location to get away from the hustle and bustle with a large level private yard for games or just sit and let natures residents serenade you. At night, look up at the vast sky and gaze at the stars and planets or sit at a warm mesmerizing fire to lull you to sleep. Get out and enjoy!

30 Mar – 6 Apr

$200 SGD per night

Guest favourite

Home in New Paltz

4.98 out of 5 average rating, 436 reviews

midcentury modern in ground pool walk 2 trail/town

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail Water St. mkt & the ❤️ of New Paltz Village. Several outdoor seating areas. The whole place is yours FULL PRIVATE ACCESS TO HOUSE/PROPERTY POOL OPEN MAY 1 - end of SEPTEMBER

6–13 Sep

$1,272 SGD per night

Guest favourite

Home in Hyde Park

4.86 out of 5 average rating, 182 reviews

Village Cape Getaway

Village Cape on Albany Post Rd in the historic town of Hyde Park. Surrounded by gardens, stone walls, private parking/entry. This 2 story house offers a 1 bdrm apartment that sleeps 3 on the 2nd floor. Close to markets, shops, restaurants. 1 mi to Vanderbilt Mansion, FDR house and library. 2mi to the Culinary Institute of America. 4mi to Marist College. Hiking trails walking distance. Historic drive-in movie in town. Metro north Poughkeepsie sta 6mi south offering taxi and bus service.

23 Feb – 2 Mar

$139 SGD per night

Guest favourite

Home in Kingston

4.98 out of 5 average rating, 216 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

22–29 Jul

$200 SGD per night

Guest favourite

Home in Highland

4.96 out of 5 average rating, 141 reviews

The Grove: beautiful two bedroom home

The Grove is a cozy two bedroom house located steps away from the village of Highland. We are also a quick drive to not only the best hiking trails but also apple orchards and wineries. The house is equipped with a fully renovated kitchen, washer/ dryer, fenced in back yard, and two parking space driveway. With original craftsman style trim throughout the house you will love staying in our home. All pets are welcome… please review House Rules section for pet fee.

29 Sep – 6 Oct

$227 SGD per night

Guest favourite

Home in Poughkeepsie

4.97 out of 5 average rating, 174 reviews

4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking

This home is located in the Hudson Valley -just steps away from Marist College, The Walkway over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, cable TV with 125 channels, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)

12–19 Aug

$365 SGD per night

Guest favourite

Home in Wappingers Falls

4.97 out of 5 average rating, 105 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

23–28 Sep

$218 SGD per night

Guest favourite

Home in Hyde Park

4.89 out of 5 average rating, 471 reviews

Cozy ranch near FDR Historical Site

My warm & inviting ranch home has a true homey feeling. It comfortably accommodate 4 people (please unreported guest will be charged extra $15 per person per night just be honest about it); located in heart of Hyde Park. Just mins to Culinary Institute of America and Marist College; perfect for parents attending graduations or orientations , FDR Presidential Library, Vanderbilt Mansion and Walkway over the Hudson all within mins away.

6–13 Oct

$259 SGD per night

Guest favourite

Home in Kerhonkson

4.97 out of 5 average rating, 108 reviews

Farmhouse Fantasy!

Welcome to your Farmhouse Fantasy! Come enjoy a weekend in the country, just two hours from NYC. Built in 1900, the home was recently gut renovated and features two spacious bedrooms, full bathroom, open plan dining room and living space, a three-season sun room, back deck, and a modern and well appointed kitchen. Located just minutes from Minnewaska State Park and all the beauty and fun the Shawangunks have to offer!

26 Jun – 3 Jul

$142 SGD per night