Family-friendly vacation rentals in Poughkeepsie

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Poughkeepsie

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 423 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Jan 15 – 22

ﺩ.ﺇ474 per night

Guest favorite

Cottage in Kerhonkson

4.89 out of 5 average rating, 448 reviews

Mod Scandinavian! HudsonValley! Awesome locale!

Minimalist style Cottage with spacious deck under the stars! Clean, Comfortable. Mountain Views! Very convenient location. Eco friendly. Solar! Passive Activities everywhere! Hiking, skiing!! Yes, it's beautiful here! Memorable. Catskills views. Minnewaska Preserve, Mohonk/Gunjs within 10 minutes. Tall windows. Former Air Traffic Cont. room. Kitchen w/Italian granite,tiled shower. Enjoy, take care of it. Leave as found, pls! We love it! you will too! Pls read detailed listing and other. 🩷😊

Jun 18 – 25

ﺩ.ﺇ633 per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 346 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Oct 9 – 16

ﺩ.ﺇ483 per night

Guest favorite

Apartment in New Paltz

4.97 out of 5 average rating, 466 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Spacious studio apartment including full separate kitchen, with views of wetland, woods, and Mohonk Mountain. Situated within our home, this studio offers you and yours a private entrance, stone patio, and a luxurious spa experience with infrared sauna and hot tub under the stars. One-mile stroll to New Paltz Village on country road or on Wallkill Valley Rail Trail. Kitchen stocked with essentials. Air conditioned. Sleeps three in super comfy beds— one queen and one twin.

Jan 10 – 17

ﺩ.ﺇ1,283 per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 744 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 8 – 15

ﺩ.ﺇ404 per night

Guest favorite

Cottage in New Paltz

4.99 out of 5 average rating, 518 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Jan 12 – 19

ﺩ.ﺇ985 per night

Guest favorite

Apartment in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 bedroom, office, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

Apr 6 – 13

ﺩ.ﺇ463 per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 680 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Mar 7 – 14

ﺩ.ﺇ483 per night

Guest favorite

Guesthouse in Ulster Park

4.85 out of 5 average rating, 457 reviews

Hudson Valley Hideaway

Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/

Jan 28 – Feb 4

ﺩ.ﺇ313 per night

Guest favorite

Apartment in Beacon

4.99 out of 5 average rating, 487 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

Sep 25 – Oct 2

ﺩ.ﺇ686 per night

Guest favorite

Home in Highland

4.96 out of 5 average rating, 108 reviews

House in Highland: Secluded Retreat

Located in Highland, NY, and nearby New Paltz and Poughkeepsie, this home is a retreat with a hot tub and multiple entertaining areas. The stylishly appointed home includes 3 bedrooms, and two deck areas, along with a gas grill and an outdoor wood-burning fireplace. NOTE: WINTER MONTHS REQUIRE A VEHICLE WITH AWD. - This home is not pet friendly, sorry!

Feb 25 – Mar 4

ﺩ.ﺇ1,089 per night

Guest favorite

Guesthouse in New Paltz

4.99 out of 5 average rating, 387 reviews

Ridge View Walk-Up | Your GUNKS Home

*Our COVID-19 precautions continue, so we all feel comfortable. Welcome to one of the best neighborhoods in New Paltz! Close to Mohonk Preserve and Minnewaska State Park as well as New Paltz and Gardiner. We feel very lucky to offer a private, 1 bedroom, 1 bath apartment that comfortably accommodates 4 on the second floor of our carriage house.

Jun 11 – 18

ﺩ.ﺇ689 per night