Family-friendly vacation rentals in Ulster County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ulster County

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

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Guest favorite

Rental unit in New Paltz

4.96 out of 5 average rating, 368 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

Guest favorite

Guesthouse in Woodstock

4.86 out of 5 average rating, 892 reviews

Rocket Room - Rock Stars Only

Walk to town, hiking or a swimming hole. A popular vintage look cabin that backs up to a private woods but is steps from all Woodstock has to offer. Long time superhosts. Turn on, Tune in, Drop out in our 70's rock & roll hideaway carved out of a converted 1920s carriage house. This ain't your Grandma's cabin. All our units have been featured in videos, films, and photoshoots. This one has been featured in Playboy and Imperial Publishing arthouse book. Town of Woodstock OP #27.54-1-12

Guest favorite

Home in Stone Ridge

4.96 out of 5 average rating, 135 reviews

Secluded Oasis w/ Screened Porch In Stone Ridge

Beautiful contemporary on one of the most prestigious & scenic roads in Stone Ridge.On 6 acres for privacy, our country escape has 3 bedrooms; including 1 primary ensuite bed/bath. The living room is filled with sunlight encompassing its cathedral ceilings with a fireplace for those chilly nights. Separate dining room can host up to 6 people. Screened In Porch is key for those bbq nights. We are dog friendly only as we are highly allergic to cats. There is a $75 pet fee per stay.

Guest favorite

Cottage in Kerhonkson

4.8 out of 5 average rating, 844 reviews

Dream Cottage in the Gunks

This rustic cottage in the nature has everything you need in order to spend a memorable weekend or vacation away from hectic city life. It is perfect for a small family with two kids or a group of close friends. We provide clean bed sheets, towels, shampoo, conditioner, tea and coffee in a fully stocked kitchen. House is equipped with fast (200+mbs) wifi, huge hand made rustic wood table which is great for gatherings and gas fireplace carved out of beautiful local stone by the owner.

Guest favorite

Home in New Paltz

4.98 out of 5 average rating, 468 reviews

midcentury mod fireplace walk 2 hiking trl/village

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 - OCT 1

Guest favorite

Home in Kingston

4.96 out of 5 average rating, 287 reviews

Country Elegance with Beautiful Catskill Mt. Views

Great location, 20 minutes from Woodstock, Kingston, Stone Ridge, High Falls. 2 hours north of New York City. Located on a cul-de-sac with an incredible view of High Point Mt. with breathtaking sunsets minutes from the Ashokan Reservoir! We supply wood for the wood-burning stove + baseboard heat. We have Apple TV, Espresso coffee machine, French Press, Pour-Over, Blender, Magic Bullet, Food Processor and Toaster Oven. People from all backgrounds are welcome! Eco-friendly!

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 788 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!

Guest favorite

Townhouse in Saugerties

4.92 out of 5 average rating, 304 reviews

15 min to Woodstock/Saugerties/Hunter (2 bedroom)

Private 2 bedroom home on a wooded lot. Owner lives on site. I live on one side, the other is your unit. Fully stocked kitchen, bathroom and on site parking. All linens and towels provided. 10 minutes from Woodstock & Saugerties. 100 miles from NYC. Located in the Catskills Private yard with fire-pit and BBQ. If you are looking for a weekend away to enjoy the quiet of the outdoors and close to great restaurants, hiking and swimming holes, this is the place.

Guest favorite

Cottage in New Paltz

4.99 out of 5 average rating, 534 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.

Guest favorite

Home in Saugerties

4.92 out of 5 average rating, 212 reviews

Beautiful farmhouse with Mountain View

Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly and a playground on the property! Lots of FAQ’s and places to go and see available! 4 min to HITS!

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 728 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.

Guest favorite

Guesthouse in Ulster Park

4.85 out of 5 average rating, 476 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/