Family-friendly vacation rentals in Ulster

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ulster

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

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Guest favorite

Rental unit in Rhinebeck

4.89 out of 5 average rating, 282 reviews

Getaway or Artist's Retreat w/In-Unit Laundry

Light-filled, comfy, & pleasing to the eye, this garden pied-à-terre offers a knockout rural setting and proximity to Amtrak, Rhinebeck (2 miles), Omega (17 mins.), Bard (15 mins.), etc. Bathroom, private entrance, all kitchen essentials. PLSE CHECK W/ HOST BEFORE INSTANT BOOKING A MONTH OR MORE. Perfect for one or a couple, or a couple with small child. Two adults sleeping separately can work if you're looking to save $, but bear in mind the apt is not huge. GUESTS MUST BE FULLY VACCINATED.

Guest favorite

Guesthouse in Woodstock

5 out of 5 average rating, 344 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO ALL 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE on deck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

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 Saugerties

4.97 out of 5 average rating, 273 reviews

Cottage on the Creek

Charming vintage cottage on Esopus Creek. Craftsman style with original 1930's details and essential modern updates. A short drive to Saugerties, Kingston, Rhinebeck, and Woodstock. Peaceful setting with cool breezes, eagles, ducks, great fishing, swimming, and a boat launch/swim ramp - two kayaks are available for use if arranged prior to your stay. If you are participating in the HITS equestrian events - the location is very convenient and the driveway can accommodate horse trailers.

Guest favorite

Home in Saugerties

4.97 out of 5 average rating, 289 reviews

Creekside Cottage

Set on the beautiful Esopus Creek, this lovely 2 BR, 2 bath home is perfect for a get-away w/family, friends or a romantic or creative retreat. It's just a 15-20 minute drive to the quaint Village of Saugerties, Kingston, Woodstock & Rhinebeck. Sit & watch the river run by on the screened porch or on the deck down by the river's edge, bbq (4 burner gas stove), play board games, take a kayak or swim in the river. Kitchen w/full amenities. Pets are not allowed unless pre-approved.

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

Loft in woodstock

4.89 out of 5 average rating, 125 reviews

Peace & Quiet & Space (!) in Woodstock

A late-Summer treat that can’t be beat! All the comforts of upscale suburbia: powerful air conditioning on demand, topshelf Wi-Fi, streaming & cable TV, SmartTV for your mobile device. PLUS: 4 acres of private, wooded wildlands (see pix below) - photographers/birdwatchers delight 🌞 You’ll feel right @ home in a spacious modern studio on a private drive Light-filled, views on 3 sides, stargazer skylight & cathedral ceilings Ringed by wilderness but 2-min to town.

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

Home in Saugerties

4.92 out of 5 average rating, 213 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/

Guest favorite

Cabin in Woodstock

4.93 out of 5 average rating, 688 reviews

Byrdcliffe Artist Studio (27.1-1-70)

Historic Byrdcliffe Artist's Studio ... is a classic cabin in the woods where theater companies were launched, cartoon characters drawn, and famous books written. Quiet & inspirational, perfect for artists, couples, close friends, and small families. A place to breathe fresh air & see the stars. Everyone is welcome!