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

Loft in woodstock

4.88 out of 5 average rating, 114 reviews

Peace & Quiet & Space (!) in Woodstock

A Green retreat that can’t be beat! All comforts of upscale suburbia inside: Propane "wood" stove+AC on demand, top-shelf Wi-Fi, smart/cable TV & Bluetooth for your mobile music AND: 4 acres of private, wooded wild-lands, a photographers/birdwatchers delight! You will feel right @ home in a spacious modern studio on a private drive Light-filled, views on 3 sides, stargazer skylight & cathedral ceilings Skylight+ great cross-ventilation if weather allows Ringed by wilderness but 2-min to town

Jun 2 – 9

G$25,873 GYD per night

Guest favorite

Guesthouse in Woodstock

4.86 out of 5 average rating, 831 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

Jan 20 – 27

G$26,086 GYD per night

Guest favorite

Home in Saugerties

4.97 out of 5 average rating, 254 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.

Dec 29 – Jan 5

G$42,478 GYD per night

Guest favorite

Home in Saugerties

4.97 out of 5 average rating, 268 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.

Apr 24 – May 1

G$43,243 GYD per night

Guest favorite

Home in Kingston

4.96 out of 5 average rating, 260 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!

Jul 17 – 24

G$34,466 GYD per night

Guest favorite

Townhouse in Saugerties

4.92 out of 5 average rating, 289 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.

Aug 7 – 14

G$26,589 GYD per night

Superhost

Guesthouse in Hurley

4.86 out of 5 average rating, 422 reviews

Art, Books, and Mountains

Spacious, clean, classy, private studio between Woodstock and Kingston- rural environment on 9 acres, decorated with my art. Location central to everything! As an artist, I value beautiful environments. Being a traveler, I know the value of returning home to a space that is beautiful and homey. I've stocked it with reading material, Roku TV, comfortable queen bed, microwave, fridge, coffee-maker. Extra single mattress available - $50 fee payable upon arrival .

Oct 14 – 21

G$21,643 GYD 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 8 – 15

G$26,267 GYD per night

Guest favorite

Guesthouse in Mount Tremper

4.91 out of 5 average rating, 326 reviews

Cozy Catskill Cottage Perfect Getaway for Two

NEWLY RENOVATED, COZY, CLEAN, PRIVATE AND SECURE Cottage in scenic and peaceful locale. Convenient and easy to find near the town of Phonecia, NY. 100 PACES to the ESOPUS RIVER and its trout fishing, trail heads and scenic hikes less than a mile away. Close to numerous sophisticated dining and shopping options. Less than 30 minutes to BelleAyre and Hunter Summer Happenings. Perfect for couples who need a weekend country getaway.

Feb 7 – 14

G$30,044 GYD per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 681 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.

Feb 19 – 26

G$27,434 GYD per night

Guest favorite

Guesthouse in Ulster Park

4.85 out of 5 average rating, 458 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/

Nov 22 – 29

G$17,771 GYD per night

Guest favorite

Cottage in Shokan

4.9 out of 5 average rating, 241 reviews

Catskills 2 br Cottage

This sunny, 2br 1.5 bath cottage is perched on a mountainside, so you can enjoy the seasonal view of the Catskill Mountains and the Ashokan Reservoir as you bask in the warmth of the woodstove and cook great meals in the fully equipped kitchen. Located on a quiet, dead-end road, it is close to Woodstock and Phoenicia and less than 30 minutes from skiing at Belleayre. Just a 2-hour drive from NYC!

Jul 24 – 31

G$28,071 GYD per night