
Family-friendly holiday 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.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

The Ivy on the Stone
The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

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. Two heating systems for the winter. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Stylish and Cozy Mountain Retreat
Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Winter Sale - Cozy Cabin + hiking + pets welcome
Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Newly built apartment steps from Mohonk preserve.
Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

Cozy Winter Upstate Cabin
Beautiful 2 bedroom/1 bath home centrally located between Woodstock and Saugerties in the gorgeous Catskill Mountains. Come for hiking, skiing, shopping and dining, it is all at your fingertips! Your home is a chic cabin situated on a large property and provides a fully stocked kitchen if you choose to cook at home, a gas grill, and fire pit in the back yard for evening enjoyment. Visit the many fun shops just down the road, or one of our lovely locally owned restaurants! Enjoy!

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Cozy Apartment with Sauna in Historic Stone Ridge
First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Ye Little Wood | Cozy Forest Cottage with Hot Tub
Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Catskills Retreat: Sauna, Farm Animals, Mtn Views
Escape the city bustle for a cozy, restorative stay at Napping Horse Farm! The Bird's Nest is a light-filled retreat nestled on 30 secluded acres at the foot of Overlook Mountain. Perfect for couples, solo travelers, and small families seeking wellness, stillness, and a memorable experience with rescue farm animals. Nature, comfort, and deep calm just 2 hours from NYC.
Popular amenities for Ulster County family-friendly rentals
Family-friendly home rentals with a hot tub

Mossy Moody Cabin in High Falls, NY

4 BR Stunning Mountain Retreat w Hot Tub!

Willow Treehouse - secluded, unique, romantic

Woodstock retreat with hot tub and deck with view

Zink Cabin | Mountain Views w/ Hot Tub

Clove Schoolhouse on Mohonk Preserve

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View

Hunter Mtn Ski Chalet! Hot Tub, Outdoor TV Firepit
Family- and pet-friendly home rentals

Winston's Place - Woodland Cozy Catskills Cabin

Creekside cottage on 65 acres of land

Peaceful Cottage-in Private 5-acre field

*superhost* Pet-friendly private cabin

Airy & Private Escape on Mountain Rest Road *Pool*

Tiny Horse Barn

Luxury A-Frame Cabin in the Woods with Sauna

Swan Cottage with Expansive Hudson River Views
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

midcentury mod * HOT TUB * walk out trail 2 mohonk

Private apartment in rural home

Kapitan’s Cottage Private Upstate Winter Retreat

Le Petit Abris at Gunks EcoLodge

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Dancing Bear Cottage
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- Hunter Mountain
- Upper Delaware Scenic and Recreational River
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Zoom Flume
- Bear Mountain State Park
- Taconic State Park
- Wawayanda State Park
- Opus 40
- Storm King Art Center
- Benmarl Winery
- Millbrook Vineyards & Winery
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