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.

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Top Guest favourite

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

4.99 out of 5 average rating, 159 reviews

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!

FamilyKitchenHospitality

Top Guest favourite

A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.

Home in New Paltz

4.97 out of 5 average rating, 328 reviews

Eclectic one-bedroom house

This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

KitchenIndoor spacesHiking

Top Guest favourite

Home in Kerhonkson

4.98 out of 5 average rating, 191 reviews

Fall Farmhouse: Private, Firepit & Fireplace

Super private, pet-friendly 13 acre solar powered*, modern farmhouse 2 hours from NYC in Catskills. ✔ Large backyard w/ firepit ✔ Dogs allowed** ✔ 229Mbps wifi ✔ Screen-in porch w/ outdoor dining ✔ 65” Smart TV with Apple TV in living room ✔ 50” Smart TV with Apple TV in guest bed ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Back deck w/ BBQ grill ✔ Indoor fireplace ✔ Onsite parking 10 mins → Vernooy Falls 20 mins → Minnewaska State Park, Mohonk Preserve & Ashokan Rail Trail

Indoor spacesKitchenValue

Top Guest favourite

A light-filled living area features a brown leather sofa and a stylish lamp. The kitchen is visible, with modern cabinetry and a sink, complemented by a small window and potted plant. A colorful artwork adorns the wall, contributing to a welcoming ambiance.

Home in Saugerties

5.0 out of 5 average rating, 101 reviews

Away Upstate, a cozy retreat w/ Firepit

The Away Upstate retreat is nestled in the breathtaking Catskills and is your perfect home away from home year-round. Whether you’re planning a couples getaway, a trip with friends, a family vacation, or a solo escape, our retreat is a perfect place to create lasting memories. Share stories around the outdoor firepit, cozy up by the woodstove or read a book on the hammock. Located: 5 mins from Woodstock 10 mins from Saugerties 15 mins from Kingston 30 mins from Hunter Mtn. @awayupstate

Indoor spacesKitchenBarbecue

Top Guest favourite

An inviting tent interior features a large, cozy bed adorned with textured bedding. A central wooden table holds decorative items and a lantern, while plush floor cushions are positioned nearby. The space is enhanced by light filtering through the tent fabric, casting playful shadows.

Tent in Kerhonkson

4.99 out of 5 average rating, 106 reviews

Catskills Glamp Oasis w. Breakfast by the Pond

Namahai Retreat is about communing with nature, trees, the elements, pond, fire, birds, flowers, and frogs, and most importantly, yourself. Situated on a 5-acre homestead in the heart of the Catskills Mountains, privately tucked in a Pine Grove, we hope you enjoy the serenity, nature, and magic found here. Botanically, it is a feast for the eyes. Bird watcher's paradise. Night sky full of stars. Your stay includes one complimentary breakfast, bonfire, and firewood for the tent stove.

Indoor spacesFamilyBreakfast

Top Guest favourite

A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.

Cabin in Kerhonkson

4.99 out of 5 average rating, 424 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

FamilyIndoor spacesBackyard

Top Guest favourite

A modern house is nestled among lush green trees, showcasing a spacious deck with outdoor seating. Large windows allow natural light to fill the interior, while the surrounding foliage creates a sense of privacy and tranquility.

Holiday home in Parksville

4.93 out of 5 average rating, 224 reviews

Dreamy Catskills Mountain Getaway w/ Yoga Studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

KitchenIndoor spacesBarbecue

Top Guest favourite

A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.

Home in Kingston

4.95 out of 5 average rating, 373 reviews

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

Indoor spacesFamilyAir conditioning

Guest favourite

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

Home in Kerhonkson

4.94 out of 5 average rating, 413 reviews

A Very Cozy House With a Very Big Yard

The perfect spot to unwind with family, friends, and pups. Spend the day hiking, visiting farms, or trying local restaurants, then come home to the yard for kid-and-dog frolicking, “Squirrel TV” through long windows. Soak in the claw-foot tub or the jetted spa tub, then gather by the fire with wine and board games. Swim and make s’mores in summer, watch snow fall in winter, and enjoy peaceful views in every season, relax, play, laugh, repeat.

FamilyIndoor spacesHiking

Guest favourite

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.

Home in Kerhonkson

4.96 out of 5 average rating, 193 reviews

ENTER HOME - Minimalistic style warm & inviting

ENTER our HOME, an inviting, comfortable space filled with natural light and clean lines inspired by Nordic design. Enjoy a fully equipped new kitchen with Bosch appliances, including a washer and dryer. Our home is designed to embrace the beautiful nature around you and bring a sense of peace and comfort to your stay. ENTER HOME is ideal for individuals, couples, or families with children. AC is provided in both bedrooms only.

FamilyIndoor spacesParks

Guest favourite

Villa in Kerhonkson

4.96 out of 5 average rating, 356 reviews

Villa Retreat: Yoga Studio, Theater, EV Charger

Multi-level forest villa retreat in the Gunks, perfect for wellness escapes, creative retreats, or group getaways. Enjoy a private yoga studio, 110" home theater, EV charger, handmade furnishings, Casper and Nectar premium mattresses, and inspiring original art. Surrounded by forest with decks, private nooks, and cozy lounges, this beautifully designed home blends boutique comfort with spacious indoor-outdoor flow.

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Top Guest favourite

The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.

Cottage in Kerhonkson

5.0 out of 5 average rating, 252 reviews

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.

KitchenIndoor spacesLong stay