Family-friendly vacation rentals in Town of Durham

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Town of Durham

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

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Top guest favorite
The chalet's exterior is enhanced by warm string lights that illuminate the entryway and wraparound patio. A stone chimney complements the wooden architecture. The setting sun casts a serene glow over the landscape, emphasizing the inviting atmosphere of the outdoor space.
Cabin in Durham
4.99 out of 5 average rating, 184 reviews

Stunning Cabin, Sauna, HT, MtnView, Mins 2 Windham

Welcome to Chalet LaRosa, a new 2,450 SF custom cabin just 10 minutes from Windham Mountain & easily accessible to the area's hottest attractions! This idyllic 4BR, 3BA retreat w/ an 8" cedar sauna, hot tub, & full game/bar area is situated on the Durham Scenic Byway w/ some of the Catskills' most breathtaking views. The cabin provides a rare amenity package & truly authentic Catskills experience w/ decor & materials sourced from dozens of local shops & antique collectors. Come enjoy the Chalet!

Guest favorite
Home in Durham
4.96 out of 5 average rating, 136 reviews

Wow! Panoramic Mountain View, Minutes to Windham!

This pristinely-kept vacation home has endless mountain views on rolling country acres. Come and stay just to get away, enjoy both the sunrise and sunset views from the expansive deck. Curl up by the wood burning fireplace or the outdoor fire-pit, or take a sunset plunge in our backyard hottub and enjoy the picturesque views of Windham, NY from across the valley. A serene 8 mile drive will take you into the historic Town of Windham, NY to enjoy a day of skiing, site-seeing, hiking or dining

Guest favorite
A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.
Home in Cornwallville
4.98 out of 5 average rating, 163 reviews

Private Waterfall Retreat on 10 acres

Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Superhost
A cozy living area features a soft sofa and a leather chair, complemented by a round coffee table. A gas fireplace with a stone surround adds warmth, while large windows allow natural light to fill the space. A modern light fixture and decorative accents enhance the inviting atmosphere.
Home in Durham
4.82 out of 5 average rating, 151 reviews

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

Welcome to this modern and spacious Colonial home nestled in the breathtaking Catskills Mountains. Located on a quiet street, this property offers the perfect blend of privacy and ample space for you to enjoy quality time with your family and friends. Despite its secluded location, essential amenities are just a short drive away. A store is conveniently located only five minutes away, and there's a nearby gas station for added convenience. Plus, you'll have fast Wi-Fi with speeds of 200mbps

Top guest favorite
The cottage exterior is painted bright yellow, featuring blue accents. A small porch includes a table and chairs, surrounded by greenery. Decorative lights hang along the porch, with a welcoming entry door leading into the home.
Cottage in Catskill
4.96 out of 5 average rating, 299 reviews

1930's Cottage charm cozy air cond. near hiking

1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

Superhost
The interior of a rustic cabin features timbered walls and ceilings, with large glass windows offering views of the surrounding foliage. A wood-burning stove is positioned on a stone base, while a white door leads outside. Shelves hold a selection of books.
Tiny home in Palenville
4.89 out of 5 average rating, 168 reviews

Unique Tiny House Glamping in the Catskills

Looking for the perfectly romantic glamping getaway? This stunning handcrafted hut was designed by my Buddhist mother for a meditation retreat, and to commune with nature. With unique timbered walls and ceilings, a wood-burning stove (the only heat source), rustic stone detailing on the walls and large glass windows, you'll feel like you're living in the woods, but with the comfort of the indoors. Please note that this is an off-grid camping cabin without water, but there is electricity.

Top guest favorite
Condo in Windham
4.9 out of 5 average rating, 215 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Guest favorite
A charming covered front porch features two rocking chairs and is framed by vibrant orange marigolds and lush greenery. An American flag gently waves nearby, adding to the welcoming atmosphere of the home.
Home in Durham
4.89 out of 5 average rating, 99 reviews

Idyllic Mountain view Catskills home near Windham

Nestled in the mountain, this beautiful three bedroom home has character galore, from the covered front porch to the birch log handrails leading to the loft. The views are bucolic; out the back is the Catskill Mountain range, and out the front is the Helderbergs. This is a very desirable location, only 15 minutes from Ski Windham. There are cathedral ceilings in the living room and dining room, and exposed beams in the large kitchen. The skylights and large windows bring the outside in.

Top guest favorite
A single-story cottage is set amidst lush greenery, featuring a welcoming porch and large windows. A stone pathway leads to the entrance, surrounded by well-maintained grass and shaded by surrounding trees.
Guesthouse in Cairo
4.98 out of 5 average rating, 193 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

Top guest favorite
A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.
Apartment in Freehold
5 out of 5 average rating, 322 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Superhost
A cozy tiny cabin is set amidst a natural landscape, featuring a warm fire pit surrounded by stones. A picnic table is positioned nearby, all illuminated by the soft glow of the setting sun in the background.
Tiny home in East Durham
4.86 out of 5 average rating, 112 reviews

Cozy Cabin Dogs OK.Hiking Festivals Firepit Pool

POOL Closed. ** Fire Pit, Pool, BBQ Grill ** AC. Free WiFi. & Cable TV ** Bathroom ** Fridge, Micro , Coffee maker. **. , Picnic table , Party tents ** Sleeps 2 Large Futon **. Many Festivals, Fine Dining, Flea marke, Waterpark. All nearby . Dog friendly 2 dog Max. No cats No Exceptions. You are renting a cabin. NOT. a Motel room.Mattress covers , pillows w/ cases and fitted sheets are on all bedding. Bring your sleeping bag Arrive prepared

Guest favorite
The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.
Apartment in Roxbury
4.93 out of 5 average rating, 316 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

Popular amenities for Town of Durham family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Town of Durham

  • Total rentals

    180 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    8.7K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Destinations to explore