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 favourite
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, 189 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!

Top guest favourite
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, 168 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!

Top guest favourite
A pass-through window features a wooden countertop, displaying decorative items and a candle. A vibrant blue refrigerator and various kitchen appliances are visible in the background. The space is brightened by natural light, creating a cheerful ambiance.
Cottage in Catskill
4.96 out of 5 average rating, 306 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 homes in Palenville
4.87 out of 5 average rating, 174 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 favourite
A unique round cabin constructed from cordwood masonry is set amidst tall trees. Solar panels are positioned on the roof, and windows provide natural light to the interior. The surrounding grass is well-maintained, and a gravel path leads to the entrance.
Farm stay in Coeymans Hollow
4.89 out of 5 average rating, 298 reviews

Magic Forest Farm's Enchanted Cabin

After five years, this work of art is finally complete! This eco friendly building was mostly constructed with materials from our forest. Nearly 200 volunteers had a hand in helping over the years in its construction. It is built with cordwood masonry, round and unique. We are a working 225 acre organic farm and homestead that grows much of our own food. You will love our friendly animals, volunteers and miles of hiking trails. This is a off grid solar powered cabin with an outhouse nearby.

Top guest favourite
Condo in Windham
4.9 out of 5 average rating, 220 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 favourite
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
4.88 out of 5 average rating, 101 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 favourite
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, 195 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 favourite
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, 328 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!

Guest favourite
A single-story home is set among trees, featuring a front porch with a wooden railing. A gravel driveway leads to the entrance, framed by a landscaped area. The surroundings include additional structures and a green landscape, providing a peaceful natural setting.
Home in Gilboa
4.83 out of 5 average rating, 161 reviews

Great for hunters-skiers-hikers close to Windham

The quiet tranquility of mountain nature. Minutes from the Windham mountain ski resort. State land nearby for hunters as well. This one bedroom home has key pad entry, a full kitchen, dining area, living room, front deck, spacious rear deck, fire pit, acres of back yard, full bathroom, can sleep four with queen size bed and pull out couch, wifi, fire stick tv. All the comforts of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

Guest favourite
The tiny house is surrounded by a snow-covered landscape, showcasing large windows that allow warm light to emanate from within. The wooden structure features a combination of solid walls and expansive glass sections, creating a cozy atmosphere amid the winter scenery.
Tiny homes in Catskill
4.86 out of 5 average rating, 179 reviews

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

A really really tiny house ,( smaller than most tiny houses) with a dome patio for viewing the sky. Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. We have - Heat/AC, Queen bed, Hot shower, Flushing Toilet, Kitchenette, Fridge, Towels, linens etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers and to returning guests .

Top guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 508 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Popular amenities for Town of Durham family-friendly rentals

When is the best time to visit Town of Durham?

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Avg. price$476 CAD$476 CAD$483 CAD$438 CAD$454 CAD$441 CAD$463 CAD$469 CAD$433 CAD$476 CAD$469 CAD$490 CAD
Avg. temp-4 °C-3 °C2 °C9 °C15 °C20 °C23 °C22 °C18 °C11 °C5 °C-1 °C

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

  • Total vacation rentals

    Explore 180 vacation rentals in Town of Durham

  • Nightly prices starting at

    Town of Durham vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 8,660 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    180 of Town of Durham vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Town of Durham rentals

  • 4.9 Average rating

    Town of Durham stays are highly rated by guests—averaging 4.9 out of 5!

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