
Family-friendly holiday rentals in Town of Durham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Town of Durham
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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!

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

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!

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.

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.

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.

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.

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.

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!

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.

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

"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
Family-friendly home rentals with a hot tub

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing

Modern & Chic Log Home-Spectacular Mountain Views!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Greenville Getaway: HotTub&GameRoom. Hike/Ski/Golf

Burnt Knob Mountain Escape

Modern House with Mountain View @Getawind

Mtn View Lux Dome w/ Heated Plunge Pool

Embrace nature in style @killercatmountainhouse
Family- and pet-friendly home rentals

Windham Condo

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

The Porch Upstate Super clean

Bluff House

Diamond Notch Trails Tiny Cabin

The Cabin - Ski House near Windham

Catskills Escape | 7 Private Acres & Scenic Views

Cozy clean 5 min to Hunter & Windham~ Dog Heaven
Family-friendly home rentals with a pool

Plunge Pool, Sauna, AC! Modern Mountain Escape

See Fall Colors Front Row In A Mountain Townhome

Cottage with Private Deck on 8 acres of Woods

Sweet Farm Stay

Thorne Hollow - Mountain Ski Getaway with HotTub

Hawk View

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike

Eco Cottage in the Woods
Quick stats about holiday rentals that are family-friendly in Town of Durham
Total rentals
180 properties
Nightly prices starting at
£74 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
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- Rentals with a hot tub Town of Durham
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Bash Bish Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Saratoga Spa State Park
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Beartown State Forest
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park
- Hancock Shaker Village