
Family-friendly vacation rentals in Windham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windham
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain house w/ Scandinavian BBQ hut Spa & more!

Stay on Windham Mt- Mins to Main St + Hot Tub

The Windham Cabin w/ Hot Tub

Casa Magda - Designer Home near Hiking + Swimming

Chalet with HotTub 5 min to Windham, 15 min Hunter

Modern Cabin in the Woods with Hot Tub

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Private Catskill Getaway | HotTub w/ Mountain View
Family- and pet-friendly home rentals

Original Windham Farmhouse

Cabin by the woods, Hunter Mountain & Kaaterskills

Susie's Climax Creations

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

"Far from the Madding Crowd" Cozy Cabin Retreat

1930's Cottage charm cozy air cond. near hiking

Private Waterfall Retreat on 10 acres

Fraxinus House - Ideal for Windham & Hunter
Family-friendly home rentals with a pool

Plunge Pool, Sauna, AC! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

Sweet Farm Stay

See Fall Colors Front Row In A Mountain Townhome

The Loft at Bearpen Mtn; near Hunter & Windham

Thorne Hollow - Mountain Ski Getaway with HotTub

Hawk View

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike
Quick stats about vacation rentals that are family-friendly in Windham
Total rentals
150 properties
Nightly prices starting at
€ 103 before taxes and fees
Total number of reviews
5.7K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Washington Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Rentals with a fireplace Windham
- Pet-friendly rentals Windham
- Fitness-friendly rentals Windham
- Cottage rentals Windham
- Rentals with a fire pit Windham
- Chalet rentals Windham
- Ski-in/ski-out rentals Windham
- Rentals with a washer and dryer Windham
- House rentals Windham
- Rentals with a hot tub Windham
- Townhouse rentals Windham
- Cabin rentals Windham
- Condo rentals Windham
- Rentals with outdoor seating Windham
- Rentals with pools Windham
- Rentals with a patio Windham
- Family-friendly rentals Greene County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Pineridge Cross Country Ski Area