
Kid-friendly holiday rentals in Windham
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Windham
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham family-friendly rentals
Kid-friendly house rentals

Perfect Family Winter Retreat•Close to Ski•Firepit

Heated Indoor pool 5BR-3B close to hunter base

LOW Cleaning Fee! Family friendly with swing set

Skiing and Breweries! Mountain and river views!

Modern Home with Stunning Views

Entire lake house to yourself. Great for groups

Stony Hill Haus in Pine Plains

Sweeping mountain views in Woodstock, NY
Family-friendly apartment rentals

Mountain View Apartment

Chic Hudson Apartment - In the heart of Hudson, NY

Private 1BR Apartment 1 Block from Warren St.

2 bedroom / Office - HEPA Air Purifier

Above SpringRise

Woodland Neighborhood Retreat

225 Warren Suite

Sunny, Spacious & Central: Bowler
Family-friendly apartment rentals

Trailside At Hunter-Phase II-Hunter NY

Cozy Mountain hideaway Windham, Hunter

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Windham-Hunter Lodge

Studio 3 BEDS-SLEEP 4

Ski on/ Ski off Stylish Condo Hunter Mountain

Cozy & walking distance to cafés *spring avails*

Harmony Valley Home, bright & inviting 2-BR escape
Quick stats about holiday rentals that are kid-friendly in Windham
Total rentals
50 properties
Nightly prices starting at
₹14,847 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
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- East River Holiday rentals
- New York Holiday rentals
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- Family-friendly rentals United States
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- Apartment rentals Windham
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