
Family-friendly holiday rentals in Shandaken
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shandaken
Guests agree: These family-friendly homes 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 Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Chef's kitchen, seclusion, and breathtaking views

Modern & Chic Log Home-Spectacular Mountain Views!

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Modern Cabin Escape | Hot Tub & Fire Pit

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

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Romantic Cabin with Sauna & Wood Fired Hot Tub
Family- and pet-friendly home rentals

Overlook Creek Cottage 1 Near Phoenicia

Winston's Place - Woodland Cozy Catskills Cabin

Retro Modern Paradise in the Catskills

The Waterfall Casita: A-frame with 30ft Waterfall

Serene Retreat on a Stream
Woodstock Historic Artist Estate - The Pond House

Hiking and Breweries! Mountain and river views!

The Porch Upstate Super clean
Family-friendly home rentals with a pool

Plunge Pool, Sauna, AC! Modern Mountain Escape

midcentury mod * HOT TUB * walk out trail 2 mohonk

Kapitan’s Cottage: Private Retreat with Salt Pool

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

Experience The Zen House

Light-Filled Upstate Home, Perfect Location

Modern Upstate Cabin, near Rhinebeck NY

Upstate Modern Scandinavian Barn in the Catskills
Quick stats about holiday rentals that are family-friendly in Shandaken
Total rentals
320 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
25K reviews
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Rentals with lake access Shandaken
- Boutique hotel rentals Shandaken
- Fitness-friendly rentals Shandaken
- Rentals with a fire pit Shandaken
- Bed and breakfasts Shandaken
- Waterfront rentals Shandaken
- Rentals with a patio Shandaken
- House rentals Shandaken
- Rentals with a fireplace Shandaken
- Rentals with a hot tub Shandaken
- Cabin rentals Shandaken
- Rentals with pools Shandaken
- Rentals with an EV charger Shandaken
- Cottage rentals Shandaken
- Guesthouse rentals Shandaken
- Rentals with outdoor seating Shandaken
- Apartment rentals Shandaken
- Pet-friendly rentals Shandaken
- Rentals with a washing machine and dryer Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with a sauna Shandaken
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Howe Caverns
- Resorts World Catskills
- John Boyd Thacher State Park
- Zoom Flume
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Villa Roma Ski Resort
- Windham Mountain
- Taconic State Park
- Opus 40
- Hunter Mountain Resort
- Plattekill Mountain
- Bear Pond Winery
- Millbrook Vineyards & Winery
- Benmarl Winery
- Hudson Chatham Winery