
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

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Modern Cabin Escape | Hot Tub & Fire Pit

Woodstock retreat with hot tub and deck with view

Romantic Cabin with Sauna & Wood Fired Hot Tub

Magical Private Waterfront Cabin Hot Tub & Hiking

Modern House with Mountain View @Getawind

Stream Come True | Hot Tub, Ski, Hike, Relax
Family- and pet-friendly home rentals

"Your Country Getaway at Beulah Land Farm."

Creekside Cottage in the heart of Phoenicia

Woodstock Cabin in the Woods #2

Succurro : Studio

Blackbear Lodge - Luxury Cabin, Kid-Friendly

Catskills Cabin Autumn Oasis - Seconds to Hiking!

Catskill Mtn Streamside Getaway

Panther Mountain Lodge
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace Autumn & Foliage

Plunge Pool, Sauna, AC! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

The Loft at Bearpen Mtn; near Hunter & Windham

Kapitan’s Cottage: Private Retreat with Salt Pool

Country Cottage w/ HOT TUB & Views

Peaceful and Private Boutique Apartment *Pool*
Quick stats about holiday rentals that are family-friendly in Shandaken
Total rentals
320 properties
Nightly prices starting at
$64 SGD 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
- Philadelphia Holiday rentals
- Boutique hotel rentals Shandaken
- Cottage rentals Shandaken
- Guest house rentals Shandaken
- Rentals with outdoor seating Shandaken
- Waterfront rentals Shandaken
- Rentals with pools Shandaken
- Rentals with a hot tub Shandaken
- Rentals with a sauna Shandaken
- Rentals with a patio Shandaken
- Flat rentals Shandaken
- Pet-friendly rentals Shandaken
- Rentals with an EV charger Shandaken
- Cabin rentals Shandaken
- Rentals with a firepit Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with lake access Shandaken
- House rentals Shandaken
- Bed and breakfasts Shandaken
- Rentals with a fireplace Shandaken
- Fitness-friendly rentals Shandaken
- Rentals with a washing machine and dryer 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
- Howe Caverns
- John Boyd Thacher State Park
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Taconic State Park
- Villa Roma Ski Resort
- Opus 40
- Hunter Mountain Resort
- Plattekill Mountain
- Benmarl Winery
- Hudson Chatham Winery
- Millbrook Vineyards & Winery