
Family-friendly holiday rentals in Round Top
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Round Top
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 Round Top family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Willow Treehouse - secluded, unique, romantic

Woodstock retreat with hot tub and deck with view

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

Serene Retreat w/ Cedar Hot Tub & Fire Pit

Modern House with Mountain View @Getawind

Upstate Modern Scandinavian Barn in the Catskills

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

StarryPines Cottage w Hot Tub Sauna Step to Trails

The Waterfall Casita: A-frame with 30ft Waterfall

Catskill Creek Farmhouse
Woodstock Historic Artist Estate - The Pond House

Kapitan’s Cottage: Private Retreat with Salt Pool

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

Bluff House

Cosy Catskill Casita in the Middle of Village
Family-friendly home rentals with a pool

Plunge Pool, Sauna, AC! Modern Mountain Escape

Sweet Farm Stay

midcentury mod * HOT TUB * walk out trail 2 mohonk

Exclusive Pool, Mtn Views! Hike, Golf, Swim, Relax

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

Light-Filled Upstate Home, Perfect Location

Camp Catskills: Heated Pool I Fire-Pit I Hot Tub

Modern Upstate Cabin, near Rhinebeck NY
Quick stats about holiday rentals that are family-friendly in Round Top
Total rentals
30 properties
Nightly prices starting at
$179 SGD before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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 a patio Round Top
- Rentals with a firepit Round Top
- Rentals with outdoor seating Round Top
- House rentals Round Top
- Pet-friendly rentals Round Top
- Rentals with a fireplace Round Top
- Rentals with a washing machine and dryer Round Top
- Family-friendly rentals Greene County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- John Boyd Thacher State Park
- Zoom Flume
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Windham Mountain
- Beartown State Forest
- Taconic State Park
- Albany Center Gallery
- Opus 40
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Hancock Shaker Village
- Hunter Mountain Resort
- Plattekill Mountain
- Huck Finn’s Playland, Albany