
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

A Cozy’s Woodstock Getaway Home

2 BR , Fireplace & Hot Tub @ heart of Woodstock

Secluded Artist's Retreat with Hot tub

Rhinebeck Home with an amazing outdoor space+H/tub

Mountain-Top Catskills Getaway Cabin w/hot tub

Private Catskills Home w. Hot Tub, near Ski Mnt

Make it your home away from home

Peaceful Hudson Valley Retreat House with HOT TUB!
Family- and pet-friendly home rentals

Stunning Modern Barn minutes from Woodstock 21N195

Peace Cottage

Welcome to Malden Manor, in a prime location!

Entire lake house to yourself. Great for groups

Pet Friendly Cabin Doh-Ray up at 1450 ft

Historic farmhouse escape on 14 scenic acres

Catskill Mountain Cabin Waterfall Retreat

Cozy Catskills Reteat with Geothermal Heat
Family-friendly home rentals with a pool

Daydream Mountain Art-Chateau | Hot Tub & Pool

Spacious Staycation near HITS & the Hudson

Modern Upstate Cabin, near Rhinebeck NY

MODERN FARMHOUSE in the WOODS

Lovely Creekside w pool/sauna near Woodstock

Modern Cabin w/Swimming, Boats, HOT TUB & VIEWS!

Woodstock Romantic Mountain Studio w/ Pool

Casa Luna Country Retreat with Pool, Hudson, NY
Quick stats about holiday rentals that are family-friendly in Round Top
Total rentals
30 properties
Nightly prices starting at
€ 106 before taxes and fees
Total number of reviews
1.8K 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
- Hudson Valley Holiday rentals
- East River Holiday rentals
- Plainview Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Cape Cod Holiday rentals
- South Jersey Holiday rentals
- Rentals with a washing machine and dryer Round Top
- Rentals with outdoor seating Round Top
- Rentals with a fireplace Round Top
- Rentals with a firepit Round Top
- Rentals with a patio Round Top
- Pet-friendly rentals Round Top
- House rentals Round Top
- Family-friendly rentals Greene County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Albany Center Gallery
- Howe Caverns
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Opus 40
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Naumkeag
- Walkway Over the Hudson State Historic Park
- Beartown State Forest
- Otis Ridge
- Thaddeus Hait Farm
- Bull's Bridge Golf Club
- Berkshire Botanical Garden