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

Foxglove Farm

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

midcentury mod * HOT TUB * walk out trail 2 mohonk

Cozy Lakefront Cottage w/Swim Spa & Firepit

Hilltop Hideaway Forest Villa on 13 acres!

(°) The Wandering Peacock (°)

The Little Lake Cabin— hot tub, fire pit, & kayaks

The Hideaway
Family- and pet-friendly home rentals

Charming Guest Cottage with Modern Amenities

Lower Hudson Valley Idyllic Retreat

Luxury 2bd⭐Comfort+Style⭐

Sunny Westport 2 BR Retreat above Historic Mill

Convenient and Cozy Antique Cape
Flamig Farm Staycation

Bright Stylish Chic 4BR 4BA Home

Cozy Cottage by the pond
Family-friendly home rentals with a pool

Artist Retreat in Beautiful Country Setting

Escape to a Restored New England Antique Milk Barn

Private Hudson Valley Country Retreat

E and T Getaway LLC

Kapitan’s Cottage: Private Retreat with Salt Pool

Private Country Getaway

Scenic River View Escape | New Paltz

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!
Quick stats about holiday rentals that are family-friendly in Lewisboro
Total rentals
80 properties
Nightly prices starting at
$237 NZD before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
60 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
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Rentals with a fire pit Lewisboro
- Rentals with a fireplace Lewisboro
- Rentals with outdoor seating Lewisboro
- House rentals Lewisboro
- Rentals with pools Lewisboro
- Fitness-friendly rentals Lewisboro
- Pet-friendly rentals Lewisboro
- Rentals with a patio Lewisboro
- Rentals with lake access Lewisboro
- Rentals with a washing machine and dryer Lewisboro
- Family-friendly rentals Westchester County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Barclays Center
- Jones Beach
- MetLife Stadium
- Yale University
- Fairfield Beach
- Citi Field
- Yankee Stadium
- Mountain Creek Resort
- Central Park Zoo
- Rye Beach
- United Nations Headquarters
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Grand Central Terminal
- Statue of Liberty
- Empire State Building
- Robert Moses State Park
- Radio City Music Hall
- Canarsie Beach