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

Your Zen Retreat

Charming SunDrenched Retreat w/ Pvt Backyard

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

(°) The Wandering Peacock (°)

Cozy Mountainside Suite - Minutes from Beacon

"NORTH APT." Renovated 1 Br Apt. In Great Location

1834 Farm House

Majestic King Suite just minutes to the Gunks
Family- and pet-friendly home rentals

Lake Beseck cottage

Nautical Farm House on Working Farm with Animals

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Hiking trails steps from your door!

Hudson Valley Mountaintop Riverview

Victorian Haven

3 bedroom near Wesleyan, downtown

Cute & Cozy Family Suite. Close to NYC & EWR
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Private Hudson Valley Country Retreat

midcentury mod * POOL * walk out trail to mohonk

Peaceful Retreat in Immaculate Architect’s House

Garden Level Suite with Beautiful Pool

Private apartment in rural home

Beach House Feel - newly renovated backyard Oasis

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Quick stats about holiday rentals that are family-friendly in New Canaan
Total rentals
20 properties
Nightly prices starting at
$156 AUD before taxes and fees
Total number of reviews
230 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
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- 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
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Tenement Museum
- Fairfield Beach
- Yale University
- Rye Beach
- Gilgo Beach
- Citi Field
- St. Nicholas Park
- Yankee Stadium
- MetLife Stadium
- Rye Playland Beach
- United Nations Headquarters
- Inwood Hill Park
- Point Lookout Beach District Park
- Bronx Zoo
- Rockefeller Center
- Radio City Music Hall