Family-friendly vacation rentals in Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
Riverfront Getaway
Bungalow in Easthampton
The Creation Station
Guest suite in Mansfield
Cozy private apt 8 mins from UCONN - solar powered
Home in Northampton
The Farmhouse - Hot tub eclectic farmhouse 3 br
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Cabin in Colebrook
Adorable, storybook log cabin
Cabin in Monterey
Amazing Berkshire Mountains Cabin
Villa in Norwich
Peaceful Spa Escape minutes to Mohegan Sun Casino
Family- and pet-friendly home rentals
Rental unit in Southington
#4 *BRAND NEW*INCREDIBLE LOCATION *SUPERHOST*
Rental unit in Sandisfield
Sunny Berkshire Studio Apartment
Cottage in Middlefield
Lake Beseck cottage
Rental unit in Northampton
North Street Nest, sunny downtown apartment
Guest suite in Waterbury
Private 1 bedroom apartment in central Connecticut
Rental unit in Middletown
3 bedroom near Wesleyan, downtown
Loft in Essex
Unique apartment in former art gallery.
Guest suite in Goshen
Rural Litchfield County Apartment Goshen CT
Family-friendly home rentals with a pool
Home in Cheshire
Pool House
Barn in Bethel
Escape to a Restored New England Antique Milk Barn
Home in Litchfield
Stunning Views, Bucolic Bliss in 1790s Farmhouse
Rental unit in Northampton
Wood, sunshine & movies in best downtown location
Home in Montville
Casino Wine Down House***
Home in New London
WATERFRONT VIEW @ OCEAN BEACH GATE: 6 QUEEN 1 SOFA
Home in Redding
Lovely Country Retreat:
Home in Great Barrington
Berkshire Country Estate! Pool & Tennis Court -GB
Quick stats about vacation rentals that are family-friendly in Windsor
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
870 reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- New Haven Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals The Hamptons
- Family-friendly rentals Queens
- Family-friendly rentals Connecticut
- Rentals with a washer and dryer Windsor
- Rentals with a fire pit Windsor
- Rentals with a patio Windsor
- Monthly Rentals Windsor
- House rentals Windsor
- Rentals with a fireplace Windsor
- 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