Family-friendly vacation rentals in Madison
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madison
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 Madison family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
Cottage in Ledyard
Waterfront cottage overhanging the water!
Guest suite in Mansfield
Cozy private apt 8 mins from UCONN - solar powered
Home in Wading River
Your Zen Retreat
Farm stay in Kent
(°) The Wandering Peacock (°)
Villa in Norwich
Romantic Spa Retreat minutes to Mohegan Sun Casino
Home in Stonington
Perfect New England Getaway has a pool/ hot tub
Home in North Fork
Private Oasis Stunning Views 7/6 - 7/20 Available
Family- and pet-friendly home rentals
Rental unit in East Haddam
The Federal Suite at the Wisteria Rest
Cottage in Branford
Cozy Home In Short Beach Community
Rental unit in Middletown
3 bedroom near Wesleyan, downtown
Guest suite in Brooklyn
Affordable In-Law Apartment in Brooklyn, CT
Rental unit in Glastonbury
Quiet 2 bed room apt w/ private entrance.
Guest suite in Waterbury
Private 1 bedroom apartment in central Connecticut
Guesthouse in Groton
Quiet studio with sleeping loft and deck
Cottage in North Fork
Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Family-friendly home rentals with a pool
Barn in Bethel
Escape to a Restored New England Antique Milk Barn
Home in Montville
Casino Wine Down House***
Bungalow in Montauk
Montauk Oceanview with Fireplace (2)
Guesthouse in Shelter Island
Waterfront carriage house studio
Home in Litchfield
Stunning Views, Bucolic Bliss in 1790s Farmhouse
Guest suite in East Hampton
Private Cozy Cottage with Pool / Private Beach
Home in Hampton Bays
Beach House Feel - newly renovated backyard Oasis
Home in Southampton
Waterview, Pool, DogsStayFree! Kayaks, PingPong
Quick stats about vacation rentals that are family-friendly in Madison
Total rentals
80 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
1.6K reviews
Nightly prices starting at
$100 before taxes and fees
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