Kid-friendly holiday rentals in Chicago
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Chicago
Guests agree: These kid-friendly rentals 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 Chicago kid-friendly rentals
Child-friendly house rentals
Home in Bridgeport
Cozy & Modern Chic Full House in Trendy Bridgeport
Home in Berwyn
Private apartment with retro vibe
Home in Pilsen Historic District
Get Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in West Loop
Cozy garden apartment historic Jackson Bvld.
Home in Uptown
Private 3rd Floor Apartment
Home in West Town
Paradise on the Park
Home in Lake View
Wrigleyville Southport Studio
Home in Logan Square
Top Floor Escape | Modern Amenities | Lush Garden
Kid-Friendly apartment rentals
Rental unit in Andersonville
Lovely Andersonville Apt with Ideal Location
Rental unit in Roscoe Village
Roscoe Village One Bed Lux Apartment Near Wrigley
Rental unit in Oak Park
Cozy and Character-Rich Chicago Style, Tv NFL PASS
Rental unit in Edgewater
Ravenswood Guest House Annex
Rental unit in Lincoln Square
Bright family-friendly Lincoln Square 2-bed 1-bath
Rental unit in Norwood Park
Free Parking & King Bed in Desirable Norwood Park!
Rental unit in Lincoln Park
Redesigned Lower Level Studio in Historic Building
Rental unit in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Child-Friendly Holiday Condos
Condo in Jefferson Park
-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Humboldt Park
3D Tour! Designer Condo near Logan Square
Condo in Little Italy
Private hot tub - King bed suite - Free parking
Condo in Chicago
Near McCormick Place and Minutes from Downtown!
Condo in North Center
Spacious & Modern Family Friendly North Center Apt
Condo in Lincoln Park
Unique Lincoln Park Duplex Apt
Condo in Lake View
Urban Comfort in the Heart of Chicago
Condo in Humboldt Park
Stylish 3BR + Free Parking 10-15mins from Downtown
Quick stats about holiday rentals that are kid-friendly in Chicago
Total rentals
1.3K properties
Rentals with dedicated workspaces
1K properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
580 properties allow pets
Family-friendly rentals
980 properties are a good fit for families
Total number of reviews
78K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Kid-friendly rentals United States
- Rentals with a sauna Chicago
- Loft rentals Chicago
- Lakehouse rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a washing machine and dryer Chicago
- Family-friendly rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- Rentals with lake access Chicago
- Fitness-friendly rentals Chicago
- Rentals with a balcony Chicago
- Monthly Rentals Chicago
- Boutique hotel rentals Chicago
- Rentals with an accessible height bed Chicago
- Waterfront rentals Chicago
- Rentals with an EV charger Chicago
- Private suite rentals Chicago
- Rentals with a patio Chicago
- Rentals with beach access Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Bed and breakfasts Chicago
- Beachfront rentals Chicago
- Apartment rentals Chicago
- Rentals with pools Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Townhouse rentals Chicago
- House rentals Chicago
- Mansion rentals Chicago
- Kid-friendly rentals Downtown Chicago
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Lake Geneva
- Kid-friendly rentals Illinois
- Kid-friendly rentals Cook County
- 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