Kid-friendly holiday rentals in Chicago
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Chicago
Guests agree: these family-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 family-friendly rentals
Kid-friendly house rentals
Home in Bridgeport
4.95 out of 5 average rating, 127 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.95 out of 5 average rating, 328 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in Berwyn
4.91 out of 5 average rating, 257 reviewsPrivate apartment with retro vibe
Home in Lake View
4.98 out of 5 average rating, 209 reviewsWrigleyville Southport Studio
Home in Chicago
4.93 out of 5 average rating, 218 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in West Town
4.95 out of 5 average rating, 176 reviewsParadise on the Park
Family-friendly apartment rentals
Flat in Roscoe Village
4.96 out of 5 average rating, 246 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Flat in Uptown
4.96 out of 5 average rating, 268 reviewsCozy loft in Chicago's Uptown
Flat in Chicago
4.93 out of 5 average rating, 383 reviewsRavenswood Guest House Annex
Flat in Chicago
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Flat in Chicago
4.97 out of 5 average rating, 458 reviewsFully Furnished Apartment Wicker Park Free Parking
Flat in Chicago
4.79 out of 5 average rating, 178 reviewsPerfect 1br In Lincoln Park - Steps to Depaul!
Flat in Wrigleyville
4.93 out of 5 average rating, 191 reviewsTaj Ma-small at Wrigley
Flat in Little Italy
4.98 out of 5 average rating, 202 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Family-friendly apartment rentals
Apartment in Jefferson Park
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Andersonville
4.9 out of 5 average rating, 159 reviewsThe Bright Retreat in Andersonville
Apartment in Lake View
4.99 out of 5 average rating, 573 reviewsUrban Comfort in the Heart of Chicago
Apartment in Chicago
4.91 out of 5 average rating, 124 reviewsSpacious & Modern Family Friendly North Center Apt
Apartment in Lincoln Park
4.96 out of 5 average rating, 447 reviewsUnique Lincoln Park Duplex Apt
Apartment in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Apartment in Humboldt Park
4.87 out of 5 average rating, 129 reviews3D Tour! Designer Condo near Logan Square
Apartment in West Town
4.86 out of 5 average rating, 196 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
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
- Family-friendly rentals United States
- Apartment rentals Chicago
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