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 Chicago
4.93 out of 5 average rating, 221 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.95 out of 5 average rating, 330 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in Chicago
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Berwyn
4.91 out of 5 average rating, 262 reviewsPrivate apartment with retro vibe
Home in Wilmette
4.98 out of 5 average rating, 101 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Chicago
4.95 out of 5 average rating, 179 reviewsParadise on the Park
Home in Chicago
4.95 out of 5 average rating, 128 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Family-friendly apartment rentals
Flat in Chicago
4.95 out of 5 average rating, 207 reviewsHuge Apt in Uptown/Andersonville
Flat in Forest Park
4.98 out of 5 average rating, 292 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Flat in Chicago
4.98 out of 5 average rating, 307 reviewsRedesigned Lower Level Studio in Historic Building
Flat in Forest Park
5.0 out of 5 average rating, 232 reviewsLike a Treehouse!
Flat in Andersonville
4.82 out of 5 average rating, 443 reviewsLovely Andersonville Apt with Ideal Location
Flat in Chicago
4.93 out of 5 average rating, 193 reviewsTaj Ma-small at Wrigley
Flat in Chicago
4.97 out of 5 average rating, 124 reviewsDesigner Avondale Attic
Flat in Chicago
4.92 out of 5 average rating, 497 reviews2BR Bursting w/ Character in Hip Logan Square!
Family-friendly apartment rentals
Apartment in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in West Town
4.97 out of 5 average rating, 719 reviewsGreat location. Free parking.
Apartment in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Apartment in Little Italy
4.96 out of 5 average rating, 131 reviewsPrivate hot tub - King bed suite - Free parking
Apartment in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Apartment in Chicago
4.9 out of 5 average rating, 199 reviewsA Stones Throw from U Chicago South Campus!
Apartment in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Apartment in Chicago
4.99 out of 5 average rating, 577 reviewsUrban Comfort in the Heart of Chicago
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
- Private suite rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a cinema Chicago
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- Rentals with a washing machine and dryer Chicago
- Rentals with pools Chicago
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- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with beach access Chicago
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- Monthly Rentals Chicago
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- Flat rentals Chicago
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- Rentals with a hot tub Chicago
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