Kid-friendly vacation rentals in South Side
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in South Side
Guests agree: these kid-friendly rentals 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 South Side kid-friendly rentals
Kid-friendly house rentals
Home in Whiting
4.8 out of 5 average rating, 231 reviewsWhiting Getaway
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, 255 reviewsPrivate apartment with retro vibe
Home in Chicago
4.97 out of 5 average rating, 319 reviewsCozy garden apartment historic Jackson Bvld.
Home in West Town
4.95 out of 5 average rating, 176 reviewsParadise on the Park
Home in Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Home in Uptown
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Kid-friendly apartment rentals
Apartment in Chicago
4.84 out of 5 average rating, 177 reviewsThe Cottage
Apartment in Chicago
4.89 out of 5 average rating, 249 reviewsModern
Apartment in Chicago
4.89 out of 5 average rating, 301 reviewsVintage Bridgeport Apartment
Apartment in Chicago
4.83 out of 5 average rating, 155 reviewsUniversity Retreat
Apartment in Chicago
4.98 out of 5 average rating, 202 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Apartment in Chicago
4.82 out of 5 average rating, 146 reviewsThe Posh Apt. Mins to Downtown & Hyde Park
Apartment in Forest Park
5.0 out of 5 average rating, 229 reviewsLike a Treehouse!
Apartment in Chicago
4.98 out of 5 average rating, 137 reviewsModern Apt with style & comfort in Pilsen Chicago
Kid-friendly condo rentals
Condo in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Chicago
4.96 out of 5 average rating, 128 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Chicago
4.97 out of 5 average rating, 337 reviewsLincoln Square Gem!
Condo in Chicago
4.86 out of 5 average rating, 340 reviewsNear McCormick Place and Minutes from Downtown!
Condo in Chicago
4.99 out of 5 average rating, 573 reviewsUrban Comfort in the Heart of Chicago
Condo in Chicago
4.87 out of 5 average rating, 129 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.86 out of 5 average rating, 196 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Condo in Chicago
4.96 out of 5 average rating, 447 reviewsUnique Lincoln Park Duplex Apt
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