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, 227 reviewsWhiting Getaway
Home in Chicago
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Chicago
4.89 out of 5 average rating, 375 reviewsPro Cleaned & Isolated West Loop Coach House
Home in Berwyn
4.91 out of 5 average rating, 247 reviewsPrivate apartment with retro vibe
Home in Chicago
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.9 out of 5 average rating, 335 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Kid-friendly apartment rentals
Apartment in Chicago
4.89 out of 5 average rating, 245 reviewsModern
Apartment in Chicago
4.91 out of 5 average rating, 112 reviewsNEW Modern 2BRD apartment| 5min to McCormick Place
Apartment in Chicago
4.87 out of 5 average rating, 218 reviewsGarden Apartment in the Historic Heart of the City
Apartment in Chicago
4.84 out of 5 average rating, 131 reviewsPerfect Private Getaway in Perfect Pilsen
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 Blue Island
4.93 out of 5 average rating, 266 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Apartment in Chicago
4.98 out of 5 average rating, 133 reviewsModern Apt with style & comfort in Pilsen Chicago
Kid-friendly condo rentals
Condo in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Chicago
4.87 out of 5 average rating, 126 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.97 out of 5 average rating, 332 reviewsLincoln Square Gem!
Condo in Chicago
4.99 out of 5 average rating, 566 reviewsUrban Comfort in the Heart of Chicago
Condo in Chicago
4.86 out of 5 average rating, 127 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Condo in Chicago
4.95 out of 5 average rating, 444 reviewsUnique Lincoln Park Duplex Apt
Condo in Chicago
4.97 out of 5 average rating, 103 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Destinations to explore
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- Family travel hub Tips and inspiration
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