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 Chicago
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Whiting
4.8 out of 5 average rating, 227 reviewsWhiting Getaway
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
Home in Uptown
4.89 out of 5 average rating, 333 reviewsPrivate 3rd Floor Apartment
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Chicago
4.97 out of 5 average rating, 358 reviewsGreystone Haven in Logan Square
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Kid-friendly apartment rentals
Apartment in Pilsen Historic District
4.86 out of 5 average rating, 235 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Chicago
4.91 out of 5 average rating, 169 reviewsHandicap accessible apartment w/Level-2 EV Charger
Apartment in Chicago
4.89 out of 5 average rating, 300 reviewsVintage Bridgeport Apartment
Apartment in Chicago
4.84 out of 5 average rating, 176 reviewsLa Casita
Apartment in Chicago
4.89 out of 5 average rating, 243 reviewsModern
Apartment in Chicago
4.98 out of 5 average rating, 132 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in Blue Island
4.93 out of 5 average rating, 265 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
Apartment in Forest Park
4.98 out of 5 average rating, 286 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Kid-friendly condo rentals
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, 136 reviewsThe En Bronze ~ 7mins To Dining & Downtown Chicago
Condo in Lincoln Square
4.97 out of 5 average rating, 331 reviewsLincoln Square Gem!
Condo in Uptown
4.92 out of 5 average rating, 114 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Condo in Chicago
4.86 out of 5 average rating, 192 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Condo in Chicago
4.86 out of 5 average rating, 125 reviews3D Tour! Designer Condo near Logan Square
Condo in Humboldt Park
4.97 out of 5 average rating, 102 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Chicago
4.82 out of 5 average rating, 159 reviewsSecluded 2BR APT in Chinatown by McCormick/DWTN
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- Monthly Rentals South Side
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- Family travel hub Tips and inspiration
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