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
4.98 out of 5 average rating, 322 reviewsCozy garden apartment historic Jackson Bvld.
Home in Wilmette
4.98 out of 5 average rating, 101 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Berwyn
4.91 out of 5 average rating, 262 reviewsPrivate apartment with retro vibe
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, 179 reviewsParadise on the Park
Home in Chicago
4.97 out of 5 average rating, 362 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Lockport
4.94 out of 5 average rating, 102 reviewsHistoric Hideaway Guest House - Roomy & Private
Kid-friendly apartment rentals
Apartment in Chicago
4.85 out of 5 average rating, 169 reviewsYour brand new Chicago suite (unit 1F)
Apartment in Chicago
4.89 out of 5 average rating, 250 reviewsModern
Apartment in Chicago
4.89 out of 5 average rating, 303 reviewsVintage Bridgeport Apartment
Apartment in Chicago
4.98 out of 5 average rating, 140 reviewsModern Apt with style & comfort in Pilsen Chicago
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, 232 reviewsLike a Treehouse!
Apartment in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Chicago
4.84 out of 5 average rating, 178 reviewsThe Cottage
Kid-friendly condo rentals
Condo in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Condo in Chicago
4.9 out of 5 average rating, 103 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Little Italy
4.96 out of 5 average rating, 131 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Chicago
4.97 out of 5 average rating, 338 reviewsLincoln Square Gem!
Condo in Bronzeville
4.86 out of 5 average rating, 139 reviewsThe En Bronze ~ 7mins To Dining & Downtown Chicago
Condo in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.86 out of 5 average rating, 130 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Condo in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Destinations to explore
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- Family travel hub Tips and inspiration
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