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, 225 reviewsWhiting Getaway
Jan 11 – 18
Home in Chicago
4.95 out of 5 average rating, 121 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Aug 29 – Sep 5
Home in Chicago
4.94 out of 5 average rating, 209 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Feb 7 – 14
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Dec 9 – 16
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Nov 6 – 13
Home in Berwyn
4.92 out of 5 average rating, 237 reviewsPrivate apartment with retro vibe
Sep 7 – 14
Home in Chicago
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Dec 5 – 10
Home in Lake View
4.98 out of 5 average rating, 205 reviewsWrigleyville Southport Studio
Oct 29 – Nov 5
Kid-friendly apartment rentals
Apartment in Chicago
4.89 out of 5 average rating, 242 reviewsModern
Oct 16 – 23
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Oct 3 – 10
Apartment in Chicago
4.85 out of 5 average rating, 233 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Aug 15 – 22
Apartment in Chicago
4.98 out of 5 average rating, 128 reviewsModern Apt with style & comfort in Pilsen Chicago
Jul 10 – 17
Apartment in Chicago
4.89 out of 5 average rating, 300 reviewsVintage Bridgeport Apartment
Jul 10 – 17
Apartment in Chicago
4.84 out of 5 average rating, 130 reviewsPerfect Private Getaway in Perfect Pilsen
Aug 6 – 13
Apartment in Chicago
4.83 out of 5 average rating, 160 reviewsChicago Vintage Home
Dec 9 – 16
Apartment in Chicago
4.98 out of 5 average rating, 297 reviewsRedesigned Lower Level Studio in Historic Building
Oct 1 – 8
Kid-friendly condo rentals
Condo in Bronzeville
4.87 out of 5 average rating, 134 reviewsThe En Bronze ~ 7mins To Dining & Downtown Chicago
Nov 9 – 16
Condo in West Town
4.97 out of 5 average rating, 703 reviewsGreat location. Free parking.
Condo in Chicago
4.98 out of 5 average rating, 329 reviewsLincoln Square Gem!
Sep 24 – Oct 1
Condo in West Town
4.86 out of 5 average rating, 435 reviewsHumboldt Park Traveler's Lodge
May 20 – 27
Condo in Chicago
4.92 out of 5 average rating, 110 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Jan 10 – 17
Condo in Oak Park
4.88 out of 5 average rating, 163 reviewsAttractive Flat - Historic Oak Park
May 2 – 9
Condo in Chicago
4.93 out of 5 average rating, 186 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Apr 9 – 16
Condo in Chicago
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
Sep 8 – 15
Destinations to explore
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- Family travel hub Tips and inspiration
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