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, 230 reviewsWhiting Getaway
Home in Chicago
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Berwyn
4.91 out of 5 average rating, 251 reviewsPrivate apartment with retro vibe
Home in Chicago
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Chicago
4.95 out of 5 average rating, 124 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.97 out of 5 average rating, 359 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Kid-friendly apartment rentals
Apartment in Chicago
4.84 out of 5 average rating, 176 reviewsThe Cottage
Apartment in Woodlawn
4.83 out of 5 average rating, 155 reviewsUniversity Retreat
Apartment in Chicago
4.91 out of 5 average rating, 113 reviewsNEW Modern 2BRD apartment| 5min to McCormick Place
Apartment in Chicago
4.89 out of 5 average rating, 247 reviewsModern
Apartment in Chicago
4.89 out of 5 average rating, 301 reviewsVintage Bridgeport Apartment
Apartment in Pilsen Historic District
4.85 out of 5 average rating, 238 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Chicago
4.96 out of 5 average rating, 101 reviewsCute, Clean, Cozy Apartment in Pilsen
Apartment in Little Italy
4.98 out of 5 average rating, 201 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Kid-friendly condo rentals
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Lincoln Square
4.97 out of 5 average rating, 334 reviewsLincoln Square Gem!
Condo in Chicago
4.97 out of 5 average rating, 105 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Chicago
4.87 out of 5 average rating, 126 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.99 out of 5 average rating, 567 reviewsUrban Comfort in the Heart of Chicago
Condo in Bronzeville
4.87 out of 5 average rating, 136 reviewsThe En Bronze ~ 7mins To Dining & Downtown Chicago
Condo in Lincoln Park
4.96 out of 5 average rating, 445 reviewsUnique Lincoln Park Duplex Apt
Condo in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Destinations to explore
- Downtown Chicago Vacation rentals
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- Kid-friendly rentals United States
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- Rentals with outdoor seating South Side
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- Waterfront rentals South Side
- Family-friendly rentals South Side
- Condo rentals South Side
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- Monthly Rentals South Side
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- Kid-friendly rentals Milwaukee
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