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
Whiting Getaway
Home in Chicago
Cozy garden apartment historic Jackson Bvld.
Home in Berwyn
Private apartment with retro vibe
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
Home in Chicago
Paradise on the Park
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
Private 3rd Floor Apartment
Home in Lockport
Historic Hideaway Guest House - Roomy & Private
Family-friendly apartment rentals
Rental unit in Chicago
Your brand new Chicago suite (unit 1F)
Rental unit in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Rental unit in Chicago
Modern
Rental unit in Chicago
The Posh Apt. Mins to Downtown & Hyde Park
Rental unit in Chicago
Cute, Clean, Cozy Apartment in Pilsen
Rental unit in Chicago
The Cottage
Rental unit in Chicago
Modern Apt with style & comfort in Pilsen Chicago
Rental unit in Chicago
Chicago Vintage Home
Family-friendly condo rentals
Condo in Chicago
Modern designed 2bed/2bath | Heart of Bronzeville!
Condo in Chicago
McCormick 2B/2Ba for up to 6 guests w Opt Parking
Condo in Chicago
Near McCormick Place and Minutes from Downtown!
Condo in Chicago
Private hot tub - King bed suite - Free parking
Condo in Chicago
Lincoln Square Gem!
Condo in Chicago
-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Chicago
The En Bronze ~ 7mins To Dining & Downtown Chicago
Condo in Chicago
Stylish 3BR + Free Parking 10-15mins from Downtown
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Kid-friendly rentals Chicago
- Kid-friendly rentals Downtown Chicago
- Family-friendly rentals South Side
- Rentals with a washer and dryer South Side
- Apartment rentals South Side
- Private suite rentals South Side
- Rentals with lake access South Side
- Condo rentals South Side
- Waterfront rentals South Side
- Rentals with a patio South Side
- Rentals with outdoor seating South Side
- Rentals with breakfast South Side
- Rentals with a firepit South Side
- Rentals with beach access South Side
- Smoking-friendly rentals South Side
- Pet-friendly rentals South Side
- Rentals with a fireplace South Side
- Monthly Rentals South Side
- Rentals with pools South Side
- Rentals with an EV charger South Side
- Rentals with a hot tub South Side
- Townhouse rentals South Side
- Fitness-friendly rentals South Side
- House rentals South Side
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Illinois
- Kid-friendly rentals Cook County
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
- Cottage Rentals United States
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- Mansion Rentals United States
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- Holiday Apartments Australia
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
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- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom