Kid-friendly holiday rentals in Downtown Chicago
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Downtown Chicago
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago family-friendly rentals
Kid-friendly house rentals
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.89 out of 5 average rating, 375 reviewsPro Cleaned & Isolated West Loop Coach House
Home in Lake View
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Home in Chicago
4.97 out of 5 average rating, 358 reviewsGreystone Haven in Logan Square
Home in Wicker Park
4.96 out of 5 average rating, 205 reviewsDivision St Designer Home In Heart of Wicker Park
Home in Berwyn
4.91 out of 5 average rating, 249 reviewsPrivate apartment with retro vibe
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Family-friendly apartment rentals
Flat in Chicago
4.84 out of 5 average rating, 176 reviewsLa Cottage
Flat in West Town
4.92 out of 5 average rating, 329 reviewsBright, Modern Apartment in a Vintage Greystone
Flat in East Rogers Park
4.89 out of 5 average rating, 107 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Flat in Lincoln Park
4.99 out of 5 average rating, 197 reviewsExplore Lincoln Park from a Polished Apartment
Flat in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Flat in West Town
4.96 out of 5 average rating, 265 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Flat in Chicago
4.86 out of 5 average rating, 106 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in Uptown
4.96 out of 5 average rating, 268 reviewsCozy loft in Chicago's Uptown
Family-friendly apartment rentals
Apartment in West Town
4.97 out of 5 average rating, 710 reviewsGreat location. Free parking.
Apartment in Little Italy
4.96 out of 5 average rating, 124 reviewsPrivate hot tub - King bed suite - Free parking
Apartment in Humboldt Park
4.97 out of 5 average rating, 104 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Apartment in Lincoln Park
4.95 out of 5 average rating, 444 reviewsUnique Lincoln Park Duplex Apt
Apartment in Chicago
4.92 out of 5 average rating, 249 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Apartment in Gold Coast
4.87 out of 5 average rating, 244 reviewsMAG MILE 2/2 w/ Lake VIEWS! (+Rooftop)
Apartment in West Loop
4.96 out of 5 average rating, 178 reviewsUpdated Designer Duplex In Fulton Market W/parking
Apartment in Humboldt Park
4.87 out of 5 average rating, 126 reviews3D Tour! Designer Condo near Logan Square
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
- Flat rentals Downtown Chicago
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- Boutique hotel rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
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- Townhouse rentals Downtown Chicago
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