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 Bridgeport
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Uptown
4.9 out of 5 average rating, 335 reviewsPrivate 3rd Floor Apartment
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Berwyn
4.91 out of 5 average rating, 248 reviewsPrivate apartment with retro vibe
Home in Chicago
4.97 out of 5 average rating, 358 reviewsGreystone Haven in Logan Square
Home in Lake View
4.98 out of 5 average rating, 207 reviewsWrigleyville Southport Studio
Home in Wicker Park
4.96 out of 5 average rating, 204 reviewsDivision St Designer Home In Heart of Wicker Park
Family-friendly apartment rentals
Flat in Uptown
4.96 out of 5 average rating, 268 reviewsCozy loft in Chicago's Uptown
Flat in East Rogers Park
4.89 out of 5 average rating, 106 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Flat in Chicago
4.87 out of 5 average rating, 104 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in West Town
4.96 out of 5 average rating, 265 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Flat in Chicago
4.87 out of 5 average rating, 275 reviewsHistoric Old Town Flat - Minutes from Downtown!
Flat in Humboldt Park
4.98 out of 5 average rating, 109 reviewsHumboldt Park Loft
Flat in Lincoln Park
4.83 out of 5 average rating, 213 reviewsCozy Lincoln Park Studio - Steps to Zoo!
Flat in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Family-friendly apartment rentals
Apartment in Humboldt Park
4.87 out of 5 average rating, 126 reviews3D Tour! Designer Condo near Logan Square
Apartment in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Humboldt Park
4.97 out of 5 average rating, 103 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
4.99 out of 5 average rating, 567 reviewsUrban Comfort in the Heart of Chicago
Apartment in West Town
4.87 out of 5 average rating, 108 reviewsSpacious Duplex in Great Location
Apartment in Chicago
4.92 out of 5 average rating, 248 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Apartment in Little Italy
4.96 out of 5 average rating, 124 reviewsPrivate hot tub - King bed suite - Free parking
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
- Rentals with an EV charger Downtown Chicago
- Rentals with beach access Downtown Chicago
- House rentals Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with a firepit Downtown Chicago
- Pet-friendly rentals Downtown Chicago
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- Hotel rentals Downtown Chicago
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- Waterfront rentals Downtown Chicago
- Rentals with a cinema Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with a patio Downtown Chicago
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- Rentals with pools Downtown Chicago
- Monthly Rentals Downtown Chicago
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- Flat rentals Downtown Chicago
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- Townhouse rentals Downtown Chicago
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- Family-friendly rentals Milwaukee
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- Family-friendly rentals Cook County
- Yurt Rentals United States
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- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
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- Holiday Chalets United Kingdom
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