Kid-friendly holiday rentals in Downtown Chicago
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Downtown Chicago
Guests agree: These kid-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 kid-friendly rentals
Child-friendly house rentals
Home in West Loop
4.98 out of 5 average rating, 320 reviewsCozy garden apartment historic Jackson Bvld.
Home in West Town
4.95 out of 5 average rating, 178 reviewsParadise on the Park
Home in Chicago
4.97 out of 5 average rating, 362 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Uptown
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Lake View
4.98 out of 5 average rating, 209 reviewsWrigleyville Southport Studio
Home in Wilmette
4.98 out of 5 average rating, 100 reviewsUnique porcelain-enamel paneled "Lustron" home
Home in Berwyn
4.91 out of 5 average rating, 262 reviewsPrivate apartment with retro vibe
Home in Chicago
4.96 out of 5 average rating, 208 reviewsDivision St Designer Home In Heart of Wicker Park
Kid-Friendly apartment rentals
Apartment in Edgewater
4.99 out of 5 average rating, 107 reviewsNewly Renovated, Spacious 2BR in Andersonville
Apartment in Gold Coast
4.88 out of 5 average rating, 145 reviewsCharming Gold Coast One-Bedroom Near Downtown!
Apartment in Lincoln Park
5.0 out of 5 average rating, 200 reviewsExplore Lincoln Park from a Polished Apartment
Apartment in East Rogers Park
4.89 out of 5 average rating, 108 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Apartment in Chicago
4.84 out of 5 average rating, 178 reviewsLa Cottage
Apartment in Avondale
4.97 out of 5 average rating, 124 reviewsDesigner Avondale Attic
Apartment in Lincoln Square
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Chicago
4.93 out of 5 average rating, 173 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Child-Friendly Holiday Condos
Condo in Chicago
4.87 out of 5 average rating, 130 reviews3D Tour! Designer Condo near Logan Square
Condo in Chicago
4.86 out of 5 average rating, 341 reviewsNear McCormick Place and Minutes from Downtown!
Condo in Humboldt Park
4.97 out of 5 average rating, 109 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Uptown
4.92 out of 5 average rating, 116 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Condo in Lincoln Park
4.96 out of 5 average rating, 448 reviewsUnique Lincoln Park Duplex Apt
Condo in West Loop
4.96 out of 5 average rating, 181 reviewsUpdated Designer Duplex In Fulton Market W/parking
Condo in Woodlawn
4.9 out of 5 average rating, 199 reviewsA Stones Throw from U Chicago South Campus!
Condo in Chicago
4.99 out of 5 average rating, 577 reviewsUrban Comfort in the Heart of Chicago
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
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Smoking-friendly rentals Downtown Chicago
- House rentals Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a patio Downtown Chicago
- Townhouse rentals Downtown Chicago
- Beachfront rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Condo rentals Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with pools Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Hotel rentals Downtown Chicago
- Rentals with a home theatre Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Waterfront rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Lake Geneva
- Kid-friendly rentals Illinois
- Kid-friendly rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- 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