Kid-friendly vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago kid-friendly rentals
Kid-friendly house rentals
Home in West Town
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Uptown
4.89 out of 5 average rating, 333 reviewsPrivate 3rd Floor Apartment
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Bridgeport
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Home in Chicago
4.97 out of 5 average rating, 358 reviewsGreystone Haven in Logan Square
Kid-friendly apartment rentals
Apartment in Chicago
4.86 out of 5 average rating, 103 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Chicago
4.84 out of 5 average rating, 176 reviewsLa Casita
Apartment in Uptown
4.96 out of 5 average rating, 267 reviewsCozy loft in Chicago's Uptown
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in East Rogers Park
4.89 out of 5 average rating, 106 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Apartment in West Town
4.96 out of 5 average rating, 263 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Apartment in Logan Square
4.92 out of 5 average rating, 492 reviews2BR Bursting w/ Character in Hip Logan Square!
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
Kid-friendly condo rentals
Condo in West Town
4.87 out of 5 average rating, 108 reviewsSpacious Duplex in Great Location
Condo in West Town
4.86 out of 5 average rating, 192 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Condo in Chicago
4.95 out of 5 average rating, 131 reviewsGrand Avenue Apt 2/west Loop & Newly Renovated!
Condo in Humboldt Park
4.86 out of 5 average rating, 125 reviews3D Tour! Designer Condo near Logan Square
Condo in Humboldt Park
4.97 out of 5 average rating, 102 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Lincoln Park
4.95 out of 5 average rating, 441 reviewsUnique Lincoln Park Duplex Apt
Condo in West Loop
4.96 out of 5 average rating, 178 reviewsUpdated Designer Duplex In Fulton Market W/parking
Condo in Chicago
4.92 out of 5 average rating, 248 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Chicago Vacation rentals
- Kid-friendly rentals United States
- Kid-friendly rentals Chicago
- Rentals with a sauna Downtown Chicago
- Rentals with a patio Downtown Chicago
- Townhouse rentals Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Apartment rentals Downtown Chicago
- Pet-friendly rentals Downtown Chicago
- Condo rentals Downtown Chicago
- Waterfront rentals Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with beach access Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- House rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with a washer and dryer Downtown Chicago
- Rentals with pools Downtown Chicago
- Rentals with a home theater Downtown Chicago
- Hotel rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Beachfront rentals Downtown Chicago
- Kid-friendly rentals Milwaukee
- Kid-friendly rentals Lake Geneva
- Kid-friendly rentals Illinois
- Kid-friendly rentals Cook County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes