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, 176 reviewsParadise on the Park
Home in Roscoe Village
4.94 out of 5 average rating, 217 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Berwyn
4.91 out of 5 average rating, 255 reviewsPrivate apartment with retro vibe
Home in Uptown
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Lake View
4.98 out of 5 average rating, 208 reviewsWrigleyville Southport Studio
Home in Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Logan Square
4.97 out of 5 average rating, 361 reviewsTop Floor Escape | Modern Amenities | Lush Garden
Home in Wicker Park
4.96 out of 5 average rating, 206 reviewsDivision St Designer Home In Heart of Wicker Park
Family-friendly apartment rentals
Flat in Avondale
4.97 out of 5 average rating, 122 reviewsDesigner Avondale Attic
Flat in Gold Coast
4.89 out of 5 average rating, 143 reviewsCharming Gold Coast One-Bedroom Near Downtown!
Flat in East Rogers Park
4.89 out of 5 average rating, 107 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Flat in Pilsen Historic District
4.87 out of 5 average rating, 207 reviewsSpectacular Pilsen Studio for 2!
Flat in Chicago
4.79 out of 5 average rating, 178 reviewsPerfect 1br In Lincoln Park - Steps to Depaul!
Flat in Lincoln Park
4.87 out of 5 average rating, 276 reviewsHistoric Old Town Flat - Minutes from Downtown!
Flat in Chicago
4.85 out of 5 average rating, 168 reviewsYour brand new Chicago suite (unit 1F)
Flat in Chicago
4.86 out of 5 average rating, 106 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Family-friendly apartment rentals
Apartment in Humboldt Park
4.87 out of 5 average rating, 129 reviews3D Tour! Designer Condo near Logan Square
Apartment in Humboldt Park
4.97 out of 5 average rating, 107 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Apartment in Chicago
4.99 out of 5 average rating, 573 reviewsUrban Comfort in the Heart of Chicago
Apartment in Lincoln Park
4.96 out of 5 average rating, 446 reviewsUnique Lincoln Park Duplex Apt
Apartment in Woodlawn
4.9 out of 5 average rating, 196 reviewsA Stones Throw from U Chicago South Campus!
Apartment in West Loop
4.96 out of 5 average rating, 181 reviewsUpdated Designer Duplex In Fulton Market W/parking
Apartment in Chicago
4.88 out of 5 average rating, 139 reviewsMARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Apartment in West Town
4.87 out of 5 average rating, 110 reviewsSpacious Duplex in Great Location
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
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- Loft rentals Downtown Chicago
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- Waterfront rentals Downtown Chicago
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- Flat rentals Downtown Chicago
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- Rentals with pools Downtown Chicago
- Boutique hotel rentals Downtown Chicago
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- Family-friendly rentals Milwaukee
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- Yurt Rentals United States
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- Holiday Chalets United Kingdom
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