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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
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Home in Chicago
4.89 out of 5 average rating, 102 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
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Home in Chicago
4.89 out of 5 average rating, 342 reviewsPrivate 3rd Floor Apartment
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Home in Chicago
4.98 out of 5 average rating, 180 reviewsThe Evergreen House
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Home in Chicago
4.97 out of 5 average rating, 372 reviewsTop Floor Escape | Modern Amenities | Lush Garden
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Home in Chicago
4.98 out of 5 average rating, 221 reviewsWrigleyville Southport Studio
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Home in Chicago
4.95 out of 5 average rating, 188 reviewsParadise on the Park
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Home in Forest Park
4.9 out of 5 average rating, 235 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
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Home in Chicago
4.96 out of 5 average rating, 213 reviewsDivision St Designer Home In Heart of Wicker Park
Family-friendly apartment rentals
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Rental unit in Chicago
4.98 out of 5 average rating, 115 reviewsHumboldt Park Loft
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Rental unit in Chicago
4.97 out of 5 average rating, 344 reviewsCharming, Spacious 3BR Lakeview Apt Near Transit
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Rental unit in Chicago
4.96 out of 5 average rating, 101 reviewsSpacious Studio w/Balcony in Bucktown/Wicker Park
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Rental unit in Chicago
4.95 out of 5 average rating, 268 reviewsHeart of Bucktown
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Rental unit in Chicago
4.89 out of 5 average rating, 112 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
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Rental unit in Chicago
4.89 out of 5 average rating, 203 reviews1BR South Loop Loft I SuperHost + Top Rated!
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Rental unit in Chicago
4.83 out of 5 average rating, 177 reviewsYour brand new Chicago suite (unit 1F)
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Rental unit in Chicago
4.84 out of 5 average rating, 185 reviewsLa Cottage
Family-friendly apartment rentals
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Apartment in Chicago
4.87 out of 5 average rating, 141 reviews3D Tour! Designer Condo near Logan Square
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Apartment in Chicago
4.97 out of 5 average rating, 350 reviewsLincoln Square Gem!
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Apartment in Chicago
4.96 out of 5 average rating, 138 reviewsPrivate hot tub - King bed suite - Free parking
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Apartment in Chicago
4.91 out of 5 average rating, 128 reviewsSpacious & Modern Family Friendly North Center Apt
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Apartment in Chicago
4.9 out of 5 average rating, 168 reviewsThe Bright Retreat in Andersonville
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Apartment in Chicago
4.98 out of 5 average rating, 299 reviewsSunny Apartment Just 2 Blocks from Wrigley and Boystown
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Apartment in Chicago
4.96 out of 5 average rating, 454 reviewsUnique Lincoln Park Duplex Apt
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Apartment in Chicago
4.86 out of 5 average rating, 449 reviewsHumboldt Park Traveler's Lodge
Destinations to explore
- Milwaukee Holiday rentals
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