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 Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Jan 23 – 30
Home in Roscoe Village
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Mar 9 – 16
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Jan 15 – 20
Home in Uptown
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Jan 2 – 9
Home in Chicago
4.97 out of 5 average rating, 357 reviewsGreystone Haven in Logan Square
Oct 17 – 24
Home in Lake View
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Oct 30 – Nov 6
Home in Berwyn
4.91 out of 5 average rating, 241 reviewsPrivate apartment with retro vibe
Sep 17 – 24
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Feb 13 – 20
Kid-friendly apartment rentals
Apartment in West Town
4.96 out of 5 average rating, 262 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Jan 4 – 11
Apartment in Chicago
4.9 out of 5 average rating, 257 reviewsBright & Lofty Bucktown 1br
Jan 18 – 25
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
Jul 28 – Aug 4
Apartment in Chicago
4.86 out of 5 average rating, 102 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment in Bridgeport
4.98 out of 5 average rating, 171 reviewsBridgeport Garden Apartment
Sep 16 – 23
Apartment in Logan Square
4.93 out of 5 average rating, 208 reviewsCozy Private Coach House
Oct 15 – 22
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Oct 25 – Nov 1
Apartment in Cicero
4.98 out of 5 average rating, 203 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Feb 5 – 12
Kid-friendly condo rentals
Condo in West Town
4.87 out of 5 average rating, 108 reviewsSpacious Duplex in Great Location
Sep 9 – 16
Condo in West Town
4.86 out of 5 average rating, 191 reviewsBold Ukrainian Village 2 Bedroom w/Garage Parking
Dec 10 – 17
Condo in Lincoln Park
4.95 out of 5 average rating, 441 reviewsUnique Lincoln Park Duplex Apt
Sep 26 – Oct 3
Condo in Chicago
4.92 out of 5 average rating, 248 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Sep 15 – 22
Condo in Gold Coast
4.9 out of 5 average rating, 168 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
Jul 9 – 16
Condo in Chicago
4.99 out of 5 average rating, 564 reviewsUrban Comfort in the Heart of Chicago
Jul 24 – 31
Condo in Uptown
4.92 out of 5 average rating, 113 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Feb 22 – Mar 1
Condo in Little Italy
4.96 out of 5 average rating, 120 reviewsPrivate hot tub - King bed suite - Free parking
Aug 28 – Sep 4
Destinations to explore
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