Kid-friendly holiday rentals in Chicago
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in 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 Chicago family-friendly rentals
Kid-friendly house rentals
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
Home in Chicago
4.95 out of 5 average rating, 123 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.95 out of 5 average rating, 321 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in West Loop
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.94 out of 5 average rating, 212 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.95 out of 5 average rating, 173 reviewsParadise on the Park
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Family-friendly apartment rentals
Flat in Chicago
4.95 out of 5 average rating, 240 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Flat in Chicago
4.97 out of 5 average rating, 120 reviewsDesigner Avondale Attic
Flat in Forest Park
4.98 out of 5 average rating, 286 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Flat in Chicago
4.98 out of 5 average rating, 109 reviewsHumboldt Park Loft
Flat in Chicago
4.87 out of 5 average rating, 104 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in Logan Square
4.93 out of 5 average rating, 208 reviewsCozy Private Coach House
Flat in Norwood Park
4.95 out of 5 average rating, 198 reviewsFree Parking & King Bed in Desirable Norwood Park!
Flat in Chicago
4.96 out of 5 average rating, 264 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Family-friendly apartment rentals
Apartment in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Apartment in Chicago
4.91 out of 5 average rating, 122 reviewsSpacious & Modern Family Friendly North Center Apt
Apartment in Chicago
4.95 out of 5 average rating, 441 reviewsUnique Lincoln Park Duplex Apt
Apartment in East Rogers Park
4.93 out of 5 average rating, 187 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Apartment in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Chicago
4.87 out of 5 average rating, 108 reviewsSpacious Duplex in Great Location
Apartment in Chicago
4.99 out of 5 average rating, 565 reviewsUrban Comfort in the Heart of Chicago
Apartment in Logan Square
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Quick stats about holiday rentals that are kid-friendly in Chicago
Total rentals
1.3K properties
Rentals with dedicated workspaces
1K properties have a dedicated workspace
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
580 properties allow pets
Family-friendly rentals
980 properties are a good fit for families
Total number of reviews
78K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- 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
- Family-friendly rentals United States
- Fitness-friendly rentals Chicago
- Rentals with lake access Chicago
- Rentals with an accessible-height bed Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with an EV charger Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Flat rentals Chicago
- Rentals with a sauna Chicago
- Hotel rentals Chicago
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- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Loft rentals Chicago
- Beachfront rentals Chicago
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- Boutique hotel rentals Chicago
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- House rentals Chicago
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- Monthly Rentals Chicago
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