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 Chicago
4.94 out of 5 average rating, 216 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
Home in Chicago
4.97 out of 5 average rating, 319 reviewsCozy garden apartment historic Jackson Bvld.
Home in Chicago
4.95 out of 5 average rating, 125 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
Home in Berwyn
4.91 out of 5 average rating, 253 reviewsPrivate apartment with retro vibe
Home in Chicago
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.95 out of 5 average rating, 325 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Home in Chicago
4.95 out of 5 average rating, 176 reviewsParadise on the Park
Family-friendly apartment rentals
Flat in Chicago
4.86 out of 5 average rating, 106 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in Chicago
4.95 out of 5 average rating, 244 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Flat in Chicago
4.96 out of 5 average rating, 268 reviewsCozy loft in Chicago's Uptown
Flat in Chicago
4.93 out of 5 average rating, 383 reviewsRavenswood Guest House Annex
Flat in West Town
4.95 out of 5 average rating, 365 reviewsA Vintage Pink House in the Heart of Chicago
Flat in Chicago
4.94 out of 5 average rating, 193 reviewsSpacious, light-drenched studio-private entrance!
Flat in Chicago
4.98 out of 5 average rating, 304 reviewsRedesigned Lower Level Studio in Historic Building
Flat in Forest Park
5.0 out of 5 average rating, 229 reviewsLike a Treehouse!
Family-friendly apartment rentals
Apartment in West Town
4.97 out of 5 average rating, 713 reviewsGreat location. Free parking.
Apartment in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Chicago
4.87 out of 5 average rating, 109 reviewsSpacious Duplex in Great Location
Apartment in Chicago
4.87 out of 5 average rating, 128 reviews3D Tour! Designer Condo near Logan Square
Apartment in Chicago
4.93 out of 5 average rating, 190 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Apartment in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Apartment in Chicago
4.99 out of 5 average rating, 568 reviewsUrban Comfort in the Heart of Chicago
Apartment in Woodlawn
4.9 out of 5 average rating, 193 reviewsA Stones Throw from U Chicago South Campus!
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
- Rentals with an EV charger Chicago
- Rentals with a fireplace Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with an accessible-height toilet Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
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- Private suite rentals Chicago
- Rentals with a patio Chicago
- Flat rentals Chicago
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- Monthly Rentals Chicago
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- Rentals with a sauna Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Mansion rentals Chicago
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- Townhouse rentals Chicago
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- House rentals Chicago
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- Rentals with pools Chicago
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- Family-friendly rentals Downtown Chicago
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- Family-friendly rentals Illinois
- Family-friendly rentals Cook County
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