Family-friendly vacation rentals in Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chicago
Guests agree: these family-friendly homes 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 Chicago family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Logan Square
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Home in West Town
Lux Urban 3BR/3BA Duplex + Parking!
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in The Loop
The Professional's Playground
Condo in Irving Park
Chicago Suite 1BR/1BA (3709-G2)
Rental unit in Bronzeville
Spacious 2bdm unit 15min to Dwtn
Loft in West Town
Artist Loft Duplex in a 1904 Former Factory
Rental unit in The Loop
The Playwright's Palace
Family- and pet-friendly home rentals
Rental unit in Logan Square
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Logan Square
Sunny Logan Square Artists' home
Rental unit in Irving Park
The Avondale Garden Unit
Rental unit in Chicago
Urban Pilsen Apt. near Downtown
Condo in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Guest suite in Wood Dale
The Deer Suite
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
Rental unit in Irving Park
ITALIAN garden apt/kids friendly/great location!!
Family-friendly home rentals with a pool
Rental unit in The Loop
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Guest suite in Berwyn
Music Hot Spot’s Main Level
Guest suite in Bridgeport
Sweet Home Chicago-9min downtown/pool/free parking
Rental unit in The Loop
Stylish Corner 2 Bedroom in the Heart of Chicago |
Rental unit in The Loop
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Place to stay in Berwyn
Beat-Town Flex Stays
Quick stats about vacation rentals that are family-friendly in Chicago
Total rentals
4.8K properties
Wifi availability
4.7K properties include access to wifi
Rentals with dedicated workspaces
3.2K properties have a dedicated workspace
Rentals with a pool
300 properties have a pool
Pet-friendly rentals
1.7K properties allow pets
Total number of reviews
233K reviews
Destinations to explore
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- Family-friendly rentals United States
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