Family-friendly vacation rentals in Downtown Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Downtown 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 Downtown Chicago family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Chicago
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
Home in Chicago
Lux Urban 3BR/3BA Duplex + Parking!
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in Chicago
The Professional's Playground
Condo in Chicago
Chicago Suite 1BR/1BA (3709-G2)
Rental unit in Chicago
Spacious 2bdm unit 15min to Dwtn
Loft in Chicago
Artist Loft Duplex in a 1904 Former Factory
Rental unit in Chicago
The Playwright's Palace
Family- and pet-friendly home rentals
Rental unit in Chicago
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Chicago
Urban Pilsen Apt. near Downtown
Condo in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Rental unit in Chicago
The Avondale Garden Unit
Home in Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
Rental unit in Chicago
ITALIAN garden apt/kids friendly/great location!!
Rental unit in Chicago
Chicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Guest suite in Wood Dale
The Deer Suite
Family-friendly home rentals with a pool
Rental unit in Chicago
Stylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Berwyn
Music Hot Spot’s Main Level
Guest suite in Chicago
Sweet Home Chicago-9min downtown/pool/free parking
Rental unit in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Chicago
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Place to stay in Berwyn
Beat-Town Flex Stays
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
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- Chicago Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Chicago
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- Hotel rentals Downtown Chicago
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