Family-friendly holiday rentals in Cook County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cook County
Guests agree: These family-friendly homes 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 Cook County 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
Spacious 2bdm unit 15min to Dwtn
Home in Miller Beach
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Condo in Chicago
Chicago Suite 1BR/1BA (3709-G2)
Loft in Chicago
Artist Loft Duplex in a 1904 Former Factory
Home in Miller Beach
Smart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Home in Miller Beach
Dunes Nat’l Park, HotTub, Sauna, Firepit, Foosball
Family- and pet-friendly home rentals
Condo in Evanston
Spacious Evanston Unit - Walk to Northwestern U
Rental unit in Chicago
The Avondale Garden Unit
Rental unit in Chicago
Sunny Logan Square Artists' home
Rental unit in Chicago
Urban Pilsen Apt. near Downtown
Guest suite in Chicago
Stylish Studio in Historic Logan Square
Rental unit in Chicago
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Chicago
ITALIAN garden apt/kids friendly/great location!!
Cottage in Gary
Midcentury Cottage 3bd IN Dunes Natl Park, Lake MI
Family-friendly home rentals with a pool
Rental unit in Chicago
Stylish Corner 2 Bedroom in the Heart of Chicago |
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in Chicago
The Professional's Playground
Guest suite in Chicago
Sweet Home Chicago-9min downtown/pool/free parking
Guest suite in Berwyn
Music Hot Spot’s Main Level
Rental unit in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Chicago
The Playwright's Palace
Rental unit in Chicago
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
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