
Family-friendly vacation rentals in Chicago Loop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chicago Loop
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 Loop family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Wrigley Oasis with Parking!

Private Coach house near Lincoln Square!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly

Tea Studio in Wicker Park Spring Factory

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

The Spa of Downtown Whiting

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard
Family- and pet-friendly home rentals

Cozy and Spacious! Logan Square Apartment

Stylish 2BR stunner w/ unbeatable location

Ultra clean/cozy condo, 10 mins south of Downtown!

Retro Modern Bungalow | free parking | fire pit

Eddy Street Upstairs Apartment

Garden on Warren
Explore the City from an Elegant, Urban Retreat

Newly Renovated, Spacious 2BR in Andersonville
Family-friendly home rentals with a pool

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Luxury Designer Penthouse NW | Pool | Gold Coast

Lux Skyhouse West Loop w/Parking

Skyline Oasis: City & Lake Views

Whole Flat in Private Club. Walk to L, Dining & Shows

14th Floor 3Bd 3Bth Unit w/ Gym, Pool, &Amenities

50th Floor Mag Mile Studio

Level Studio | Fulton Market
Quick stats about vacation rentals that are family-friendly in Chicago Loop
Total rentals
300 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
150 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
- Rentals with a washer and dryer Chicago Loop
- Rentals with lake access Chicago Loop
- Rentals with outdoor seating Chicago Loop
- Serviced apartment rentals Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with an EV charger Chicago Loop
- Rentals with breakfast Chicago Loop
- Rentals with a home theater Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a patio Chicago Loop
- Condo rentals Chicago Loop
- Pet-friendly rentals Chicago Loop
- Loft rentals Chicago Loop
- Fitness-friendly rentals Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with beach access Chicago Loop
- Rentals with a fireplace Chicago Loop
- Rentals with a hot tub Chicago Loop
- Rentals with a sauna Chicago Loop
- Boutique hotel rentals Chicago Loop
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Raging Waves Waterpark
- The Beverly Country Club
- The 606
- Things to do Chicago Loop
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