
Kid-friendly holiday rentals in Old Town
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Old Town
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 Old Town family-friendly rentals
Kid-friendly house rentals

Old Town Retreat

Flat in Lincoln Park 2-Flat Central to Everything

3BD Home Mins from Airport | Free Wi-Fi + Parking

Entire first floor in Lincoln Square!

Chicago Row House Garden Apartmt

Opulent 3bdr2bth Old Town Luxury + Parking prmts

Vintage Walk-up in Old Town

Cozy 1 bedroom Suite in West Loop Fulton Market
Family-friendly apartment rentals

Perfect Lincoln Park Retreat - Walk to Depaul!

Archways at the Lincoln Park Zoo 2bed/2ba

Spacious & private! Free parking! Great location!

Coach House in Historic Old Town Chicago

Nice Large 1 BR Apartment in OldTown Central
Explore the City from an Elegant, Urban Retreat

Elegant Suite in Gold Coast

Peaceful River West, free parking
Family-friendly apartment rentals

Modern Izakaya Studio in Wicker Park

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

Spacious 4 Bedroom Condo

Large Remodeled Home in Lincoln Park, Sleeps 12!

Wicker Park/Bucktown condo with large balcony

Unique Lincoln Park Duplex Apt

Updated Designer Duplex In Fulton Market W/parking

Private hot tub - King bed suite - Free parking
Quick stats about holiday rentals that are kid-friendly in Old Town
Total rentals
10 properties
Nightly prices starting at
₹10,344 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Old Town
- House rentals Old Town
- Flat rentals Old Town
- Rentals with outdoor seating Old Town
- Rentals with a washing machine and dryer Old Town
- Family-friendly rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Oak Street Beach
- Humboldt Park
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Willis Tower
- Lincoln Park Zoo
- Raging Waves Waterpark
- The 606
- The Beverly Country Club