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

Private Coach house near Lincoln Square!

Lux Urban 3BR/3BA Duplex + Parking!

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Tea Studio in Wicker Park Spring Factory

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

Penthouse Near Fulton: Skyline, Spacious

The Spa of Downtown Whiting

Belmont Pleasures - hot tub / arcade gaming room
Family- and pet-friendly home rentals

Sounds Of The City

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Logan Square Cozy 2BR Basement Apartment

Andersonville Living

Eddy Street Upstairs Apartment

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

Modern Luxury In Old Town - Sleeps 4
Family-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

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

High Rise Unit w/ Parking, Gym, Pool & Game Room

Luxury Designer Penthouse NW | Pool | Gold Coast

Level Junior Two Bedroom Suite | Fulton Market

Skyline Oasis: City & Lake Views

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

The Executive's Escape (2BD / 2BA)
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- St. Louis Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Southern Indiana Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Fitness-friendly rentals Chicago River
- Rentals with pools Chicago River
- Rentals with a firepit Chicago River
- Rentals with an EV charger Chicago River
- Rentals with a washing machine and dryer Chicago River
- Rentals with lake access Chicago River
- Rentals with a fireplace Chicago River
- Pet-friendly rentals Chicago River
- Flat rentals Chicago River
- Rentals with outdoor seating Chicago River
- Apartment rentals Chicago River
- Rentals with a patio Chicago River
- Rentals with a sauna Chicago River
- Boutique hotel rentals Chicago River
- Rentals with beach access Chicago River
- Rentals with a hot tub Chicago River
- Waterfront rentals Chicago River
- 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
- Guaranteed Rate Field
- Humboldt Park
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Illinois Beach State Park
- Washington Park Zoo
- Garfield Park Conservatory
- Wicker Park
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago River
- Food and drink Chicago River
- Art and culture Chicago River
- Tours Chicago River
- Nature and outdoors Chicago River
- Sightseeing Chicago River
- Things to do Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Sports activities Cook County
- Tours Cook County
- Things to do Illinois
- Sports activities Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Tours Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States