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

Modern Wrigley Oasis with Parking!

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

The Spa of Downtown Whiting

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

Cozy and Spacious! Logan Square Apartment

Peaceful Portage Park Apartment

Stylish 2BR stunner w/ unbeatable location

Eddy Street Upstairs Apartment

Elegant Suite in Gold Coast

★Bright & Bold 1BR in Roscoe Village + Fireplace★

Ukrainian Village Garden Retreat

Colorful Bucktown Garden Apartment
Family-friendly home rentals with a pool

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

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

Skyline Oasis: City & Lake Views

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

The Executive's Escape (2BD / 2BA)

Million Dollar Views! Luxury Downtown Skyhouse!

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

50th Floor Mag Mile Studio
Quick stats about holiday rentals that are family-friendly in West Loop
Total rentals
240 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
11K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Destinations to explore
- Rentals with a hot tub West Loop
- Rentals with a washing machine and dryer West Loop
- Rentals with outdoor seating West Loop
- Fitness-friendly rentals West Loop
- Rentals with a sauna West Loop
- Rentals with pools West Loop
- Rentals with a patio West Loop
- Rentals with a firepit West Loop
- Apartment rentals West Loop
- Rentals with an EV charger West Loop
- Rentals with a fireplace West Loop
- Pet-friendly rentals West Loop
- Flat rentals West Loop
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- 875 North Michigan Avenue
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Brookfield Zoo
- Museum of Science and Industry
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606