
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

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

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

Stylish Studio in Historic Logan Square

NEW luxury Old Town 1-Bedroom condo

Luxury Penthouse Loft | Heart of Fulton Market

Eddy Street Upstairs Apartment

Elegant Suite in Gold Coast

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

Ukrainian Village Garden Retreat

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

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

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

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

Skyline Oasis: City & Lake Views

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

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

50th Floor Mag Mile Studio

Level Studio | Fulton Market
Quick stats about holiday rentals that are family-friendly in West Loop
Total rentals
240 properties
Nightly prices starting at
€ 34 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 pools West Loop
- Rentals with a washing machine and dryer West Loop
- Rentals with a sauna West Loop
- Flat rentals West Loop
- Rentals with a firepit West Loop
- Rentals with a fireplace West Loop
- Rentals with outdoor seating West Loop
- Rentals with an EV charger West Loop
- Rentals with a hot tub West Loop
- Rentals with a patio West Loop
- Apartment rentals West Loop
- Pet-friendly rentals West Loop
- Fitness-friendly 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