
Family-friendly vacation 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.
Vacation 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

Skyline Oasis: City & Lake Views

The Spa of Downtown Whiting
Family- and pet-friendly home rentals

Stylish 2BR stunner w/ unbeatable location

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Retro Modern Bungalow | fire pit | free parking

Large 3BR/2BA Wicker Park Apt +Free Garage Parking

Elegant Suite in Gold Coast

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Ukrainian Village Garden Retreat

Kasa | Elevate your stay, Premium 1BD | Chicago
Family-friendly home rentals with a pool

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

Luxury Designer Penthouse NW | Pool | Gold Coast

Level Junior Two Bedroom Suite | Fulton Market

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

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
Quick stats about vacation rentals that are family-friendly in West Loop
Total rentals
240 properties
Nightly prices starting at
G$8,371 GYD 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 sauna West Loop
- Rentals with a fireplace West Loop
- Rentals with outdoor seating West Loop
- Rentals with a washer and dryer West Loop
- Condo rentals West Loop
- Rentals with a patio West Loop
- Rentals with a hot tub West Loop
- Apartment rentals West Loop
- Fitness-friendly rentals West Loop
- Pet-friendly rentals West Loop
- Rentals with an EV charger West Loop
- Rentals with pools West Loop
- Rentals with a fire pit 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
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606