
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

Belmont Pleasures - hot tub / arcade gaming room

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

❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Stylish 2BR stunner w/ unbeatable location

Breathtaking & Chic Oasis Loc in Desirable Old Twn

NEW luxury Old Town 1-Bedroom condo

Retro Modern Bungalow | fire pit | free parking

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

Chic 2BR Gem with Fireplace

Ukrainian Village Garden Retreat
Family-friendly home rentals with a pool

Level ◆ Brand New Luxe One Bedroom

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

Level Junior Two Bedroom Suite | Fulton Market

Modern 2BR with City Views - Pool, Gym & Terrace

Lux Skyhouse West Loop w/Parking

Skyline Oasis: City & Lake Views

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

The Executive's Escape (2BD / 2BA)
Quick stats about holiday rentals that are family-friendly in West Loop
Total rentals
240 properties
Nightly prices starting at
$68 NZD 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 washing machine and dryer West Loop
- Rentals with a fireplace West Loop
- Rentals with a patio West Loop
- Rentals with a hot tub West Loop
- Rentals with outdoor seating West Loop
- Rentals with a sauna West Loop
- Condo rentals West Loop
- Fitness-friendly rentals West Loop
- Rentals with a fire pit West Loop
- Apartment rentals West Loop
- Pet-friendly rentals West Loop
- Rentals with an EV charger West Loop
- Family-friendly rentals Chicago
- 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