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

Private Coach house near Lincoln Square!

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

Tea Studio in Wicker Park Spring Factory

The Spa of Downtown Whiting

Belmont Pleasures - hot tub / arcade gaming room

Luxe 3BR, 2BA + Hot Tub

Private hot tub - King bed suite - Free parking

Enchanted Garden Treehouse (Amenity*)
Family- and pet-friendly home rentals

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

Chicago River House -BBQ Oasis now open!

Picture Perfect 3Bed Steps from Train and FLW

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private

Lincoln Square Gem!

Victorian House in Heart of Rogers Park

Logan Square Cozy 2BR Basement Apartment

Eddy Street Upstairs Apartment
Family-friendly home rentals with a pool

Now Open: Heated Pool with Entire House

Luxury Penthouse: 3BR, Prime Location

Forest Park Oasis - Dog Friendly - Parks - the "L"

Stunning 3BR Penthouse in the Loop | Roof Deck

Schaumburg Oasis:Private Pool & Enchanted Garden

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

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

Luxury 2BR Naperville | Pickleball, Pool, Gym, Sauna
Quick stats about vacation rentals that are family-friendly in Skokie
Total rentals
80 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
3.6K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
Destinations to explore
- Chicago Vacation rentals
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- Rentals with a fireplace Skokie
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- Rentals with outdoor seating Skokie
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- 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
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Lincoln Park Zoo
- Museum of Science and Industry
- Washington Park Zoo
- Brookfield Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club