
Family-friendly holiday 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.
Holiday 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!

Lux Urban 3BR/3BA Duplex + Parking!

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

Master qtr close to nature & easy urban facilities

Tea Studio in Wicker Park Spring Factory

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

Outstanding O’Hare Oasis- by River’s Casino

Peaceful Portage Park Apartment

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

Beautiful, sunny 2nd floor 3BR/1BA w free parking

Victorian House in Heart of Rogers Park

Home in Forest Park downstairs.

Newly-renovated historic home in Logan Square

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

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

Stunning 3BR Penthouse in the Loop | Roof Deck

Schaumburg Oasis:Private Pool & Enchanted Garden

Penthouse Near Fulton: Skyline, Spacious

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

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

Cloud 9: 4BR, Pool, Fully Fenced

50th Floor Mag Mile Studio
Quick stats about holiday rentals that are family-friendly in Skokie
Total rentals
80 properties
Nightly prices starting at
$64 SGD 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 Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- St. Louis Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Southern Indiana Holiday rentals
- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Fitness-friendly rentals Skokie
- Rentals with a fireplace Skokie
- Pet-friendly rentals Skokie
- Rentals with outdoor seating Skokie
- House rentals Skokie
- Rentals with a washing machine and dryer Skokie
- Flat rentals Skokie
- Rentals with a patio Skokie
- 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
- Racine North Beach