
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!

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

Master qtr close to nature & easy urban facilities

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

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

Lovely, spacious 2bd, 1bath home w/free parking

Chicago River House -BBQ Oasis now open!

Victorian House in Heart of Rogers Park

Retro Modern Bungalow | fire pit | free parking

Executive Apartment on Lake Michigan with parking

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Eddy Street Upstairs Apartment

Entire 1st Floor Apt near O'Hare/ORD & Blue Line
Family-friendly home rentals with a pool

River North 2BR: High Ceilings, Comfort

Now Open: Heated Pool with Entire House

Spectacular Corner 2BR Penthouse in the Loop | Roo

Luxury 2BR - Pool, Pickleball, Gym, Sauna & More!

Schaumburg Oasis:Private Pool & Enchanted Garden

Sentral 1 Bedroom Apt in South Loop Chicago

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 Skokie
Total rentals
80 properties
Nightly prices starting at
€ 43 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
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- Columbus Holiday rentals
- Louisville Holiday rentals
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- Cincinnati Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Rentals with a fireplace Skokie
- Rentals with a patio Skokie
- Pet-friendly rentals Skokie
- Rentals with a washing machine and dryer Skokie
- House rentals Skokie
- Rentals with outdoor seating Skokie
- Fitness-friendly rentals Skokie
- Flat rentals 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
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Garfield Park Conservatory
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club