Villa holiday rentals in Chicago
Find and book unique villas on Airbnb
Top-rated villa rentals in Chicago
Guests agree: These villas are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago villa rentals
Private villa rentals
Villa in Harvey
New place to stay2 Full Beds | Non-Smoking
Villa in Naperville
New place to stay2 Queen Beds|NS
Villa in Rolling Meadows
New place to stay1 King Bed | Micfridge
Villa in Lansing
New place to stay2 Full Beds | Non-Smoking
Villa in Elk Grove Village
New place to stayMS6 Chicago|1 King Bed|NS
Villa in Bridgeview
New place to stayMS6 Chicago|2 Full Beds|NS
Villa in Elk Grove Village
New place to stayMS6 Chicago|2 Full Beds|NS
Villa in Lombard
New place to stay1 Queen Bed | Ada/Tub
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- Holland Holiday rentals
- Saugatuck Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Rentals with beach access Chicago
- Rentals with an accessible height bed Chicago
- Smoking-friendly rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with an EV charger Chicago
- Lakehouse rentals Chicago
- Rentals with lake access Chicago
- Rentals with a home theatre Chicago
- Rentals with outdoor seating Chicago
- Rentals with a balcony Chicago
- Apartment rentals Chicago
- Beachfront rentals Chicago
- Rentals with pools Chicago
- Waterfront rentals Chicago
- Condo rentals Chicago
- Rentals with a hot tub Chicago
- Loft rentals Chicago
- Hotel rentals Chicago
- Pet-friendly rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a fire pit Chicago
- House rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with a patio Chicago
- Rentals with a sauna Chicago
- Rentals with a washing machine and dryer Chicago
- Bed and breakfasts Chicago
- Ski-in/ski-out rentals Chicago
- Mansion rentals Chicago
- Townhouse rentals Chicago
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- Private suite rentals Chicago
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Flossmoor Golf Club
- Things to do Chicago
- Food and drink Chicago
- Tours Chicago
- Sightseeing Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Things to do Cook County
- Food and drink Cook County
- Tours Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Illinois
- Sightseeing Illinois
- Art and culture Illinois
- Nature and outdoors Illinois
- Food and drink Illinois
- Tours Illinois
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
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- Entertainment United States