
Apartment holiday rentals in Chicago
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Top-rated apartment rentals in Chicago
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Popular amenities for Chicago apartment rentals
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Your perfect place looks like?

Picture Perfect 3Bed Steps from Train and FLW

The Urban Oasis | Outdoor Lounge • Sleeps 10+

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Near Lake Michigan & Wrigley Field

Lincoln Park 2bed/2bath in Historic Neighborhood

Stunning 3 BR in prime Chicago location!

Amazing 1Bedroom Greystone Wrigleyville Southport
Pet-friendly apartment rentals

816 PLZN Luxury Apartment| Rooftop| Garage Parking

Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba

Cozy Lincoln Park Condo near the lake.

Spacious 3BR • Great for Groups • Fast WiFi • Pets

Luxuriously bright 3-bedroom condo: The Treehouse

Unique 2BR/2BA FREE Street Parking/WI-FI Near DT

Steps from the Lake, Lovely 3-Bedroom Condo

Large Remodeled Home in Lincoln Park, Sleeps 12!
Apartment rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

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

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

Just remodeled apartment close to airport and mall

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Pond View, Washer Dryer, Non Smoking Community

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Iconic Style, Charming Lake View
Quick stats about apartment rentals in Chicago
Total rentals
1K properties
Nightly prices starting at
$26 SGD before taxes and fees
Total number of reviews
70K reviews
Family-friendly rentals
630 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- 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
- Windsor Holiday rentals
- Rentals with a cinema Chicago
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- 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
- Wicker Park
- Garfield Park Conservatory
- Illinois Beach State Park
- Lincoln Park Zoo
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
- Things to do Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Things to do Cook County
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- Things to do Illinois
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- Things to do United States
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