
Apartment holiday rentals in Downtown Chicago
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Top-rated apartment rentals in Downtown Chicago
Guests agree: these apartments 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 Downtown Chicago apartment rentals
Weekly apartment rentals

Rarely available - 3Bedroom Condo + Free Parking

Luxury Studio Apt Near McCormick & Soldier Field

3D Tour! Designer Condo near Logan Square

Ultra clean/cozy condo, 10 mins south of Downtown!

Quick Drive to Downtown Chicago & Early Check-In

Near Lake Michigan & Wrigley Field

Two Floor Luxury 3 Bedroom Condo in Old Town

Vibrant, Sunny & Spacious 2 bd 1 ba Uptown Condo
Pet-friendly apartment rentals

Chic and Charming Vintage Condominium in Lincoln Park

Entire 3Bed/2Bath Condo Near McCormick & Metro

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

Convenient & Spacious 3BR Condo w/Free Parking

Luxuriously bright 3-bedroom condo: The Treehouse

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

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Steps from the Lake, Lovely 3-Bedroom Condo
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
Destinations to explore
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- House rentals Downtown Chicago
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- 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
- Garfield Park Conservatory
- Washington Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Raging Waves Waterpark
- The 606
- The Beverly Country Club
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