
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
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Popular amenities for Downtown Chicago apartment rentals
Weekly apartment rentals

Cozy Basement Apartment - Great Location!

Modern Stylish 1BR, Free Parking, Prime Location"

Steps to Nightlife • Pool Table + Deep Tub

Kasa | Studio, Walk to Grant Park | South Loop

Studio w/ Large Terrace & Kitchenette, Lincoln Prk

Entertainment, Dining & Nightlife at your Doorstep

Sonder Onterie | King Studio Apartment

Designer Retreat 2BR w Cowboy Pool & City Access
Private apartment rentals

Modern 3BR with Private Rooftop & Free Parking

Chic retreat near the best of Lakeview & Wrigley

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

50th Floor Mag Mile VIEWS, Balcony, Pool, Gym

Downtown Chicago Retreat 2BD/2BA Views+Gym+Rooftop

Breathtaking & Chic Oasis Loc in Desirable Old Twn

Spacious 2BR on Quiet St - Free Park/Late Checkout
Apartment rentals with a hot tub

Spacious Beautiful Condo

Sky-High Living: Lake Views, Elite Experience

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Chic 1 BR Garden Unit-1 FREE Garage Parking

Belmont Pleasures - hot tub / arcade gaming room

2Bed 2Bath 15min to Wrigley with Parking& Balcony
Destinations to explore
- Chicago Holiday rentals
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- Rentals with a hot tub Downtown Chicago
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- Flat rentals Cook County
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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
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Raging Waves Waterpark
- The Beverly Country Club
- The 606
- Things to do Downtown Chicago
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