Apartment vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago apartment rentals
Weekly apartment rentals
Rental unit in Cicero
COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Rental unit in Chicago
Cute, Clean, Cozy Apartment in Pilsen
Rental unit in Chicago
Spacious & private! Free parking! Great location!
Rental unit in Chicago
The Cottage
Rental unit in Chicago
Sunny Logan Square Artists' home
Rental unit in Chicago
Cozy Garden Apartment in Heart of Pilsen
Rental unit in Chicago
Lovely Andersonville Apt with Ideal Location
Rental unit in Chicago
Private Queen Bedroom and En Suite Bath
Private apartment rentals
Rental unit in Chicago
*Entire City Apartment 1 block to Train Park Free
Rental unit in Chicago
Historic Old Town Flat - Minutes from Downtown!
Rental unit in Chicago
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Chicago
Chic & Fully Furnished Studio Apt with Laundry
Rental unit in Chicago
King Bed, Huge Spa Shower, Dining Destination
Rental unit in Chicago
Stylish First Flr. Studio. Best Location Division+Hermitage.
Rental unit in Chicago
Charming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Rental unit in Chicago
Spacious 2BR on Quiet St - Free Park/Late Checkout
Apartment rentals with a hot tub
Rental unit in Chicago
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in Berwyn
“Dream slice of urban homesteading.”
Rental unit in Chicago
Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Rental unit in Chicago
Luxe Suite + Spa House Retreat! Pets Welcome
Rental unit in Chicago
Lake, City, & River View Condo
Rental unit in Chicago
The Areal Oasis
Rental unit in Chicago
Skyline Oasis: City & Lake Views
Destinations to explore
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- Family travel hub Tips and inspiration
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