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
Apartment in Chicago
4.96 out of 5 average rating, 246 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Chicago
4.96 out of 5 average rating, 102 reviewsCute, Clean, Cozy Apartment in Pilsen
Apartment in Chicago
4.96 out of 5 average rating, 382 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in West Town
4.96 out of 5 average rating, 266 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Apartment in Portage Park
4.95 out of 5 average rating, 115 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Logan Square
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Apartment in Magnificent Mile
4.98 out of 5 average rating, 364 reviewsUnwind in Style Steps from the Magnificent Mile
Apartment in Chicago
4.99 out of 5 average rating, 198 reviewsExplore Lincoln Park from a Polished Apartment
Private apartment rentals
Apartment in Wicker Park
4.78 out of 5 average rating, 222 reviewsPrivate Studio Apt in the Heart of Wicker Park!
Apartment in Pilsen Historic District
4.85 out of 5 average rating, 240 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Logan Square
4.83 out of 5 average rating, 484 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Uptown
4.96 out of 5 average rating, 269 reviewsCozy loft in Chicago's Uptown
Apartment in Bridgeport
4.98 out of 5 average rating, 173 reviewsBridgeport Garden Apartment
Apartment in Norwood Park
4.95 out of 5 average rating, 202 reviewsFree Parking & King Bed in Desirable Norwood Park!
Apartment in Lincoln Square
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Chicago
5.0 out of 5 average rating, 82 reviewsBright Cozy Modern-Chic Condo in Trendy West Town
Apartment rentals with a hot tub
Apartment in Near South Side
4.87 out of 5 average rating, 163 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in West Town
4.88 out of 5 average rating, 399 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in West Loop
4.87 out of 5 average rating, 107 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Berwyn
4.91 out of 5 average rating, 208 reviews“Dream slice of urban homesteading.”
Apartment in Streeterville
5.0 out of 5 average rating, 12 reviewsLake, City, & River View Condo
Apartment in Chicago
4.92 out of 5 average rating, 37 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in The Loop
4.8 out of 5 average rating, 10 reviewsThe Areal Oasis
Apartment in West Loop
5.0 out of 5 average rating, 11 reviewsSkyline Oasis: City & Lake Views
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