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, 382 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in Lincoln Park
4.79 out of 5 average rating, 178 reviewsPerfect 1br In Lincoln Park - Steps to Depaul!
Apartment in Portage Park
4.96 out of 5 average rating, 114 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Chicago
4.99 out of 5 average rating, 198 reviewsExplore Lincoln Park from a Polished Apartment
Apartment in Chicago
4.82 out of 5 average rating, 442 reviewsLovely Andersonville Apt with Ideal Location
Apartment in Logan Square
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Apartment in Uptown
4.96 out of 5 average rating, 268 reviewsCozy loft in Chicago's Uptown
Apartment in Lake View
4.93 out of 5 average rating, 171 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Private apartment rentals
Apartment in Pilsen Historic District
4.87 out of 5 average rating, 339 reviewsCozy Garden Apartment in Heart of Pilsen
Apartment in Chicago
4.98 out of 5 average rating, 137 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in The Loop
4.9 out of 5 average rating, 114 reviewsBright 2BR-2BA steps from The Bean & Michigan Ave
Apartment in Chicago
4.96 out of 5 average rating, 102 reviewsCute, Clean, Cozy Apartment in Pilsen
Apartment in Chicago
4.85 out of 5 average rating, 168 reviewsYour brand new Chicago suite (unit 1F)
Apartment in Pilsen Historic District
4.85 out of 5 average rating, 240 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Near West Side
4.82 out of 5 average rating, 278 reviews*Entire City Apartment 1 block to Train Park Free
Apartment in Wicker Park
4.78 out of 5 average rating, 222 reviewsPrivate Studio Apt in the Heart of Wicker Park!
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 Berwyn
4.91 out of 5 average rating, 208 reviews“Dream slice of urban homesteading.”
Apartment in West Loop
4.87 out of 5 average rating, 107 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Logan Square
4.92 out of 5 average rating, 37 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Streeterville
5.0 out of 5 average rating, 11 reviewsLake, City, & River View Condo
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsThe Downtown Oasis (2BD / 2BA)
Apartment in West Loop
5.0 out of 5 average rating, 11 reviewsSkyline Oasis: City & Lake Views
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