Condo vacation rentals in Downtown Chicago
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Top-rated condo rentals in Downtown Chicago
Guests agree: these condos 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 condo rentals
Weekly condo rentals
Condo in Chicago
4.92 out of 5 average rating, 116 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Condo in Chicago
4.86 out of 5 average rating, 130 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Condo in Chicago
4.96 out of 5 average rating, 130 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Condo in Chicago
4.92 out of 5 average rating, 300 reviewsBright 2br Apt W/ Private Entrance & Laundry
Condo in Chicago
4.98 out of 5 average rating, 211 reviewsNear Lake Michigan & Wrigley Field
Condo in Chicago
4.9 out of 5 average rating, 139 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.98 out of 5 average rating, 293 reviewsSunny Apartment Just 2 Blocks from Wrigley and Boystown
Condo in Chicago
4.86 out of 5 average rating, 123 reviewsQuiet, Modern, Convenient 2 bedroom condo
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 573 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Lincoln Park
4.99 out of 5 average rating, 222 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Chicago
4.83 out of 5 average rating, 313 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.93 out of 5 average rating, 194 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Condo in Chicago
4.94 out of 5 average rating, 178 reviewsCharming Chinatown Home by McCormick★Downtown
Condo in Chicago
4.93 out of 5 average rating, 114 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Condo in Chicago
4.9 out of 5 average rating, 103 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Lincoln Park
4.78 out of 5 average rating, 203 reviewsModern Luxury In Old Town - Sleeps 4
Condo rentals with a pool
Condo in The Loop
4.74 out of 5 average rating, 152 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.91 out of 5 average rating, 105 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Condo in Elk Grove Village
4.95 out of 5 average rating, 57 reviewsJust remodeled apartment close to airport and mall
Condo in Lisle
4.92 out of 5 average rating, 49 reviewsPeaceful Condo in Lisle, Illinois
Condo in Lombard
4.95 out of 5 average rating, 38 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
4.8 out of 5 average rating, 20 reviewsLovely condo studio
Condo in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Room in Hillside
Lovely Guest Room W private bath rm.
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