Condo vacation rentals in Chicago Loop
Find and book unique condos on Airbnb
Top-rated condo rentals in Chicago Loop
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 Chicago Loop condo rentals
Weekly condo rentals
Condo in Logan Square
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Condo in Near South Side
4.86 out of 5 average rating, 132 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Condo in West Town
4.87 out of 5 average rating, 447 reviewsHumboldt Park Traveler's Lodge
Condo in West Town
4.92 out of 5 average rating, 240 reviewsModern/Spacious 2BR/2BA West Town
Condo in Wrigleyville
4.97 out of 5 average rating, 125 reviewsWrigleyville Inn. Historic Greystone. Parking pass
Condo in Lincoln Park
4.99 out of 5 average rating, 224 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Woodlawn
4.91 out of 5 average rating, 205 reviewsA Stones Throw from U Chicago South Campus!
Condo in West Town
4.86 out of 5 average rating, 113 reviewsSpacious Duplex in Great Location
Pet-friendly condo rentals
Condo in Chicago
4.91 out of 5 average rating, 110 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in The Loop
4.88 out of 5 average rating, 99 reviewsDowntown Mich Ave #7|Safe Park 2bd Penthouse|+gym
Condo in The Loop
4.8 out of 5 average rating, 176 reviewsMICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo in East Rogers Park
4.93 out of 5 average rating, 195 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Condo in Chinatown
4.94 out of 5 average rating, 178 reviewsCharming Chinatown Home by McCormick★Downtown
Condo in Evanston
4.77 out of 5 average rating, 578 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Lincoln Park
4.83 out of 5 average rating, 317 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Lincoln Park
4.78 out of 5 average rating, 204 reviewsModern Luxury In Old Town - Sleeps 4
Condo rentals with a pool
Condo in The Loop
4.74 out of 5 average rating, 156 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.92 out of 5 average rating, 107 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Condo in Elk Grove Village
4.95 out of 5 average rating, 61 reviewsJust remodeled apartment close to airport and mall
Condo in Lombard
4.71 out of 5 average rating, 24 reviewsSmoke Free Community, Pet Free Unit, Washer Dryer
Condo in Near North Side
4.7 out of 5 average rating, 30 reviews1 bedroom in the heart of downtown Chicago.
Condo in Uptown
4.71 out of 5 average rating, 21 reviewsLovely condo studio
Private room in Hillside
Lovely Guest Room W private bath rm.
Condo in Evanston
4.95 out of 5 average rating, 83 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Quick stats about condo rentals in Chicago Loop
Total rentals
60 properties
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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