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 Chicago
4.99 out of 5 average rating, 561 reviewsUrban Comfort in the Heart of Chicago
Jun 24 – Jul 1
Condo in Chicago
4.9 out of 5 average rating, 167 reviews2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
May 7 – 14
Condo in Chicago
4.91 out of 5 average rating, 120 reviewsSpacious & Modern Family Friendly North Center Apt
Jan 25 – Feb 1
Condo in Chicago
4.91 out of 5 average rating, 246 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Sep 8 – 15
Condo in Lake View
4.96 out of 5 average rating, 126 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Feb 10 – 17
Condo in Chicago
4.98 out of 5 average rating, 201 reviewsNear Lake Michigan & Wrigley Field
Sep 19 – 26
Condo in Chicago
4.92 out of 5 average rating, 293 reviewsBright 2br Apt W/ Private Entrance & Laundry
Feb 5 – 12
Condo in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Jun 29 – Jul 6
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
Feb 13 – 20
Condo in Lincoln Park
4.99 out of 5 average rating, 212 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Mar 16 – 23
Condo in Chicago
4.91 out of 5 average rating, 296 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 19 – 26
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep 15 – 22
Condo in Chicago
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
Nov 18 – 25
Condo in The Loop
4.77 out of 5 average rating, 160 reviewsSafe Dtown Park VIEWS| Mich Ave, Museums 2bd/2ba
Sep 20 – 27
Condo in Chicago
4.82 out of 5 average rating, 117 reviewsCharming Condo near U.C./Loop/McCormick Place
Nov 23 – 30
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Jul 15 – 22
Condo rentals with a pool
Condo in The Loop
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
Jun 30 – Jul 7
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Dec 2 – 9
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
Jan 15 – 22
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov 21 – 28
Condo in Downers Grove
4.9 out of 5 average rating, 52 reviewsUpscale, Washer Dryer, Smoke Free, Pet Free,
May 28 – Jun 4
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul 6 – 13
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Jan 29 – Feb 5
Room in Hillside
Lovely Guest Room W private bath rm.
May 6 – 13
Quick stats about condo rentals in Chicago Loop
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.6K reviews
Destinations to explore
- Condo rentals Chicago
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