Condo vacation rentals in Chicago Loop
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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
4.94 out of 5 average rating, 432 reviewsThe Penthouse Gallery at OHC - No Cleaning Fee!
Dec 26 – Jan 2
Condo in West Town
4.86 out of 5 average rating, 437 reviewsHumboldt Park Traveler's Lodge
Jun 20 – 27
Condo in Wrigleyville
4.97 out of 5 average rating, 119 reviewsWrigleyville Inn. Historic Greystone. Parking pass
Jan 21 – 28
Condo in Chicago
4.97 out of 5 average rating, 101 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Sep 3 – 10
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Apr 7 – 14
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Jan 29 – Feb 5
Condo in East Garfield Park
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Nov 16 – 23
Condo in Chicago
4.81 out of 5 average rating, 265 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Jun 27 – Jul 4
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Dec 2 – 9
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep 17 – 24
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Dec 12 – 19
Condo in Lincoln Park
4.78 out of 5 average rating, 201 reviewsModern Luxury In Old Town - Sleeps 4
Dec 11 – 18
Condo in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Mar 4 – 11
Condo in Chicago
4.91 out of 5 average rating, 298 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 19 – 26
Condo in Chicago
4.83 out of 5 average rating, 178 reviewsCan't Beat This 2min Walk to Wrigley!
Nov 26 – Dec 3
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Jul 21 – 28
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 146 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 4 – 11
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
Mar 25 – Apr 1
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov 23 – 30
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Dec 31 – Jan 7
Condo in Near North Side
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul 21 – 28
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Oct 15 – 22
Room in Hillside
Lovely Guest Room W private bath rm.
May 13 – 20
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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