Apartment vacation rentals in South Loop, Chicago
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Top-rated apartment rentals in South Loop, 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 South Loop, Chicago apartment rentals
Weekly apartment rentals
Apartment in Wicker Park
4.97 out of 5 average rating, 236 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Feb 2 – 9
Apartment in Chicago
4.99 out of 5 average rating, 103 reviewsNewly Renovated, Spacious 2BR in Andersonville
Jan 28 – Feb 4
Apartment in Lincoln Park
4.83 out of 5 average rating, 208 reviewsCozy Lincoln Park Studio - Steps to Zoo!
Jan 10 – 17
Apartment in Avondale
4.97 out of 5 average rating, 117 reviewsDesigner Avondale Attic
Jul 11 – 18
Apartment in Pilsen Historic District
4.82 out of 5 average rating, 427 reviewsEclectic Artist Designed Sanctuary Heart of Pilsen
Jul 10 – 17
Apartment in Uptown
4.96 out of 5 average rating, 265 reviewsCozy loft in Chicago's Uptown
Oct 14 – 21
Apartment in Roscoe Village
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Nov 13 – 20
Apartment in Chicago
4.89 out of 5 average rating, 140 reviewsCharming Gold Coast One-Bedroom Near Downtown!
Apr 3 – 10
Private apartment rentals
Apartment in Chicago
4.87 out of 5 average rating, 271 reviewsHistoric Old Town Flat - Minutes from Downtown!
Jan 28 – Feb 4
Apartment in Chicago
4.85 out of 5 average rating, 274 reviewsHUGE|3br/2ba/Near DT/Free Parking/WI-FI/Pilsen
Oct 21 – 28
Apartment in Lincoln Park
4.79 out of 5 average rating, 172 reviewsPerfect 1br In Lincoln Park - Steps to Depaul!
Jan 4 – 11
Apartment in Chicago
4.85 out of 5 average rating, 160 reviewsYour brand new Chicago suite (unit 1F)
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Sep 25 – Oct 2
Apartment in Near West Side
4.81 out of 5 average rating, 270 reviewsThe Banksy-Greystone Rooftop Firepit United Center
Apartment in Cicero
4.98 out of 5 average rating, 201 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Sep 5 – 12
Apartment in Chicago
4.79 out of 5 average rating, 66 reviewsMcCormick Place Studio/parking/sleeps up to 4
Feb 11 – 18
Apartment rentals with a hot tub
Apartment in Chicago
4.86 out of 5 average rating, 154 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 2 – 9
Apartment in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jul 16 – 23
Apartment in Berwyn
4.91 out of 5 average rating, 201 reviews“Dream slice of urban homesteading.”
Feb 9 – 16
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
May 15 – 22
Apartment in Logan Square
4.93 out of 5 average rating, 28 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 10 – 17
Apartment in The Loop
4.75 out of 5 average rating, 8 reviewsThe Areal Oasis
Aug 12 – 19
Apartment in Streeterville
5.0 out of 5 average rating, 9 reviewsLake, City, & River View Condo
May 6 – 13
Apartment in The Loop
5.0 out of 5 average rating, 20 reviewsRiver View Cityscape Condo
May 7 – 14
Quick stats about apartment rentals in South Loop, Chicago
Total rentals
320 properties
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
190 properties are a good fit for families
Total number of reviews
10K reviews
Nightly prices starting at
€ 9 before taxes and fees
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