Apartment holiday rentals in Chicago Loop
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Top-rated apartment rentals in Chicago Loop
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals
Flat in Chicago
4.84 out of 5 average rating, 176 reviewsLa Casita
Flat in Chicago
4.91 out of 5 average rating, 112 reviewsNEW Modern 2BRD apartment| 5min to McCormick Place
Flat in Chicago
4.96 out of 5 average rating, 378 reviewsKing Bed, Huge Spa Shower, Dining Destination
Flat in West Loop
4.87 out of 5 average rating, 218 reviewsGarden Apartment in the Historic Heart of the City
Flat in Chicago
4.93 out of 5 average rating, 189 reviewsTaj Ma-small at Wrigley
Flat in Pilsen Historic District
4.85 out of 5 average rating, 237 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Flat in Wicker Park
4.95 out of 5 average rating, 256 reviewsHeart of Bucktown
Flat in East Rogers Park
4.89 out of 5 average rating, 106 reviewsLAKESIDE PIED `A TERRE STEPS TO BEACH
Private apartment rentals
Flat in Cicero
4.98 out of 5 average rating, 204 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Flat in Irving Park
4.87 out of 5 average rating, 104 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in Near West Side
4.82 out of 5 average rating, 274 reviews*Entire City Apartment 1 block to Train Park Free
Flat in Portage Park
4.95 out of 5 average rating, 111 reviewsComfortable, modern apartment 20 Min from Downtown
Flat in Irving Park
4.92 out of 5 average rating, 596 reviewsExplore Chicago from an Urban Sanctuary with Free Parking
Flat in Pilsen Historic District
4.89 out of 5 average rating, 203 reviewsSpectacular Pilsen Studio for 2!
Flat in Chicago
4.82 out of 5 average rating, 440 reviewsLovely Andersonville Apt with Ideal Location
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Apartment rentals with a hot tub
Flat in Near South Side
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Flat in West Town
4.88 out of 5 average rating, 398 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Flat in Berwyn
4.91 out of 5 average rating, 205 reviews“Dream slice of urban homesteading.”
Flat in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Flat in Logan Square
4.91 out of 5 average rating, 34 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Flat in West Rogers Park
4.82 out of 5 average rating, 22 reviewsSpacious Beautiful Condo
Flat in Magnificent Mile
4.87 out of 5 average rating, 77 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
Quick stats about flat rentals in Chicago Loop
Total rentals
540 properties
Rentals with a pool
350 properties have a pool
Pet-friendly rentals
330 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
11T reviews
Nightly prices starting at
₹834 before taxes and fees
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