Apartment vacation 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.
Vacation rentals for every style
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Popular amenities for Chicago Loop apartment rentals
Weekly apartment rentals
Apartment in Pilsen Historic District
4.89 out of 5 average rating, 243 reviewsModern
Apartment in Lincoln Square
4.94 out of 5 average rating, 191 reviewsSpacious, light-drenched studio-private entrance!
Apartment in Chicago
4.95 out of 5 average rating, 240 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in The Loop
4.9 out of 5 average rating, 112 reviewsBright 2BR-2BA steps from The Bean & Michigan Ave
Apartment in Chicago
4.84 out of 5 average rating, 176 reviewsThe Cottage
Apartment in Chicago
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
Apartment in Wicker Park
4.97 out of 5 average rating, 237 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Apartment in Chicago
4.99 out of 5 average rating, 196 reviewsExplore Lincoln Park from a Polished Apartment
Private apartment rentals
Apartment in Cicero
4.98 out of 5 average rating, 204 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Apartment in Chicago
4.84 out of 5 average rating, 130 reviewsPerfect Private Getaway in Perfect Pilsen
Apartment in Lincoln Park
4.79 out of 5 average rating, 173 reviewsPerfect 1br In Lincoln Park - Steps to Depaul!
Apartment in West Loop
4.99 out of 5 average rating, 357 reviewsPeaceful River West Apt with free parking
Apartment in Lake View
4.86 out of 5 average rating, 202 reviewsPrivate Queen Bedroom and En Suite Bath
Apartment in Chicago
4.9 out of 5 average rating, 258 reviewsBright & Lofty Bucktown 1br
Apartment in Irving Park
4.92 out of 5 average rating, 595 reviewsExplore Chicago from an Urban Sanctuary with Free Parking
Apartment in Near West Side
4.82 out of 5 average rating, 273 reviews*Entire City Apartment 1 block to Train Park Free
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in Berwyn
4.91 out of 5 average rating, 204 reviews“Dream slice of urban homesteading.”
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Apartment in Logan Square
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Apartment in West Rogers Park
4.86 out of 5 average rating, 21 reviewsSpacious Beautiful Condo
Apartment in Magnificent Mile
4.87 out of 5 average rating, 75 reviews4Br Gold Coast Duplex w Jacuzzi in the Bedroom!
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsCloud9|Co-Working Space| United Center|The Terra
Quick stats about apartment 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
11K reviews
Nightly prices starting at
R185 ZAR before taxes and fees
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