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 Chicago
4.93 out of 5 average rating, 187 reviewsTaj Ma-small at Wrigley
Apartment in Chicago
4.87 out of 5 average rating, 331 reviewsCozy Garden Apartment in Heart of Pilsen
Apartment in Chicago
4.97 out of 5 average rating, 455 reviewsFully Furnished Apartment Wicker Park Free Parking
Apartment in Bridgeport
4.98 out of 5 average rating, 170 reviewsBridgeport Garden Apartment
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Apartment in Lake View
4.99 out of 5 average rating, 229 reviewsA Whimsical Fairy-tale Loft in Ravenswood Chicago
Apartment in Little Italy
4.98 out of 5 average rating, 198 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Apartment in Irving Park
4.92 out of 5 average rating, 591 reviewsExplore Chicago from an Urban Sanctuary with Free Parking
Private apartment rentals
Apartment in Chicago
4.99 out of 5 average rating, 194 reviewsExplore Lincoln Park from a Polished Apartment
Apartment in Logan Square
4.91 out of 5 average rating, 371 reviewsThe Grotto of Logan Square
Apartment in Logan Square
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
Apartment in The Loop
4.9 out of 5 average rating, 110 reviewsBright 2BR-2BA steps from The Bean & Michigan Ave
Apartment in Irving Park
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Pilsen Historic District
4.82 out of 5 average rating, 429 reviewsEclectic Artist Designed Sanctuary Heart of Pilsen
Apartment in Logan Square
4.84 out of 5 average rating, 479 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Logan Square
4.81 out of 5 average rating, 105 reviewsWelcome Chez Moi
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Apartment in Berwyn
4.91 out of 5 average rating, 202 reviews“Dream slice of urban homesteading.”
Apartment in West Loop
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Logan Square
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in The Loop
5.0 out of 5 average rating, 6 reviewsThe Downtown Oasis (2BD / 2BA)
Apartment in Streeterville
5.0 out of 5 average rating, 10 reviewsLake, City, & River View Condo
Apartment in West Rogers Park
5.0 out of 5 average rating, 17 reviewsSpacious Beautiful Condo
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
$10 before taxes and fees
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