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Apartment holiday rentals in Downtown Chicago
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Downtown Chicago
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Popular amenities for Downtown Chicago apartment rentals
Weekly apartment rentals
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Rental unit in Chicago
4.83 out of 5 average rating, 494 reviewsRelaxed Bucktown/Wicker Park 1B Apt
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Rental unit in Chicago
4.83 out of 5 average rating, 177 reviewsYour brand new Chicago suite (unit 1F)
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Rental unit in Chicago
4.88 out of 5 average rating, 164 reviewsArchitect Designed Logan Square 2BR 2BA Blue Line!
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Rental unit in Chicago
4.95 out of 5 average rating, 272 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
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Rental unit in Chicago
4.78 out of 5 average rating, 233 reviewsPrivate Studio Apt in the Heart of Wicker Park!
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Rental unit in Chicago
4.92 out of 5 average rating, 156 reviewsUrban Pilsen Apt. near Downtown
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Rental unit in Chicago
4.8 out of 5 average rating, 120 reviewsWelcome Chez Moi
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Rental unit in Chicago
4.96 out of 5 average rating, 271 reviewsCozy loft in Chicago's Uptown
Private apartment rentals
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Rental unit in Chicago
4.96 out of 5 average rating, 133 reviewsModern Relaxing Northside Apt. in Jefferson Park
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Rental unit in Chicago
4.99 out of 5 average rating, 195 reviewsNW Chicago Apartment in Safe Neighborhood
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Rental unit in Chicago
4.85 out of 5 average rating, 272 reviewsCharming loft style suite
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Rental unit in Chicago
4.87 out of 5 average rating, 212 reviewsPrivate Queen Bedroom and En Suite Bath
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Rental unit in Chicago
4.97 out of 5 average rating, 261 reviewsSpacious 1BR apartment in a central location
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Rental unit in Chicago
4.89 out of 5 average rating, 107 reviewsSounds Of The City
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Rental unit in Chicago
4.96 out of 5 average rating, 498 reviewsStunning Retro Apartment in Andersonville
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Rental unit in Chicago
4.99 out of 5 average rating, 246 reviewsA Whimsical Fairy-tale Loft in Ravenswood Chicago
Apartment rentals with a hot tub
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Rental unit in Chicago
4.88 out of 5 average rating, 410 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
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Rental unit in Chicago
4.87 out of 5 average rating, 175 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
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Rental unit in Berwyn
4.9 out of 5 average rating, 220 reviews“Dream slice of urban homesteading.”
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Rental unit in Chicago
4.92 out of 5 average rating, 48 reviewsLuxe Suite + Spa House! Key West Resort n Chicago!
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Rental unit in Chicago
5 out of 5 average rating, 16 reviewsThe Downtown Oasis (2BD / 2BA)
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Rental unit in Chicago
5 out of 5 average rating, 4 reviewsCloud9 | Co-Working+Golf|@Fulton Market |The Dada
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Rental unit in Chicago
4.85 out of 5 average rating, 33 reviewsSpacious Beautiful Condo
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Rental unit in Chicago
5 out of 5 average rating, 15 reviewsSkyline Oasis: City & Lake Views
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