Apartment holiday rentals in Downtown Chicago
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Top-rated apartment rentals in Downtown Chicago
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Holiday rentals for every style
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Popular amenities for Downtown Chicago apartment rentals
Weekly apartment rentals
Apartment in Logan Square
4.9 out of 5 average rating, 344 reviewsSunny Logan Square Artists' home
Apartment in Chicago
4.95 out of 5 average rating, 242 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Cicero
4.98 out of 5 average rating, 206 reviewsCOZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Apartment in Portage Park
4.96 out of 5 average rating, 113 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Chicago
4.84 out of 5 average rating, 132 reviewsPerfect Private Getaway in Perfect Pilsen
Apartment in Lake View
4.93 out of 5 average rating, 171 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Apartment in Chicago
4.9 out of 5 average rating, 261 reviewsBright & Lofty Bucktown 1br
Apartment in West Town
4.89 out of 5 average rating, 474 reviewsiKlektik House Chicago / Robin
Private apartment rentals
Apartment in Chicago
4.96 out of 5 average rating, 380 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in Pilsen Historic District
4.85 out of 5 average rating, 237 reviewsTeeny Tiny Bohemian Lodge - Clean & Affordable
Apartment in Chicago
4.85 out of 5 average rating, 164 reviewsYour brand new Chicago suite (unit 1F)
Apartment in Logan Square
4.8 out of 5 average rating, 111 reviewsWelcome Chez Moi
Apartment in Logan Square
4.83 out of 5 average rating, 482 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Avondale
4.86 out of 5 average rating, 176 reviewsAttic apartment in a hip neighborhood!
Apartment in Lincoln Square
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Logan Square
4.97 out of 5 average rating, 258 reviewsLogan Square 2nd Floor Chicago Victorian
Apartment rentals with a hot tub
Apartment in West Town
4.88 out of 5 average rating, 398 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in Near South Side
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Berwyn
4.91 out of 5 average rating, 206 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
4.92 out of 5 average rating, 36 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Streeterville
5.0 out of 5 average rating, 11 reviewsLake, City, & River View Condo
Apartment in The Loop
4.8 out of 5 average rating, 10 reviewsThe Areal Oasis
Apartment in West Rogers Park
4.82 out of 5 average rating, 22 reviewsSpacious Beautiful Condo
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Apartment rentals United States
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- Loft rentals Downtown Chicago
- Rentals with pools Downtown Chicago
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- Rentals with a fire pit Downtown Chicago
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- Rentals with a home theatre Downtown Chicago
- Condo rentals Downtown Chicago
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- Hotel rentals Downtown Chicago
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- House rentals Downtown Chicago
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- Yurt Rentals United States
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- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Cottages United Kingdom
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- Holiday Chalets United Kingdom
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