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 Chicago
4.81 out of 5 average rating, 446 reviewsCozy Apartment with Free On-Site Parking
Apartment in Chicago
4.98 out of 5 average rating, 209 reviewsNear Lake Michigan & Wrigley Field
Apartment in Chicago
4.96 out of 5 average rating, 129 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Apartment in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Apartment in Chicago
4.87 out of 5 average rating, 128 reviews3D Tour! Designer Condo near Logan Square
Apartment in Chicago
4.82 out of 5 average rating, 126 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Apartment in Chicago
4.97 out of 5 average rating, 144 reviewsSunny Tri Level
Apartment in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Pet-friendly apartment rentals
Apartment in Evanston
4.77 out of 5 average rating, 570 reviewsSpacious Evanston Unit - Walk to Northwestern U
Apartment in Chicago
4.99 out of 5 average rating, 218 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Apartment in Chicago
4.93 out of 5 average rating, 113 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Apartment in Chicago
4.83 out of 5 average rating, 312 reviewsChic and Charming Vintage Condominium in Lincoln Park
Apartment in Chicago
4.91 out of 5 average rating, 303 reviewsSusie's Space. 2BR easy parking & pet friendly
Apartment in Lincoln Park
4.78 out of 5 average rating, 202 reviewsModern Luxury In Old Town - Sleeps 4
Apartment in Chicago
4.9 out of 5 average rating, 102 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Apartment in Chicago
4.83 out of 5 average rating, 183 reviewsCan't Beat This 2min Walk to Wrigley!
Apartment rentals with a pool
Apartment in Chicago
4.75 out of 5 average rating, 150 reviewsCentral Downtown Location-Modern 2BR Condo
Apartment in Evanston
4.91 out of 5 average rating, 104 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Apartment in Lisle
4.96 out of 5 average rating, 45 reviewsPeaceful Condo in Lisle, Illinois
Apartment in Elk Grove Village
4.95 out of 5 average rating, 57 reviewsJust remodeled apartment close to airport and mall
Apartment in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Apartment in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Apartment in Chicago
4.78 out of 5 average rating, 18 reviewsLovely condo studio
Room in Hillside
Lovely Guest Room W private bath rm.
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 Chicago
- Townhouse rentals Downtown Chicago
- Beachfront rentals Downtown Chicago
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- Rentals with a washing machine and dryer Downtown Chicago
- Rentals with a sauna Downtown Chicago
- House rentals Downtown Chicago
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- Rentals with an EV charger Downtown Chicago
- Flat rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Waterfront rentals Downtown Chicago
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- Hotel rentals Downtown Chicago
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- Rentals with outdoor seating Downtown Chicago
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- Monthly Rentals Downtown Chicago
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- Family-friendly rentals Downtown Chicago
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- Boutique hotel rentals Downtown Chicago
- Apartment rentals Milwaukee
- Apartment rentals Lake Geneva
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- Apartment rentals Cook County
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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