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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    Northwest Side
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 10
    Northwest Side
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    1 / 15
    2.5 of 5 stars (2) Poor
    Rogers Park
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Perfect Home while visiting Chicago for a few days or longer stays, perfect for family gatherings, vacation, wedding stays, or simply enjoying time in The city. Walking distance to lots and public transportation! THE UNIT Lots of natural light, Hardwood floors, lots of windows, Large Living room... View all property information
    Location Information
    Chicago, Illinois 60626
    1 / 11
    5 of 5 stars (1) Excellent
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
    Location Information
    Chicago, Illinois 60707
    1 / 25
    5 of 5 stars (1) Excellent
    Lakeview
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    • Porch
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    • x
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    • x
    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! Beautifully furnished and fully equipped--guaranteed a unique and unforgettable experience for you, your family and friends. Rest... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 24
    4.5 of 5 stars (7) Very good
    The Loop
    Private Room, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful B & B Boatel Yacht - Pier Gold offers Chicago visitors a great alternative to regular hotel stays. Located at Chicago's most sought after harbor in the heart of our city waterfront; at Burnham Harbor you will enjoy waking up at your floating waterfront boatel at our harbor with stunning... View all property information
    Location Information
    Chicago, Illinois 60605
    1 / 9
    4.5 of 5 stars (2) Very good
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This is a beautiful garden unit. It comes fully furnished with a queen size bed plus a pull-out couch. Plenty of sitting room, updated bathroom, does not have kitchen but does have small fridge, microwave and coffee maker. The location is ideal, being close to the city and still in a quiet... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Ref # 371011 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Chicago Apartment, with all the amenities that you need. Sleeps 6 with tight... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 30
    5 of 5 stars (37) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    • x
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    • x
    About this property
    A big thank you to my guests for their great reviews. I'm so honored to have earned a 2014 Certificate of Excellence from tripadvisor! Very comfortable, private lower level of duplex. Perfect for a business traveler who doesn't want to be downtown, or a couple visiting the city for pleasure.... View all property information
    Location Information
    Chicago, Illinois 60625
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    1 / 9
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    Ref # 371664 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space Retro Styled, 2nd floor apartment which includes a full kitchen with... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 372170 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space Cozy home on a quiet street, just a steps away from Milwaukee Ave lined with... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 22
    5 of 5 stars (1) Excellent
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    The Duplex Condo is located in the vibrant Gold Coast neighborhood, one of Chicago's most affluent and treasured residential areas with quiet, tree-lined streets, stately homes and connections to the city's past. This property is in a Charming historic lowrise brick building. It has a bright and... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 8
    Lincoln Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    About this property
    Ref # 363263 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. If you’re looking for a taste of historic Chicago, this apartment is a perfect fit... View all property information
    Location Information
    Chicago, Illinois
    1 / 10
    Lincoln Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • ?
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    About this property
    Ref # 363260 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. If you’re looking for a taste of historic Chicago, this apartment is a perfect fit... View all property information
    Location Information
    Chicago, Illinois
    1 / 11
    Lincoln Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • ?
    • ?
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    • ?
    About this property
    Ref # 363262 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. If you’re looking for a taste of historic Chicago, this apartment is a perfect fit... View all property information
    Location Information
    Chicago, Illinois
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • ?
    • ?
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    About this property
    Ref # 371853 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Come enjoy my private, sunny 1200 sq ft. apartment. The apartment has 2 full size... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 24
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • ?
    About this property
    Ref # 371490 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Logan Square 2 bedroom (plus bonus room), 1 bath apartment on the second floor with no... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 39
    4.5 of 5 stars (18) Very good
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Shared Yard
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    The studio is situated in the couch house of the property. It is 300 square feet plus the bathroom. Beautiful decorated and very quiet place with the windows facing the beautiful garden. There is a washer and dryer on side. We are city bee keepers as we learned they are very important for our... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    About this property
    Ref # 369698 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Very unique 2-bedroom + office condo inside a very secure building located in historic... View all property information
    Location Information
    Chicago, Illinois 60653
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    1 / 33
    5 of 5 stars (1) Excellent
    Near North Side
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Terrace
    • Washer
    • Outdoor Dining Area
    • DVD Player
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience our amazing, over sized, fully furnished “Old Town Chicago” studio with private balcony designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 369689 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space The main living area is very wide open and very spacious. Seeing that this is... View all property information
    Location Information
    Chicago, Illinois 60615
    1 / 5
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 369625 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 26
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 369687 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This suite 1100 sq. ft.,is great for a get away weekend, very spacious. Centrally... View all property information
    Location Information
    Chicago, Illinois 60653
    1 / 6
    Roscoe Village
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    4 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you're planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider our newly rehabbed Guesthouse on Roscoe St. Trendy Roscoe Village offers boutique shopping... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 6
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 369609 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 26
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Ref # 370131 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Newly renovated main floor 2 bedroom 1 bath apartment located in hip and trendy Logan... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 7
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 369611 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 8
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 369607 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 8
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 372158 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is located on a tree-lined street in the heart of the Gold Coast with... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 42
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 370549 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Take in views of the entire city from this massive iconic skyscraper in downtown... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Ref # 369693 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space The main living area is very wide open and very spacious. Seeing that this is... View all property information
    Location Information
    Chicago, Illinois 60615
    1 / 16
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 361752 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This amazing apartment has all the luxuries of home. It has been beautifully furnished... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 21
    5 of 5 stars (55) Excellent
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    <div id="FK_Excellence_Badge532128b15b46b"> <a href="http://www.flipkey.com/"><img alt="flipkey" src="http://www.flipkey.com//img/FK-logo-90x14.png"/></a> <script src="http://www.flipkey.com//widgets/badges/excellence/32950/532128b15b46b/72129/"></script> </div> Located... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 6
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 369604 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 18
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 370117 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Cozy two bedroom apartment featuring high ceilings, high quality stainless appliances... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 45
    Lincoln Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    These luxury apartments for rent are surrounded by Lincoln Park, Old Town Chicago and the Gold Coast in downtown Chicago. You’ll find designer boutiques, neighborhood pubs and fine dining outside your front door. With the 1,200 acres of Lincoln Park across the street, these Chicago luxury... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 5
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 369616 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 6
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 369614 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience all the comforts of home at this property. Located just a few footsteps away... View all property information
    Location Information
    Chicago, Illinois
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Ref # 369697 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. If you are looking for a spacious 2,000sq fully furnished condo with brand new floors,... View all property information
    Location Information
    Chicago, Illinois 60653
    1 / 10
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
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    About this property
    Ref # 372639 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property is located on a tree-lined street in the heart of the Gold Coast with... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 18
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    About this property
    Ref # 371488 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. The Space The apartment loft is 1,000 square feet with windows all around wooden blinds... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 40
    5 of 5 stars (1) Excellent
    Lakeview
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Balcony
    • Porch
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! A Vintage Beauty With All the Modern Comforts & Amenities. Beautifully furnished and fully equipped--guaranteed a unique and... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 39
    5 of 5 stars (2) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    BEFORE YOU BOOK PLEASE NOTE THERE IS A 4 NIGHT MINIMUM FROM MAY THROUGH OCTOBER, WITH A 5 NIGHT MINIMUM FOR HOLIDAY WEEKENDS AND SPECIAL EVENT WEEKENDS. PLEASE DO NOT AUTO BOOK FOR PERIODS SHORTER THAN WHAT IS REQUIRED AS THE BOOKING MAY NOT BE HONORED. PLEASE EMAIL OR CALL WITH ANY QUESTIONS.... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 12
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Ref # 369244 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This April 2016 brand new rehab offers a fresh, contemporary look designed and... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 9
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 372626 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Marquee at Block 37 is a brand new, full-amenity building located just two blocks from... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 29
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 369245 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Gorgeous modern brand new clean apartment 1 bed/ 1 bath in the heart of Chicago Loop.... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 15
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 371012 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. One bedroom and one shared bathroom on the 3rd floor apartment (sorry guys, no... View all property information
    Location Information
    Chicago, Illinois 60610
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
    Location Information
    Chicago, Illinois 60707
    1 / 12
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Waterfront
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    • x
    • x
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    • x
    About this property
    Elegant 1 bedroom apartment on N Lake Shore Drive,10 min away from Michigan Avenue, Northwestern Memorial Hospital, 25 min by bus to Millenium Park and the Art Institute. Fully furnished, 900 sq ft,beautiful oak floors, high ceilings, custom architectural details.Perfect residential accommodations... View all property information
    Location Information
    Chicago, Illinois 60613