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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 23
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 14
    4 of 5 bubbles (1) Very good
    Northwest Side
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 97
    5 of 5 bubbles (1) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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 / 31
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    Ref # 360326 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. Have a fantastic stay in Chicago by staying in this gorgeous three bedrooms apartment.... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 38
    5 of 5 bubbles (1) Excellent
    Lakeview
    11 Bedrooms, 6 Bathrooms, Sleeps 21 | Quick View
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    About this property
    Looking for Space? You've Come to the Right Place! 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... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 30
    4.5 of 5 bubbles (7) Very good
    Rogers Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Residnence on the Avenue. A Spacious Vintage condo in a stunning 1928 Art Deco building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. Property manager on site to answer any questions and to make sure that your stay at Residence on the Avenue is a... View all property information
    Location Information
    Chicago, Illinois 60645
    1 / 20
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Central Heating
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    About this property
    Booked through May 1. Thank you! Enjoy a great urban experience staying in The ALONZO HOUSE, an amazing art filled loft in the Ukrainian Village, Chicago's 1st Ward. This beautiful three story Victorian house was built in 1885, in the heart of Ukrainian village/West town, one of the oldest... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 6
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • x
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    • x
    About this property
    Hello there! This is Royal Living Group! We are an alliance of our Canadian company Royal Stays which has over 200 great reviews on Airbnb! We have launched brand new suites in Chicago now! Please visit our Royal Stays profile on Airbnb to see our amazing reviews. Our place is close to Union... View all property information
    Location Information
    Chicago, Illinois 60661
    1 / 16
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    A rare opportunity to stay in Chicago's most prominent neighborhood! This fabulous apartment features 2 bedrooms and 1 bathroom, bright and spacious living room with a designated dining room. The kitchen comes fully equipped with dinnerware, flatware, pots and pans, french press coffee makers,... View all property information
    Location Information
    Chicago, Illinois 60610
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    1 / 11
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Suite Home Chicago at The Streeter offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Discover the uncommon convenience of living at The Streeter. Located in the... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 22
    5 of 5 bubbles (6) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    This Unit has one regular sized bedroom and a "Lil" bedroom - twin bed only. The second bedroom is tiny and I want to make certain you understand that before booking. Please look at the photos - there's a window, some shelves, a twin bed. The door is just off the kitchen and the AC unit is located... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Welcome to our modern, comfortable apt. We are conveniently located blocks from Pink Line train. We live in a fantastic neighborhood full of art, great food and many convenient grocery stores. 5 minutes from Rush Hospital on Pink line train. Our neighborhood has a family friendly vibe full of art... View all property information
    Location Information
    Chicago, Illinois 60608
    1 / 23
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Spacious, Sunlit (10+ Windows) 2 Bedroom, and 1 Bath flat w/ high ceilings Featuring a large private yard located on a quiet tree lined street. Two outdoor seating areas, including a private patio. The apartment is full of art from local Chicago artists. Office area with Desk and wifi Smart Tv... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 10
    Lakeview
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    PLEASE NOTE: This is not a new property. We have recently left our previous management company, which had been managing this and our other 6 properties for 2+ years. Please see photos for past reviews! Our updated Lincoln Park apartment features: 4 bedrooms and 2 baths Sleeping for 8 Premier... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 19
    5 of 5 bubbles (1) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Just a couple blocks from the United Center this splendidly rehabbed 3 story townhouse is the place for your group to stay when visiting Chicago. Plenty of space for everyone! Full kitchen and dining room. 4 Bedrooms, and an additional two sleeper sofas. 2.5 Baths and two big living areas. Garage... View all property information
    Location Information
    Chicago, Illinois 60612
    1 / 18
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • ?
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    • ?
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    Unit not available for daily rental in July 4th Holiday !<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay.<BR><BR><BR>High-end,... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 20
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Live like a Chicago local in luxury - the perfect location for tourists to take in the downtown Chicago sights! Easy access to Soldier Field, Museum Campus, Grant Park, Magnificent Mile, and steps from the L! 10 min from McCormick Place! Enjoy the perfect home-base for exploring Chicago for you... View all property information
    Location Information
    Chicago, Illinois 60605
    1 / 31
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Unit not available for daily rental in July 4th Holiday !<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay.<BR><BR><BR>30 days minimum... View all property information
    Location Information
    Chicago, Illinois 60601
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    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    We have a great 2 bedroom apt minutes from Rush hospital and UIC. Minutes from Chinatown Square, McCormick and the loop. Pink Line train is very easily accessible from our home which will get you anywhere in the city. Our Neighborhood is very lively full of families, kids, art, great food and many... View all property information
    Location Information
    Chicago, Illinois 60608
    1 / 15
    5 of 5 bubbles (2) Excellent
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
    About this property
    A Chicago Premier Suites property with fantastic city views, located in the heart of River North neighborhood in one of Chicago’s premier high rise buildings. City of Chicago License #2179945 This 2 bedroom/2 bath unit is over 1300 SF and well decorated with luxury type amenities. Key features... View all property information
    Location Information
    Chicago, Illinois 60654
    1 / 14
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • x
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    About this property
    This renovated apartment is in an oasis while enjoying all the excitement that Wrigleyville and Chicago have to offer! Walk to Wrigley Field, CTA Red Line, nightlife, bars, restaurants and more! Lots of space in an awesome location - and a beautiful space! With three bedrooms, each with it's own... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 7
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Suite Home Chicago at Tides offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Featuring a modern contemporary feel, the apartment rentals at the Tides offer... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 53
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
    About this property
    Conveniently, we are just a few minutes away from McCormick Place, Illinois Institute of Technology, Chinatown, U.S. Cellular Field, the Magnificent Mile, Millennium Park, Grant Park, Willis Tower, and all of the city’s most popular attractions via the Chicago Transit Authority Blue and Red Line... View all property information
    Location Information
    Chicago, Illinois 60653
    1 / 17
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • x
    About this property
    Suite Home Chicago at 1225 Old Town offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Mid-rise living at its best, 1225 Old Town is the newest apartment building... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 17
    5 of 5 bubbles (43) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • Porch
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    • x
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    • x
    About this property
    City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 14
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Stunning, contemporary and flawlessly designed single family home in Chicago’s Lakeview neighborhood. The residence boasts 5000 sq feet of indoor and outdoor living, featuring top of the line finishes and furnishings, including granite and stainless steel in a gorgeous chef’s kitchen with Viking... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 19
    Lakeview
    6 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    Lots of space in an awesome location - ONE BLOCK FROM WRIGLEY FIELD AND THE CHICAGO CUBS! This apartment sleeps 16 GUESTS over TWO FLOORS! It offers five queen beds and one double bed in their own bedrooms, plus in the semi-private alcoves in common spaces we have two queen beds, as well as two... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 28
    Northwest Side, Wicker Park / Bucktown
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • x
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    • x
    About this property
    Beautiful, industrial-chic loft apartment in the middle of Wicker Park - your ideal retreat just outside downtown! Stunning second-floor walk-up unit accented by ultra high ceilings, exposed brick, and stainless steel ductwork. This is a truly huge space with lots of character - photos can't do... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 6
    Near South Side
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Secure Parking
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    • x
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    • x
    About this property
    A nice place to stay in the heart of Chicago. Beautiful home in a very convenient location. Lots of transportation, food, and entertainment, right at your fingertips. The home is also located within walking distance of McCormick Place, so if you're coming in town for a convention, this is place for... View all property information
    Location Information
    Chicago, Illinois 60616
    1 / 18
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
    • ?
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    • x
    About this property
    Luxurious and fully furnished apartment available for a short-term lease of up to three months. Dates are flexible! Ideal for corporate/business travelers looking for a unique experience! Convenient to public transportation. A cozy, beautiful and vintage-drenched storefront apartment ideally... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 7
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Welcome to the American Eagle -- the perfect combination of powerful performance and stylish comfort. On the road, you'll enjoy an exceptional driving experience in a luxurious cockpit with Ultraleather™ seats and a wide range of state- of-the-art features. Specifications: -solar panel -15K lb.... View all property information
    Location Information
    Chicago, Illinois 60446
    1 / 15
    5 of 5 bubbles (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Our private room is only for your party, or yourself. It comes with a full bed, a desk, lamp, chair, TV etc... Secure keys are issued for this room. Conveniently, we are just a few minutes away from McCormick Place, Illinois Institute of Technology, Chinatown, U.S. Cellular Field, the Magnificent... View all property information
    Location Information
    Chicago, Illinois 60653
    1 / 20
    Lakeview
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    This 5 bedroom apartment sleeps 14, an oasis in the midst of all the excitement that Wrigleyville and Chicago have to offer! Walk to Wrigley Field, CTA Red Line, nightlife, bars, restaurants, and lots more! Perfect for families and large groups! Lots of space in an awesome location - and a... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 11
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    • ?
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    • x
    About this property
    The Aster House has been a legitimate business since 1891 (!) and under the present owners since 1982. We've had tenants stay as long as 9 years and return for as long as 18 years, so you may be assured of a secure and comfortable stay! In fact, most of our business is thru repeats or referrals!... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 20
    Near North Side
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Very Cozy studio in Vintage building that use to be a hotel long time ago, its build in 1890. Transit / Subway Walk Distance Clark/Division Station (Red Line) 2 min 0.1 mi Chicago Avenue Station (Red Line) 12 min 0.6 mi Chicago Avenue Station (Brown, Purple Lines) 17 min 0.9 mi Sedgwick Station... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 21
    5 of 5 bubbles (3) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 19
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Yard
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    • Waterfront
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    • Pet-friendly
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    • ?
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    Suite Home Chicago at 215 West Washington offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Beautifully designed apartment homes with sleek and modern finishes and... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 19
    Lakeview
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    Luxury Wrigleyville Vacation Rental Condo - 4 Bedroom / 3 Bath / Sleeps 12 - 3 Blocks from Wrigley Field - Newly Constructed Building - High End Luxury Finishes - 1st floor unit, 2 level, duplex down. Sleeps up to 12 with the addition of 2 queen size air mattresses. - 3 - 50' plasma tvs,... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 8
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    About this property
    Newly built apartment close to Michigan Avenue,Millennium Park, Chicago Theatre,The Art Institute ,Shopping,Movie Theater,Bars and Restaurants. You’ll love my place because of Wonderful view of city living,nice quiet neighborhood, , the comfy bed, the kitchen and the coziness.. My place is good for... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 31
    5 of 5 bubbles (29) Excellent
    The Loop
    2 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Shared Indoor Pool
    • Hot Tub
    • Washer
    • Sauna
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
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    Brand new luxury 2 bedroom 2 bathroom corporate housing suite with panoramic views in a building unlike anything in Chicago!! The Resort is located in Chicago's high end neighborhood, Lakeshore East, where the Chicago River meets Lake Michigan. You will enjoy exclusive access to two full-floors... View all property information
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    Chicago, Illinois 60601
    1 / 13
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our place is a brand new renovation! You'll love the kitchen, the location, and the coziness. Perfect for couples, solo adventurers, and business travelers. The Victorian row house with the red door is located in the heart of Lincoln Park & walking distance to lots to enjoy (see photos). Our... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 33
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Exclusive tower location, feet from The Bean and the Loop L Train! Local guidebook telling you what to hit and skip! We're from Chicago. We live here. We know the place, and we have an opinion! This is your best option for an amazing base to explore Chicago, with 7 others! This is the BEST... View all property information
    Location Information
    Chicago, Illinois 60602
    1 / 21
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Live like a Chicago local in luxury - the perfect location to take in downtown Chicago! Great for McCormick Place meetings - 10 min away! Easy access to Soldier Field, Museum Campus, Grant Park, Magnificent Mile, and steps from the L! Enjoy the perfect home-base for exploring Chicago for you and... View all property information
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    Chicago, Illinois 60605
    1 / 6
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Yard
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    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Suite Home Chicago at Coast offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Coast's soothing modern apartments create your personal urban beachside resort.... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 20
    5 of 5 bubbles (1) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Wi-Fi
    • DVD Player
    • Patio
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    • Sauna
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 11
    4.5 of 5 bubbles (4) Very good
    Roscoe Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located a block from Cinnamon Boutique, a new women's clothing and accessory store and one of many fantastic places to shop in the village. We are approximately 4.5 blocks from the Paulina brown stop,... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 13
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    • x
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    • x
    About this property
    Lovely bright garden apartment in Lincoln Park/ Depaul residence. One bedroom, oversized bath, fully equipped kitchen, fireplace, W/D, AC, cable TV, and Wifi included. Located in a wonderful neighborhood with ample street parking and is walking distance to everything in Lincoln Park including el... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 8
    West Town
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Private Yard
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    • x
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    • x
    About this property
    Place is a short bus ride to downtown Chicago. Chicago bus (66) drops off at Magnificent Mile, Grand bus (65) to Navy Pier. Groceries, bars, restaurants are a short walk away. You’ll love my place because it has a small front and back yard, privacy wall, high ceilings, full kitchen, microwave,... View all property information
    Location Information
    Chicago, Illinois 60622