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Near North Side Vacation Rentals

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    $180
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    1 / 12
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 13
    5 of 5 stars (2) Excellent
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 37
    4 of 5 stars (5) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 7
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • Suitable for children
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    About this property
    It is a great location in Downtown Chicago. It is close to everywhere. Opposite side is Northwestern Memorial Hospital , following building is Ann Lurie Children's Hospital. It is walking distance to Magnificent Mile (Michigan Ave.) , Navy Pier. There are restaurants , markets all around. Welcome... View all property information
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    Location Information
    Chicago, Illinois 60611
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    $125
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    1 / 11
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    ENTIRE SPACE This is an ideal location for visitors. This is modest but nice and completely private studio condo in the Gold Coast located near Water Tower Place, the Hancock Tower, and the Museum of Contemporary Art. It’s 1/2 block from the public transportation stop ( trains and buses), 4 blocks... View all property information
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    Location Information
    Chicago, Illinois 60610
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    1 / 12
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Internet Access
    • Satellite TV
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    First Class Chicago vacation rentals by owner gives you the loveliest choice in Chicago Brownstone vacation rentals. Located in the Gold Coast neighborhood, these brownstones will surpass your expectations for quality and comfort. You will never want for a Magnificent Mile hotel as First Class... View all property information
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    Chicago, Illinois 60611
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    1 / 12
    5 of 5 stars (2) Excellent
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Enjoy this fabulous Chicago brownstone vacation rental located in the heart of the exclusive Gold Coast neighborhood. This downtown vacation rental gives you access to all the amazing features of downtown Chicago. Enjoy the shopping, eateries and entertainment that you can only find here. A... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed September 28, 2014
    Excellent contact with owner throughout the booking period and a good service overall. Really liked this old Brownstone building. The apartment was spacious, comfortable and...
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    1 / 12
    4 of 5 stars (6) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Apartment - 2 Bedrooms + Convertible bed(s) - 2 Baths - (Sleeps 4-8) Another First Class Chicago property! City of Chicago Vacation Rental License #2125365. Rent Legally! You've found it! Location, Location, Location! An historic 1890's brownstone in the heart of the exclusive Gold Coast where... View all property information
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    Location Information
    Chicago, Illinois 60611
    2 of 5 stars Reviewed August 24, 2014
    I waited a while to write this review to ensure it gave the landlord a chance to answer some of the issues that I had with this property however after 3 weeks I have still...
    1 of 5 stars Reviewed May 12, 2014
    We had very high hopes for a First Class stay during our four-day trip to Chicago over Easter at the 2-bedroom unit in the Gold Coast area to celebrate two special occasions...
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    $149
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    1 / 9
    4 of 5 stars (1) Very good
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Air Conditioning
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos 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 Mattresses, Cleaning Service... View all property information
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    Chicago, Illinois 60610
    4 of 5 stars Reviewed September 29, 2014
    The apartment was more spacious and comfty than it appeared in photos. The location was excellent, we had everything we could need at much 2 blocks away (restaurants, bars...
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    1 / 15
    4 of 5 stars (1) Very good
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos 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 Mattresses, Cleaning Service... View all property information
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    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed September 20, 2012
    We rented a one-bedroom apartment in this six-apartment building for the entire summer, so we could experience Chicago without exhausting ourselves. Cozy apartment, comfortably...
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    1 / 17
    Near North Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Experience our 2 bedroom fully furnished “Old Town Chicago” condos 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 Mattresses, Cleaning Service Included,... View all property information
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    Location Information
    Chicago, Illinois 60610
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    $119
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    1 / 8
    Near North Side
    Studio / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • 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
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    Chicago, Illinois 60610
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    $199
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    1 / 11
    Near North Side
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    • Elder access
    • x
    • ?
    About this property
    Included is a 3-bedroom fully furnished “Old Town Chicago” condo with TWO PRIVATE BALCONIES, Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Mattresses, Cleaning Service upon Vacating Included, Complimentary Laundry, and all of the atmosphere... View all property information
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    Location Information
    Chicago, Illinois 60610
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    $140
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    1 / 22
    5 of 5 stars (4) Excellent
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 1
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Stunning views overlooking the city skyline and the Chicago River. Located on the Chicago Riverwalk and walking distance to the lakepath, Ohio Street Beach, Navy Pier, 'Magnificent Mile' shopping, the loop, Museum of Contemporary Art, Millennium Park and Grant Park. Close to public transit. Taxi... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed November 6, 2013
    Oxana was a good host, helpful but unobtrusive. Unit was very good and additional facilities were available in the building (gym, laundry, extra rooms to relax, outdoor area...
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    $399
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    1 / 6
    2 of 5 stars (1) Poor
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Indoor Pool
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Location. Situated in the heart of Chicago, this lovely building is within walking distance of American Medical Association Headquarters, Wrigley Building, and Tribune Tower. Also nearby are Hancock Tower and Millennium Park. Property Features. The front desk is open 24 hours a day. Guest... View all property information
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    Chicago, Illinois 60654
    2 of 5 stars Reviewed May 11, 2015
    The location is great but the condo needs a lot of touching up & work done to it. All the furniture was " yard sale grade " - very uncomfortable and cheap ! No tables...
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    $275
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    1 / 6
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Housekeeping...
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    Experience the best Chicago has to offer with fully furnished serviced apartments located in the heart of the city. Whether staying for business or vacation, our locations allow you to live like a local and enjoy downtown Chicago to the fullest. With locations offering multiple bedrooms, complete... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $325
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    1 / 7
    5 of 5 stars (3) Excellent
    Near North Side
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our newly rehabbed and fully furnished unit has 4 bedrooms, 2 bathrooms and sleeps 10. Whether you are planning a weekend excursion, business trip or need a comfortable place to stay for family or friends. We are in a great family neighborhood close to downtown. You can walk to the Zoo and North... View all property information
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    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed April 14, 2015
    We love that we have a living room to gather in after a fun day about Chicago. We can rotate through breakfast and bathrooms. We stayed in the 4 bedroon with 6 adults and 2...
    5 of 5 stars Reviewed September 2, 2013
    This rental was an excellent choice. Very nice neighborhood, walking distance to stores, restaurants, transportation. The only complaint we had was the lack of enough coffee...
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    $300
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    1 / 7
    5 of 5 stars (1) Excellent
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Top floor unit in historic Old Town Neighborhood. Close to shopping, Brown Line El stop. Downtown . And North Avenue Beach! We do allow 1-2 nights stays Monday-Thursday with a cleaning fee. Over any weekend we have minimum nights stay of 3,4,5 or 6 nights. Please ask how many nights your... View all property information
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    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed October 4, 2012
    The apartment is 2 bed, 2 bath, apartment was spotless upon arrival. Bathrooms were spotless, fresh bed linen and fresh towels. Great location, well worth staying here as only 5...
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    $134
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    1 / 11
    4.5 of 5 stars (7) Very good
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    1 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
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    Location Information
    Chicago, Illinois 60654
    5 of 5 stars Reviewed June 26, 2014
    My husband and I stayed in a 1 bedroom apartment on the 34th floor of the AMLI River North building for 3 weeks. We rented the unit through Manilow Suites, a short term corporate...
    4 of 5 stars Reviewed October 16, 2013
    An excellent downtown location in a really nice part of town... It was great having my own kitchenette and being able to make my own breakfasts and, sometimes, evening meals...
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    $260
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    1 / 12
    4 of 5 stars (1) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    2 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
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    Location Information
    Chicago, Illinois 60654
    4 of 5 stars Reviewed February 25, 2013
    Viaggio in 2 coppie in occasione del congresso RSNA in Novembre. Ho trovato questa società che fitta appartamenti in diversi edifici a Chicago proprio tramite Tripadvisor; ci...
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    $190
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    1 / 7
    Near North Side
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Housekeeping...
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    This luxurious building is located conveniently close to Michigan Avenue, Rush Street and the lake. Take advantage of Chicago's wonderful restaurants, shopping and nightlife. •Breathtaking Views •Spacious Balconies •24 Hour Doorman •Fully Equipped Fitness Center •Rooftop Sundeck •Supermarket with... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $190
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    1 / 9
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in trendy Streeterville, Streeter Place is the smart... View all property information
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    Location Information
    Chicago, Illinois 60611
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    $200
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    1 / 37
    4.5 of 5 stars (3) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    **LOCATION **LOCATION **LOCATION! ***CAN'T BEAT IT! ***Views Views Views! Breathtaking Lake and City Views!!*** Looks Like Hawii Up There!*** Set in the heart of Downtown Chicago, our Chicago apt is ideally placed for visitors to experience all that the city has to offer. On the doorstep of... View all property information
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    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed November 19, 2014
    We worked with Steps to Everything to rent this 2br/2ba condo near Navy Pier. As our travel date got closer, Steps upgraded us to a 3br/3ba condo with a magnificent view! The...
    4 of 5 stars Reviewed October 28, 2014
    The rental was located close to all of the sites and shopping we were interested in. It was very nice and clean and the beds were very comfortable (important to us!). The floor...
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    $250
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    1 / 11
    3.5 of 5 stars (2) Average
    Near North Side
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park! ONE OF FEW 3BD/2.5BA UNITS RIGHT IN THE MIDDLE OF DOWNTOWN CHICAGO. Very affordable! ***WALK TO EVERYTHING ***YES, THESE ARE THE VIEWS! ***BREATHTAKING VIEWS OF THE CITY SKYLINE AND GRANT PARK ***3... View all property information
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    Location Information
    Chicago, Illinois 60659
    2 of 5 stars Reviewed December 6, 2014
    This condo is in a great area as far as convenience to the park, the view is amazing, but all of the walls within the condo need to be painted. It's like someone had a party and...
    5 of 5 stars Reviewed October 29, 2014
    Great property within walking distance of parks, museums, Trader Joe's, and several tasty restaurants. Loved the pretty city views and having more space to spread out with family...
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    $105
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    1 / 7
    3.5 of 5 stars (7) Average
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Excellent Location: 1 block to the Navy Pier and lakefront 2 blocks to the shopping area on Michigan Ave Just on the other side of the river from Grant Park and Millennium Park (15 min walk) Large Unit: Largest 1bd/1ba floor plan downtown Wrap around windows, corner unit Full size kitchen,... View all property information
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    Location Information
    Chicago, Illinois 60611
    4 of 5 stars Reviewed July 16, 2013
    Our first visit to Chicago and we wanted to stay someplace with a great view--McClurg Court was wonderful for us. The apartment reminded us of a newly employed graduate who can...
    4 of 5 stars Reviewed October 18, 2012
    We stayed here for a week in October. The booking process and everything went well and we were given information relevant to our stay. The unit is in a fantastic location in...
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    From
    $599
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    1 / 11
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to the luxury and tranquility of the Chicago Penthouse Suite, a rental residence with elegant condominium-quality interiors. The suite boasts 9.5' ceilings, floor to ceiling windows, a private balcony with grill, granite bath and kitchen, beautiful cabinetry, and stainless steel kitchen... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $100
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    1 / 10
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located in the heart of Chicago, these Corporate Furnished Apartments offer breathtaking views, rooftop deck with poolside service, premier gym, wireless internet lounge, and much more. Overlooking 1,200 acres of glorious Lincoln Park greenery and offering panoramic views of Lake Michigan, our... View all property information
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    Location Information
    Chicago, Illinois 60610