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$625

3 BR / 3 BA / Sleeps 8

2 Reviews

$625

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The Penthouse at Grand Plaza #2

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

This is the stuff dreams are made of. Towering 54 floors above the city, with dramatic two-story living areas and exquisite fireplace, this Penthouse gives you the ultimate city living. It's all about the views and location. From 25 foot floor to ceiling windows, the city unfolds before your very eyes with Lake …
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible

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    (2)

    This Penthouse was fantastic for our girls trip.

    Left on Aug 12, 2011 for a stay in June 2011

    The location was great it was within walking distance to the Chicago Theater, many restaurants, and bars. I would recommend the hop-on and hop-off bus tour which is two

    blocks away across from the Hard Rock Cafe. I would also recommend the Spirit Dinner and Fireworks Cruise @ the Nave Pier. The only thing we regret is not having enough time to see more of Chicago.

    Diane

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    $275

    2 BR / 1 BA / Sleeps 5

    Fully Furnished 1.5 BR Spacious Lincoln Park Apt! - Chicago vacation rentals
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    $275

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    Fully Furnished 1.5 BR Spacious Lincoln Park Apt!

    2 BR / 1 BA / Sleeps 5 | Quick view

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    The Aster House has been a legitimate business since 1891 (!) and under the present owners since1982. We've had several 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! TRANSPORTATION: We're 1/2 to 1 block from the Fullerton subway/el station…
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    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $395

    3 BR / 1 BA / Sleeps 6

    Fully Furnished 3-bedroom Lincoln Park Apt - Chicago vacation rentals
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    $395

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    Fully Furnished 3-bedroom Lincoln Park Apt

    3 BR / 1 BA / Sleeps 6 | Quick view

    Details

    HISTORY: Aster House has been renting since 1891, and under the present owners since 1982. We've had guests return as long as 18 years, so you may be assured of a safe secure visit. NEIGHBORHOOD: Aster House is on a quiet residential street in Lincoln Park, Chicago's most upscale downtown neighborhood. ~Within 1/…
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    • Suitable for the elderly - ask

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    $110

    2 BR / 1 BA / Sleeps 4

    UKrainian Village lovely place - Chicago vacation rentals
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    $110

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    UKrainian Village lovely place

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Enjoy a great urban experience staying in the Ukrainian Village of Chicago! -- 2 bedroom flat perfect for short term stays. Convenient to shops, grocery, restaurants, library, bars, gym, swimming pool! THE SPACE: This main floor apartment includes the following amenities: Two comfortable bedrooms with double beds, …
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    • A/C or climate control
    • Central heating
    • Porch
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    • Suitable for children - ask
    • Suitable for the elderly

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    $250

    1 BR / 1 BA / Sleeps 1

    Michigan Avenue 24th floor Condo/Hotel located on the Magnificent Mile! - Chicago vacation rentals
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    $250

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    Michigan Avenue 24th floor Condo/Hotel located on the Magnificent Mile!

    1 BR / 1 BA / Sleeps 1 | Quick view

    Details

    Optima is a new building that opened in Spring of 2013, towering 42 stories over Michigan Avenue. Sleek design incorporates floor-to-ceiling reflective glass windows and European-designed finishes throughout. The condo features 700 sq. ft. of bamboo flooring, porcelain tile, granite counter tops, stainless steel …
    • Ocean or water views
    • Hot Tub/Jacuzzi
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    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $130

    2 BR / 1 BA / Sleeps 6

    7 Reviews

    $130

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    Ideal 2Bedroom Lincoln Park 1 Block to Fullerton L

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

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    Reviews

    (7)

    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 AUTOBOOK FOR PERIODS SHORTER THAN WHAT IS REQUIRED AS THE BOOKING WILL NOT BE HONORED. PLEASE EMAIL OR CALL WITH ANY QUESTIONS. Ideal unit, ideal …
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    (7)

    Shannon's hosue on Fullerton

    Left on May 19, 2011 for a stay in June 2010

    I stayed with Shannon during June 2010 and would recommend any of the apartments to perspective tenants. Location close to Fullerton station is great, everything you need is within walking distance. The local Gaslight bar was my favorite in the Lincoln park area.

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    $89

    0 BR / 1 BA / Sleeps 2

    6 Reviews

    $89

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    MODERN LOOP APARTMENTS FURNISHED FULL KITCHEN IN-U

    0 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 6 Reviews

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    Reviews

    (6)

    888.761.RENT or 312.242.1625 215 W. Washington St. Chicago, IL. 60606 (Washington/Wells in the Loop in Downtown Chicago - Five Blocks West of Michigan Avenue and Millenium Park 'Bean'; In Business/Theater District) Check Availability and Book Online Now: http://reservation.worldweb.com/hotel/1278 These high-end …
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
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    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    Reviews

    (6)

    Location, Location, Location!

    Left on Oct 30, 2013 for a stay in October 2013

    The location of this apt. is perfect. The Red Line Subway is on the corner. You can walk to the river and the lake(if you want to). You can travel just about anywhere in the city in under 30 mins. There is a full service supermarket right next door. Restaurants are steps away.

    The building is clean. The gym is nice. The apartment is on the 44th floor, facing south with a great view of …

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    $300

    2 BR / 1 BA / Sleeps 6

    1 Reviews

    $300

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    Penthouse At The Lex...massive Skyline Views!!

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    Welcome to the PENTHOUSE at LEX Chicago – far from your typical Chicago rental. The LEX offers unparalleled amenities, upscale stylish accommodations, and floor-to-ceiling dynamic views of the Chicago skyline. This property is unlike any other in its class and the experience is definitely one-of-a-kind. PRIVATE …
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

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    Reviews

    (1)

    Amazing view!

    Left on Jun 23, 2014 for a stay in June 2014

    This apartment was great and just as advertised. The view was incredible with floor to ceiling windows and a great balcony. We were able to watch the fireworks from Navy Pier and also from Comiskey Park while in the apartment. The beds were very comfortable and there was everything that we needed. When you walk into the apartment you are just amazed.

    The location is great and you can get to …

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    $295

    2 BR / 2 BA / Sleeps 4

    1 / 18

    $295

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    "Amazing River View"

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    This unit is unique because we offer "Luxury At It's Best". In addition, we offer luxury & exotic features at a Premium level that you won't get anywhere within the downtown area. All guest have access to all amenities excluding dancing pole and bar area. Both can be purchased at an additional charge. …
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • A/C or climate control
    • Central heating
    • Balcony or terrace
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $215

    3 BR / 1 BA / Sleeps 5

    1 Reviews

    $215

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    3 BEDROOM…JUST A QUICK WALK TO THE 'EL'…

    3 BR / 1 BA / Sleeps 5 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Just a quick walk to Chicago's Brown Line 'L'...take the train downtown...or to Wrigley Field (you can walk, too) from this North Center location. Comfy & inviting. Private entrance, private deck, plenty of space in this 3 bedroom unit. Updated kitchen, stainless Maytag appliances (built-in microwave, dishwasher, …
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    • Suitable for children
    • Suitable for the elderly - ask

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    Reviews

    (1)

    Great Stay on Belle Plaine!

    Left on Aug 04, 2014 for a stay in August 2014

    We had a wonderful stay on Belle Plaine Ave. Victoria was very accommodating to our needs and the apartment is beautiful. The neighborhood is also great, quiet but with walking access to pretty much everything we needed during our stay (including a lovely little local brewery around the corner!). We would definitely stay with Victoria again during our next trip to Chicago.

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    $125

    1 BR / 1 BA / Sleeps 4

    1 / 6

    $125

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    Spacious & Sleeps 4...lovely Lincoln Square!

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    This unit sleeps up to 4(four) guests maximum... I have additional units if you need more beds!! Please be sure to view my other units: Please view my other units: #2936706, #2936829, #2937555, #2936763 and #2937588...hope to see you soon! Bright and inviting…large 1 bedroom in LINCOLN SQUARE. Walk to the Brown …
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    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly - ask

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    $500

    4 BR / 8 BA / Sleeps 12

    16 Reviews

    $500

    Inquire

    Block to Lincoln Park- House on Historic Register

    4 BR / 8 BA / Sleeps 12 | Quick view
    “ Excellent ” 16 Reviews

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    Reviews

    (16)

    We bought this home because of its proximity to everything the city has to offer while still maintaining the feeling of a small village. It is a village adjacent to all the culture, theatres, shopping, and restaurants that make Chicago a world-class city. We also loved being able to walk or ride our bikes on the …
    • Internet Access
    • Fireplace
    • Washing Machine
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    • A/C or climate control
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    Reviews

    (16)

    If you want a home away from home, stay at ame.

    Left on Aug 20, 2010 for a stay in August 2010

    We stayed at ame for two nights. The house was beautifully renovated, with close attention paid to preserving the original architectural details. It's located on a lovely street and very close to Lincoln Park and the downtown area. The owner, Patti, was very hospitable and friendly. She's great at (and loves) giving you ideas to plan your days in Chicago. Every morning we had a yummy …

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    $250

    1 BR / 2 BA / Sleeps 3

    4 Reviews

    $250

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    Modern 1 Bedroom off Michigan Ave Downtown Chicago

    1 BR / 2 BA / Sleeps 3 | Quick view
    “ Average ” 4 Reviews

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    Reviews

    (4)

    With 42 stories of sleek modern architecture, Optima Downtown is the place to stay while you're in Chicago. Located only 1 block from the world famous Michigan Ave, this 1 bedroom is located directly in the heart of Downtown. In this modern building you'll enjoy: -Prime location in Chicago right off of Michigan …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    Reviews

    (4)

    Uncorrect behavior

    Left on May 29, 2014 for a stay in May 2014

    The owner canceled my reservation 2 days before my arrival!

    I booked and payed my stay 2 months before and he canceled only 2 days before my arrival.

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    $350

    2 BR / 2 BA / Sleeps 5

    1 / 18

    $350

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    Huge 2 Bedroom ICONIC BUILDING 52nd Floor VIEWS A+

    2 BR / 2 BA / Sleeps 5 | Quick view

    Details

    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. High-end, furnished condo downtown Chicago will be …
    • Hot Tub/Jacuzzi
    • Sauna
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $250

    2 BR / 2 BA / Sleeps 5

    1 / 31

    $250

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    New Corner 2br Modern Condo W City/lake Views!!

    2 BR / 2 BA / Sleeps 5 | Quick view

    Details

    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. 30 days minimum 60-story Ultra-Modern Luxury Condo on …
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $300

    4 BR / 2 BA / Sleeps 8

    1 / 6

    $300

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    Roscoe East Suite 2

    4 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Brand new 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 and a …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Linens Provided
    • Dishwasher
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $185

    1 BR / 1 BA / Sleeps 3

    1 / 26

    $185

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    Corporate Housing With Style! MODERN DESIGN

    1 BR / 1 BA / Sleeps 3 | Quick view

    Details

    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. MSG ME WITH ANY QUESTION AND CONCERNS. (Short terms or …
    • Hot Tub/Jacuzzi
    • Sauna
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $249

    2 BR / 1 BA / Sleeps 4

    1 / 17

    $249

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    Chicago's Old Town, Amazing 2BDR Duplex Loft

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    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, Complimentary Laundry, …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children

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    $199

    2 BR / 2 BA / Sleeps 6

    2 Reviews

    $199

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    Save on Luxurious 2 Bd/2 Ba Condo

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

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    Reviews

    (2)

    Want to live like a local while staying in Chicago and save? Reserve now and take advantage of fall savings! Our Chicago vacation rental offers an affordable and comfortable place to lay your head during your visit to our city! A family-owned, Chicago boutique property near Wrigley Field, The Guesthouse features …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

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    Reviews

    (2)

    Awesome home base for visiting Chicago

    Left on Mar 12, 2013 for a stay in March 2013

    This property is everything the ad promises and more. From the luxurious appointments like the surround shower in the master suite to the fireplace and chef-quality kitchen, you will feel right at home in the Andersonville Guest House. We saved money by grilling steaks on the balcony and preparing healthy and yummy brunches, allowing us to splurge on the restaurants and attractions the city has…

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    $299

    1 BR / 1 BA / Sleeps 1

    1 / 28

    $299

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    Luxury Condo Furnished Like a Hotel Best View

    1 BR / 1 BA / Sleeps 1 | Quick view

    Details

    Pet: Pet Friendly AVAILABLE JANUARY 29TH!!!!!!!!!!!! Features: 100 sq. ft balcony, grill and patio furniture Newly furnished condo from Room and Board. New appliances Includes new linens, towels All kitchen appliances/table wear/pots and pans 55" LED LCD TV with DVD SURROUND SOUND All utilities …
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly - ask
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible

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    $159

    2 BR / 1 BA / Sleeps 6

    1 Reviews

    $159

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    Roscoe Village- Only steps to cute shops & dining!

    2 BR / 1 BA / Sleeps 6 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Make our apartment the perfect home base for your family vacation or romantic getaway to Chicago. There is plenty of room to spread out and enjoy yourselves. The house is beautifully furnished and stocked with all of the essentials. The apartment is an easy walk to multiple bus and train lines, which may be used for …
    • Internet Access
    • Washing Machine
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    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly - ask

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    Reviews

    (1)

    Outstanding location and amenities!

    Left on Sep 25, 2014 for a stay in September 2014

    My wife and I travel to Chicago 4-6 times per year to visit our daughter and her family. We usually stay with her but this time she hosted her sister and their family which made us the odd couple out for the weekend. Having searched for a location convenient to Lincoln Park and the city, we found this splendid unit in the heart of Roscoe Village. We could not have chosen a better spot to hang …

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    $110

    1 BR / 1 BA / Sleeps 4

    1 / 8

    $110

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    Historic Mansion on the Blvd - 2 blocks to Blu Lin

    1 BR / 1 BA / Sleeps 4 | Quick view

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    Vintage Mansion on Kedzie Blvd - Vacation Rental License xxxxxx property. This apartment is located on the 3rd floor of a Historic Mansion, overlooking Kedzie Blvd. in the city of Chicago. The apartment is very spacious, approximately 1200 sq ft of space, large living room, dinning and good size kitchen. The…
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Central heating
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $200

    1 BR / 1 BA / Sleeps 4

    1 / 10

    $200

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    Loft Apartment South Loop on Michigan Ave

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    This is another one of our properties in the South Loop that has amazing amenities and a great feel to it. You will see from the pictures there is a king sized bed along with a sleeper sofa in the loving room which is how this unit can accommodate four people. Please let me know what questions you may have about it.
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $249

    1 BR / 1 BA / Sleeps 4

    1 / 13

    $249

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    Resort Living with Bunk Beds Camping Style

    1 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Enjoy resort style living in the Alta apartments in the the cozy and modern River West neighborhood. Unit boasts incredible river views and all the modern amenities of a new building.
    • Pet friendly - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $225

    2 BR / 2 BA / Sleeps 6

    1 / 9

    $225

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    EASY EASY LOCATION...WALK TO THE 'EL'

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Gracious duplex with comforts of home. This unit has 1 full bath on upstairs level and a powder room on the main level. Fully equipped eat in kitchen with breakfast bar. Cable, wireless internet. Convenience is Key! A quick walk to Chicago's Brown Line 'L'...take the train downtown...or to Wrigley Field (you can …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $399

    3 BR / 2 BA / Sleeps 6

    15 Reviews

    $399

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    ALL INCLUSIVE BUDGET PKG 3 BED SUITE- MINI MANSION

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 15 Reviews

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    Reviews

    (15)

    Book Now for ALL INCLUSIVE BUDGET PACKAGE at a unique and beautifully decorated Bed & Breakfast inn. Stay on our third floor apartment with a shared bath and accommodations for up to 6-9 travelers - Full Size Refrigerator, Huge Leather Couch, Dinette Set, Massage Chair, Air Hockey Table and so much more. Located …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly

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    Reviews

    (15)

    When he sang "There is a rose in spanish harlem" Ben E. king must have been channeling The Welcome I

    Left on Oct 23, 2011 for a stay in October 2011

    Four members of our family decided to forego the standard hotel scene and book a weekend at the Welcome Inn Maorr while attending events at The University of Chicago. We couldn't have made a better choice. The Inn is a sterling example of amazing architecture and mind bending remodeling. The rooms are large, beautifully appointed and full of warmth and a sense of history.

    Mell and Angie …

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    $90

    0 BR / 1 BA / Sleeps 2

    1 / 8

    $90

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    AMAZING lakeside view studio

    0 BR / 1 BA / Sleeps 2 | Quick view

    Details

    The Space Our cozy, spacious studio has a breathtaking view of Lake Michigan and is five minutes away from almost all amenities one might need. There's a booming restaurant and bar community just a five minute walk away, a bus and train to the city right out front that take 10-20 minutes each, and the University of …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $1,200

    2 BR / 3 BA / Sleeps 4

    1 / 7

    $1,200

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    400 N LaSalle

    2 BR / 3 BA / Sleeps 4 | Quick view

    Details

    Amazing penthouse available with city views. This unit is like no other available and can accommodate a variety of guests, you have the flexibility of separating the unit into a 1 bed 1.5 baths unit and a studio or the entire unit for a 2 bed 2.5 bath property. The unit is conveniently located by the lake, public …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for the elderly - elevator access

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    $130

    3 BR / 2 BA / Sleeps 6

    30 Reviews

    $130

    Book

    HUGE WINTER DISCOUNTS. GREAT REVIEWS 1 FL. HOT TUB

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 30 Reviews

    Details

    Reviews

    (30)

    We have two really incredible vacation rental apartments. We are offering great special off season rates for our Winter Months through March. These specials range from $110 per night to $195 per night and as low as $875 per week.. The best rates are for longer rentals and some dates will have a minimum stay. We…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly - ask

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    Reviews

    (30)

    Best value for money for staying in Chicago

    Left on Oct 14, 2009 for a stay in October 2009

    Bob C is a fine man, he provided everything we needded in our stay in his apartment, the apartment is very confortable and if you have a car the parking is not a problem at all. The train to the city center in only 8 blocks away which makes visiting downtown very easy and cheap.

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    $100

    1 BR / 1 BA / Sleeps 2

    1 / 4

    $100

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    Spend December in Chicago at my cozi apartment

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    I m renting my cozy 1 bedroom apartment for the month of December, it is furnitured, utilities are inlcuided, also with cable and wifi internet, LCD TV, Full size bed, Bath tube and more, very clean and, and great location, just 15 minutes drive from Down Town, few blocks from supermarkets, like Target, Jewel Osco, …
    • Suitable for the elderly

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    $275

    2 BR / 2 BA / Sleeps 5

    1 Reviews

    $275

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    Stay in the Heart of Chicago

    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    The Tides is a great way to experience life and culture in the heart of Chicago! Featuring a modern contemporary feel, the short term rentals at The Tides offer dramatic finishes including tiled entries, granite islands and cherry cabinetry, open floor plans with captivating views from the floor-to-ceiling windows, …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Great views, nice kitchen, staff eager to please

    Left on Feb 05, 2015 for a stay in November 2014

    This apartment is located in a modern, somewhat glitzy group of buildings which form their own mini-village. It is located east of Michigan Ave., almost across the street from Millennium park. There is a single grocery store nearby - just on the other side of a small park - and it definitely gives Whole Foods a run for its money in terms of a wide variety of goods, somewhat delicious prepared …

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    $195

    3 BR / 2 BA / Sleeps 8

    4 Reviews

    $195

    Inquire

    Luxurious Vintage Condo on Chicago's North Shore

    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Very Good ” 4 Reviews

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    Reviews

    (4)

    Residence on the Avenue. A Spacious 2000sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. The entrance boxwood garden which is enclosed by beautiful wrought iron fencing is a hint of what awaits you inside the …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    home away from home

    Left on Dec 19, 2011 for a stay in October 2011

    We had the pleasure of staying here for two nights in October. The unit is beautifully decorated, cosy and very clean. The property manager is extremely friendly and is happy to assist with any questions you may have. There is a train line within a few short block and the neighborhood is just darling.

    If you want to get away from a busy hotel and enjoy "home away from home" amenities, I …

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    $500

    4 BR / 4 BA / Sleeps 24

    1 / 17

    $500

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    Lincoln Park Custom Single Family Home

    4 BR / 4 BA / Sleeps 24 | Quick view

    Details

    Vacation in the best neighborhood in Chicago in this amazing Furnished Custom Single Family Home. This home is 15 blocks from Wrigley Field, 5 blocks to the Kennedy Expressway, 6 blocks to the EL, 2 blocks to grocery stores, etc, etc. Everything you need is here! This is a top of the line Custom Single Family …
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $550

    2 BR / 2 BA / Sleeps 7

    1 / 19

    $550

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    Penthouse #4

    2 BR / 2 BA / Sleeps 7 | Quick view

    Details

    This Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with dramatic two story living areas and exquisite fireplace, this Penthouse gives you the ultimate in city living. It's all about the views and location. From 20 foot floor to ceiling windows the city unfolds before you with Lake …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Fireplace
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible

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    $350

    2 BR / 2 BA / Sleeps 5

    1 / 33

    $350

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    Next To McCormik, 2 KING BEDS ,Huge Pool,Brand NEW

    2 BR / 2 BA / Sleeps 5 | Quick view

    Details

    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. Michigan Avenue at 21st street 2BR / 2Ba 1100ft2 w/d in…
    • Hot Tub/Jacuzzi
    • Sauna
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $200

    1 BR / 2 BA / Sleeps 3

    1 Reviews

    $200

    Book

    Magnificent Mile 1 Bedroom At Optima Chicago

    1 BR / 2 BA / Sleeps 3 | Quick view
    “ Average ” 1 Reviews

    Details

    Reviews

    (1)

    With 42 stories of sleek modern architecture, Optima Downtown is the place to stay while you're in Chicago. Located only 1 block from the world famous Michigan Ave, this 1 bedroom is located directly in the heart of Downtown. In this modern building you'll enjoy: -Prime location in Chicago right off of Michigan …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Great location - modern flat

    Left on Jun 24, 2014 for a stay in June 2014

    Great location just off Michigan avenue with view of the lake near Navy Pier ! It's easy to navigate to-and-from this place to explore the whole city. Buses and trains are not that far and easy to use.

    Great people in the building to help you (I was there with an infant and they were very helpful and always cheerful); but the actual management of the flat was completely absent -- literally …

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    $205

    1 BR / 1 BA / Sleeps 4

    2 Reviews

    $205

    Book

    Fabulous Chicago Brownstone in Ideal Location! [3]

    1 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    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 half-block to the beach of …
    • Internet Access
    • Fireplace
    • A/C or climate control
    • Central heating
    • Porch
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Awesome Chicago Brownstone in Great Location

    Left on Jun 28, 2013 for a stay in June 2013

    Took advantage of this unique opportunity to stay in a brownstone in one of the best locations in Chicago with my Mom and kids. The cost was very reasonable compared to hotels in the area and the comfort and amenities offered here were well worth it. It was spacious for 4, very charming, and well within walking distance of most all city attractions. There are several great restaurants right up …

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    $500

    2 BR / 2 BA / Sleeps 6

    7 Reviews

    $500

    Inquire

    Pier Gold - B & B Boatel - For Chicago get-a-ways

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    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 skyline views day …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • A/C or climate control
    • Suitable for children

    Details

    Reviews

    (7)

    Off the Charts Experience!!!

    Left on Apr 15, 2012 for a stay in August 2011

    Pier Gold was absolutely amazing! A group of four of us booked through Mary last august looking for an alternative to the typical "hotel" and could not have scored more of a home run! The location is off the charts - soldier field and the the best of the Chicago skyline is right there. And on top of the views, the community that spends their weekends in the harbor are all about relaxing and …

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    $199

    2 BR / 2 BA / Sleeps 6

    1 / 10

    $199

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    New 2 BR/ 2 Bath w Balcony near Wrigley,Loyola

    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Live like a local and save! Book now to take advantage of discounted fall rates! Beautiful 2 Bedroom unit in boutique luxury building with 24 hour concierge service. Located in the wonderful and historic Andersonville neighborhood, The Guesthouse Chicago vacation rental encourages you to live like a local while …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

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    $320

    1 BR / 1 BA / Sleeps 3

    1 / 13

    $320

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    Penthouse off the Magnificent Mile

    1 BR / 1 BA / Sleeps 3 | Quick view

    Details

    Newest Luxury Residential High Rise in the Heart of Downtown Chicago, Right off the Magnificent Mile! The Space Located In The Heart Of Downtown Chicago Right Off The Magnificent Mile. This penthouse unit has spectacular views of the city. With 42 stories of sleek modern architecture, Optima Downtown is the place to…
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $125

    2 BR / 1 BA / Sleeps 3

    1 Reviews

    $125

    Book

    Quick & Easy walk to the 'L' train...SLEEPS 3

    2 BR / 1 BA / Sleeps 3 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    This is an English Garden apartment...3 steps down... in an extra wide Greystone building, this charming two bedroom offers plenty of light, lots of closet space, hardwood floors and private entrance with vestibule & foyer... kitchen w/dishwasher & microwave. Fully furnished, utilities included with cable and …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Central heating
    • Linens Provided
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Nice, Clean and Convenient

    Left on Aug 17, 2014 for a stay in August 2014

    I rented the garden unit of this house just north of Chicago. I was traveling with my 13-yr.old grandson and wanted separate bedrooms. The apartment was very clean and fully equipped with many amenities. The Brown Line station at Irving Park was 2 blocks away and convenient to the Loop and connecting to the Red Line was a breeze. The owner, Victoria, was helpful and accessible, although she …

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    $159

    2 BR / 2 BA / Sleeps 6

    6 Reviews

    $159

    Inquire

    Chicago North Shore Luxurious 2 bedroom condo

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 6 Reviews

    Details

    Reviews

    (6)

    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 wonderful experience. The …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (6)

    Great time!

    Left on Oct 10, 2012 for a stay in September 2012

    My 2 sisters, 2 nieces, and I decided to spend the weekend in Chicago. I found this condo on Vrbo & Homeaway. William was very helpful and patient with all my questions and concerns. The condo was perfect for our needs and centrally located for easy access into downtown. Ross, the building manager, was also very helpful and nice. The condo was clean and very comfortable. All in all we had a great…

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    $130

    2 BR / 2 BA / Sleeps 6

    13 Reviews

    $130

    Book

    HUGE WINTER DISCOUNTS. Great REVIEWS. Hot Tub 2

    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 13 Reviews

    Details

    Reviews

    (13)

    We have two really incredible vacation rental apartments. We are offering great special off season rates for our Winter Months through March. These specials range from $110 per night to $195 per night and as low as $875 per week.. The best rates are for longer rentals and some dates will have a minimum stay. We…
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (13)

    Great home away from home!

    Left on May 26, 2011 for a stay in May 2011

    The first thing that I noticed was how very clean the apartment was! This is usually the first thing that I look for and I was truly impressed with this. It is a beautiful apartment that is very open and spacious. The rooftop deck is perfect for hanging out and enjoying the city views, gorgeous! The shower is absolutely amazing, love the body sprays!

    Another thing that I found very …

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    $120

    0 BR / 1 BA / Sleeps 2

    1 / 7

    $120

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    Furnished short term at 1 E Delaware

    0 BR / 1 BA / Sleeps 2 | Quick view

    Details

    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 Deli and…
    • Wireless Internet
    • Washing Machine
    • A/C or climate control
    • Central heating
    • Patio
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

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    $115

    2 BR / 1 BA / Sleeps 4

    4 Reviews

    $115

    Book

    2bd apt in Wicker Park - Bathhouse

    2 BR / 1 BA / Sleeps 4 | Quick view
    “ Average ” 4 Reviews

    Details

    Reviews

    (4)

    The Chicago Bathhouse Corporate Residences are located on the 2nd floor of a 2 story building in Wicker Park Chicago. This vacation rentals are 2 bedrooms, 1 bathroom, 10 minutes from Chicago downtown. Close to restaurants, cafes. 5 min walk to Blue Line which takes you Downtown in 10 min…
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    Nice space in GREAT location

    Left on Sep 29, 2013 for a stay in September 2013

    We stayed in apartment #3 which is different from the one in the photos on TripAdvisor. (sorry, I didn't take any photos to include)

    Booking this apartment was a bit difficult. I tried to contact the owners through TripAdvisor - first the email, then by phone. No one ever responded. I gave up on renting this apartment, until I saw it listed elsewhere. It is rented through Stan Properties …

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    $150

    3 BR / 1 BA / Sleeps 5

    11 Reviews

    $150

    Inquire

    Serene Furnished Rental Near Lake/Train 15 mins DT

    3 BR / 1 BA / Sleeps 5 | Quick view
    “ Excellent ” 11 Reviews

    Details

    Reviews

    (11)

    Located on the north side of the city near the lake, redline train, 15 minutes to downtown and northshore. Condo has central heat and air and offers 1200 square feet of living space with separate living room and dining room, your own balcony, and bedrooms with tasteful linens, ultra comfortable beds, and plush pillows…
    • Internet Access
    • Housekeeping Optional
    • A/C or climate control
    • Central heating
    • Balcony or terrace
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (11)

    Wonderful retreat!

    Left on May 01, 2010 for a stay in April 2010

    Would definitely recommend this place to others- clean, quaint, eclectic and
    charming. An outstanding deal as well! My only suggestion would be to allow smoking
    at least on the back patio (I agree that smoking indoors should be a no-no). I'm not
    a smoker but recognize where the no smoking on premises policy could be an
    incredible inconvenience for guests that smoke. Otherwise, highly …

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    $160

    3 BR / 3 BA / Sleeps 8

    14 Reviews

    $160

    Inquire

    3BR Apartment with great views close to the center

    3 BR / 3 BA / Sleeps 8 | Quick view
    “ Excellent ” 14 Reviews

    Details

    Reviews

    (14)

    Situated on quiet side street across from 19c. church, steps from populars bars, restaurants, and public transportation. The apartment occupies the top two floors with large private roof top deck with magnificent views of Chicago skyline. First level contains large kitchen, living room/dining room with powder room, …
      • Smoking allowed - ask
      • Suitable for children - ask

      Details

      Reviews

      (14)

      Ideal!

      Left on Mar 06, 2012 for a stay in June 2011

      3 of us came over in June 2011 for the Blues Festival, staying here for one week. Very spacious, homely & with much character. We loved the roof garden, which affords very good views. Neighbourhood is safe & quiet. Ten minute walk to excellent supermarket. Bus stop just round the corner & soon into heart of city.
      I would like to thank the owner & neighbour (Jerry) very much - the apartment was …

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      $200

      1 BR / 1 BA / Sleeps 1

      1 / 39

      $200

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      Michigan Ave 19th Floor Condo/Hotel - Magnificent Mile

      1 BR / 1 BA / Sleeps 1 | Quick view

      Details

      Optima is a new building that opened in Spring of 2013, towering 42 stories over Michigan Avenue. Sleek design incorporates floor-to-ceiling reflective glass windows and European-designed finishes throughout. The condo features 700 sq. ft. of bamboo flooring, porcelain tile, granite counter tops, stainless steel …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Internet Access
      • Housekeeping Optional
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

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      $79

      2 BR / 3 BA / Sleeps 8

      1 / 31

      $79

      Book

      SPACIOUS Semi Private w/King Bed!

      2 BR / 3 BA / Sleeps 8 | Quick view

      Details

      This is a house and the main floor is occupied by other guests. You WILL NOT have the house to yourself. I DO NOT accept Chicago Residents. The upstairs (floor) is separated by a chimney wall, dividing the room in 2. One side, the King Size Bed area contains the King Size bed, a futon sofa, and space for 5 air …
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • A/C or climate control
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      PreviousNext property

      $300

      3 BR / 2 BA / Sleeps 8

      3 Reviews

      $300

      Inquire

      Luxury condo Close to Downtwn!

      3 BR / 2 BA / Sleeps 8 | Quick view
      “ Very Good ” 3 Reviews

      Details

      Reviews

      (3)

      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, which will take you …
      • Internet Access
      • Housekeeping Optional
      • A/C or climate control
      • Linens Provided
      • Towels Provided
      • Suitable for children - ask
      • Suitable for the elderly

      Details

      Reviews

      (3)

      Wonderful and relaxing neighborhood stay

      Left on Aug 04, 2012 for a stay in July 2012

      We absolutely loved this option, provided a contrast to hectic downtown and mag mile by allowing us a quaint and comfortable stay. Plenty of room and kitchen amenities. Lovely neighborhood with lots of nearby services. Free parking on the street,easy access to El. I did not want to leave. If you can ask for upstairs unit as we were downstairs, and just normal walking of guests above us was …

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