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$225

3 BR / 3 BA / Sleeps 10

Modern and Homey Duplex (3Br-3Ba) - Chicago vacation rentals
1 / 11

$225

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Modern and Homey Duplex (3Br-3Ba)

Chicago condo
3 BR / 3 BA / Sleeps 10 | Quick view

Details

Hello and thank you viewing my condo's listing. My name is Bogdan and I am the property owner of this duplex. I'm a business professional and proud Chicagoan. If you are looking for comfortable, clean and modern accommodations, you've come to the right place. My duplex is located in the historic Humboldt Park …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

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$90

1 BR / 1 BA / Sleeps 2

3 Reviews

$90

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Scarlet Cove - Refurbished Loft Style One Bedroom

Chicago B&B
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good3 Reviews

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Reviews

(3)

Charming, roomy one bedroom , with open kitchen and living space. This recently refurbished loft-style apartment gives visitors to Chicago a chance to visit and explore whist enjoying the comforts of modern living. Hardwood floor, and ceramic tiles in kitchen and bathroom. Plenty of sitting room with large …
  • Hot Tub/Jacuzzi
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Reviews

(3)

Muy cómodo pero un poco alejado de la ciudad, aunque con transporte público se resuelve

Left on Jun 01, 2014 for a stay in May 2014

Cómodo y seguro, buen tamaño e instalaciones adecuadas, lo único es la distancia del centro de la ciudad. Sin embargo con transporte público fue fácil. Excelente precio y buena atención

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$270

1 BR / 1 BA / Sleeps 4

Gorgeous 1 Bedroom Unit In Chicago - Chicago vacation rentals
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$270

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Gorgeous 1 Bedroom Unit In Chicago

Chicago condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Experience the vibrancy of down town Chicago and delight in the modern, sleek comfort of wyndham grand Chicago river front — an intimate haven on the magnificent mile — offering chic accommodations in an exceptional setting. Just outside your door is Chicago's premier shopping avenue with over 450 luxury boutiques…
  • Internet Access
  • Central heating
  • Linens Provided
  • Satellite or cable TV
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$90

2 BR / 1 BA / Sleeps 6

Quiet, Artsy and Comfy 2-BR in Lincoln Square - Chicago vacation rentals
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$90

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Quiet, Artsy and Comfy 2-BR in Lincoln Square

Chicago condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

Comfy Rental In A Neighborhood That Has Kept Its Old World Charm With The New! Artsy, Quiet And Comfortable Place Ideal For Value Seekers Looking For A Memorable And Culturally-Diverse Experience In A Quaint Neighborhood That's Also A Convenient Base To Explore Other Fun Sites In Chicago. From A Relatively …
  • 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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$300

3 BR / 2 BA / Sleeps 8

1 Reviews

$300

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Buckingham 3 Bedroom Townhome

Chicago house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Gorgeous, Luxury Oak Park area Townhome…corner unit…completely furnished….close proximity (2 min.) to the historic Oak Park area…home of Frank Lloyd Wright and Ernest Hemingway! Beautiful landscaping, total 2,000 sq. ft. , alarm system, central air. Stunning designer furnishings in every room! Complete, …
  • Internet Access
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  • A/C or climate control
  • Central heating
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(1)

Excellent Accommodations

Left on Oct 24, 2014 for a stay in October 2014

We recently stayed at this property for a ladies weekend in the Chicago area. There were 6 of us and the townhouse was just the perfect choice for us. We had plenty of room and all the amenities. The townhouse was beautiful, well maintained and well equipped for everything we needed. Phil was a gracious and helpful host - I'd stay here again in a heartbeat.

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$135

3 BR / 2 BA / Sleeps 6

30 Reviews

$135

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Great Value and Luxury. City & McCormick Place.

Chicago condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent30 Reviews

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Reviews

(30)

We have two really incredible vacation rental apartments. The view in our first picture is our large hot tub. It's your new best friend after a day of travel, sightseeing, or business. The next photo is the amazing Chicago City Skyline view from our deck (closed in winter when there is snow and ice). They are …
  • 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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$195

1 BR / 1 BA / Sleeps 4

1 Reviews

$195

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Wyndham Grand Chicago Riverfront, downtown Chicago

Chicago condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago. Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the skyscraper. Experience…
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Awesome family trip!

    Left on Dec 02, 2014 for a stay in June 2014

    For downtown Chicago stay, this was fantastic...lots of room and great location! We were a walk away from anything...from Navy Pier to the beach to shopping to family museums. A cab ride can take you to Wrigley and Lincoln Park Zoo also.

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    $200

    2 BR / 2 BA / Sleeps 5

    2 Reviews

    $200

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    Very affordable 2 bedroom 2 bath in Real Chicago

    Chicago condo
    2 BR / 2 BA / Sleeps 5 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    This very affordable two bedroom, two bathroom apartment can sleep up to six guests. There are queen sized beds in each bedroom and a pull out couch in the living room. With features including: a breakfast table in the well-appointed kitchen; dining room; comfortable living room; a balcony; hardwood floors; and tiled …
    • Washing Machine
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    • A/C or climate control
    • Central heating
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Overall, a nice place

    Left on Mar 29, 2014 for a stay in March 2014

    Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family

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    $108

    2 BR / 1 BA / Sleeps 4

    1 / 18

    $108

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    Maplewood Garden

    Chicago condo
    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Here's your spot for a comfortable stay in Chicago! Enjoy some of the best neighborhoods in the city with fast and easy access to whatever interests you: outdoors and parks, restaurants and nightlife, museums and galleries, architecture and landscapes. Whatever you love, you'll find in our city. Our apartment in …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children

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    $185

    2 BR / 1 BA / Sleeps 5

    1 / 11

    $185

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    Gorgeous 2 Bedroom 1 Bath In the Heart of Lakeview

    Chicago condo
    2 BR / 1 BA / Sleeps 5 | Quick view

    Details

    Gorgeous 2 bedroom/1 bath located on the second floor of a classic Chicago 3-flat. Building is located in the heart of Lakeview, steps to the cta (no train noise), and walking distance to Wrigley Field and the Lake. Building had a full renovation in 2014 including a brand new kitchen with gorgeous river rock counter …
    • Internet Access
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    • A/C or climate control
    • Balcony or terrace

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    $129

    1 BR / 1 BA / Sleeps 2

    1 / 24

    $129

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    Secluded Wicker Park Coach House

    Chicago condo
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    Near restaurants, cafés & bars in vibrant Wicker Park, this tucked away, free standing, 1 bedroom Coach House could be your Chicago oasis! The space includes, an outfitted kitchen as well as a private bathroom, deck & entrance. Located off a quiet tree-lined street near 19th century mansions built by German beer …
    • Fireplace
    • A/C or climate control
    • Central heating
    • Deck
    • Parking
    • Suitable for children

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    $200

    3 BR / 2 BA / Sleeps 8

    1 / 21

    $200

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    Charming A Frame in Avondale

    Chicago house
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Our 3 bedroom cozy house feels like a cottage in the middle of the popular Avondale Neighborhood. It's perfect place for a family up to 8, we are a block from a park, Target and the river. Enjoy restaurants and a craft brewery all within in 3 blocks. Entire house with 2 bedrooms and bath upstairs,1 bedroom in lower …
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children

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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

    Chicago B&B
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent7 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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    $140

    1 BR / 1 BA / Sleeps 1

    4 Reviews

    $140

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    Downtown High Rise Room over River next to Navy Pier

    Chicago condo
    1 BR / 1 BA / Sleeps 1 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    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 stand right outside. …
    • Ocean or water views
    • Internet Access
    • Washing Machine
    • A/C or climate control
    • Central heating
    • Pet friendly - ask
    • Suitable for children - ask

    Details

    Reviews

    (4)

    A great experience on the river by Navy Pier :)

    Left on Sep 24, 2013 for a stay in August 2013

    I have stayed at Oxana's place many times and it is always a pleasant experience. The place is roomy, comfortable, clean and she is an excellent host. Always friendly, respectful and most helpful. I love the views from her apartment as well as the bbq terrace on the 8th floor. Hopefully you're lucky enough to be there on a night when you can go on the terrace and enjoy the fireworks off of …

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    $275

    1 BR / 1 BA / Sleeps 2

    1 / 9

    $275

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    The Tides

    Chicago condo
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    The Tides at Lakeshore East, embrace a new standard of luxury featuring a modern contemporary feel. Situated in the city's newest neighborhood, LakeShore East, you have Millennium Park and the Lakefront right outside your door, with easy access to the Loop as well. Its a little neighborhood perfect for this big city.
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

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    $565

    2 BR / 2 BA / Sleeps 4

    1 / 17

    $565

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    "Amazing River View"

    Chicago condo
    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. There is …
    • 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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    $399

    2 BR / 2 BA / Sleeps 5

    1 Reviews

    $399

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    Luxury City Living!

    Chicago condo
    2 BR / 2 BA / Sleeps 5 | Quick view
    Poor1 Reviews

    Details

    Reviews

    (1)

    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 parking is available for …
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Not So Great

    Left on May 11, 2015 for a stay in May 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 - nothing on the walls - air mattress had a hole in it - no hair dryer ( which was promised & requested a 2nd time to no avail ).

    A few dollars spent on this place could make it nice - as it is I would not recommend to anyone.

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    $99

    1 BR / 1 BA / Sleeps 2

    1 Reviews

    $99

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    Beautiful 1 Bedroom ap., close to transportation,

    Chicago condo
    1 BR / 1 BA / Sleeps 2 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    If you are looking for a private, cozy, and comfortable place then this is just right for you. Here you can relax and lay back in a newly renovated unit with a private entrance for your convenience. Let the travel stress behind you and enjoy your stay in that great City we call HOME, Chicago We are located on the …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Great value

    Left on Oct 24, 2013 for a stay in October 2013

    This is a great place to stay, especially if you are traveling on a budget. It is about half the price you will pay for a hotel, and you get a kitchen, living room, bedroom, etc. The owners were very nice. They picked me up from the bus station, and they also dropped me off at the airport. I was not able to make it for my entire reservation, and the owner gave me a generous refund amount. I …

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    $225

    3 BR / 1 BA / Sleeps 4

    1 / 20

    $225

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    Condo-quality short term furnished 1750 sq ft apt

    Chicago condo
    3 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Great short-term furnished rental option in Chicago. Condo-quality home is bright, clean, and well-maintained by diligent owner. Home is on one of Lincoln Square's most sought after side streets. New white eat-in kitchen with river white granite, stainless steel appliances, integrated dishwasher, disposal, white …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children - ask

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    $175

    4 BR / 2 BA / Sleeps 8

    1 / 35

    $175

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    VINTAGE 4-BR IN LINCOLN SQUARE EASILY SLEEPS 8

    Chicago condo
    4 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Large Rental In A Neighborhood That Has Kept Its Old World Charm With The New! Large, Cozy Place Ideal For Value Seekers Looking For A Memorable And Culturally-diverse Experience In A Quaint Neighborhood That's Also A Convenient Base To Explore Other Fun Sites In Chicago. From A Relatively Obscure Neighborhood …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $90

    0 BR / 1 BA / Sleeps 2

    1 / 8

    $90

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    AMAZING lakeside view studio

    Chicago condo
    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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    $115

    1 BR / 1 BA / Sleeps 2

    1 / 18

    $115

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    Vintage Charm in Beautiful Andersonville

    Chicago condo
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    I live here, but travel frequently! My apartment is a vintage Chicago Brownstone in the trendy, upscale Andersonville Area. It's close to shopping, nightlife, transportation and everything all the cool kids want to see and do! :-) I live on a quiet and very safe street that's easy to access from everywhere! The …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $550

    4 BR / 3 BA / Sleeps 10

    1 / 13

    $550

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    O'hare Fully Equipped home - Car Included

    Chicago house
    4 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Available ONLY 12/23/14- 12/29/14 We normally take 2 long vacations and are willing to rent our place. This house is fully furnished with a fully operational kitchen and full use of cooking utensils. Seating for up to 10 at dining room table. This house is best for someone looking to get their family together …
    • Internet Access
    • Washing Machine
    • A/C or climate control
    • Patio
    • Parking
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly

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    $395

    5 BR / 5 BA / Sleeps 12

    1 / 34

    $395

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    Magnificent Mansion, Huge 5 Bed 4.5 Bath, 4200 ft2

    Chicago house
    5 BR / 5 BA / Sleeps 12 | Quick view

    Details

    Huge 5 Bedroom-4.5 Bathroom home, 4 fire places, completely remodeled, fully furnished. Equipped kitchen with large breakfast island, separate dining room seating 8-10. Family room off the kitchen with fire place, huge deck and private back yard. Huge master bedroom with decorative fire place, walk in closets. …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children

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    $300

    2 BR / 1 BA / Sleeps 6

    1 / 23

    $300

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    Luxury 2 Bedroom Condo In The Heart Of The City

    Chicago condo
    2 BR / 1 BA / Sleeps 6 | Quick view

    Details

    The South Loop is classic Chicago. In the South Loop, streets with decades of history come alive as music and life pulse magnetically. Chicago's South Loop is a neighborhood that's buzzing with bars, restaurants and entertainment; it's the perfect place to stay during your time in Chicago. The location itself is …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Central heating

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    $70

    3 BR / 1 BA / Sleeps 8

    1 / 23

    $70

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    Loyola 3 Bedroom Private, Large and Bright Unit

    Chicago house
    3 BR / 1 BA / Sleeps 8 | Quick view

    Details

    Perfect Home while visiting Chicago for a few days or longer stays, perfect for family gatherings, vacation, wedding stays, or simply enjoying time in The city. Walking distance to lots and public transportation! THE UNIT Lots of natural light due to the unit being on the top floor of nice and large brick building…
    • Internet Access
    • A/C or climate control
    • Central heating
    • Patio
    • Garden
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $100

    1 BR / 1 BA / Sleeps 2

    1 / 4

    $100

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    Spend summer or the holidays at my cozy apartment

    Chicago condo
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    I m renting my cozy 1 bedroom apartment for some weeks at the beginning of Summer and in December during the holidays, 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 …
    • Internet Access
    • A/C or climate control
    • Freezer
    • Microwave
    • Refrigerator
    • Suitable for the elderly

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    $189

    3 BR / 1 BA / Sleeps 6

    37 Reviews

    $189

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    Vintage historic 3 bedroom Chicago/Andersonville

    Chicago condo
    3 BR / 1 BA / Sleeps 6 | Quick view
    Excellent37 Reviews

    Details

    Reviews

    (37)

    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 where you can find …
    • Internet Access
    • Fireplace
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (37)

    Christmas in andersonville

    Left on Jan 11, 2012 for a stay in December 2011

    I stayed here for a week at Christmas and really enjoyed it. The neighborhood is really wonderful and convenient. The home has three bedrooms, each with a large bed. A lot of attention to detail is obvious in the decoration. I especially liked the large eat-in kitchen and the heated sun porch. Wifi was flawless, which is very important to me. One improvement would be higher wattage lamps, as they…

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    $299

    2 BR / 2 BA / Sleeps 10

    1 / 21

    $299

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    Chicago apartment five-stars on vrboanderrbnb

    Chicago condo
    2 BR / 2 BA / Sleeps 10 | Quick view

    Details

    The space is fresh and open and can sleep 8 on beds and 10 if you use the blow up mattress in the small 3rd bedroom. There are 2 living rooms which makes it easy to get away from your mates when one wants to have some quiet time or giving you plenty of space for entertaining. The outdoor deck overlooks the yard and …
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children

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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!

    Chicago condo
    2 BR / 1 BA / Sleeps 6 | Quick view
    Excellent1 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
    • Clothes Dryer
    • A/C or climate control
    • Central heating
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    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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    $550

    1 BR / 1 BA / Sleeps 2

    1 / 6

    $550

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    The Blake Hotel

    Chicago resort
    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    The Hotel Blake*, situated in downtown Chicago's urban Printer's Row district, offers a relaxing retreat and easy access to everything the city has to offer. Unwind in your spacious accommodations, complete with soaring ceilings, exquisite bathrooms and stunning city views. Each room is designed to make you feel at …

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      $195

      2 BR / 1 BA / Sleeps 6

      2 Reviews

      $195

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      Lakeview/Lincoln Park 2 bedroom Vacation Rental

      Chicago condo
      2 BR / 1 BA / Sleeps 6 | Quick view
      Excellent2 Reviews

      Details

      Reviews

      (2)

      Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through the neighborhood to …
      • Waterfront
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly

      Details

      Reviews

      (2)

      30th Birthday Bash!

      Left on Nov 03, 2013 for a stay in October 2013

      Our family highly recommends "the Ginko Place". What a wonderful place! Where in Chicago can you stay and have a garden/patio BBQ in the middle of the City! Not only is a home away from home but the location is terrific. If you love to walk like we do, you have Halligans bar a 10 min. walk and Rocks a 25 min. walk great place to eat. On your walk you go by plenty of shops and more restaurants …

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      $250

      2 BR / 2 BA / Sleeps 4

      1 / 22

      $250

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      Spring Sale! Gorgeous Condo on Michigan Ave

      Chicago condo
      2 BR / 2 BA / Sleeps 4 | Quick view

      Details

      Situated in the South Loop's Prairie District, this stunning corner loft features arched terra cotta tile ceilings & columns, exposed brick, bamboo floors, polished concrete counters, SS appliances, extra large shower with dual heads, side-by-side sinks, soaking tub, balcony with courtyard view, stacked washer and…
        • Suitable for children - ask
        • Wheelchair accessible

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        $122

        1 BR / 1 BA / Sleeps 4

        1 / 11

        $122

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        MODERN WEST LOOP JR ONE BED WITH CITY VIEWS

        Chicago condo
        1 BR / 1 BA / Sleeps 4 | Quick view

        Details

        Enjoy stunning city views from your apartment and walk to work from this centrally located West Loop apartment. In your free time enjoy Michigan Avenue for shopping, as well as museums, restaurants and nightlife at your doorstep. The train, taxis, and buses are all accessible on the same block for even more …
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Central heating
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly - elevator access
        • Wheelchair accessible - ask

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        $110

        2 BR / 1 BA / Sleeps 5

        1 / 11

        $110

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        Cozy Condo in Chicago (2Br-1Ba)

        Chicago condo
        2 BR / 1 BA / Sleeps 5 | Quick view

        Details

        Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel option is the CTA Route …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Patio
        • Suitable for children
        • Suitable for the elderly - ask

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        $205

        1 BR / 1 BA / Sleeps 4

        2 Reviews

        $205

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        Fabulous Chicago Brownstone in Ideal Location! [3]

        Chicago condo
        1 BR / 1 BA / Sleeps 4 | Quick view
        Excellent2 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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        $85

        1 BR / 1 BA / Sleeps 2

        32 Reviews

        $85

        Book

        Private suite on the north side of Chicago

        Chicago condo
        1 BR / 1 BA / Sleeps 2 | Quick view
        Excellent32 Reviews

        Details

        Reviews

        (32)

        A big thank you to my guests for their great reviews. I'm so honored to have earned a 2014 Certificate of Excellence from tripadvisor! Very comfortable, private lower level of duplex. Perfect for a business traveler who doesn't want to be downtown, or a couple visiting the city for pleasure. Private entrance; …
        • Internet Access
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Central heating
        • Suitable for the elderly

        Details

        Reviews

        (32)

        Cozy Oasis after a busy day with a grrreat Host.

        Left on Jan 21, 2013 for a stay in July 2012

        From the start Cheryl was warm,caring,helpfull with great comms. The Condo is very warm and cozy, a good Oasis after a manic day touring the amzing City of Chicago. On the last night there I had a drink with Cheryl & her friend, very friendly. Easy to get in & out of city centre, try some of the stops near by Berwyn & Western were cool. Highly reccommended!!! Hope to return this year as an …

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        $218

        2 BR / 2 BA / Sleeps 6

        1 Reviews

        $218

        Inquire

        Save on New 2 BR/ 2 Bath w Balcony Wrigley,Loyola

        Chicago condo
        2 BR / 2 BA / Sleeps 6 | Quick view
        Excellent1 Reviews

        Details

        Reviews

        (1)

        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

        Details

        Reviews

        (1)

        A great home away from home

        Left on May 18, 2015 for a stay in May 2015

        Great property in Chicago, a short distance from Lakeshore Drive, perfect for a family vacation. We stayed in the spacious 2 bed/2 bath unit. The unit was stunning, with beautiful linens and decor. Very well equipped gourmet kitchen with gas stove, full size new appliances, including large high efficiency LG washer and dryer. Gas grill on the balcony was perfect for a family party. Bathrooms were…

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        $250

        2 BR / 1 BA / Sleeps 8

        1 / 21

        $250

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        McCORMICK CENTER SUITE

        Chicago condo
        2 BR / 1 BA / Sleeps 8 | Quick view

        Details

        This is a one bedroom loft with the living-room converted into a second bedroom. It has two beds in the bedroom and the living-room has a bunk bed. 800 square feet 32″ Flat-screen TV Wireless Internet-5 MPBS This luxury condominium is conveniently located one block to McCormick Place with easy access to the …
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible

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        $159

        2 BR / 2 BA / Sleeps 6

        6 Reviews

        $159

        Inquire

        Chicago North Shore Luxurious 2 bedroom condo

        Chicago condo
        2 BR / 2 BA / Sleeps 6 | Quick view
        Excellent6 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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        $250

        2 BR / 2 BA / Sleeps 8

        1 / 7

        $250

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        Entire condo in Chicago 2BR/2BA

        Chicago condo
        2 BR / 2 BA / Sleeps 8 | Quick view

        Details

        Two bedrooms, two bathrooms condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building. FREE access to washer …
        • Hot Tub/Jacuzzi
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • A/C or climate control
        • Suitable for children
        • Suitable for the elderly

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        $298

        2 BR / 2 BA / Sleeps 6

        1 / 11

        $298

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        Boutique Apartment Hotel near Lincoln Square

        Chicago resort
        2 BR / 2 BA / Sleeps 6 | Quick view

        Details

        Our suite features Two Bedrooms/Two Bathrooms with a pull out couch and can accommodate six guests. Suite also contains fully equipped gourmet kitchen and is perfect for families or individuals, traveling for business or pleasure. The Guesthouse Hotel offers great style, comfort and value. Stay with us and "Live Like…
        • Wireless Internet
        • Washing Machine
        • Clothes Dryer
        • A/C or climate control
        • Central heating
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible

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        $275

        2 BR / 1 BA / Sleeps 5

        1 / 11

        $275

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        Fully Furnished 1.5 BR Spacious Lincoln Park Apt!

        Chicago condo
        2 BR / 1 BA / Sleeps 5 | Quick view

        Details

        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…
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children - ask
        • Suitable for the elderly - ask

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        $500

        4 BR / 4 BA / Sleeps 24

        1 / 17

        $500

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        Lincoln Park Custom Single Family Home

        Chicago house
        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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        $487

        3 BR / 2 BA / Sleeps 6

        15 Reviews

        $487

        Book

        ALL INCLUSIVE BUDGET PKG 3 BED SUITE- MINI MANSION

        Chicago house
        3 BR / 2 BA / Sleeps 6 | Quick view
        Excellent15 Reviews

        Details

        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

        Details

        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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        $73

        1 BR / 3 BA / Sleeps 2

        7 Reviews

        $73

        Book

        1 or 2 bedroom elegant suites close to the lake

        Chicago condo
        1 BR / 3 BA / Sleeps 2 | Quick view
        Excellent7 Reviews

        Details

        Reviews

        (7)

        Elegant 1 and 2 bedroom apartments on N Lake Shore Drive,10 min away from Michigan Avenue, Northwestern Memorial Hospital, 25 min by bus to Millenium Park and the Art Institute. Fully furnished, beautiful oak floors, high ceilings, custom architectural details.Perfect residential accommodations for 1-3, full kitchens…
        • Waterfront
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • A/C or climate control
        • Suitable for the elderly - ask

        Details

        Reviews

        (7)

        Beauty, comfort, and convenience!

        Left on Apr 12, 2011 for a stay in April 2011

        We have stayed in this apartment more than once. The manager is always friendly and helpful. The location is fantastic - a safe neighborhood and close to public transportation.

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        $466

        3 BR / 2 BA / Sleeps 8

        19 Reviews

        $466

        Inquire

        Save Now on lux 3 BR/2Bath Chicago Vacation Rental

        Chicago condo
        3 BR / 2 BA / Sleeps 8 | Quick view
        Excellent19 Reviews

        Details

        Reviews

        (19)

        Want to live like a local while staying in Chicago and save? Reserve now and take advantage of discounted rates this fall! 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 vacation rental property near Wrigley Field…
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly - elevator access
        • Wheelchair accessible

        Details

        Reviews

        (19)

        Great place to stay

        Left on Dec 31, 2010 for a stay in December 2010

        The location was great .
        We enjoyed the covered parking,as we also experienced Chicago weather.
        The fireplace made our stay cozy. Loved the steam shower.
        Over all it was perfect.

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        $139

        0 BR / 1 BA / Sleeps 2

        1 Reviews

        $139

        Book

        Studio Millennium Park Chicago; perfect location

        Chicago condo
        0 BR / 1 BA / Sleeps 2 | Quick view
        Very Good1 Reviews

        Details

        Reviews

        (1)

        Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation…
        • Wireless Internet
        • A/C or climate control
        • Central heating
        • Linens Provided
        • Towels Provided
        • Suitable for children
        • Suitable for the elderly - elevator access
        • Wheelchair accessible - ask

        Details

        Reviews

        (1)

        En plein dans l'action!

        Left on Aug 20, 2014 for a stay in August 2014

        Tr`es bien situé, propre et bien équipé. Personnel de l'immeuble bien chaleureux. Pitsfield's café `a ne pas manqué au rez-de-chaussée. Calme , bien insonorisé...`a l'exeption de l'air climatisée, mais on en avait besoin!

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        $466

        3 BR / 2 BA / Sleeps 8

        1 / 10

        $466

        Book

        1,800 Sq Feet 3 Bedroom/ 2 Bathroom near Wrigley

        Chicago resort
        3 BR / 2 BA / Sleeps 8 | Quick view

        Details

        3 bedrooms, 2 full bathrooms, Balcony with Grill, sleeps 8. Kid Friendly Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in a family-owned boutique building in the vibrant and historic Andersonville neighborhood, our Chicago vacation property offers an affordable …
        • Wireless Internet
        • 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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        $599

        2 BR / 2 BA / Sleeps 7

        1 / 11

        $599

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        Gorgeous River North apt with 2 BDR, 2 BA, & Den

        Chicago condo
        2 BR / 2 BA / Sleeps 7 | Quick view

        Details

        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 appliances. The River…
        • Sauna
        • Internet Access
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Smoking allowed - ask
        • Suitable for children
        • Suitable for the elderly - elevator access
        • Wheelchair accessible
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