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$459

5 BR / 3 BA / Sleeps 11

Beautiful Classic Brownstone Home- Northside - Chicago vacation rentals
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$459

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Beautiful Classic Brownstone Home- Northside

5 BR / 3 BA / Sleeps 11 | Quick view

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Enjoy this newly completed high-end renovation of a classic Brownstone home with 5 spacious bedrooms, 3 full baths and home theater equipped living rooms. This beautiful home is located on a quiet, tree lined street on the Northside of Chicago. Located in the Lincoln Square neighborhood, there are restaurants, bars …
  • 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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$75

0 BR / 1 BA / Sleeps 2

1 Reviews

$75

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Studio Millennium Park Chicago; perfect location

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

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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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$79

2 BR / 3 BA / Sleeps 8

SPACIOUS Semi Private w/King Bed! - Chicago vacation rentals
1 / 31

$79

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SPACIOUS Semi Private w/King Bed!

2 BR / 3 BA / Sleeps 8 | Quick view

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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

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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

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

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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

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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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$75

1 BR / 1 BA / Sleeps 2

32 Reviews

$75

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Private suite on the north side of Chicago

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 32 Reviews

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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

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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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$160

3 BR / 3 BA / Sleeps 8

14 Reviews

$160

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3BR Apartment with great views close to the center

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

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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

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    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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    $125

    2 BR / 2 BA / Sleeps 5

    5 Reviews

    $125

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    2Bd 2Ba Apt Millennium Park - Michigan Ave

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

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    Reviews

    (5)

    Studio Apartment Downtown Chicago Millennium Park walking distance most attractions close to public transportation…
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • A/C or climate control
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible - ask

    Details

    Reviews

    (5)

    Great place to stay in Chicago!

    Left on Dec 03, 2011 for a stay in November 2011

    We rented this one bedroom junior suite in early November. It's a great alternative to a hotel if you don't need daily maid service. The location couldn't be better. A short walk to Mag Mile and an even shorter walk to the metro station. We did not rent a car and had no problem getting around. The apartment was very clean and well maintained. The property itself is great. There's a workout …

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    $300

    3 BR / 2 BA / Sleeps 6

    8 Reviews

    $300

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    3BR/2BA Lux Condo, 1/2 Block Frm Lakeshore Drive 5 Minutes from downtown

    3 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 8 Reviews

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    Reviews

    (8)

    Beautifully furnished Three Bedroom, Two Bath. Walking distance from the lakefront, and a short bus ride to Michigan Avenue. First Floor Condominium Unit, New Oak Floors, Granite Counters, Marble Baths. Stainless Steel Brand New Appliances. In Unit, Washer, Dryer. Three Large Bedrooms. Master Bath has a Large Jacuzzi …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (8)

    great trip!

    Left on Mar 25, 2013 for a stay in November 2012

    This condo is very nice and is as advertised. Spacious, modern and convenient to the L and buses. We used public transportation most of the time and it is only 3-4 blocks from the Sheridan Red Line station. Save $35-$40 cab fare from the airport and board the Blue Line to Irving Park, then #80 bus to near the corner of Irving Park and Clarendon. Then 1-1/2 blocks to the condo. We did it with …

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    $550

    2 BR / 3 BA / Sleeps 8

    3 Reviews

    $550

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    Penthouse #3

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

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    Reviews

    (3)

    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 …
      • Suitable for children - ask
      • Suitable for the elderly
      • Wheelchair accessible

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      Reviews

      (3)

      Lovely lake and city view

      Left on Sep 12, 2011 for a stay in August 2011

      My husband, 14 year old daughter and myself stayed in the unit on the 54th floor at the beginning of August.

      We thoroughly enjoyed the lovely furnishings and the well-stocked kitchen; the ultra comfortable pull-out couch was much loved by our daughter!

      The condo is indeed a short walk away from all of Chicago's most lovely sights, and unfortunately a little too close to wonderful boutiques and …

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      $600

      5 BR / 2 BA / Sleeps 16

      1 / 23

      $600

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      Wrigleyville Retreat- A Chicago Hot Spot!

      5 BR / 2 BA / Sleeps 16 | Quick view

      Details

      Chicago Vacation Rental lenience # 2320200 This well kept property sleeps 14 comfortably with space for two to four more on pull out couches. Enjoy the nice open one level floor plan and sunny interior. Additional bonus includes a a huge patio/ lounge with grill and garden. Full size kitchen, dining area …
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Deck
      • Grill
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $225

      2 BR / 2 BA / Sleeps 6

      1 / 8

      $225

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      2 bedroom 2 bath Condo

      2 BR / 2 BA / Sleeps 6 | Quick view

      Details

      Located in the Heart of Roscoe Village--"A village within the city." Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. We are approximately 7 blocks from the Paulina brown stop, which will take you downtown in approximately 15 minutes. We are also located a short distance from Wrigley…
      • Fireplace
      • Housekeeping Optional
      • Garage
      • Grill
      • Linens Provided
      • Suitable for children - ask
      • Suitable for the elderly - ask

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      $105

      1 BR / 1 BA / Sleeps 4

      7 Reviews

      $105

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      Stunning 1bd/1ba Downtown. Walk to Everything!!***

      1 BR / 1 BA / Sleeps 4 | Quick view
      “ Very Good ” 7 Reviews

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      Reviews

      (7)

      Excellent Location: 1 block to the Navy Pier and lakefront 2 blocks to the shopping area on Michigan Ave Just on the other side of the river from Grant Park and Millennium Park (15 min walk) Large Unit: Largest 1bd/1ba floor plan downtown Wrap around windows, corner unit Full size kitchen, complimentary wifi…
        • Suitable for the elderly

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        Reviews

        (7)

        Great!!

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

        This apt. is the best choice to stay in Chicago, perfect location, excellent price. I went for a week to take a course that was being held over there so I didnt wanted to spend very much in lodging, although I wanted to be in a good location since I was going alone and I wasnt thrilled to take the bus or long walks at night .

        The apt has an unbeatable location, it is walking distance to Michigan…

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        $89

        1 BR / 1 BA / Sleeps 3

        1 Reviews

        $89

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        Chicago Loop Residences

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

        Details

        Reviews

        (1)

        These Vacation Rentals are located in the Chicago LOOP, a mixed-use neighborhood west of Michigan Avenue that includes apartments, homes, businesses and retailers surrounded by magnificent parks that are framed by the Chicago River to the North, Buckingham Fountain to the South, Michigan Avenue to the West and Lake …
        • Ocean or water views
        • Hot Tub/Jacuzzi
        • Sauna
        • Internet Access
        • Washing Machine
        • Suitable for children - ask
        • Suitable for the elderly - ask

        Details

        Reviews

        (1)

        Started out questionable but turned out pretty good!

        Left on Sep 17, 2014 for a stay in September 2014

        Upon arrival we were greeted with a sign on the door saying we could not use the kitchen sink. Room had no iron, dish towels, kitchen utensils, hangers, missing a light bulb in brand new lamp, but no place to plug it, no dresser in bedroom, very little toilet paper, very little liquid hand soap, the air conditioner wasn't working properly and my favorite, the toaster had marijuana in it so when …

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        $275

        4 BR / 2 BA / Sleeps 10

        1 / 4

        $275

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        Close to Dwntwn!Quiet street

        4 BR / 2 BA / Sleeps 10 | Quick view

        Details

        Brand new 4 bedroom 2 bath fully furnished apartment in Roscoe Village close to Hamlin Park. Whether you are planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider our newly rehabbed Guesthouse on Leavitt St. We do allow 1-2 nights stays Monday-Thursday with…
        • Fireplace
        • Housekeeping Optional
        • Linens Provided
        • Towels Provided
        • Soap/Shampoo Provided
        • Pet friendly - ask
        • Suitable for children
        • Suitable for the elderly - ask

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        $189

        3 BR / 1 BA / Sleeps 6

        35 Reviews

        $189

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        Vintage historic 3 bedroom Chicago/Andersonville

        3 BR / 1 BA / Sleeps 6 | Quick view
        “ Excellent ” 35 Reviews

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        Reviews

        (35)

        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

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        Reviews

        (35)

        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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        $308

        3 BR / 1 BA / Sleeps 6

        49 Reviews

        $308

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        Victorian Greystone in the heart of Wrigleyville!

        3 BR / 1 BA / Sleeps 6 | Quick view
        “ Excellent ” 49 Reviews

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        Reviews

        (49)

        Located just 3 blocks from Wrigley Field, our elegant 3 bedroom/1 bathroom flats offer fully furnished comfort in the heart of one of Chicago's most vibrant neighborhoods. Short walk to public transit, bars, restaurants, theaters, you'll never run out of things to do in this neighborhood. Just 15 minutes from …
        • Internet Access
        • Fireplace
        • Washing Machine
        • Clothes Dryer
        • Outdoor Dining Area
        • Suitable for children
        • Suitable for the elderly

        Details

        Reviews

        (49)

        Great Location and Value in Chicago

        Left on Jul 22, 2011 for a stay in July 2011

        This is a wonderful rental in a great neighbourhood in North Chicago. We stayed for a week and did all things Chicago based out of here. We stayed on the second floor flat. We found the home comfortable and well equipped. The owners were very helpful in advance of our stay, providing us with any information we requested.

        Wrigleyville is a great, safe area. We felt comfortable; even at night. …

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        $120

        1 BR / 1 BA / Sleeps 3

        1 / 10

        $120

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        Furnished short term at the COAST

        1 BR / 1 BA / Sleeps 3 | Quick view

        Details

        Chicago’s newest addition to Lakeshore East, Coast creates a coastal retreat on the shores of Lake Michigan. This beautiful property is situated in Chicago’s most desirable location with magnificent views of the River, the Lake and the world famous Chicago Skyline.
        • Shared outdoor pool (unheated)
        • Wireless Internet
        • Washing Machine
        • A/C or climate control
        • Central heating
        • Pet friendly - ask
        • Suitable for children - ask
        • Suitable for the elderly - elevator access
        • Wheelchair accessible - ask

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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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        $99

        1 BR / 1 BA / Sleeps 3

        4 Reviews

        $99

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        Garden Apt in Lincoln Park1 Block to L/Red Line

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

        Details

        Reviews

        (4)

        NOTE This calendar is updated weekly not daily. Please visit www.LincolnParkVacationRentals.com for the most accurate information or email inquiry@lincolnparkvacationrentals.com to inquire about this or our other units at the same location. Please also note that holiday weeks and special event weeks are at higher …
        • Internet Access
        • Fireplace
        • Housekeeping Optional
        • Washing Machine
        • Clothes Dryer
        • Pet friendly
        • Suitable for children
        • Suitable for the elderly
        • Wheelchair accessible - ask

        Details

        Reviews

        (4)

        Great location an very cozy!

        Left on May 04, 2011 for a stay in August 2009

        My boyfriend and I lived here for a year and it was an awesome apartment. It's 2 blocks to the Blue Line, has a great backyard and deck, and even though it is on the smaller side, it doesn't feel cramped. I love the exposed brick wall in the living room and the land lady is very friendly and accommodating!

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        $300

        3 BR / 2 BA / Sleeps 8

        9 Reviews

        $300

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        Luxurious Condo in Perfect Location...Sleep 8

        3 BR / 2 BA / Sleeps 8 | Quick view
        “ Excellent ” 9 Reviews

        Details

        Reviews

        (9)

        Come enjoy Chicago at its finest where the real heart of the city beats. Located on a quiet street, but surrounded by countless activities for guests to enjoy. Relax in the large park around the corner, walk to Wrigley Field for a game, enjoy the exciting nightlife, or hop on the nearby El and be anywhere in the …
          • Pet friendly - ask
          • Suitable for children - ask
          • Suitable for the elderly

          Details

          Reviews

          (9)

          Super clean

          Left on Apr 23, 2010 for a stay in March 2010

          Like owning your own pad in Chicago. I lived in Chicago for 10 years. Every time I came back to visit I stayed in a hotel....it's not the same. This is located so close to the "L" and all the hot spots in Lincoln Park. I will stay here again and recommend to all friends and family.

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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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          $150

          2 BR / 1 BA / Sleeps 6

          2 Reviews

          $150

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          Trifecta! 2 Bedroom Best Location in Lincoln Park

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

          Details

          Reviews

          (2)

          BEFORE YOU BOOK PLEASE NOTE THERE IS A 4 NIGHT MINIMUM FROM MAY THROUGH OCTOBER, WITH A 5 NIGHT MINIMUM FOR HOLIDAY WEEKENDS AND SPECIAL EVENT WEEKENDS. PLEASE DO NOT AUTO BOOK FOR PERIODS SHORTER THAN WHAT IS REQUIRED AS THE BOOKING MAY NOT BE HONORED. PLEASE EMAIL OR CALL WITH ANY QUESTIONS. SUMMER RENTALS REQUIRE …
          • Internet Access
          • Housekeeping Optional
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • Pet friendly
          • Suitable for children

          Details

          Reviews

          (2)

          Excellent value

          Left on Aug 04, 2013 for a stay in January 2013

          We enjoyed our stay. This building is very convenient to the L train and also a Dominick's grocery - both just about a block away. We drove and had no trouble parking - only needed a sticker one night as we parked just out front.

          The apartment had a lot of natural light even in winter, especially from a sky light in the bathroom. Bedrooms were on the small side but very comfortable. The living …

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          $295

          4 BR / 4 BA / Sleeps 14

          1 / 14

          $295

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          Property #75789 - Southport Hotspot

          4 BR / 4 BA / Sleeps 14 | Quick view

          Details

          A total of 4 bedroom 4 bath brand new construction luxury condos. We are a licensed vacation rental property with the City of Chicago (Wrigleyville) license number 2314739 This building has 2 identical units one above the other. Both are beautiful 2 bedroom, 2 bath brand new luxury condo that sleeps 8 max in each…
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Central heating
          • Deck
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $109

          2 BR / 2 BA / Sleeps 5

          1 / 9

          $109

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          2 bedrooms, 2 baths in Logan Sq - near Blue Line

          2 BR / 2 BA / Sleeps 5 | Quick view

          Details

          This is a 2 bedroom, 2 bathrooms, vintage building that has been rehabbed. This Chicago vacation rental apartment is located on Kedzie Blvd in Chicago, near the blue line. The apartment has washer/dryer in unit, stainless steal appliance, granite counter tops, Beds: 2 Queen Beds
          • Sauna
          • Internet Access
          • Housekeeping Optional
          • Washing Machine
          • Clothes Dryer
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $300

          2 BR / 2 BA / Sleeps 6

          1 Reviews

          $300

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          Luxury OldTown Penthouse

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

          Details

          Reviews

          (1)

          Top floor unit in historic Old Town Neighborhood. Close to shopping, Brown Line El stop. Downtown . And North Avenue Beach! We do allow 1-2 nights stays Monday-Thursday with a cleaning fee. Over any weekend we have minimum nights stay of 3,4,5 or 6 nights. Please ask how many nights your weekend requires. …
          • Internet Access
          • Housekeeping Optional
          • A/C or climate control
          • Linens Provided
          • Towels Provided
          • Suitable for children - ask
          • Suitable for the elderly

          Details

          Reviews

          (1)

          Greay apartment, great location

          Left on Oct 04, 2012 for a stay in September 2012

          The apartment is 2 bed, 2 bath, apartment was spotless upon arrival. Bathrooms were spotless, fresh bed linen and fresh towels. Great location, well worth staying here as only 5 mins from downtown and very close to several good places to eat and drink. Overall, i could not fault it

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          $150

          1 BR / 1 BA / Sleeps 4

          1 / 28

          $150

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          Optima Chicago Michigan Ave Luxury Living

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          Welcome to Optima Chicago. This building just opened in August of 2013 and has the amenities everyone wants. Indoor pool, rooftop hot tub, indoor basketball court, and more! Your stay here will be nothing short of amazing and you will want to return!
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible

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          $157

          1 BR / 1 BA / Sleeps 4

          1 / 31

          $157

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          Optima Chicago Luxury Living On Michigan Ave 25W

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          Welcome to Optima Chicago. This building just opened in August of 2013 and has the amenities everyone wants. Indoor pool, rooftop hot tub, indoor basketball court, and more! Your stay here will be nothing short of amazing and you will want to return!
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible

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          $99

          5 BR / 3 BA / Sleeps 10

          1 / 1

          $99

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          Ashland Arms Guest House B&B

          5 BR / 3 BA / Sleeps 10 | Quick view

          Details

          The Ashland Arms Guest House is an adult urban bed-and-breakfast. We offer five themed rooms; Sports, Dream, Gear, Bunk and Leather. These open up to our generously appointed soft-loft Great Room featuring a comfortable and inviting communal kitchen/dining/living room. Continental breakfast is served on weekdays and a…

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          $139

          1 BR / 1 BA / Sleeps 2

          1 / 3

          $139

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          Blue Line Studio Apartment

          1 BR / 1 BA / Sleeps 2 | Quick view

          Details

          Our Blue Line Studio is as an efficiency apartment. It has a queen-sized bed, a full kitchen, plus an in-suite bath. It also has a private, rear entrance and outdoor seating area. Breakfast is not provided as you would have your own kitchen to prepare meals. Dishes and pans are provided. This room can sleep up 2 …
          • Internet Access
          • Housekeeping Optional
          • A/C or climate control
          • Central heating
          • Patio
          • Suitable for children
          • Suitable for the elderly

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          $280

          3 BR / 1 BA / Sleeps 10

          1 / 6

          $280

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          I Love Chicago! Beautiful Apartment.

          3 BR / 1 BA / Sleeps 10 | Quick view

          Details

          Hey, I have a great apartment available in one of the safest area in Chicago,Wrigleyville! My place is very clean, comfortable and a great fit for you! This unit is in a great location rigth across from wrigley field! It is furnished with nice furniture. A great living room that is very cozy and relaxing. The 3 …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Central heating
          • Pet friendly
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $200

          2 BR / 1 BA / Sleeps 4

          1 / 4

          $200

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          Downtown Two Bedroom

          2 BR / 1 BA / Sleeps 4 | Quick view

          Details

          Another FIRST CLASS CHICAGO property! Hotel type amenities. 1 QUEEN SIZE BED & 1 FULL SIZE BED 800 square feet Sleeps 4 32″ Flat-screen TV Wireless Internet-5 MPBS This luxury, 2 bedroom, one bath condominium is conveniently located with easy access to the center of the city, shopping, Millennium Park, Grant Park, …
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible

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          $125

          1 BR / 1 BA / Sleeps 4

          1 / 11

          $125

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          Luxury Downtown Studio

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          ENTIRE SPACE This is an ideal location for visitors. This is modest but nice and completely private studio condo in the Gold Coast located near Water Tower Place, the Hancock Tower, and the Museum of Contemporary Art. It’s 1/2 block from the public transportation stop ( trains and buses), 4 blocks from both …
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible

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          $220

          2 BR / 2 BA / Sleeps 5

          1 / 21

          $220

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          Height of Luxury Living on Wacker Dr

          2 BR / 2 BA / Sleeps 5 | Quick view

          Details

          This building just opened up in July of 2014 and is the most modern building you can find in the Chicago Loop area. From the state of the art amenities to the amazing and helpful staff, you will love staying at this apartment. Located in the Loop you have access to all the tourist attractions as well as all the …
          • 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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          $120

          1 BR / 1 BA / Sleeps 3

          1 / 9

          $120

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          Furnished Short Term/ Long term at Streeter Place

          1 BR / 1 BA / Sleeps 3 | Quick view

          Details

          Streeter Place is a remarkable new building designed for those who enjoy the very best that Chicago has to offer. From its progressive architecture to its distinctive lobby décor, Streeter Place offers a unique concept in urban living. Located in trendy Streeterville, Streeter Place is the smart choice for …
          • Shared outdoor pool (unheated)
          • Internet Access
          • Housekeeping Optional
          • Washing Machine
          • A/C or climate control
          • Pet friendly - ask
          • Suitable for children
          • Suitable for the elderly - elevator access
          • Wheelchair accessible - ask

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          $325

          4 BR / 2 BA / Sleeps 10

          2 Reviews

          $325

          Inquire

          Large 4bdrm OldTown Guesthouse

          4 BR / 2 BA / Sleeps 10 | Quick view
          “ Excellent ” 2 Reviews

          Details

          Reviews

          (2)

          Our newly rehabbed and fully furnished unit has 4 bedrooms, 2 bathrooms and sleeps 10. Whether you are planning a weekend excursion, business trip or need a comfortable place to stay for family or friends. We are in a great family neighborhood close to downtown. You can walk to the Zoo and North Ave Beach. Walk to …
          • Fireplace
          • Housekeeping Optional
          • A/C or climate control
          • Linens Provided
          • Towels Provided
          • Suitable for children - ask
          • Suitable for the elderly - ask

          Details

          Reviews

          (2)

          Absolutely Perfect.

          Left on Jun 27, 2013 for a stay in May 2013

          We were extremely fortunate to stay in this 3 bedroom condo in Lincoln Park. The location made for a real Chicago experience and was far better than two hotel rooms in a generic chain. The condo was in perfect condition, comfortable, easily accessible to the city/subway, abundant free parking, quiet but only a few blocks from lively Wriggleville. The owner was also super accommodating and …

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          $199

          4 BR / 4 BA / Sleeps 10

          1 / 13

          $199

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          Cozy, 4 bed-3.5 bath, remodeled, two story, SFH

          4 BR / 4 BA / Sleeps 10 | Quick view

          Details

          Enjoy the entire house for a fraction of any hotel. Our house is a 10 room, 4 Bedroom, 3.5 Bathroom. Completely remodeled with huge fully equipped kitchen open to family room, perfect for entertaining, two story master suite with steam shower, double marble vanity, huge Jacuzzi, two walk in closets, balcony, deck, …
          • Hot Tub/Jacuzzi
          • Sauna
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • Pet friendly - ask
          • Suitable for children
          • Suitable for the elderly - ask

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          $129

          1 BR / 1 BA / Sleeps 4

          1 / 13

          $129

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          Stunning Chicago Loft

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          This beautifully updated 1 Bedroom, 1 Bathroom loft in Lakeview has all you'll need during your stay in Chicago! Conveniently located only 1 block from the lake shore, only 3 blocks from Wrigley Field, & close downtown, shopping, dining and more! Lakeview is one of the hearts of Chicago. The unit borders Lincoln…
          • Wireless Internet
          • Washing Machine
          • Clothes Dryer
          • A/C or climate control
          • Central heating
          • Pet friendly - ask
          • Suitable for children

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          $79

          0 BR / 1 BA / Sleeps 2

          1 / 12

          $79

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          Build new in July 2014 Studio with Murphy bed

          0 BR / 1 BA / Sleeps 2 | Quick view

          Details

          This studio is situated in the garden of the property. Very quiet and peaceful setting. It has a Murphy bed and a jacuzzi.
          • Fireplace
          • A/C or climate control
          • Ceiling Fans
          • Pet friendly - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $180

          1 BR / 1 BA / Sleeps 4

          1 / 12

          $180

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          Elegant Double Studio @ Raffaello

          1 BR / 1 BA / Sleeps 4 | Quick view

          Details

          Whether you are coming to stay at Raffaello Chicago for business, a romantic getaway, or traveling with your family and friends, we have the perfect accommodation ready and waiting for you. Every Raffaello guest room reflects an upscale European style with soothing accents, subtle earth tones and modern amenities. …
          • Internet Access
          • A/C or climate control
          • Central heating
          • Garage
          • Linens Provided
          • Suitable for children
          • Suitable for the elderly
          • Wheelchair accessible

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          $199

          2 BR / 2 BA / Sleeps 6

          1 Reviews

          $199

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          2 Bedroom 2 Bath Condo in Prime Location

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

          Details

          Reviews

          (1)

          Located a block north of the Chicago River this property features a prime location just steps from Michigan Avenue. Amenities include gym, pool, and hot tub. Two queen size beds and a fold out sleeper sofa make it possible to sleep six. Chicago's premier downtown Streeterville neighborhood grants immediate access to…
          • Pet friendly - ask
          • Suitable for children
          • Suitable for the elderly

          Details

          Reviews

          (1)

          Amazing!!!!

          Left on Jan 28, 2015 for a stay in January 2015

          My fiancé and I really enjoyed ourselves here!! It was everything we were looking for in a nice condo for a mini getaway. We walked right out our condo and BOOM there was everything we needed as far as great food,shopping etc! We the best view of the water and city! Definitely our home away from home!! Next time we are in Chicago! We will definitely stay here again! And for those that's …

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          $120

          1 BR / 1 BA / Sleeps 2

          1 / 15

          $120

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          Private Bucktown Apartment: Highly Rated

          1 BR / 1 BA / Sleeps 2 | Quick view

          Details

          Private, spacious, fully furnished 1 bedroom garden apt in a beautifully restored workers cottage. Located on a quiet tree lined street in the ❤️ of Bucktown, steps to shopping, exciting nightlife, restaurants/bars, and public transit. Free parking!
          • Pet friendly
          • Suitable for children

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          $165

          3 BR / 2 BA / Sleeps 6

          1 / 22

          $165

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          Large 3BR/2BA Condo in Chicago's Lincoln Square

          3 BR / 2 BA / Sleeps 6 | Quick view

          Details

          The Space Beautiful 2 Floor Duplexapartment near Foster and Damen on the North Side of Chicago. •3 bedrooms 2 Full Bathrooms •Full modern kitchen •Wireless internet •Cable with Smart TV have access to your Netflix and Hulu Accounts • Large Outdoor Deck w/ BBQ •Laundry in Unit The apartment is a …
          • Pet friendly - ask
          • Smoking allowed - ask
          • Suitable for children
          • Suitable for the elderly - ask

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          $200

          2 BR / 2 BA / Sleeps 5

          1 / 8

          $200

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          Lincoln Park LUX Duplex w/private roof

          2 BR / 2 BA / Sleeps 5 | Quick view

          Details

          The Space The definition of the perfect location. Lincoln Park one of Chicago's most prestigious neighborhoods is central to just about everything! A typical day might start with a trip to Chicago's best farmers market (Green City Market) just a few blocks away. After breakfast spend some time walking around the …
          • Pet friendly - ask
          • Suitable for children - ask
          • Suitable for the elderly

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          $200

          2 BR / 1 BA / Sleeps 5

          1 / 5

          $200

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          Magnificent Mile Vacation

          2 BR / 1 BA / Sleeps 5 | Quick view

          Details

          This lovely 2 Bedroom sits in the Downtown/Gold Coast area. Voted in the top 5 areas that are 'walkable' No need for a car to see this lovely city! Although, there is a parking place provided if needed at no extra cost! Fully upgraded unit, with a fireplace, and balcony for your enjoyment. State of the art fitness …
          • Hot Tub/Jacuzzi
          • Internet Access
          • Fireplace
          • Housekeeping Optional
          • Washing Machine
          • Pet friendly
          • Suitable for children - ask
          • Suitable for the elderly - ask

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          $700

          3 BR / 3 BA / Sleeps 8

          1 / 16

          $700

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          3 Bedroom off the Magnificent Mile!

          3 BR / 3 BA / Sleeps 8 | Quick view

          Details

          The Space Located In The Heart Of Downtown Chicago Right Off The Magnificent Mile 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 …
          • Pet friendly - ask
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

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          $160

          2 BR / 1 BA / Sleeps 2

          1 / 8

          $160

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          Charming 2 bedroom condo with exposed brick

          2 BR / 1 BA / Sleeps 2 | Quick view

          Details

          Come & enjoy one of the neighborhoods of Chicago, visit the amazing dining & parks in the area. Plenty of bars, restaurants & shopping within walking distance. The bedroom comes with a full size bed & an air mattress is available for the office. Guest Access: There is laundry available downstairs it is $1 for wash…
          • Suitable for children

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          $99

          1 BR / 1 BA / Sleeps 3

          1 / 3

          $99

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          Unique Old Town Modern Loft

          1 BR / 1 BA / Sleeps 3 | Quick view

          Details

          Step into this modern loft in the heart of Old Town Corridor only steps from the Brown Line- Sedgwick Stop and all Wells Street has to offer. Hardwood floors throughout with a lofted bedroom overlooking the unit.
          • Pet friendly - ask
          • Suitable for children - ask
          • Suitable for the elderly
          • Wheelchair accessible - ask

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          $380

          0 BR / 3 BA / Sleeps 10

          1 / 19

          $380

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          Luxury Chicago Vacation Aprtment, Fully furnished

          0 BR / 3 BA / Sleeps 10 | Quick view

          Details

          Spacious 4 bedroom 3 ½ bathroom penthouse duplex feels like a single family. Set upon a quiet gas-lit street, this 2,640 square foot home boasts soaring ceilings, elegant & original detail, renovated eat-in kitchen and gorgeous hardwood floors throughout. With a walking score of 89 this home is only steps to Whole …
          • Pet friendly - ask
          • Smoking allowed - ask
          • Suitable for children - ask
          • Suitable for the elderly - ask
          • Wheelchair accessible - ask

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          $199

          2 BR / 1 BA / Sleeps 6

          1 / 16

          $199

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          Roscoe Village- Steps Away to Cute Shops & Dining

          2 BR / 1 BA / Sleeps 6 | Quick view

          Details

          Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family friendly neighborhood. This warm and welcoming first floor unit features a high end kitchen equipped with stainless appliances & granite countertops, 1 King size bedroom & 1 …
          • Internet Access
          • Washing Machine
          • Clothes Dryer
          • Outdoor Dining Area
          • A/C or climate control
          • Suitable for children
          • Suitable for the elderly

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          $400

          3 BR / 2 BA / Sleeps 6

          1 / 6

          $400

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          Great location | Downtown Chicago

          3 BR / 2 BA / Sleeps 6 | Quick view

          Details

          Beautifully done high-end furnished 3 bedroom | 2 bath | located downtown Chicago Beds: 1 King Bed, 2 Queen Beds
          • Waterfront
          • Ocean or water views
          • Hot Tub/Jacuzzi
          • Internet Access
          • Washing Machine
          • Suitable for children - ask
          • Suitable for the elderly - ask
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