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55/56th Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Fitness Center
Chicago, ILPenthouse #1 is a magnificent unique rental in Chicago. Towering above the city, with dramatic living areas and exquisite fireplace, this Penthouse gives you the ultimate in city living. It's all... ...more
Beds: 3 Baths: 2 Property type: Condo (170)$876 / Nightly -
52nd Floor MagMile Penthouse - VIEWS, Fireplace, Fitness Center, Pool, WiFi
Chicago, ILThis Penthouse unit is a magnificent unique rental in Chicago. Towering above the city, with dramatic floor to ceiling window in the living areas and exquisite... ...more
Beds: 1 Baths: 1 Property type: Condo (319)$288 / Nightly -
Great Vacation Home & Corporate Rental
Chicago, ILBeautiful Victorian in the heart of Lincoln Park, one of Chicago's most desirable neighborhoods. Hardwood floors, rehabbed condominium, but lots of original wood work detail as well. Safe... ...more
Beds: 3 Baths: 1 Property type: Condo (75)Select Dates for Price -
55th Floor MagMile Penthouse - VIEWS, Balcony, Pool, WiFi
Chicago, ILThis Penthouse level unit is a magnificent unique rental in Chicago. Towering 55 Floors above the city, this Penthouse gives you the ultimate in city living. It's all about the views and location.... ...more
Beds: 2 Baths: 2 Property type: Condo (158)$458 / Nightly -
53/54th Floor MagMile Penthouse - Fitness Center, VIEWS, Fireplace, Balcony
Chicago, ILThis 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... ...more
Beds: 3 Baths: 3 Property type: Condo (88)$831 / Nightly -
Wrigleyville | Chicago Guest House | Not Just A Vacation Rental; A Real Home!
Chicago, ILWelcome to Chicago Guest House: Luxury Chicago Vacation Rentals In Wrigleyville Lakeview's Wrigleyville is a lively and vibrant family friendly community that represents one of the Chicago's... ...more
Beds: 3 Baths: 2 Property type: Apartment (102)$730 / Nightly -
Wrigleyville Home away from Home! 5 mins from downtown! steps from Lake!! Cozy!
Chicago, ILBeautifully 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... ...more
Beds: 3 Baths: 2 Property type: Condo (166)$472 / Nightly -
The Wrigley Flats | Wrigleyville | 3 Blocks to Wrigley Field
Chicago, IL1st Floor Red Line Flat The Wrigley Flats are unique Chicago vacation rentals located 3 blocks south of Wrigley Field in city’s most sought after north side neighborhood---Wrigleyville! We have 2... ...more
Beds: 3 Baths: 1 Property type: Apartment (17) Wonderful$405 / Nightly -
Boutique Vacation Home 1
Chicago, ILBoutique Victorian Fully furnished in the heart of Lincoln Park. Hardwood floors, rehabbed condominium, but lots of original wood work detail as well. Safe neighborhood, on a quiet street. Will... ...more
Beds: 3 Baths: 1 Property type: Condo (22) ExcellentSelect Dates for Price -
Lincoln Park,Depaul,Downtown-Close to El-Great Location!
Chicago, IlNEW REHABBED ALL NEW FURNITURE 4 bedroom 2 bath fully furnished apartment in the heart of Lincoln Park. Whether you’re planning a weekend excursion, business trip or need a comfortable place to... ...more
Beds: 4 Baths: 2 Property type: Condo (10) Very Good$624 / Nightly -
Roscoe Village Guesthouse Close to Wrigley Great Neighborhood!
Chicago, IL2 bedroom/2 bath fully furnished 3rd floor apartment in the heart of Roscoe Village. We also have a 3 bedroom 2 bath unit available in same building on the second floor, check out in my listings.... ...more
Beds: 2 Baths: 2 Property type: Apartment (17) Excellent$254 / Nightly -
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Prime Wrigleyville Location | Wrigley Flats | Best Location in The City
Chicago, ILThe Wrigley Flats Vacation Rentals in Chicago's Most Sought After Neighborhood--Wrigleyville! Are you looking for a vacation rental home that is near Wrigley Field? Then you have found the right... ...more
Beds: 2 Baths: 1 Property type: Apartment (17) Wonderful$405 / Nightly -
Roscoe Village, Modern, Lakeview, Close to Cubs, $99 winter special~Cozy
Chicago, il2 bedroom/2 bath fully furnished Garden view apartment in Roscoe Village, a 'Village within the city.' Whether you're planning a weekend excursion, business trip or need a comfortable place to stay... ...more
Beds: 2 Baths: 2 Property type: Apartment (10)$289 / Nightly -
Luxury Rental, Modern, a+Location
Chicago, ILBrand new 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family or... ...more
Beds: 3 Baths: 2 Property type: Apartment (8) Wonderful$324 / Nightly -
Lux Apt Great Location Close Dwnt/Wrigley
Chicago, ilNewly remodeled 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family... ...more
Beds: 3 Baths: 2 Property type: Condo (4) Exceptional$311 / Nightly -
Great Location!! Roscoe Village, Lakeview, Close to Wrigley
Chicago, ilNewly remodeled 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family... ...more
Beds: 3 Baths: 2 Property type: Apartment (17)$338 / Nightly -
Luxury Penthouse Lincoln Park!! Close to Downtown and El
Chicago, IL2 bedroom 2 bath fully furnished apartment in the heart of Old Town. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider... ...more
Beds: 2 Baths: 2 Property type: House (11)$345 / Nightly -
Great Location!! Oldtown/Lincolnpark Close to Downtown & El
Chicago, IL2 bedroom 1 bath fully furnished apartment in the heart of Old Town. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay for family or friends, consider... ...more
Beds: 2 Baths: 1 Property type: Apartment (13)$381 / Nightly -
15 Minutes to City and 10 min to McCormick Place. Safe & Quiet, HotTub. Parking
Chicago, IL__ A REAL 15 Minutes to Everything that is Chicago. __ 10 Minutes to McCormick Place. Please see more details about our rentals below. and see our reviews. And please read some of our reviews.... ...more
Beds: 3 Baths: 2 Property type: Apartment (124) Wonderful$215 / Nightly -
Great Location!! , Luxury, Modern- Mag Mile,Downtown, Wells, 2 blcks to El
Chicago, IlNEW REHABBED ALL NEW FURNITURE 4 bedroom 2 bath fully furnished apartment in the heart of Old Town. Whether you’re planning a weekend excursion, business trip or need a comfortable place to stay... ...more
Beds: 4 Baths: 2 Property type: Condo (5) Wonderful$484 / Nightly
Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Chicago. Many accommodations in Chicago provide "Non Smoking Only", there are 705, or there are 608 of Vacation Rentals in Chicago with a "Pets Not Allowed", there are also 557 with "Children Welcome", which is another great reason to visit Chicago.