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Lofts and Condos in Chicago, IL

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    Travelers to Chicago are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    $245
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    1 / 11
    Northwest Side
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    $120
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    1 / 11
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    1 / 21
    The Loop
    2 Bedrooms / 1 Bathroom / Sleeps 8
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    $149
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    1 / 15
    4 of 5 stars (1) Very good
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Patio
    • DVD Player
    • Fireplace
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
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    Location Information
    Chicago, Illinois 60610
    From
    $4,490
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Freezer
    • Hot Tub
    • Refrigerator
    • Dryer
    • Washer
    • Stove
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This beautiful unit features Eastern views of the Chicago skyline, including Willis (Sears) Tower. White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring... View all property information
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    Location Information
    Chicago, Illinois 60607
    From
    $179
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    1 / 17
    Near North Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • There Are Tennis...
    • DVD Player
    • Fireplace
    • Satellite TV
    • Internet Access
    • Watersports Nearby
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Experience our 2 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Mattresses, Cleaning Service Included,... View all property information
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    Location Information
    Chicago, Illinois 60610
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    $199
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    1 / 11
    Near North Side
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Included is a 3-bedroom fully furnished “Old Town Chicago” condo with TWO PRIVATE BALCONIES, Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Mattresses, Cleaning Service upon Vacating Included, Complimentary Laundry, and all of the atmosphere... View all property information
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    Location Information
    Chicago, Illinois 60610
    From
    $350
    / Night
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dryer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Sauna
    • Elevator/Lift access
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location. Situated in the heart of Chicago, 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... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $348
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    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Satellite TV
    • Air Conditioning
    • Elevator/Lift access
    • Stereo System
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Want to live like a local while staying in Chicago and save? Reserve now and take advantage of fall savings! Our Chicago vacation rental offers an affordable and comfortable place to lay your head during your visit to our city! A family-owned, Chicago boutique property near Wrigley Field, The... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    $3,200
    / Month
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    1 / 27
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Hot Tub
    • Refrigerator
    • Freezer
    • Stove
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring throughout Walk in closet Contemporary bath finishes Everything about the building has been considered;... View all property information
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    Location Information
    Chicago, Illinois 60607
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    $300
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    1 / 11
    4 of 5 stars (3) Very good
    Roscoe Village
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Towels Provided
    • Soap/Shampoo...
    • Air Conditioning
    • Internet Access
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Trendy Roscoe Village offers a variety of boutiques, restaurants and bars. Our Guesthouse is located a block from Cinnamon Boutique, a new women's clothing and accessory store and one of many fantastic places to shop in the village. We are approximately 4.5 blocks from the Paulina brown stop,... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $300
    / Night
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    1 / 7
    5 of 5 stars (1) Excellent
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Linens Provided
    • Towels Provided
    • Soap/Shampoo...
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Top floor unit in historic Old Town Neighborhood. Close to shopping, Brown Line El stop. Downtown . And North Avenue Beach! We do allow 1-2 nights stays Monday-Thursday with a cleaning fee. Over any weekend we have minimum nights stay of 3,4,5 or 6 nights. Please ask how many nights your... View all property information
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    Location Information
    Chicago, Illinois 60614
    From
    $225
    / Night
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    1 / 8
    Roscoe Village
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Fireplace
    • Towels Provided
    • Stove
    • Refrigerator
    • Linens Provided
    • Dishwasher
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $275
    / Night
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    1 / 4
    Roscoe Village
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Soap/Shampoo...
    • Towels Provided
    • Linens Provided
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $3,850
    / Month
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Refrigerator
    • Hot Tub
    • Stove
    • Washer
    • Freezer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautiful unit features Eastern views of the Chicago skyline, including Willis (Sears) Tower. White quartz countertops, two-tone cabinetry, Frigidaire stainless steel appliances, gas stoves and white glass mosaic tile backsplash Full size washer/dryer Custom designed wide plank flooring... View all property information
    Make Inquiry
    Location Information
    Chicago, Illinois 60607
    From
    $389
    / Night
    View Details
    1 / 30
    5 of 5 stars (1) Excellent
    Lakeview
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Satellite TV
    • DVD Player
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --133 Reviews Ranked #1 of 51 Specialty Lodging in Chicago! Walk in to the home and the first thing you notice is nothing has been taken for granted. You'll be engulfed in warm inviting hues. The beauty & integrity of... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $250
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Lakeview
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Deck
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    An irresistibly charming apartment! Good things do come in small packages! Walk in to the home and the first thing you notice is nothing has been taken for granted. You’ll be engulfed in warm inviting hues. The beauty & integrity of the historic homerecaptured; undeniably charming. Glance around... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $469
    / Night
    View Details
    1 / 35
    5 of 5 stars (2) Excellent
    Lakeview
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --128 Reviews on TRIPADVISOR Ranked #1 of 51 Specialty Lodging in Chicago! ************************* Beautiful & spacious--filled with charm and character! A Vintage Beauty With All the Modern Comforts & Amenities.... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $838
    / Night
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    1 / 37
    Lakeview
    6 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Garage
    • Patio
    • Internet Access
    • Balcony
    • Air Conditioning
    • Porch
    • Linens Provided
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    CHICAGO GUEST HOUSE Tripadvisor Certificate of Excellence 2014 5.0 of 5 stars --128 Reviews on TRIPADVISOR Ranked #1 of 51 Specialty Lodging in Chicago! ************************* Beautiful & Spacious--Filled With Charm & Character! The Guest House on Newport Avenue has two apartments in the... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $3,600
    / Month
    View Details
    1 / 29
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Stove
    • Linens Provided
    • Refrigerator
    • Washer
    • Shared Outdoor Pool...
    • Dryer
    • TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully updated studio unit features a large open layout with loads of closet space. Unit features wall to wall dark hardwood floors, updated upgraded kitchen with espresso cabinetry and beautiful granite countertops, large windows exposing beautiful skyline views, huge closet space, and w/d in... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $359
    / Night
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    1 / 26
    Lakeview
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dryer
    • Internet Access
    • Deck
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Intimate & cozy and filled with character! You'll be so comfortable you'll never want to leave! Walk in to the home and the first thing you notice is nothing has been taken for granted. You’ll be engulfed in warm inviting hues. The beauty & integrity of the historic Greystone recaptured;... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $1,277
    / Night
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    1 / 49
    Lakeview
    11 Bedrooms / 6 Bathrooms / Sleeps 21
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Patio
    • Air Conditioning
    • Stereo System
    • Internet Access
    • Deck
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Looking for Space? You've Come to the Right Place! The Lakewood Avenue property has three apartments in the building offering plenty of space for your larger gathering while at the same time providing some privacy when you need those 'alone' times! 10 Bedrooms (13 beds) & 6 Bathrooms total--Sleeps... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $499
    / Night
    View Details
    1 / 31
    Lakeview
    5 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Stereo System
    • Air Conditioning
    • Dryer
    • Deck
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful & Spacious! Vintage Charm Walk in to the home and the first thing you notice is nothing has been taken for granted. You’ll be engulfed in warm inviting hues. The beauty & integrity of the historic Greystone recaptured; undeniably charming. Glance around and you’ll see large, colorful... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $389
    / Night
    View Details
    1 / 28
    Lakeview
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Washer
    • Patio
    • Garage
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A Vintage Beauty With All the Modern Comforts & Amenities. Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! Walk in to the home and the first thing you notice is nothing has been... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $134
    / Night
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    1 / 11
    4.5 of 5 stars (7) Very good
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Washer
    • Internet Access
    • Shared Outdoor Pool...
    • Satellite TV
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    1 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $299
    / Night
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    1 / 29
    4 of 5 stars (3) Very good
    DePaul
    6 Bedrooms / 7 Bathrooms / Sleeps 20
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Deck
    • Fireplace
    • Patio
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Whether you are a couple looking for a romantic weekend getaway or an executive looking for a place to unwind during a hectic business trip, the warm and spacious surroundings of this magnificently appointed Tuscan style villa will melt the stresses of the world away. With a total of 6 starting at... View all property information
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    Location Information
    Chicago, Illinois 60614
    From
    $260
    / Night
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    1 / 12
    4 of 5 stars (2) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Gym
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Water Views
    • Stereo System
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet, phone and all utilities are included. The price also... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $139
    / Night
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    1 / 15
    The Loop
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Microwave
    • Air Conditioning
    • Linens Provided
    • Waterfront
    • Internet Access
    • Refrigerator
    • Stove
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Corporate furnished apartment in the heart of Millennium Park, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet and all utilities are included. Rates vary based on availability... View all property information
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    Location Information
    Chicago, Illinois
    From
    $300
    / Night
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    1 / 23
    5 of 5 stars (1) Excellent
    Northwest Side
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Washer
    • Dryer
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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!... View all property information
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    Location Information
    Chicago, Illinois 60707
    From
    $190
    / Night
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    1 / 7
    Gold Coast, Near North Side
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • TV
    • Gym
    • DVD Player
    • Wi-Fi
    • Elevator/Lift access
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious building is located conveniently close to Michigan Avenue, Rush Street and the lake. Take advantage of Chicago's wonderful restaurants, shopping and nightlife. •Breathtaking Views •Spacious Balconies •24 Hour Doorman •Fully Equipped Fitness Center •Rooftop Sundeck •Supermarket with... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $89
    / Night
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    1 / 6
    4 of 5 stars (1) Very good
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Sauna
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60606
    From
    $200
    / Night
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    1 / 37
    5 of 5 stars (4) Excellent
    Gold Coast, Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • DVD Player
    • Balcony
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Water Views
    • Refrigerator
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **LOCATION **LOCATION **LOCATION! ***CAN'T BEAT IT! ***Views Views Views! Breathtaking Lake and City Views!!*** Looks Like Hawii Up There!*** Set in the heart of Downtown Chicago, our Chicago apt is ideally placed for visitors to experience all that the city has to offer. On the doorstep of... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $250
    / Night
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    1 / 10
    4.5 of 5 stars (6) Very good
    The Loop
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    **LOCATION **LOCATION **LOCATION! ***CAN'T BEAT IT! ***Views Views Views! Breathtaking Lake and City Views!!*** Looks Like Hawaii Up There!*** Set in the heart of Downtown Chicago, our Chicago apt is ideally placed for visitors to experience all that the city has to offer. On the doorstep of... View all property information
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    Location Information
    Chicago, Illinois 60605
    From
    $315
    / Night
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    1 / 12
    4 of 5 stars (11) Very good
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park! ONE OF FEW 3BD/2.5BA UNITS RIGHT IN THE MIDDLE OF DOWNTOWN CHICAGO. Very affordable! ***WALK TO EVERYTHING ***YES, THESE ARE THE VIEWS! ***BREATHTAKING VIEWS OF THE CITY SKYLINE AND GRANT PARK ***3... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $599
    / Night
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    1 / 11
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Internet Access
    • Washer
    • Gym
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Welcome to the luxury and tranquility of the Chicago Penthouse Suite, a rental residence with elegant condominium-quality interiors. The suite boasts 9.5' ceilings, floor to ceiling windows, a private balcony with grill, granite bath and kitchen, beautiful cabinetry, and stainless steel kitchen... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $695
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Lakeview
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Refrigerator
    • Washer
    • Stove
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a luxury property consistent of two units one above the other. Book one or both to accommodate the size of your group. 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... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $200
    / Night
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    1 / 5
    3 of 5 stars (1) Average
    The Loop
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Washer
    • Fireplace
    • Dryer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois
    From
    $250
    / Night
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    1 / 11
    3.5 of 5 stars (3) Average
    Near North Side
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park! ONE OF FEW 3BD/2.5BA UNITS RIGHT IN THE MIDDLE OF DOWNTOWN CHICAGO. Very affordable! ***WALK TO EVERYTHING ***YES, THESE ARE THE VIEWS! ***BREATHTAKING VIEWS OF THE CITY SKYLINE AND GRANT PARK ***3... View all property information
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    Location Information
    Chicago, Illinois 60659
    From
    $315
    / Night
    View Details
    1 / 32
    5 of 5 stars (2) Excellent
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Take me to the Penthouse! Stay in our Penthouse Condo on the 50th Floor! A true Penthouse, stunning views of the lake and city. Walk to everything downtown. Upgraded everything. Granite kitchen counter tops, stainless steal appliances, marble in the bathrooms, king size beds, floor to ceiling... View all property information
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    Location Information
    Chicago, Illinois 60606
    From
    $217
    / Night
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    1 / 24
    Northwest Side, Wicker Park / Bucktown
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Deck
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Brick Single Family Rowhome in convenient Bucktown location. Bright and open family friendly layout great for entertaining. Large eat-in kitchen with deck access. Master suite w/ private outdoor deck. 2 other large bedrooms on this level. Basement/Lower level has 2 additional bedrooms as... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $105
    / Night
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    1 / 7
    3.5 of 5 stars (7) Average
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Excellent Location: 1 block to the Navy Pier and lakefront 2 blocks to the shopping area on Michigan Ave Just on the other side of the river from Grant Park and Millennium Park (15 min walk) Large Unit: Largest 1bd/1ba floor plan downtown Wrap around windows, corner unit Full size kitchen,... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $145
    / Night
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    1 / 7
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Stereo System
    • Fireplace
    • Satellite TV
    • Air Conditioning
    • Sauna
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    If you're looking for a quiet and quaint stay in Chicago that is minutes away from all of the downtown action, then the Casa in 'Little Italy' is the vacation rental you've been looking for. The Casa will provide you with a taste of the lifestyle that most 'Normal' people call life in the City of... View all property information
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    Location Information
    Chicago, Illinois 60607
    From
    $400
    / Night
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    1 / 7
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Water Views
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully done high-end furnished 3 bedroom | 2 bath | located downtown Chicago Beds: 1 King Bed, 2 Queen Beds View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $695
    / Night
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    1 / 26
    Lakeview
    6 Bedrooms / 2 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Grill
    • Balcony
    • Patio
    • Deck
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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. Between the... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $800
    / Night
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    1 / 17
    Northwest Side
    4 Bedrooms / 3 Bathrooms / Sleeps 20
    Overview Make Inquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Grill
    • Fireplace
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Gorgeous, huge, sun filled loft for a maximum of 12 guests. Very unique with antique skylights, timber ceiling, gourmet kitchen, and grand fireplace. We have 2 king beds, 1 full bed, and plenty of space for additional air mattresses. We have 2 full baths, and 1 half bath. Guests are conveniently... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $133
    / Night
    View Details
    1 / 7
    The Loop
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Garage
    • Satellite TV
    • Water Views
    • Dryer
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    , overlooking city, Lake Michigan and the Chicago River. Fully furnished 2 bedroom/2 bath. Building amenities include work-out room, swimming pool, hot tub, parking, dry cleaners on-site, food market on-site. Beds: 1 Queen Bed, 1 Double Bed View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $167
    / Night
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Deck
    • Internet Access
    • Satellite TV
    • Water Views
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Are you planning a trip to Chicago? Why stay in an expensive hotel room when you can rent furnished luxury condos, some with PENTHOUSE views of downtown Chicago and the lake. We stay in the apartments so they are stocked with most anything you would need to cook and entertain with. Condos have full... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    $225
    / Night
    View Details
    1 / 23
    The Loop
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Washer
    • Stereo System
    • Deck
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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. Stroll 2 blocks through the neighborhood to the elevated train to downtown or catch a cab at... View all property information
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    Location Information
    Chicago, Illinois
    From
    $195
    / Night
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    1 / 4
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Linens Provided
    • Satellite TV
    • Central Heating
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $175
    / Night
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    1 / 35
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Internet Access
    • Dryer
    • Washer
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60625