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Weekend Getaways in Chicago - Vacation Rentals

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    All 222 Rentals in Chicago
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    From
    $259
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    1 / 37
    4 of 5 stars (5) Very good
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    $205
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    1 / 12
    5 of 5 stars (2) Excellent
    Gold Coast, Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    $205
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    1 / 12
    5 of 5 stars (2) Excellent
    Gold Coast, Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
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    $300
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    1 / 14
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Fireplace
    • DVD Player
    • Air Conditioning
    • Refrigerator
    • Internet Access
    • Dryer
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Brilliantly sunny top floor of historic two flat on a lovely tree lined street. The well appointed apartment is beautiful. It has been furnished very thoughtfully, with comfort and simplicity in mind - It boasts of old world charm along with modern conveniences. Steps away from the quaint... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    $850
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    1 / 19
    Lakeview
    6 Bedrooms / 2 Bathrooms / Sleeps 18
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    • TV
    • Deck
    • Air Conditioning
    • Washer
    • Refrigerator
    • Wi-Fi
    • Balcony
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    With 6 bedrooms on two floors, this apartment is in a prime location to be an oasis while enjoying all the excitement that Wrigleyville and Chicago have to offer. Walk to Wrigley Field, CTA Red Line, Nightlife, Bars, Restaurants, and more. Lots of space in an awesome location. With 6 bedrooms, 2... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $140
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    1 / 15
    3 of 5 stars (1) Average
    Northwest Side
    3 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • Refrigerator
    • Wi-Fi
    • Patio
    • Dryer
    • Washer
    • TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We created this new construction apartment to fit our family as a second home. We live in Arkansas but are from Chicago with friends and family all here. When we visit it is perfect for our family of 5 with a crib, bunk bed, and queen bed. A twin blow up air mattress can be available upon... View all property information
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    Location Information
    Chicago, Illinois 60646
    From
    $79
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    1 / 31
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • DVD Player
    • Stereo System
    • Washer
    • Deck
    • Gym
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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,... View all property information
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    Location Information
    Chicago, Illinois 60636
    From
    $195
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    1 / 10
    5 of 5 stars (2) Excellent
    The Loop
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago. Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $150
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    1 / 7
    4 of 5 stars (5) Very good
    Lincoln Park
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
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    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Air Conditioning
    • Towels Provided
    • Stove
    • Safe
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Wireless Internet Flat Screen TV in bedroom and living room Cable Clean sheets and towels Silverware, pots & pans Very large bedroom and living room Wall unit AC's in bedroom and living room Washer & Dryer is downstairs on first floor This is an ideal location for visitors. Nice restaurants... View all property information
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    Location Information
    Chicago, Illinois 60614
    From
    $425
    / Night
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    1 / 11
    2 Bedrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Parking
    • Linens Provided
    • Dishwasher
    • Internet Access
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Stay in the heart of Chicago A fitness centre and apartments with a full kitchen are featured at the Ginosi Chicago Suites. The Chicago property is 350 metres from 360 Chicago and 300 metres from Loyola University Museum of Art. Free WiFi access is provided. The apartment will provide you with a... View all property information
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    Location Information
    Chicago, Illinois 60611
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    $999
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    1 / 55
    Northwest Side, Wicker Park / Bucktown
    3 Bedrooms / 5 Bathrooms / Sleeps 6
    traveler have booked this property
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    • Fireplace
    • Internet Access
    • DVD Player
    • Deck
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Architecturally significant single family home in Chicago's best neighborhood, Wicker Park. This home has been featured in design magazines and is ideal for entertaining. Filled with mid-mod furnishings throughout. Forbes rated Wicker Park #4 in the country for hippest neighborhoods, and this home... View all property information
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    Location Information
    Chicago, Illinois 60622
    From
    $2,175
    / Month
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    1 / 12
    5 of 5 stars (7) Excellent
    1 Bedroom / 3 Bathrooms / Sleeps 2
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Refrigerator
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Elegant 1 and 2 bedroom apartments on N Lake Shore Drive,10 min away from Michigan Avenue, Northwestern Memorial Hospital, 25 min by bus to Millenium Park and the Art Institute. Fully furnished, beautiful oak floors, high ceilings, custom architectural details.Perfect residential accommodations for... View all property information
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    Location Information
    Chicago, Illinois 60613
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    $150
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    1 / 15
    2.5 of 5 stars (2) Poor
    Rogers Park
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Refrigerator
    • Stove
    • Patio
    • Balcony
    • Deck
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Perfect Home while visiting Chicago for a few days or longer stays, perfect for family gatherings, vacation, wedding stays, or simply enjoying time in The city. Walking distance to lots and public transportation! THE UNIT Lots of natural light due to the unit being on the top floor of nice and... View all property information
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    Location Information
    Chicago, Illinois 60626
    From
    $100
    / Night
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    1 / 11
    2 of 5 stars (1) Poor
    Rogers Park
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Refrigerator
    • Dryer
    • Hot Tub
    • Wi-Fi
    • Linens Provided
    • Patio
    • Air Conditioning
    • Garage
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Space Living room and dining room combo. Rooms are nice and cozy, cute and quiet. The unit is located in the East Rogers Park neighborhood of Chicago and border with Edgewater, within walking distance to the CTA Red Line Loyola station, Loyola University, restaurants, coffee shops, Lake... View all property information
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    Location Information
    Chicago, Illinois 60626
    From
    $499
    / Night
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    1 / 20
    Near North Side
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Game Room
    • Waterfront
    • Wi-Fi
    • Watersports Nearby
    • Housekeeping...
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chicago Apartment Rental Photos and Description: 2 Bedroom, 2 Bathroom With Navy Pier Views, Sleeps 4-6 People Authenticity and well-being are our guiding principles in providing you an experience you won't forget. We know that the time you spend away from home is always demanding and its our... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $1,250
    / Night
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    1 / 13
    Roscoe Village
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Satellite TV
    • Stereo System
    • Washer
    • Fireplace
    • Air Conditioning
    • DVD Player
    • Deck
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning Roscoe Village high end beautifully decorated single family home. Media room, gym, 3 bedrooms, on quiet lovely street. View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $245
    / Night
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    1 / 11
    Northwest Side
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • TV
    • Deck
    • Patio
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Hello and thank you viewing my condo's listing. My name is Bogdan and I am the property owner of this duplex. I'm a business professional and proud Chicagoan. If you are looking for comfortable, clean and modern accommodations, you've come to the right place. My duplex is located in the historic... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $125
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    1 / 9
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    • There Are Tennis...
    • Patio
    • Dryer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
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    Location Information
    Chicago, Illinois 60707
    From
    $139
    / Night
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    1 / 3
    Northwest Side, Wicker Park / Bucktown
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Patio
    • Satellite TV
    • Parking
    • Air Conditioning
    • Internet Access
    • Linens Provided
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60622
    From
    $300
    / Night
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    1 / 23
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • DVD Player
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The South Loop is classic Chicago. In the South Loop, streets with decades of history come alive as music and life pulse magnetically. Chicago's South Loop is a neighborhood that's buzzing with bars, restaurants and entertainment; it's the perfect place to stay during your time in Chicago. The... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $190
    / Night
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    1 / 22
    Lincoln Square
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60625
    From
    $300
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    1 / 27
    4.5 of 5 stars (5) Very good
    The Loop
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    1 KING SIZE Bed in the masteroom and 1 full size bed in the second and air-mattress available for more than 5 people 1600 square feet Sleeps 6 2 Flatscreen TVs Clean freshly-washed white sheets and white Towels waiting for you. Coffee maker now available. Private garage parking in the... View all property information
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    Location Information
    Chicago, Illinois 60605
    From
    $149
    / Night
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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
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    $149
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    1 / 9
    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
    • Fireplace
    • DVD Player
    • Refrigerator
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Stove
    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
    $399
    / Night
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Gym
    • Wi-Fi
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    LOCATION! LOCATION! LOCATION! Amazing Luxury location - Come relax and enjoy after a great day of sightseeing, McCormick Place or working in the comfort and convenience of this cozy home. Luxurious 2 bedroom and 2 bathroom accommodates . Centrally located to every major attraction in the Chicago... View all property information
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    Location Information
    Chicago, Illinois 606016
    From
    $125
    / Night
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    1 / 11
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60610
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    $135
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    1 / 16
    5 of 5 stars (4) Excellent
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 1
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Water Views
    • Satellite TV
    • Gym
    • Refrigerator
    • Deck
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Stunning views overlooking the city skyline and the Chicago River. Located on the Chicago Riverwalk and walking distance to the lakepath, Ohio Street Beach, Navy Pier, 'Magnificent Mile' shopping, the loop, Museum of Contemporary Art, Millennium Park and Grant Park. Close to public transit. Taxi... View all property information
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    Location Information
    Chicago, Illinois 60611
    From
    $300
    / Night
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    1 / 13
    4.5 of 5 stars (9) Very good
    Lakeview
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $150
    / Night
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    1 / 18
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Game Room
    • Washer
    • Elevator/Lift access
    • Air Conditioning
    • DVD Player
    • Pool Table
    • Shared Outdoor Pool...
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Cozy Studio is in the heart of the prestigious River North neighborhood in downtown Chicago. The new 50 story high rise is surrounded with great shopping, numerous restaurants and exciting night life. Getting anywhere is easy because building located few blocks away from the CTA-Grand Red Line... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $700
    / Night
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    1 / 6
    The Loop
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Dryer
    • Washer
    • TV
    • Garage
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Four-floor townhouse, walking distance from McCormick Place! Parking for two cars included! Top-of-the-line finishes, four beds and a sofa sleeper! Just around the corner from the 'L' train, get downtown in 10 minutes! Better pictures to come Ideal for housing your entire group, just outside the... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    $300
    / Night
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    1 / 6
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Fireplace
    • Air Conditioning
    • DVD Player
    • Deck
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $129
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Lakeview
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Washer
    • DVD Player
    • Dryer
    • Air Conditioning
    • Refrigerator
    • Watersports Nearby
    • Wi-Fi
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $160
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    1 / 8
    Northwest Side
    2 Bedrooms / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    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... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    $350
    / Night
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    1 / 13
    5 of 5 stars (15) Excellent
    Lakeview
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Modern 2 Bedroom Apartment walking distance to Wrigley Field and the Blue Line. Beautiful Place and Great Location! The apartment comes with anything you could want. -A full kitchen, with all brand new appliances. -A brand new queen sized bed with box spring, and an ultra modern bathroom... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $95
    / Night
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Stove
    • Freezer
    • Microwave
    • Central Heating
    • Dishwasher
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2 Bedroom 1 Bath garden apartment walking distance to green line CTA (California) & close to Garfield Park Conservatory, UIC campus, RUSH Medical center and Tri Taylor areas. NEW Sustainable hardwood flooring and sparkling custom granite kitchen with cherrywood cabinets & all stainless steel... View all property information
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    Location Information
    Chicago, Illinois 60612
    From
    $399
    / Night
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    1 / 6
    2 of 5 stars (1) Poor
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Private Indoor Pool
    • Internet Access
    • Stereo System
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location. Situated in the heart of Chicago, this lovely building is within walking distance of American Medical Association Headquarters, Wrigley Building, and Tribune Tower. Also nearby are Hancock Tower and Millennium Park. Property Features. The front desk is open 24 hours a day. Guest... View all property information
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    Location Information
    Chicago, Illinois 60654
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    $275
    / Night
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    1 / 14
    2.5 of 5 stars (2) Poor
    The Loop
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Pool Table
    • Sauna
    • Game Room
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Tides is a great way to experience life and culture in the heart of Chicago! Featuring a modern contemporary feel, the short term rentals at The Tides offer dramatic finishes including tiled entries, granite islands and cherry cabinetry, open floor plans with captivating views from the... View all property information
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    Location Information
    Chicago, Illinois 60610
    From
    $129
    / Night
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    1 / 24
    2 of 5 stars (1) Poor
    Northwest Side, Wicker Park / Bucktown
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Deck
    • Parking
    • Dishwasher
    • Linens Provided
    • Air Conditioning
    • Refrigerator
    • Fireplace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Near restaurants, cafés & bars in vibrant Wicker Park, this tucked away, free standing, 1 bedroom Coach House could be your Chicago oasis! The space includes, an outfitted kitchen as well as a private bathroom, deck & entrance. Located off a quiet tree-lined street near 19th century mansions built... View all property information
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    Location Information
    Chicago, Illinois 60622
    From
    $129
    / Night
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    1 / 43
    Lakeview
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • There Are Tennis...
    • DVD Player
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located in Chicago's East Lakeview Neighborhood (home of Wrigleyville and Boystown), our Junior 1-Bedroom Apartment provides peace & quiet while only minutes away from Chicago's best attractions. Steps from Lake Michigan and Belmont Harbor; with easy access to the lakefront, nightlife, dining,... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $499
    / Night
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    1 / 16
    The Loop
    2 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Linens Provided
    • Parking
    • Terrace
    • Balcony
    • Towels Provided
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    ENTIRE LUXURY LOFT -COME AND ENJOY! SPACIOUS - HIGH CEILINGS - LUXURIOUS Come relax and enjoy after a great day of sightseeing, spending the day at McCormick Place which is a few minutes away and stay in the comfort and convenience of this cozy loft. Luxurious 2 Queen bedroom, 2 private... View all property information
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    Location Information
    Chicago, Illinois 60605
    From
    $100
    / Night
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    1 / 18
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Dryer
    • Parking
    • Washer
    • Dishwasher
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Old looking building but cozy room to relax , Drop bags and go about your business , convenient location , safe area , a block away from red line train station as well the 151 bus that operates to downtown , taxis are a flag away , surrounded by street side restuarants, very close to boystown and... View all property information
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    Location Information
    Chicago, Illinois 60613
    From
    $210
    / Night
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Dryer
    • Balcony
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    You won't find a better location than this bright and comfortable vacation rental, which is perfectly maintained to accommodate your needs away from home. The cta train is close and walking distance, and the bus stop is steps to the corner. You are also in walking distance of McKinley park,... View all property information
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    Location Information
    Chicago, Illinois 60609
    From
    $189
    / Night
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    1 / 24
    Roscoe Village
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • TV
    • DVD Player
    • There Are Tennis...
    • Refrigerator
    • Air Conditioning
    • Fireplace
    • Wi-Fi
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Ideal for a Chicago Get-Away, business trip, or to visit family & friends! ****Your get-away includes a $15 Brunch Gift Certificate to the award-winning brunch spot Kitsch'n On Roscoe (As seen on '$40 a Day' with Rachel Ray on the Food Channel), and two complimentary glasses of sparkling on... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    $425
    / Night
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • TV
    • Water Views
    • Air Conditioning
    • DVD Player
    • Water Park Nearby
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully furnished two bedrooms, two baths. 'BEAUTIFUL' sun-rise and moon-rise on Lake Michigan from the living room and balcony. Laundry room in the building. Biking/walking trail and Lake Michigan is right across the street. No grocery stores, shops or restaurants in walking distance, only public... View all property information
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    Location Information
    Chicago, Illinois 60649
    From
    $650
    / Night
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    1 / 16
    5 of 5 stars (2) Excellent
    Near North Side
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Sauna
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Hot Tub
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A Chicago Premier Suites property with fantastic city views, located in the heart of River North neighborhood in one of Chicago’s premier high rise buildings. City of Chicago License #2179945 This 2 bedroom/2 bath unit is over 1300 SF and well decorated with brand new furniture and luxury type... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    $360
    / Night
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    1 / 9
    Near North Side
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Stove
    • Air Conditioning
    • Wi-Fi
    • Linens Provided
    • TV
    • Dryer
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This huge 2-bedroom apartment is located in a highly-desired neighborhood: Old Town. Old town is an incredibly charming neighborhood filled with rich history and tons of restaurants and shops. It is also home to Chicago's famous comedy club 'Second City'. Beyond Old Town - you are steps from 'Gold... View all property information
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    Location Information
    Chicago, Illinois 60610
    From
    $300
    / Night
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    1 / 11
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Dryer
    • Washer
    • Balcony
    • Linens Provided
    • Grill
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Gorgeous 2 bedroom/1 bath located on the second floor of a classic Chicago 3-flat. Building is located in the heart of Lakeview, steps to the cta (no train noise), and walking distance to Wrigley Field and the Lake. Building had a full renovation in 2014 including a brand new kitchen with gorgeous... View all property information
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    Location Information
    Chicago, Illinois 60657
    From
    $275
    / Night
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    1 / 6
    Near North Side
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Garage
    • Patio
    • Housekeeping...
    • Air Conditioning
    • Balcony
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the best Chicago has to offer with fully furnished serviced apartments located in the heart of the city. Whether staying for business or vacation, our locations allow you to live like a local and enjoy downtown Chicago to the fullest. With locations offering multiple bedrooms, complete... View all property information
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    Location Information
    Chicago, Illinois 60601
    From
    $115
    / Night
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    1 / 18
    Lincoln Square
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Dryer
    • Deck
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    I live here, but travel frequently! My apartment is a vintage Chicago Brownstone in the trendy, upscale Andersonville Area. It's close to shopping, nightlife, transportation and everything all the cool kids want to see and do! :-) I live on a quiet and very safe street that's easy to access from... View all property information
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    Location Information
    Chicago, Illinois 60625
    From
    $466
    / Night
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • There Are Tennis...
    • Deck
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 bedrooms, 2 full bathrooms, Balcony with Grill, sleeps 8. Kid Friendly Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in a family-owned boutique building in the vibrant and historic Andersonville neighborhood, our Chicago vacation property... View all property information
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    Location Information
    Chicago, Illinois 60640