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Highland Park, IL and nearby Apartments and Holiday Rentals

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    All 222 Rentals in the Highland Park Area
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    The following rentals are within 40 kilometres of Highland Park, Lake County, Illinois.

    From
    £124
    / Night
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    1 / 16
    4.5 of 5 stars (8) Very good
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (8) Make Enquiry
    From
    £194
    / Night
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    1 / 12
    4 of 5 stars (6) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    From
    £105
    / Night
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    1 / 23
    2.5 of 5 stars (4) Poor
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    From
    £89
    / Night
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    1 / 23
    Chicago, IL
    3 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Cooker
    • Linens Provided
    • Refrigerator
    • Deck
    • Patio
    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
    £2,098
    / Month
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    1 / 22
    Chicago, IL
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Shared Outdoor Pool...
    • Refrigerator
    • TV
    • Dryer
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful open floorplan studio with wall to wall bamboo hardwood flooring, open kitchen with tile backsplash, stainless steel appliances, and granite countertops, huge walk-in closet, floor to ceiling windows exposing city views, updated large bathroom with stone surround, and w/d in unit. Great... View all property information
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    Location Information
    Chicago, Illinois 60654
    From
    £76
    / Night
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    1 / 18
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Linens Provided
    • Washer
    • TV
    • Dryer
    • Dishwasher
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Nice and bright 2 bedroom 2 bath condominium two blocks from the lake and one block from train, bus, restaurants and coffee shops. Unit is cozy, spacious and conveniently located on first floor, with washer and dryer. Hardwood floors. LOCATION The unit is located on East Rogers Park, two blocks... View all property information
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    Location Information
    Chicago, Illinois 60626
    From
    £159
    / Night
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    1 / 21
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Dishwasher
    • Linens Provided
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This is a one bedroom loft with the living-room converted into a second bedroom. It has two beds in the bedroom and the living-room has a bunk bed. 800 square feet 32″ Flat-screen TV Wireless Internet-5 MPBS This luxury condominium is conveniently located one block to McCormick Place with easy... View all property information
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    Location Information
    Chicago, Illinois 60616
    From
    £156
    / Night
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    1 / 11
    Chicago, IL
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    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
    £76
    / Night
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    1 / 7
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Refrigerator
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Patio
    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
    £298
    / Night
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    1 / 35
    5 of 5 stars (2) Excellent
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60657
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    From
    £95
    / Night
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    1 / 9
    4 of 5 stars (1) Very good
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Refrigerator
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Cooker
    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
    £127
    / Night
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    1 / 11
    Chicago, IL
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60610
    From
    £114
    / Night
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    1 / 17
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60610
    From
    £63
    / Night
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    1 / 11
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Unique 2 Bedroom apartment with brand new hardwoods floors, updated kitchen and spacious living area. Located in one the trendiest neighborhoods in Chicago, Bucktown has world class restaurants, bars and shops. All are located within walking distance of our home. Bucktown is one of best and... View all property information
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    Location Information
    Chicago, Illinois 60647
    From
    £2,162
    / Month
    View Details
    1 / 15
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Cooker
    • TV
    • Freezer
    • Refrigerator
    • Dryer
    • Washer
    • Shared Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area with eat in kitchen and separate bedroom space. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to... View all property information
    Make Enquiry
    Location Information
    Chicago, Illinois 60601
    From
    £223
    / Night
    Payment Protection
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    1 / 7
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    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
    £221
    / Night
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    1 / 10
    5 of 5 stars (1) Excellent
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Gym
    • Internet Access
    • Air Conditioning
    • Grill
    • Elevator/Lift access
    • Washer
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Live like a local and save! Book now to take advantage of discounted fall rates! Beautiful 2 Bedroom unit in boutique luxury building with 24 hour concierge service. Located in the wonderful and historic Andersonville neighborhood, The Guesthouse Chicago vacation rental encourages you to live... View all property information
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    Location Information
    Chicago, Illinois 60640
    From
    £159
    / Night
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    1 / 11
    4.5 of 5 stars (3) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Soap/Shampoo...
    • Towels Provided
    • 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 above 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, which will... View all property information
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    Location Information
    Chicago, Illinois 60618
    From
    £191
    / Night
    View Details
    1 / 7
    5 of 5 stars (1) Excellent
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    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
    £2,512
    / Month
    View Details
    1 / 23
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Refrigerator
    • Shared Outdoor Pool...
    • Washer
    • TV
    • Cooker
    • Freezer
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful large true 1 bedroom space with plenty of square footage and stunning furnishings. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows... View all property information
    Make Enquiry
    Location Information
    Chicago, Illinois 60601
    From
    £143
    / Night
    View Details
    1 / 8
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Fireplace
    • Towels Provided
    • Cooker
    • 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
    £175
    / Night
    View Details
    1 / 4
    Chicago, IL
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    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
    £413
    / Night
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    1 / 16
    5 of 5 stars (2) Excellent
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    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
    £159
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60657
    From
    £2,855
    / Month
    View Details
    1 / 29
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Freezer
    • Hot Tub
    • Refrigerator
    • Dryer
    • Washer
    • Cooker
    • 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
    Make Enquiry
    Location Information
    Chicago, Illinois 60607
    From
    £247
    / Night
    View Details
    1 / 30
    5 of 5 stars (1) Excellent
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60613
    From
    £228
    / Night
    View Details
    1 / 26
    Chicago, IL
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60657
    From
    £247
    / Night
    View Details
    1 / 28
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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
    £317
    / Night
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    1 / 31
    Chicago, IL
    5 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Chicago, Illinois 60613
    From
    £2,448
    / Month
    View Details
    1 / 29
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Refrigerator
    • Hot Tub
    • Cooker
    • 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 Enquiry
    Location Information
    Chicago, Illinois 60607
    From
    £533
    / Night
    View Details
    1 / 37
    Chicago, IL
    6 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Enquiry
    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
    £812
    / Night
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    1 / 49
    Chicago, IL
    11 Bedrooms / 6 Bathrooms / Sleeps 21
    Overview Make Enquiry
    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
    £85
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    1 / 11
    4.5 of 5 stars (7) Very good
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (7) Make Enquiry
    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
    £165
    / Night
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    1 / 12
    4 of 5 stars (2) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    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
    £121
    / Night
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    1 / 7
    Chicago, IL
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    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
    £88
    / Night
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    1 / 15
    Chicago, IL
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Microwave
    • Air Conditioning
    • Linens Provided
    • Waterfront
    • Internet Access
    • Refrigerator
    • Cooker
    • 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
    £191
    / Night
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    1 / 23
    5 of 5 stars (1) Excellent
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    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
    £57
    / Night
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    1 / 6
    4 of 5 stars (1) Very good
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Enquiry
    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
    £127
    / Night
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    1 / 37
    5 of 5 stars (4) Excellent
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    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
    £138
    / Night
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    1 / 24
    Chicago, IL
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Enquiry
    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
    £159
    / Night
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    1 / 10
    4.5 of 5 stars (6) Very good
    Chicago, IL
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    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
    £200
    / Night
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    1 / 12
    4 of 5 stars (11) Very good
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    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
    £442
    / Night
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    1 / 24
    5 of 5 stars (1) Excellent
    Chicago, IL
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Refrigerator
    • Washer
    • Cooker
    • 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
    £127
    / Night
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    1 / 5
    3 of 5 stars (1) Average
    Chicago, IL
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Enquiry
    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
    £159
    / Night
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    1 / 11
    3.5 of 5 stars (3) Average
    Chicago, IL
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    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
    £200
    / Night
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    1 / 32
    5 of 5 stars (2) Excellent
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    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
    £67
    / Night
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    1 / 7
    3.5 of 5 stars (7) Average
    Chicago, IL
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (7) Make Enquiry
    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
    £92
    / Night
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    1 / 7
    Chicago, IL
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    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
    £254
    / Night
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    1 / 7
    Chicago, IL
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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
    £442
    / Night
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    1 / 26
    Chicago, IL
    6 Bedrooms / 2 Bathrooms / Sleeps 16
    Overview Make Enquiry
    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