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The Loop Vacation Rentals

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    34 Vacation Rentals in Chicago
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    From
    $139
    / Night
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    1 / 18
    4 of 5 stars (1) Very good
    Overview Reviews (1)
    From
    $225
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    1 / 14
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $120
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    1 / 11
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    From
    $2,670
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    Overview Reviews (6)
    From
    $275
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    1 / 14
    4 of 5 stars (1) Very good
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview Reviews (1)
    From
    $195
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    1 / 10
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
    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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    5 of 5 stars Reviewed December 2, 2014
    For downtown Chicago stay, this was fantastic...lots of room and great location! We were a walk away from anything...from Navy Pier to the beach to shopping to family museums. A...
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    $380
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    1 / 14
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Amazing penthouse available with city views. This unit is like no other available and can accommodate a variety of guests, you have the flexibility of separating the unit into a 1 bed 1.5 baths unit. The unit is conveniently located by the Chicago river, public transit, shopping, restaurants and... View all property information
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    $250
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    1 / 22
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Situated in the South Loop's Prairie District, this stunning corner loft features arched terra cotta tile ceilings & columns, exposed brick, bamboo floors, polished concrete counters, SS appliances, extra large shower with dual heads, side-by-side sinks, soaking tub, balcony with courtyard view,... View all property information
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    $299
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    1 / 34
    5 of 5 stars (1) Excellent
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to Chicago -- far from your typical Chicago rental. The building offers unparalleled amenities, upscale stylish accommodations, and floor-to-ceiling dynamic views of the Chicago skyline. This property is unlike any other in its class and the experience is definitely one-of-a-kind.... View all property information
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    5 of 5 stars Reviewed October 21, 2014
    El departamento está mucho mejor de lo que se ven en las fotos y vale la pena cada centavo que pagamos por él. Además de la excelente ubicación (está a una cuadra de la avenida...
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    $299
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    1 / 44
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Experience high rise living in a state of the art building that has just opened up this summer of 2014. This building has everything you could ever want from a brand new high rise off Wacker Drive in Chicago. Location is ideal for anything that you are looking to experience in the city. View all property information
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    $300
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    1 / 35
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Stay in luxury at this awesome penthouse unit in the South Loop of Chicago. Beautiful Lake views and a spacious 2 bedroom 2 bathroom apartment in the award winning Lex building. Chinatown and downtown are just a stone's throw away when you stay at this apartment. View all property information
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    $6,600
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    1 / 21
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    This building just opened up in July of 2014 and is the most modern building you can find in the Chicago Loop area. From the state of the art amenities to the amazing and helpful staff, you will love staying at this apartment. Located in the Loop you have access to all the tourist attractions as... View all property information
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    From
    $550
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    1 / 18
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    This unit is unique because we offer 'Luxury At It's Best'. In addition, we offer luxury & exotic features at a Premium level that you won't get anywhere within the downtown area. All guest have access to all amenities excluding dancing pole and bar area. Both can be purchased at an additional... View all property information
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    $200
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    1 / 10
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This is another one of our properties in the South Loop that has amazing amenities and a great feel to it. You will see from the pictures there is a king sized bed along with a sleeper sofa in the loving room which is how this unit can accommodate four people. Please let me know what questions you... View all property information
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    $300
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    1 / 27
    5 of 5 stars (4) Excellent
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (4)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed November 7, 2014
    The Condo was a great place for rest and relaxation between all the excitement we found in Chicago. Outstanding views of the Chicago skyline, great location, comfortable beds and...
    5 of 5 stars Reviewed August 1, 2014
    We loved the pad, the location, the view, and the city. Would go back to this spot in a heartbeat. The owner was courteous and easy to contact.
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    $275
    / Night
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    1 / 9
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Housekeeping...
    • Internet Access
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    The Tides at Lakeshore East, embrace a new standard of luxury featuring a modern contemporary feel. Situated in the city's newest neighborhood, LakeShore East, you have Millennium Park and the Lakefront right outside your door, with easy access to the Loop as well. Its a little neighborhood perfect... View all property information
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    From
    $1,346
    / Night
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    1 / 4
    The Loop
    5 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Ocean Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
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    From
    $195
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    1 / 12
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the skyscraper. Experience the vibrancy of downtown Chicago and delight in the modern, sleek comfort of Wyndham Grand Chicago Riverfront — an intimate haven on The Magnificent Mile — offering chic... View all property information
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    From
    $500
    / Night
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    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful B & B Boatel Yacht - Pier Gold offers Chicago visitors a great alternative to regular hotel stays. Located at Chicago's most sought after harbor in the heart of our city waterfront; at Burnham Harbor you will enjoy waking up at your floating waterfront boatel at our harbor with stunning... View all property information
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    4 of 5 stars Reviewed July 31, 2014
    This was absolutely a great choice for a buddy and I to hang out in Chicago for a long weekend. The location was incredible and fortunately for so was the weather. Having done...
    5 of 5 stars Reviewed August 8, 2013
    A short walk (about a block) from the museums you find yourself in the quiet Burnham Harbor and on you very own Yacht! Two very private cabins, a comfortable living area with...
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    From
    $439
    / Night
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    Overview Reviews (26)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Brand new luxury 2 bedroom 2 bathroom corporate housing suite with panoramic views in a building unlike anything in Chicago!! The Resort is located in Chicago's high end neighborhood, Lakeshore East, where the Chicago River meets Lake Michigan. You will enjoy exclusive access to two full-floors... View all property information
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    5 of 5 stars Reviewed September 2, 2013
    We arrived to a great welcome from Nadiya - everything was very straightforward and well organised. The apartment is superb, with terrific lakeside views and is very well...
    5 of 5 stars Reviewed March 14, 2013
    The suite was beautiful... from the furnishings, the view, the amenities, and a few surprise items! Underground free parking was a big plus. Location was perfect. Walking...
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    From
    $250
    / Night
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    1 / 10
    4.5 of 5 stars (5) Very good
    Overview Reviews (5)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    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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    5 of 5 stars Reviewed September 2, 2014
    We're home from our trip and back to reality! We loved your City and will definitely be back, next time could you arrange a bit better weather please!! But, as Brits we're used to...
    5 of 5 stars Reviewed July 22, 2014
    We booked through Steps From Everything and they were very easy to work with. The price was very reasonable and the location was great. We could walk two blocks to the Metro...
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    From
    $315
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    1 / 32
    5 of 5 stars (2) Excellent
    The Loop
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (2)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    5 of 5 stars Reviewed June 30, 2014
    Can't sat enough good things about this place. Excellent host, great amenities, perfect location. Top shelf stay.
    5 of 5 stars Reviewed August 15, 2011
    Was a bit nervous booking the condo vs. a traditional hotel for a group of co-workers. Fantastic accommodations, great view, clean, convenient location. We already re-booked with...
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    $315
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    1 / 12
    4 of 5 stars (9) Very good
    Overview Reviews (9)
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    4 of 5 stars Reviewed October 30, 2014
    This is a superb place to stay. Warm, comfortable with stunning views of downtown and Grant Park. We booked with stepstoeverything and their communications were top class...
    5 of 5 stars Reviewed July 18, 2014
    Pretty close to downtown parking is across the street Reservation and service are with phone communication, quick and helpful. Keyless entry Recent renovated with quality...
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    $89
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    1 / 6
    4 of 5 stars (1) Very good
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed September 17, 2014
    Upon arrival we were greeted with a sign on the door saying we could not use the kitchen sink. Room had no iron, dish towels, kitchen utensils, hangers, missing a light bulb in...
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    From
    $3,900
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    1 / 37
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Huge beautiful 1 bedroom with loads of space and all furnishings you need. This unit features beautiful wall to wall hardwood floors and upgraded carpeting in bedroom, stunning updated kitchen with quartz countertops and espresso cabinetry, large marble bathrooms, floor to ceiling windows with... View all property information
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    $3,600
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    1 / 23
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Dryer
    • Internet Access
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area and 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 ceiling windows exposing great... View all property information
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    From
    $3,400
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    1 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Dryer
    • Internet Access
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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
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    From
    $3,200
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    1 / 15
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Dryer
    • Internet Access
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Amazing 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 exposing great Chicago River and city skyline views, beautifully updated marble... View all property information
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    From
    $270
    / Night
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    1 / 4
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $149
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    1 / 17
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Please call/e-mail for more information. Beds: 2 Queen Beds View all property information
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    From
    $200
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    1 / 5
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $400
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    1 / 7
    The Loop
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    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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    From
    $170
    / Night
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    1 / 10
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Housekeeping...
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Chicago’s newest addition to Lakeshore East, Coast creates a coastal retreat on the shores of Lake Michigan. This beautiful property is situated in Chicago’s most desirable location with magnificent views of the River, the Lake and the world famous Chicago Skyline. View all property information
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    From
    $139
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    1 / 15
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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