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Holiday Rentals in Chicago, IL

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From
₹21,662
Per Night
1 / 13
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Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (15) Make Enquiry
From
₹8,356
Per Night
1 / 37
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Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (5) Make Enquiry
From
₹27,171
Per Night
1 / 32
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (26) Make Enquiry
From
₹13,554
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Live like a local and save! Stay 3+ nights between December 1 – 19, 2014 to receive FREE continental breakfast and FREE parking! This DELUXE 2 BEDROOM / 2 BATHROOM SUITE provides a comfortable and convenient place to lay your head during your visit to Chicago. A family-owned, Chicago boutique... View all property information
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5 of 5 stars Reviewed 19 November 2014
We came from a cold room in New York, an overpriced location...and I emailed the guesthouse , to warm up our appartment. What a surprise when we came in!! Everything so clean and...
5 of 5 stars Reviewed 12 March 2013
This property is everything the ad promises and more. From the luxurious appointments like the surround shower in the master suite to the fireplace and chef-quality kitchen, you...
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From
₹9,903
Per Night
1 / 19
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Near North Side
1 Bedroom, 1 Bathroom, Sleeps 1
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Optima is a new building opening in Spring of 2013, towering 42 stories over Michigan Avenue. Sleek design incorporates floor-to-ceiling reflective glass windows and European-designed finishes throughout. The condo features 700 sq. ft. of bamboo flooring, porcelain tile, granite counter tops,... View all property information
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5 of 5 stars Reviewed 12 April 2014
This modern apartment really is 1 minute walk from the mag mile, next door to Inter Continental Hotel (try the wine tasting menu!) also has lake views. A well equipped gym and...
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₹26,304
Per Night
1 / 37
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Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Optima Chicago sits directly behind the famed Intercontinental Hotel on Michigan Avenue. In addition to it's amazing location, this condo boasts massive views of Lake Michigan and a roof-top hot tub overlooking the entire city of Chicago! View all property information
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From
₹12,997
Per Night
1 / 10
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Lakeview
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Fully furnished 3 bed/1 bath apartment. Includes the following: -Internet -Cable -All utilities, including heat, A/C, electric, gas, and water -Fully stocked kitchen with appliances -Spacious living area with comfortable seating and large, flatscreen TV -Linens and towels -Hardwood floors -Attached... View all property information
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From
₹18,568
Per Night
1 / 13
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Lakeview
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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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3 of 5 stars Reviewed 30 July 2013
We enjoyed the location in a leafy neighbourhood taking advantage of the many restaurants, bars and coffee shops. The train station is close and easy to use being a major station...
4 of 5 stars Reviewed 13 August 2011
We stayed in this apartment in late July, three adults and two children (8 and 5). There are many positives about this apartment, but just a few things kept it from being a five...
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From
₹27,852
Per Night
1 / 19
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Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newest Luxury Residential High Rise in the Heart of Downtown Chicago, Right off the Magnificent Mile! The Space A Modern 2 Bed 2 Bath Condo Located In The Heart Of Downtown Chicago Right Off The Magnificent Mile In this modern building you'll enjoy: -Prime location in Chicago right off of... View all property information
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From
₹9,284
Per Night
1 / 23
3 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (11) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located on the north side of the city near the lake, redline train, 15 minutes to downtown and northshore. Condo has central heat and air and offers 1200 square feet of living space with separate living room and dining room, your own balcony, and bedrooms with tasteful linens, ultra comfortable... View all property information
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5 of 5 stars Reviewed 17 April 2013
We stayed for 6 days over Spring Break with our 14 year old. Loved that we had 2 bedrooms and kitchen/living/dining spaces....SO much better than the 3 of us crowded in a single...
4 of 5 stars Reviewed 2 July 2012
Had a great stay. Walked to shops, dining, beach. Loved having a parking space. The apartment had everything we needed for a week's visit. Lovely, eclectic furnishings were...
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From
₹7,427
Per Night
1 / 11
West Town
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Situated on quiet side street across from 19c. church, steps from populars bars, restaurants, and public transportation. The apartment occupies the top two floors with large private roof top deck with magnificent views of Chicago skyline. First level contains large kitchen, living room/dining... View all property information
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5 of 5 stars Reviewed 19 September 2014
Cozy home that is a quick walk to the Blue line. There is a Blue Line train from O'hare Airport that drips you off just a few blocks from the home. The 66 bus that takes you...
5 of 5 stars Reviewed 28 August 2014
This is a great place to stay. Plenty of room at the apartment. Close to the public transportation bus stop only 1 block away.
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From
₹9,222
Per Night
1 / 10
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3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Housekeeping...
  • Internet Access
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This is a 3 Bed Room apartment of a two flat brick building in Andersonville area of Chicago. This apt has: 3 bedrooms, sleeps 8 Air Conditioners Free cell phone for international guests (plus deposit) Eat-in Kitchen Living Room Full size fridge Free parking Free laundry Complete kitchen Living... View all property information
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4 of 5 stars Reviewed 11 July 2014
I really enjoyed staying here. A great property. The sink did break while we were there but Jackie was right on getting it fixed for us! Great place, big enough for our group!
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From
₹6,189
Per Night
1 / 22
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Near North Side
1 Bedroom, 1 Bathroom, Sleeps 1
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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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5 of 5 stars Reviewed 7 November 2013
Oxana was a good host, helpful but unobtrusive. Unit was very good and additional facilities were available in the building (gym, laundry, extra rooms to relax, outdoor area...
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From
₹18,506
Per Night
1 / 34
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The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • 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 22 October 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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From
₹9,284
Per Night
1 / 33
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Gold Coast, Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
There's a new face on an architectural gem in downtown Chicago and it's Axis Apartments & Lofts. Wrapped in striking lake & city views, this modern high-rise conceals two exceptional living space options within. Live your life from a heightened perspective. Live your life at Axis.... View all property information
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From
₹12,379
Per Night
1 / 19
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Near North Side
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
High-end, furnished condo downtown Chicago will be available for short term. Corporate Rental. New building opening in Spring of 2013, towering 42 stories over Michigan Avenue. Sleek design incorporates floor-to-ceiling reflective glass windows and European-designed finishes throughout. The condo... View all property information
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5 of 5 stars Reviewed 29 July 2014
Beautiful condo with all the amenities. Gym, pool, whirlpool, and a fantastic infinity hot tub on the roof. Great views. Wonderful host. Concierge very friendly and helpful...
4 of 5 stars Reviewed 12 June 2014
The 19th floor condo was clean, serviceable and quiet. Everything works and the washer/dryer were a nice plus. The views from the floor to ceiling windows are not impressive, but...
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From
₹12,379
Per Night
1 / 8
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Northwest Side
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This very affordable two bedroom, two bathroom apartment can sleep up to six guests. There are queen sized beds in each bedroom and a pull out couch in the living room. With features including: a breakfast table in the well-appointed kitchen; dining room; comfortable living room; a balcony;... View all property information
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5 of 5 stars Reviewed 18 August 2014
Nice apartment for up to 6 people, around $20 taxi ride from the Airport. Close to a large park, bus, and train stations. We purchased 7 days CTS passes for $33 each with...
4 of 5 stars Reviewed 29 March 2014
Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family
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From
₹18,568
Per Night
1 / 7
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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5 of 5 stars Reviewed 4 October 2012
The apartment is 2 bed, 2 bath, apartment was spotless upon arrival. Bathrooms were spotless, fresh bed linen and fresh towels. Great location, well worth staying here as only 5...
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From
₹8,603
Per Night
1 / 14
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3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome! Welcome! Our single family brick house is located in a rare semi-private block about 5 miles West of Downtown. It has 3 Bedrooms, 1 Bathroom, Living Room, Dining Room and Full Kitchen. If you enjoy a quiet home with newer beds, clean sheets and towels, spaces, privacy, kitchen, laundry,... View all property information
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5 of 5 stars Reviewed 19 July 2014
Nice location. Everyone got their own beds. Easy to downtown. Kitchen and free laundry. Free Tide detergent too (not expected). Will stay again.
3 of 5 stars Reviewed 8 May 2014
The location of this property was great. It was about 12-15 minutes from downtown, which is where we wanted to be. There was plenty of on-street parking right in front of the...
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From
₹12,317
Per Night
1 / 14
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West Town
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Hot Tub
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
An Urban Oasis! This sophisticated end unit, 3-story townhome features exquisite mosaic, stone and marble thruout, island kitchen w/dark-stained cherry cabinets, imported granite and wallpaper, custom flooring/tiles. State-of-the-art Master BA w/Grohe fixtures, rain and steam w/multiple shower... View all property information
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3 of 5 stars Reviewed 18 September 2014
Nice place, only one bed and couldn't use the garage as advertised. Parking is a bit tricky, had to park several blocks away on Hubbard, but when rush hour ends it is good. No...
4 of 5 stars Reviewed 10 July 2014
This was a beautiful condo in a great location in Chicago. We rented the condo for one day for a video shoot and the couple renting it to us were so helpful and flexible with our...
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From
₹15,473
Per Night
1 / 10
The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • 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 2 September 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 22 July 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
₹7,427
Per Night
1 / 7
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Lincoln Park
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • 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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4 of 5 stars Reviewed 30 September 2014
The unit is very nice: in a great neighborhood, within walking distance of a huge park, free (world class) zoo, free (world class) conservatory, and very nice business area full...
5 of 5 stars Reviewed 25 August 2014
Vintage Chicago apartment. Really spacious. Everything you need is there: just bring your clothes and toiletries! Can't get a more convenient location. Nice owners to work with...
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From
₹12,069
Per Night
1 / 18
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Rogers Park
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Residence on the Avenue. A Spacious 2000sq.ft. condo in a stunning blonde brick/limestone 1928 building on a tree lined avenue. A very quiet and secure 4 unit building with front lobby entrance. The entrance boxwood garden which is enclosed by beautiful wrought iron fencing is a hint of what awaits... View all property information
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5 of 5 stars Reviewed 26 February 2013
We stayed 2 nights at this beautiful condo and my only complaint is that our trip couldn't be longer. The amenities offered far surpassed my expectations. There was 5 adults in my...
2 of 5 stars Reviewed 24 February 2014
Reservé en septiembre a traves de tripadvisor este apartamento desde el 24 de octubre hasta el 29/10. El propietario me pidió el pago del 50 por ciento, cuando lo lagué me pidió...
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From
₹12,193
Per Night
1 / 7
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Northwest Side
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Two bedrooms, two bathrooms condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 8 people. FREE Wireless internet access. FREE parking on public street in front of the building.... View all property information
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From
₹18,568
Per Night
1 / 26
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The Loop
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Indoor Pool
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
Michigan Avenue at 21st street 2BR / 1Ba 1100ft2 condo w/d in unit attached garage Welcome to the LEX Chicago -- far from your typical Chicago rental. The LEX offers unparalleled amenities, upscale stylish accommodations, and floor-to-ceiling dynamic views of the Chicago skyline. This property... View all property information
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From
₹12,379
Per Night
1 / 34
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Near North Side
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (6) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
With 42 stories of sleek modern architecture, Optima Downtown is the place to stay while you're in Chicago. Located only 1 block from the world famous Michigan Ave, this 1 bedroom is located directly in the heart of Downtown. In this modern building you'll enjoy: -Prime location in Chicago... View all property information
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5 of 5 stars Reviewed 29 April 2014
My wife and I were in Chicago for the 100th anniversary of Wrigley Field. The apartment was spotless upon arrival. Alvin was gracious and more than asccommodating. Great public...
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From
₹9,841
Per Night
1 / 11
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Roscoe Village
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Make our apartment the perfect home base for your family vacation or romantic getaway to Chicago. There is plenty of room to spread out and enjoy yourselves. The house is beautifully furnished and stocked with all of the essentials. The apartment is an easy walk to multiple bus and train lines,... View all property information
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5 of 5 stars Reviewed 26 September 2014
My wife and I travel to Chicago 4-6 times per year to visit our daughter and her family. We usually stay with her but this time she hosted her sister and their family which made...
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From
₹8,974
Per Night
1 / 28
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Newly built! Sleeps comfortable 4. Conveniently located steps from the from train station! Elevator and top floor. Attached indoor parking garage included for no add'l charge. ***BEFORE ACCEPTING*** NO PARTIES and noise level must be keep to a minimum as this is a residential place with neighbors.... View all property information
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5 of 5 stars Reviewed 26 August 2014
This was a very nice condo in great condition and is very clean and comfortable. The owner was very helpful and pleasant. The location was super with the Brown "L" Train being...
4 of 5 stars Reviewed 3 July 2014
The apartment is very well located, very close to buses and the train station. It is very well maintained and nicely furnished. The bedroom is small but very comfortable. The...
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From
₹10,831
Per Night
1 / 4
Payment Protection
Near North Side
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Great Old Town 2BR. Very homey and well suited for travelers on business or leisure. Steps away from all public transportation in a area with gorgeous tree lined streets and high end accommodations. The Space Welcome to my 2 bedroom fully furnished “Old Town Chicago” condo. Inside there... View all property information
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4 of 5 stars Reviewed 18 August 2014
I stayed at this apartment for 6 nights in August together with my wife and my two kids. The apartment was big enough for all of us and had almost everything that we needed. The...
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From
₹15,473
Per Night
1 / 19
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Near North Side
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Located In The Heart Of Downtown Chicago Right Off The Magnificent Mile With 42 stories of sleek modern architecture, Optima Downtown is the place to stay while you're in Chicago. Located only 1 block from the world famous Michigan Ave, this 1 bedroom is located directly in the heart of... View all property information
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4 of 5 stars Reviewed 10 July 2014
Great location...was clean but it could use improvement...very large room for 4 people but not a great view, mostly a view to other condo. Bedspread clothing needs to be...
3 of 5 stars Reviewed 5 July 2014
Location is doubtlessly the best in Chicago. However, apartments are not well maintained. Its a new property which needs better upkeep. Quality of furniture, beds, mattresses...
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From
₹5,880
Per Night
1 / 11
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Lincoln Square
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The space is newly decorated with eclectic vintage pieces that make the space feel light and whimsical. The living room and bedroom are both open and airy. The bathroom is very 1950s, and the kitchen is basic, but you'll have everything you need to be comfy! The couch is sleep-able, so 3 people... View all property information
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5 of 5 stars Reviewed 24 October 2014
We loved it! Great location, we came into town for a concert series at the Metro (about a 10 minute ride away), there were great restaurants nearby and downtown was also easily...
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From
₹5,880
Per Night
1 / 10
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Lakeview
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is a beautiful garden unit. It comes fully furnished with a queen size bed plus a pull-out couch. Plenty of sitting room, updated bathroom, does not have kitchen but does have small fridge, microwave and coffee maker. The location is ideal, being close to the city and still in a quiet... View all property information
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5 of 5 stars Reviewed 13 October 2014
My wife and I spent 3 night here in Sept 2014. The owner was very friendly and helpful. This studio is located in a nice quiet neighborhood, close to restaurants and shops, and...
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₹19,868
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1 / 32
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Lakeview
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful & spacious--filled with charm and character! A Vintage Beauty With All the Modern Comforts & Amenities. 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... View all property information
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5 of 5 stars Reviewed 27 July 2014
What a perfect place for a family get away. The Clark Suite was perfect for our family of 7 adults. The kitchen was immaculate and well equipped with anything you needed. I...
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₹15,473
Per Night
1 / 15
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Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through... View all property information
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From
₹12,379
Per Night
1 / 16
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The Loop
1 Bedroom, 1 Bathroom, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Hot Tub
  • Internet Access
  • Private Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Enjoy unbelievable waterfront and city views from your 37th floor corner unit with floor-to-ceiling windows. This designer suite is 3X larger than a typical Marriott King room and will be your home away from home. Start you Chicago experience here Luxury high rise between the Loop & River with... View all property information
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From
₹4,951
Per Night
1 / 14
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Furnished Studio. Double bed, full bath, and full kitchen. Unique location. You don't need a car living here. Plenty of transit options. A couple of blocks to Red line train station. Direct express bus to Chicago downtown stops right around the corner. 20 minutes to the city center by public... View all property information
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4 of 5 stars Reviewed 4 September 2014
Great stay, close to the El train and cheaper than a hotel! Able to stay parked out front for free and take the El where ever we wanted to. If you want a great stuffed pizza...
5 of 5 stars Reviewed 8 July 2014
the location of the apartment we stayed was convenient enough:only some min away from the red line train and a min from the bus stop,so getting to downtown is easy.we got a great...
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From
₹19,496
Per Night
1 / 32
The Loop
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
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 30 June 2014
Can't sat enough good things about this place. Excellent host, great amenities, perfect location. Top shelf stay.
5 of 5 stars Reviewed 15 August 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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From
₹6,189
Per Night
1 / 32
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The Loop
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to the LEX Chicago -- far from your typical Chicago rental. The LEX offers unparalleled amenities, upscale stylish accommodations. The Space Michigan Avenue at 21st street 1BR / 1Ba 750ft Loft with Balcony w/d in unit attached garage (extra charge per night via building) Welcome... View all property information
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5 of 5 stars Reviewed 6 November 2014
The apartment was great! The hosts were very easy to contact when needed. Even the neighbours were friendly. Good location, away from the busy city Central but still close enough...
5 of 5 stars Reviewed 30 October 2014
21st and Michigan, right on the bus route to go to the Downtown core and to get to the museums. Just blocks away from Chinatown. Market just across the street for meat and eggs...
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From
₹4,890
Per Night
1 / 14
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Northwest Side
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The studio is situated in the couch house of the property. It is 300 square feet plus the bathroom. Beautiful decorated and very quiet place with the windows facing the beautiful garden. There is a washer and dryer on side and we can offer also breakfast. View all property information
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5 of 5 stars Reviewed 20 September 2014
The place is immaculate. Super clean and fully equipped. The location is great. You have the subway blue line (to downtown) in a short walk from the house to the station. The...
5 of 5 stars Reviewed 1 September 2014
I enjoyed my stay here and the hosts are warm, friendly and welcoming people. Hanne is just the sweetest person and I feel as if I have known her for many years. She always made...
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From
₹250,851
Per Month
1 / 9
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The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This warm and cozy newly-constructed River North penthouse features breathtaking skyline, lake and river views. The fully-upgraded condo has large flat screen televisions in every room, kitchen and bathroom tile imported from Italy, wood flooring, elite furnishings, granite and marble countertops,... View all property information
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From
₹13,926
Per Night
1 / 11
Payment Protection
Lakeview
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Garden
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Spacious, elegantly appointed and furnished Lakeview vacation/executive two bedroom, one bathroom apartment. First floor on a quiet tree-lined street, the entire apartment features; either oak floors or ceramic tiles, all solid oak doors and windows and oriental rugs. You will find our... View all property information
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4 of 5 stars Reviewed 29 July 2014
Close to transit & grocery. Lots of space. Communication with Andy was great. He answered any questions we had before the trip in a timely manner. Easy check in and out...
4 of 5 stars Reviewed 3 July 2014
The house was great, clean and comfortable with everything we needed. The neighborhood was great and walking distance to Wrigley Field. The train was close as well. The only down...
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₹6,127
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1 / 28
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Rogers Park
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This listing is for a private 2-bedroom apartment in the Rogers Park neighborhood of Chicago. The apartment is over 1200 square feet (111 sq meters) and has tall 9.5' ceilings (2.9 meters), a marble bath, and hardwood floors throughout. There is also a charmingly retro yet fully functional kitchen... View all property information
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4 of 5 stars Reviewed 3 October 2014
Three of us stayed at at Devon property and were thrilled with the accommodations. The location to the local bus and train stops were very convenient. The hosts, Lisa and...
4 of 5 stars Reviewed 4 September 2014
Stayed here with a few friends for the weekend. Had a great time, The location is perfect, its close to everything, yet still residential. Lisa was the main contact, she was...
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From
₹24,448
Per Night
1 / 16
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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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5 of 5 stars Reviewed 23 October 2014
We rented a unit on the 35th floor for a family visit of sisters and sister-in-law. The view was beautiful and we were happy as soon as we stepped inside! Everything was clean...
5 of 5 stars Reviewed 26 July 2013
We rented this apartment for 10 days and found it very comfortable in an excellent location. Red line station and supermarket just one block away. Chicago Premier Suites replied...
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₹15,473
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1 / 23
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Near North Side
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
Everything is brand new in this condo. Location is the best! Right next to NBC Tower and Chicago Tribune Tower. Micheal Jordan Steak House is right next to us as well. Michigan Ave right outside. Optima is a new building that just open in Spring 2013, towering 42 stories over Michigan Avenue.... View all property information
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5 of 5 stars Reviewed 22 September 2014
The apartment is in a great location and very well appointed with facilities and access to the rooftop spa area. We thoroughly enjoyed it. Paul is a good guy.
5 of 5 stars Reviewed 8 September 2014
We spent 7 nights at unit in floor 25. The building is very fancy and has very nice services: full gym, pool, spa, hot tub at rooftop, 4 high speed elevators, nice view, etc. The...
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From
₹12,379
Per Night
1 / 5
The Loop
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Housekeeping...
  • Internet Access
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
₹12,379
Per Night
1 / 37
Gold Coast, Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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5 of 5 stars Reviewed 19 November 2014
We worked with Steps to Everything to rent this 2br/2ba condo near Navy Pier. As our travel date got closer, Steps upgraded us to a 3br/3ba condo with a magnificent view! The...
4 of 5 stars Reviewed 28 October 2014
The rental was located close to all of the sites and shopping we were interested in. It was very nice and clean and the beds were very comfortable (important to us!). The floor...
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₹15,473
Per Night
1 / 27
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The Loop
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
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 7 November 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 1 August 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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From
₹18,568
Per Night
1 / 25
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The Loop
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Welcome to the PENTHOUSE at LEX Chicago – far from your typical Chicago rental. The LEX 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... View all property information
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4 of 5 stars Reviewed 24 June 2014
This apartment was great and just as advertised. The view was incredible with floor to ceiling windows and a great balcony. We were able to watch the fireworks from Navy Pier and...
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From
₹18,568
Per Night
1 / 23
Northwest Side
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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5 of 5 stars Reviewed 24 October 2014
We recently stayed at this property for a ladies weekend in the Chicago area. There were 6 of us and the townhouse was just the perfect choice for us. We had plenty of room and...
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From
₹5,137
Per Night
1 / 7
Near North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Private Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
These units have recently been renovated and includes hard wood floors, Granite countertops, Stainless steel appliances and georgus marble bathrooms. The high rise is just steps from Michigan Avenue and will sleep up to 6 people. Restaurants, cafes, convenience stores, movie theaters, shopping,... View all property information
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Chicago Holiday Rentals

Located on the shores of Lake Michigan, Chicago is a stunning city bursting with attractions. Accommodation can be pricey, but choosing a rental property rather than a hotel is the ideal way to save money. Whether you prefer a spacious apartment in the city centre or a family house in a quieter area, you will feel relaxed and be able to organise your schedule as it suits you. You will of course find a host of restaurants catering to all tastes, but when you are tired of eating out, you can prepare your own food in a fully equipped kitchen.

Chicago attractions

You might not know where to begin seeing the sights of Chicago, so take a trolley tour to give you and your family an overview. A Wellenda Boat tour along the Chicago River and Lake Michigan is another wonderful way to see the city's architecture. Don't miss the Magnificent Mile, where the John Hancock Observatory offers spectacular views of the skyscrapers and Lake Michigan beyond. Art lovers should make a beeline for the Art Institute of Chicago, with its world-class collections of French and American Impressionists and Dutch Masters. The whole family will enjoy a visit to Millennium Park, where the star attractions are the Crown Fountain and the Chicago Bean, an enormous silver sculpture. You can try out the restaurant there, and you might be lucky enough to catch a music festival as well.

Chicago holiday rentals for families

Animal lovers must find time to visit Lincoln Park Zoo, where the Regenstein African Ape Centre, the Kovler Lion House and the Primate House will impress. The youngest members of the family will find the sea lions and penguins especially entertaining to watch. Before you leave Lincoln Park, children will love a visit to Adams Playground. If the weather calls for an indoor activity, head for Chicago Children's Museum at Navy Pier with its interactive exhibits. When you feel like a break from the city, spend some time on one of Lake Michigan's beaches, where you can swim, sunbathe, or go kayaking or canoeing.

Budget holiday rentals in Chicago

For a holiday in a vibrant city, Chicago is hard to beat. Hotels can be expensive, but renting your accommodation is the ideal low-cost alternative. Decide whether you would rather be in the city centre within walking distance of the attractions or in the quieter suburbs. Then have a look at our range of apartments and houses and choose the one that suits you best. It's worth reading through our unbiased customer reviews to help you. After that, you can look forward to what promises to be a holiday to remember in Chicago.