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Luxury and Value. City and McCormick Place. Skyline View in Chicago

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vacation rental description

The view in our first pictureis our 5 star hot tub.  It's your new best friend after a day of travel, sightseeing, or business.  The next photo is the Chicago City Skyline view from our deck (closed for most of winter).   They are both great places to relax. 

Please inquire with your dates and we'll respond with our best rate we can for your stay including all taxes and fees. The longer your rental is, the better per night rate that we can offer you.If you have a larger group or more guests that want to join you, we also have a second unit available in the same building. The listing number for that ad is 49877.

We have two comfortable and convenient apartments with many luxurious features that our guests love.   Our other apartment is listing number 49877.    We are fortunate enough to have many past guests who agree. Please see our many guest reviews at that listing.  We do offer last minute specials in the last 2-5 weeks for available dates.

Please save time and check our updated availability calendars at our two listings for available dates.    We book up early for many popular dates.   Our availability calendar can be found on the right next to the contact owner button.

This apartment has 2 bedrooms and 3 queen beds. The 3rd queen bed is a Jennifer Brand sleeper sofa with a memory foam topper that is in our huge living/entertainment room. Our living room is at the far end of the apartment and is very private for anyone sleeping there. We also have a queen air bed that can be set up for one extra sleeping space. This apartment sleeps a maximum of 6 people.

We are just south of downtown Chicago and very close to McCormick Place (our convention center) I.I.T., and U.S. Cellular Field, home of the 2005 World Series Champion Chicago White Sox.

Our rentals are located 15 minutes or less from our city center and the destinations that most people want to visit.  The travel time is less than 10 minutes to McCormick Place.    If you are coming for a show at McCormick Place, please let us know and we'll send you that information.

Please check our availability calendar before you contact us.   We normally book up solid for summer very early and popular dates book early.

We have a bus 1/2 city block from our door to the orange line train stop and McCormick Place or the red line train is a 1/2 mile walk away.  Both trains can get you anywhere in the city.   It is a very fast trip to downtown, the museums and all of the great attractions of Chicago.  

Our daily newspaper, the Chicago Sun Times recently reported that our neighborhood was voted the best place to trick or treat based on the safety and the family atmosphere of our area.  This is what they had to say.

The best neighborhood for trick-or-treating in Chicago? Bridgeport, says a real estate web site that says it factored in where a kid's likely to get "the most candy, with the least walking and minimal safety risks."

 Bridgeport gets props from Zillow as "really a family neighborhood."

Please take a look at the photo that was taken from our deck and you can
see just how close we are.

You can view a better map of our location at Google Maps by typing in the following information.

529 W. 37th Street Chicago IL 60609.    This is not our address, but it is very close.   Scam artists steal details like these and create their own online ads on free sites, so we can't list our address for security reasons.   The exact address will be provided to guests when they book their rental.

The map is at street level, so please zoom it out a level or two and
scroll north or click the up arrow for north to see where we are at relative to downtown and McCormick Place. McCormick Place is located at Cermak Road (22nd St) and Lake Shore Drive which is 2.8 miles northeast of our rental.

When the map loads, you can click “get directions” to enter an address or “search nearby” to search for most of the attractions that most people want to go to such as Navy Pier, Millenium Park, our Museums, the theatre district, and stores on our Magnificent Mile shopping area on Michigan Avenue.

Another bonus of staying in our neighborhood is that you won't hear
sirens and street noise all night long here.   This is a quiet and safe neighborhood.

If you have a larger group, we have two apartments in this building that are available.   The hot tub and deck, are shared between the two units.

If you are driving or renting a car, we include one parking space in our two car garage and possibly both spaces if other guests aren't using the second space.

We have a 4 night minimum in summer and a 3 or 4 night minimum the rest of the year.   We have a one week minimum for July 4th and the December holidays    

We offer shorter rentals than our minimum at the last minute or if that is what we have available between other rentals.   Shorter rentals are usually priced higher to cover our fixed cleaning and paperwork costs unless we offer a last minute special.

Please inquire with your dates and we will respond with our best rate quote for your stay. 

Street parking is very easy 90% of the time, but can be tight during games for the 80 or so games when the White Sox are in town.  

Baseball fans will love that we are a 5 minute walk to U.S. Cellular Field, home of the Chicago White Sox.   For Cubs fans, the train run directly between both ballparks. 


 The City of Chicago has a new local ordinance that regulates vacation rentals. 

We are a legal vacation rental and our license number is 2074660. 

Enforcement of this Ordinance has begun.  Unlicensed properties can be shut down by the city and/or their condo association at any time.   For these and other reasons, we recommend that you book your rental with a licensed Vacation Rental Owner.


vacation rental location

property availability

  • dates with deals
  • unavailable dates

Last modified on 04-17-2014 at 12:46 PM.

email owner view full calendar


apartment rental amenities

This is a list of the main amenities: Our Roof Deck has an incredible view
of Chicago skyline (weather permitting during winter), 6
person luxury hot tub in its own cedar paneled addition. There are
1.5 baths.     Bathroom #1 has a 5 foot by 3.5 foot walk in steam bath
shower with Grohe body sprays, Kohler bathroom fixtures, and heated
marble floors.  Our half bathroom is located in our basement and is shared between both apartments.   We have a new 60 inch flat screen tv (New pictures to come) with a Denon Surround Sound Stereo Receiver and Bose Acoustimass Speakers in our entertainment room.  There is high speed wireless internet and a desktop PC for your use.  Each bedroom has a queen bed. The kitchens and bathrooms are stocked with many of the basics that you will need such as coffee, tea, paper products etc.  We stay at private rentals when we travel and we hate  having to run out to get basic necessities that should be in the rental.

activities and attractions in Chicago Illinois

Chicago has it all from great music, our sports teams, museums,
restaurants, shopping, and so much more. Here is a list of recommended
City Activities Jazz and Blues music, theatre, Navy Pier, Millenium
Park, Wrigley Field, Sox Park, Chicago Blackhawks Hockey, Chicago
Bulls basketball. River tours, architectural tours, American Girl
Place, Water Tower, Tiffany, Saks Fifth Avenue, Crate & Barrel,
Nordstrom, Nike Town, Bloomingdales, Lake Michigan walking and jogging
paths, Monroe Harbor, Museum of Contemporary Art, The Art Institute.
Field Museum. Museum of Science and Industry. Carriage Rides, the
Chicago River, the Theater District. Music and cultural festivals and
Taste of Chicago with 4th of July fireworks in Grant Park on the
lakefront. And much, much more

vacation rental rates

Our rates depend on the season, the length, and timing of your stay.   There is no one nightly or weekly rate.  We always have a range of rates. 

Our Daily rates range from $120 to $195 per night in winter to $225 to 275 per night in summer.   Our weekly rates range from $950 to $1,150 in winter to $1,450 to 1,750 per week in summer. 

Our best rates are for longer stays.  Shorter stays are priced higher due to fixed costs.   Winter are our lowest guest rates and Summer and major holidays and special events are our high season rates.   

Our lowest rates are in January, February and early December during our off season.     Our rates can go as low as $100 per night in winter for longer rentals.   Please inquire about monthly rates for long term rentals in winter

Please check our availability calendar before contacting us.  It will save us both some time.  

There is a 5 night minimum for the Thanksgiving Holiday,  the December holidays and the Chicago Marathon.  Rentals for July 4th  have a one week minimum. 

Please ask about any last minute specials for available dates in the last 2-5 weeks prior to the rental.  We often run specials ads if we have availability.

The guest renting the apartment must be 30 or older.  Occasionally we will make slight exceptions on the age limit for responsible adults who are not coming here to party and for younger adults with children.  We don't rent for  parties of any kind or to youth groups whether chaperoned or not.   Each rental also requires a refundable security deposit of $200.

contact owner

please fill in the form below to inquire about this rental.


  • owner Bob

When you book a vacation rental on any of our websites, we want you to experience a carefree vacation. Learn More

accepted payment methods

credit card

Prior to paying a reservation deposit, always verify payment instructions by calling the phone number displayed on this listing page. By contacting the owner directly and paying by an approved method - credit card, paypal, check or bank transfer - your reservation payment will be protected up to $1,000.

Learn more in our Security Center
Top things to do in Chicago
  • Navy Pier
  • 5 Star Dining
  • Our great museums
  • Great blues, jazz, and rock music
  • Our great sports teams
Top things to do on a budget
  • Our lakefront and beaches
  • Lincoln Park Zoo-It's Free
  • Millenium Park and Buckingham Fountain
  • Smart Museum of Art and Oriental Institute at U of Chicago
  • Chicago Cultural Center
Top things to do with a family
  • Our great museums
  • The view from Willits Tower or John Hancock buildings
  • Lake or River Cruises
  • White Sox or Cubs games
  • Navy Pier Children's Museum

Bob , owner

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traveler reviews for this chicago apartment rental

AWESOME LOCATION!!!!!!!!!!!!!!!

Review submitted: November 19, 2013   Date of arrival: November 14, 2013

We rented out the top apartment recently and were very pleased with everything! The location was awesome right by 35th/Sox stop on the red line and South Halsted Street was about 3 blocks away for the buses. The place had everything you needed a full kitchen with all the pots, pans, cups, utensils...etc etc. The roof top deck was great along with the fantastic indoor hot tub(make sure you crack the windows open in there it gets steamy!). The bathroom was fun also, HUGE shower and steam bath! We had 6 of us staying in the place and plenty of room for all of us. It is very nice that they have an extra half bath in the basement to use also. We didn't have a car but if you do they have a garage where you can park one car per unit. When we arrived the apartment was nice and clean and fully stocked. Kathy's Deli is right around the corner and Schaller's Pump is right up the street...great food at both spots!!! The owners of this building are wonderful and so nice! We all would love to come back and stay here again!!!!

Recommended for: adventure seekers, sight seeing, tourists without a car

Helpful votes: 0 / 0


Long Weekend Getaway

Review submitted: November 18, 2013   Date of arrival: November 7, 2013

My husband and I met "halfway" - me from Alaska and he from England - for a long weekend in Chicago. We absolutely loved staying in this apartment. The hot tub is great, the rooftop deck is great, and steam shower amazing. Situated about ten minutes S of the South Loop area, 5 minute walk from White Sox stadium and less than an hour by train from the airport. My only complaint would be I wish there were some restaurants closer, but you're so close to the bus stop and train station that we were able to get anywhere easily. We utilized the BBQ and full kitchen to make dinner and breakfast every day. Overall, definitely recommended. We had a great stay.

Recommended for: adventure seekers, age 55+, families with young children, families with teenagers, girls getaway, sight seeing, tourists without a car, romantic getaway

Owners response: Thanks for your very nice comments Phoebe. We do have a few 4 star restaurants in our immediate area, but most of our local restaurants are great Italian, Chinese, Mexican, or Pizza/sandwich places. I lived in the area for 17 years and for the days when you don't want 5 star dining, which is very available in our downtown city center, you can save a fortune eating in our local area and enjoy some great and authentic Chicago food.

Helpful votes: 0 / 0


Very Comfortable, Safe, and close to Downtown and McCormick Place

Review submitted: November 14, 2013   Date of arrival: October 15, 2013

This apartment (upstairs) was perfect for our business trip. We were only a short drive to McCormick Place where we had a conference, and we were not far from other interesting spots in Chicago: Chinatown is just north, and the sights of downtown Chicago are a short five-to-ten minute drive. There are several lovely pubs in the neighborhood, and we felt safe walking to them. We went to Cork and Kerry at the Park, Shinnick's pub (which boasts the original old bar) and Schaller's Pump, a pub/restaurant from the 1800s and the friendliest staff around.
The apartment was very clean and comfortable. The shower was awesome!! We didn't use the hot tub, but we did go on the roof and the view was spectacular (although a bit cold in October). The stairs are pretty steep but there is a downstairs apartment run by the same person for anyone with accessibility needs. Bob was very friendly and helpful, and the apartment has a book with tons of information on the area and transportation. We had a car and parked on the street; there was always parking available and it seemed pretty secure. If you are looking to stay in Chicago for fun or especially for any thing at McCormick Place, this is a great choice!

Recommended for: families with teenagers, girls getaway, sight seeing, tourists without a car, romantic getaway

Helpful votes: 0 / 0


Reviews are the subjective opinions of travelers and not of, Inc.

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Chicago vacation rental

This vacation rental has been listed since 05/17/2011.

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