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Book Online or call HomeAway Booking Assistance 888-829-7076

Beautiful and Large Apt. 3 Queen Beds. Close to Everything & McCormick Place

Bedrooms 2
Half Baths1
Space 1,300 sq. ft.
Property type apartment
Minimum Stay 3 - 5 nights


About the property

2 Bedrooms + Other (See Description), 1.5 Baths Sleeps 6

__ Large Comfortable Apartment that You will Love. 5 Star Reviews.

__ A REAL 15 Minutes to Everything that is Chicago.

__ 10 Minutes to McCormick Place.

__ Huge 5 Star Hot Tub

__ Amazing Skyline View from our seasonal deck.

__ Quiet and Very Safe area. Our home for 19 years.

__ The apartment sleeps 6 persons in 3 Comfortable Queen Beds.

__ Eat Real Chicago Food and save big $$$ Eating Locally or enjoy our world famous 5 star restaurants.

Our Location:

__ A Real15 minutes to Navy Pier, Millennium Park,our Theater District, Bears games. 20 min to Blackhawks or Bulls games.

__ One Click and Uber and Lyft get you everywhere.

__ You won't believe how much there is to do here. We'll send you a list of hundreds of our best attractions in our extensive guest guide to the city and our area. Email us, and we'll send it whether you stay with us or not.

Your Apartment:

__ Full Kitchen with everything that you will need to cook.

__ Amazing 5 Foot by 3.5 Foot Steambath Shower with Grohe Body Sprays. See the Picture. Guests Say They Are Like a Massage

__ 65 Inch TV. HUGE and comfortable entertainment/ living room.

__ Large Dining Room table and 4 Person kitchen table.

__ 2nd Apartment Available. You can rent the entire building.

Our Area:

__ Voted Safest Area in Chicago by Zillow for trick or treating. A historic and friendly, neighborhood.

__ Why Were We voted Safest? More Police and city officials live in our area than any other.

Our Building:

__ Huge 5 Star Hot Tub

__ Amazing Skyline View from our seasonal deck.

__ All Great Places to Relax after a Long Day.

__ Patio with Picnic Table and Gas Grill.

__ Garage Parking Space Included.

__ 2 Washing Machines and 2 Dryers.

__ Apartment is not ADA accessible.

There are 2 full bedrooms. Our 3rd Queen bed in our Huge living/entertainment room. The living room is located at the far end of the apartment and is separated from the bedrooms, kitchen, and bathroom by our dining room. Anyone sleeping there has a lot of privacy.

House Rules:

__ No Parties or Gatherings.

__ Quiet hours are 11 to 7. No Loud Noise Late at Night

__ Not a good fit for hard partiers or very late night people.

__ We do not rent for Music Festivals or Concerts. A few irresponsible groups ruined that for everyone.

__ We rent to responsible adults over 23 only.

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

More Details
Registration Number : 2074659

Member since: 2007
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
February 21, 2018

About Bob

We are two lifelong friends who bought this building to live in, remodeled it completely for ourselves, and later converted it to a vacation rental.

Bob purchased this apartment in 2000

Why Bob chose Bridgeport

Our area is safe and very close to everything in Chicago, including our convention center, McCormick Place. You are in a quiet and safe neighborhood, but the city center and all of our major attractions are very close. It's the best of both worlds.

What makes this apartment unique

You will love our deck with the amazing view of the Chicago city skyline, our hot tub, and our huge steam bath shower with multiple Grohe Body Sprays. It is like a massage.

We are ½ mile from the I-94 Dan Ryan Expressway. It is a 5 minute drive to Lake Shore Drive and another 10-15 minutes from there to the Museums, Navy Pier, Millennium Park, Michigan Avenue shopping and every major attraction in this city.

When we lived in this building ourselves, we would always be able to get to the lakefront and all of our major attractions in 10 to 20 minutes. If there is a concert, or major festival on the lakefront. we can show you a local shortcut to make great travel time to our city center.

Ours is a quiet, safe, and friendly family neighborhood. We have great 3 to 4 star restaurants and bars and great casual dining with every infamous Chicago sandwich and pizza that you've heard of. You can save a fortune on casual dining or drink prices if you want to eat locally some of the time during you visit. You can park easily too and we include garage parking with your rental. If you want to visit our 5 star restaurants or nightclubs, they are a quick 10-20 minute drive or cab ride away.

Guestbook comments from the owner

Although this is one of our newer ads that began in 2011, we have been operating our rentals since October 2007.

Please see our many reviews at our other Home Away Listing # 225815

Here is one of the guest comments from our early days.

By Natalie, Las Vegas

This place is definitely a great bargain and well worth the money. I can say it is one of the nicest places we have ever stayed at. It is very big with all the extras you can imagine: big comfy beds, spa shower (like a massage), Internet, laundry, and more. It is a home, not just an empty rental. It is also VERY well stocked with necessities. It is in a safe neighborhood very close to public transportation. One of the biggest perks is the truly kind and helpful owner, who always answers his phone and helps you with anything you need. I'd stay for his helpfulness alone. I really recommend this place!!!
Mar 2008
  • 1 of 1


Bridgeport Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 1300 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 6 ...
  • Min. age of primary renter: 23 ...
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets not allowed ...
  • Non smoking only ...
  • No loud noise late at night. Our rentals are not a good fit for the hard partying groups. We do not rent for groups coming for festivals or concerts.
Location Type:
  • Downtown ...
  • Monument View ...
  • Town
  • Budget
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Activities Guide
  • Air Conditioning ...
  • Alarm Clock
  • Ceiling Fans
  • Clothes Dryer ...
  • Computer Available ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Local Maps
  • Local Restaurant Guide
  • PC
  • Parking ...
  • Sofa Bed
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Kitchenette
  • Microwave ...
  • Oven
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , Steambath Shower
    Bathroom 2 - toilet , Shared-both apartments
  • Our huge 5 foot by 3.5 foot shower has Grohe Body Sprays and a steam bath generator. Our guests love it. Some of our guests have said that it's like a massage. There is an additional half bath in our basement that is shared by both apartments as a backup
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 sleep sofa /futon
  • There are two full bedrooms. Our 3rd Queen bed is located in our living/entertainment room. The living room is located at the far end of the apartment and the bed is hidden by a wall. Anyone sleeping there has a lot of privacy.
  • DVD Player
  • Music Library ...
  • Radio
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Library ...
  • Deck / Patio ...
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Patio
  • 6 garden chairs
  • Long-term Renters Welcome
  • Low Allergen Environment
  • wheelchair inaccessible ...
Pool / Spa:
  • Hot Tub ...
  • Indoor Hot Tub
  • Steam Shower
  • churches
  • cinemas
  • coin laundry
  • library
  • live theater
  • marina
  • museums
  • restaurants
  • synagogues
  • zoo
Leisure Activities:
  • antiquing
  • gambling casinos
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
Sports & Adventure Activities:
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • roller blading
  • swimming
  • tennis
The guest renting the apartment must be 25 years of age or older. If the guests are under 30, we expect responsible adults. Our rentals are not a good fit for the very hard partying or very late night crowd. Our guests and our neighbors appreciate that we have a quiet and peaceful environment. The maximum capacity of the apartment is 6 people in 3 queen beds (and an air bed that can be set up for one extra sleeping space). We will sometimes make slight adjustments on these limits with our prior approval only.


Wonderful! 4.9/5 -
(57 traveler reviews)

85% Complete
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Beautiful and Large Apt. 3 Queen Beds. Close to Everything & McCormick Place
average rating of 4.859649 based on 58 reviews
Santa Clarita

Pleasant and Cozy - home away from home

  • 5 of 5

We walked in and noticed how spacious the place was right off the bat. I noticed the wonderful wooden floors with an occasional squeak when walking that reminded me of my home growing up. There were plenting of linens and the beds were so very comfortable. It was very hard to get out of bed

The area was safe and we had lots to


The CTA train red line was within walking distance and we were able to enjoy downtown Chicago daily with a short train ride.

The whole experience was seamless.

The owners Set us up with all the information we could possibly need to have a great stay in Chicago!

  • Submitted: Dec 27, 2017
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Awesome For Family

  • 5 of 5

This place was wonderful for our little family. Clean, comfortable stay in a nice neighborhood that is close to downtown and Chinatown. What was understated is how awesome the skyline view is from the rooftop deck and the amazing shower where I felt like I would never leave. All the appliances is modern and your stay should be enjoyable as well. Bob is great and responsive owner who will do his best to accommodate your needs. Thank you, Bob, for keeping rent for this awesome place low and affordable. I'm going to miss being so close to Chinatown where I can get my midnight cravings within 10 minutes.

  • Submitted: Oct 15, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Springfield, MO

Everything we needed!

  • 5 of 5

This was a wonderful rental! It was great to have a garage for our car! We had plenty of towels, plenty of sheets and blankets, paper towels, dishwashing soap, hand soap, pots and pans...plenty of every supply necessary. Everything was very clean! We would definitely recommend this to friends.

  • Submitted: Aug 12, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Perfect location with everything you'll need.

  • 5 of 5

As former Chicagoan's we needed a place with quick access to the expressway. We spent our days out and it was nice coming home to a place where we didn't have to worry about parking, as there is a garage. And the apartment has absolutely everything we could need. Even coolers, which we borrowed for a day at the beach. We were in Wisconsin the week before and had to do laundry when we arrived. I appreciated having supplies already in the home, saving me from having to run out to the store. The shower was the best! Great water pressure. And the steam help tremendously when my son began coming down with a cough then having asthma issues after visiting a friend with a dog. He was pretty clear after a couple of days. We were so busy that we never used the hot tub but it was very inviting. Maybe on our next trip. We'll definitely keep this as our "place" when we have another extended visit. We had no problems, Bob was very responsive with questions and has everything set up very well. Once you receive your contract he'll send you detailed information regarding the apartment and surrounding area. I've rented several places in other states and this was one of the best. I would highly recommend it.

  • Submitted: Jun 29, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Greenwood, Arkansas

This vacation rental was everything it was advertised to be. Very pleasant stay!

  • 5 of 5

Everything was great and what we expected. The apartment is large and comfortable with lots of windows and supplied with everything you need. There were plenty of towels, tissue paper, a well equipped kitchen, extra pillows and blankets and a washer and dryer. The rooftop balcony is large and has a fantastic view of the Chicago skyline. I was very impressed with the shower and had never used one like it before. It was large with beautiful marble tile and the steam feature was pretty incredible. The hot tub is large and private in it's own room. I only wish we had more time to use it. There were maps, phone numbers, and menus; pretty much everything you need to help you out. The parking space in the garage was very convenient but we usually found parking on the street as well. Location was one of the best things for us since we wanted to have easy accessibility to the south side of the city, the north side suburbs and the downtown and lakefront area. We got around on foot and were able to walk to restaurants, bars, bakeries and ATM's. When driving we were able to take different routes so we could avoid traffic or rush hour, and we also used the Red Line, Orange Line and Uber; all close by and convenient. The owner, Bob, was very responsive and informative, and he responded to our questions very quickly. I could tell he loved and was proud of his property as if you were staying at his own home. This is the kind of place that reflects the 'real' Chicago in a 'real' neighborhood with downtown conveniences. I had lived there most of my life and after moving away 20 years ago it felt great to come back to the City I love and stay in such a great place. I would definately stay there again!

  • Submitted: May 24, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Northern California

Great location, very affordable

  • 5 of 5

Just completed my stay at this property for a combination work and vacation trip. Owners were excellent communicators and the property was a great value.

  • Submitted: May 9, 2017
  • Stayed: May 2017
  • Source: HomeAway
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Nearest Airport
7 Miles
Midway Airport
Nearest Barpub
0.25 Miles
Shinnick's Bar
Nearest Golf
8 Miles
Sydney Marovitz. The Pebble Beach of Chicago
Nearest Train
0.5 Miles
Nearest Motorway
0.5 Miles
Interstate 94 at 35th Street
Nearest Restaurant
0.4 Miles
Schaller's Pump bar and grill
Nearest Beach
3 Miles
31st Street
Car: not necessary

The map in this ad can be zoomed in or out to see how close we are to downtown Chicago and all of the great attractions that this city has to offer.

Here is a list of some of the great attractions and activities in Chicago. We have included some links to their websites or you can easily find them in google or any search engine.

Navy Pier, Millennium Park Architectural Foundation Tours, American Girl Place Museum of Contemporary Art The Art Institute of Chicago The Field Museum of Natural History Museum of Science and Industry Chicago White Sox Chicago Cubs Chicago Blackhawks Hockey Chicago Bulls basketball Taste of Chicago Lyric Opera Chicago Symphony Orchestra Adler Planetarium Brookfield Zoo Buckingham Fountain Chicago Air and Water Show Chicago Blues Festival Chicago Cultural Center

Harold Washington Library Center Lamb's Farm Lincoln Park Zoo

Michigan Avenue/Magnificent Mile Shopping Ravinia Festival Concerts Willis Tower Skydeck Shedd Aquarium Six Flags Great America The John Hancock Observatory The 96th Floor Lounge at the John Hancock Center Shopping at Water Tower Place on Michigan Avenue

Chicago is known for it’s great festivals such as the Blues, Jazz, Gospel fests as well as the Taste of Chicago, and our Air and Water show.

If you are going to try to visit the museums and other major attractions, the Go Chicago Card can be a great value.

Here are some of the 26 major attractions that are included at one price.

• Includes: several walking and bus sightseeing tours,

• Adler Planetarium, Museum of Science and Industry

• John Hancock Observatory, Willis Tower Skydeck

• Shedd Aquarium, Field Museum of Natural History

• Willis Tower Skydeck, Brookfield Zoo

• Lincoln Park Zoo, Chicago Art Institute

• Hop on, Hop off Trolley Tour

• It is a 2 minute walk from our door to U.S. Cellular Field, home of the Chicago White Sox.

• It is also a short walk to the campus of Illinois Institute of Technology.

We are less than 10 minutes from McCormick Place, and less than 15 minutes from the Museums and Grant Park where Millennium Park and Navy Pier are located. We are 2.5 miles SW from McCormick place and 4.5 miles due south from Grant Park and our downtown. If you are coming for a conference at McCormick, let us know when you inquire and we'll send travel information.

If you'd like to see a larger map and search nearby attractions, please google 529 W 37th Street Chicago IL 60609 to see a larger map. At Google Maps, you can then click on 'search nearby' or 'get directions' to see our location in relation to the attractions that you'll be traveling to during your stay. We are very close to everything people come to Chicago for.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Damage Deposit $2

Ours is a 2 unit building. If this apartment is taken, our other apartment may be available and it is listed on Homeaway and VRBO. If you need more space, you can rent both apartments and you'd have the entire building. Our guests who do that really enjoy that.

We have a few main policies that we prefer to discuss up front. We know that these don't apply to 99% of our guests, but we have learned the hard way that these need to be discussed before we reserve a rental for a guest.

We don’t allow parties or gatherings of any kind. We only rent our apartments for lodging. Noise late at night or excessive noise anytime is very disturbing to our neighbors and other guests, so our rentals are definitely not a good fit for the very late night or very hard partying crowd. We do not rent to guests coming for music festivals or concerts. A few groups ruined that for everyone. We are located in a quiet residential area and our guests and neighbors We prefer that the guest renting the apartment be 30 years old or older, but we are glad to discuss rentals with responsible adults 25 and older.

About our rates. We can often offer additional discounts for longer rentals. We set our rates depend on the length and timing of your rental. Some special events may have higher minimum stay requirements or have higher per night rates for shorter rentals.

If you are concerned about having to cancel your trip, we suggest that you look into trip insurance that is available and offered by many reputable firms online and otherwise. One such firm is

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.