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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

Great Reviews,SAFE, CLOSE to Everything. City Skyline View, Hot Tub, Parking

Bedrooms 3
Separate WC's1
Space 1,300 sq. ft.
Property type apartment
Minimum Stay 4 - 5 nights


About the property

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

You'll really enjoy staying in our rentals.


__ Large Comfortable Apartment That You Will Love.

__ 5 Star Reviews.

__ 2nd Apartment Available. You Can Rent the Entire Building.

Our Location:

__ 15 Minutes to Everything that is Chicago.

__ One Click and Uber or Lyft transport you.

__ 15 to Navy Pier, Millennium Park, OurTheater District

__ 15 to Bears Games. 20 to Blackhawks and Bulls,

__ 10 Minutes to McCormick Place.

Your Apartment:

__ 3 Bedrooms with Comfortable Queen Beds

__ Fully Stocked Kitchen. Stainless Steel Appliances.

__ Amazing 5 Foot by 3.5 Foot Steambath Shower.

__ Grohe Body Sprays. See the Picture. Guests Say They Are Like a Massage

__ New 65 Inch TV. Comfortable Living Room.

__ Large Dining Room Table and 4 Person Kitchen Table.

Our Area:

__ Quiet and Very Safe Area. Our Home for 19 Years.

__ Voted Safest Area for Halloween by Zillow.

__ Why Were We voted Safest? More Police Live in our Area than any other.

__ Eat Real Chicago Food and save big $$$ Eating Locally when you want to.

__ A Historic, Friendly, and Safe Chicago Neighborhood.

Our Building:

__ Huge 5 Star Hot Tub

__ Amazing Skyline View from our Seasonal Deck.

__ Patio with Picnic Table and Gas Grill.

__ All Great Places to Relax after a Long Day.

__ Garage Parking Space Included.

__ 2 Washing Machines and 2 Dryers.

* For March and April through April 21st, the first 2 nights are $160 and extra nights are $100. If you rent 6 or more nights, one night will be free.

* From April 21st to May 18th, the first 3 nights are $160 and extra nights are $100. If you rent 6 nights, one night is free.

These prices do not include the Homeaway/VRBO service fee of 9-10%, which would be additional.

Summer and Fall rates are correct as shown from the site. There are no special rates for those months.

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 nighters

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

__ We rent to responsible adults over 25 only.

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

More Details

Member since: 2007
Speaks English
Response time:
Within an hour
Response rate:
Calendar last updated:
24 April, 2017

About Bob

We are two lifelong friends who bought this building to live in. We remodeled it completely for ourselves with 5 star extras, and later converted it to a vacation rental.

Bob purchased this apartment in 2000

Why Bob chose Chicago

Our building is 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, even in traffic. 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 and skip any traffic.

Guestbook comments from the owner

This comment was emailed to me from a nice family that stayed with us at the end of September, 2008.

We all had a marvelous time at your condo! It doesn't get much better than stomping all over Chicago, and arriving "home" to a hot tub...and then seeing fireworks from the Navy Pier and stadium from the rooftop! You have definitely invested in all the important items (kitchen and bathroom appliances and hot tub). Everything else was comfortable (furniture, bedrooms etc.). If we are returning to Chicago, we shall definitely contact you first.
Sep 2008
  • 1 of 2


Accommodation and facilities for this holiday apartment in South Side in Chicago

Property Type:
  • apartment
  • floor 1
Building Type:
  • building
  • Self-catering
Floor Area:
  • 1300 sq. ft.
House Rules:
  • Max. occupancy: 6
  • non smoking only ...
  • pets not allowed
  • Minimum Age Limit for Renters ...
  • children welcome ...
Location Type:
  • Monument View ...
  • town ...
  • Budget
  • Family
  • Activities Guide
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Clothes Dryer ...
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Local Maps
  • Local Restaurant Guide
  • Parking ...
  • Telephone ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Lobster Pot
  • Microwave ...
  • Oven ...
  • Refrigerator ...
  • Hob ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • 1 Separate WC
  • Bathroom 1 - Toilet , Shower Enclosure , Huge 5 x 3.5 ft with Body Sprays
    Bathroom 2 - Toilet , In basement and shared between both apartments as a backup
  • 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. The bathroom is done in marble with heated floors. There is an additional half bath in our basement that is shared by both apartments as a backup
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Large Double Bed
    Bedroom 3 - 1 Large Double Bed , 1 Sofa bed/Futon , Serta Inner Spring Futon mattress. It's very comfortable.
  • We also have an air bed in the apartment that can be set up in the main living space to create an extra bed in a pinch.
  • DVD Player
  • Satellite / Cable ...
  • Television ...
  • Terrace ...
  • Barbecue ...
  • Outdoor Grill Gas
  • Patio
  • Wood Decking
  • 6 garden chairs
  • Long-term Renters Welcome
  • Low Allergen Environment
  • wheelchair inaccessible ...
Pool / Spa:
  • Hot Tub
  • Indoor Hot Tub
  • Sauna ...
  • Shared Hot Tub ...
  • Steam Shower
  • churches
  • cinemas
  • library
  • live theatre
  • museums
  • playground
  • restaurants
  • zoo
Leisure Activities:
  • antique hunting
  • Boating
  • gambling casinos
  • outlet shopping
  • Shopping
  • sight seeing
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Basketball Court
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • Racquetball
  • roller blading
  • sailing
  • swimming
  • tennis
The guest renting the apartment must be 25 years of age or older. If the guests are under 30, we expect very responsible adults. Our rentals are not a good fit for very hard partiers and very late nights. We don't rent our apartments for parties or gatherings of any kind. Noise late at night or excessive noise anytime is very disturbing to our neighbors and other guests, so our rentals are really not a good fit for the very late night or very hard partying expect a quiet environment crowd. Our guests 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 -
(78 traveller reviews)

Great Reviews,SAFE, CLOSE to Everything. City Skyline View, Hot Tub, Parking
average rating of 4.8846154 based on 80 reviews

convenient location and comfortable apartmen

  • 4 of 5

The apartment was not fancy but very comfortable. The rooms were decently decorated and had plenty of room for hanging clothes. The place was clean and provided pretty much anything u needed. I didn't get a chance to use the hot tub but that was a nice plus. And having a garage to park in was definitely a plus. We never had a problem finding a parking place even when the six were playing. Had a great sandwich down the street at the pub. Connies down the road was good to.

  • Review Submitted: Apr 7, 2017
  • Date of Stay: Mar 2017
  • Source: HomeAway
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Short and sweet trip...

  • 4 of 5

It was a great experience! Bob was really helpful and the place was really homely and clean.

  • Review Submitted: Feb 9, 2017
  • Date of Stay: Feb 2017
  • Source: HomeAway
Owner's Response: Thanks for the very nice review. We enjoyed having you as our guest. I think you meant Homey instead of homely. At least I hope so. lol Thanks again. Bob
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Great Place for a Family Vacation!

  • 5 of 5

My family stayed at this property for our Christmas vacation. The home is in a great location -- a quiet neighborhood, yet convenient to the highway. We appreciated the extra pillows and blankets, as well as all of the kitchen amenities. Plus, it was nice having both a dining room table and a kitchen table, so we could work and enjoy family meals together. Bob was also responsive and friendly.

  • Review Submitted: Dec 29, 2016
  • Date of Stay: Dec 2016
  • Source: VRBO, from HomeAway
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Review of the home and experience with owner

  • 5 of 5

The home is cozy and beautiful with 3 bedrooms. Couch is also very comfortable. Beautiful bathroom, bedrooms with huge closet space and hangers, comfy couch, nice kitchen with everything you need, AC unit worked well and nice hot tub that we did not get a chance to use. Internet was fast and they had cable/dish network with plenty of channels to watch. The house is close to the White Sox stadium which is less than 5 minutes driving. The owner does have parking passes so you can park near the stadium. I'm not sure if the car is included in the rental package but I did see a set of car keys. We did not use it since we were visiting from out of town so we didn't know area that well. Also, we didn't want to be liable for damages. There was a couple stores near the area such as a deli place so its nice to have a store near by walking distance if your from out of town and don't want to eat at fancy places all the time. The owner himself is very tentative to our needs, always replying back to our messages promptly. I thought the area we were was going to be bad since it was near Southside but I did not see anything out of the ordinary. It's a very safe area to be at if you guys have any concerns. Chicago was an amazing experience that I did not expect always things to do.

  • Review Submitted: Nov 4, 2016
  • Date of Stay: Oct 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for your very, very nice review, we do try very hard to be there for our guests and to give them a great value on a great apartment. I do want to clarify one thing. We do not offer or include use of a car. What you saw was the garage door opener and keys to our garage. Uber is the fastest way into the city if you don't bring or rental a car. Everyone loves it !!
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Good value for a reasonable price.

  • 4 of 5

The best thing for me was that I could park my car in the garage and leave it. I did not want to drive around a busy City and risk an accident or a ticket. An Uber Ride Into the Heart of the attractions was $7 to $10 or even less if you would carpool. The hot tub was great after a long day of walking. The floors definitely could have been cleaner. But all of the linnens, bathrooms and kitchens were clean. Two of the beds were comfortable. We didn't try the third one. No problems with the TV or the Wi-Fi. The front door could have been sturdier . It open into a vestibule and there was another door which really should have had to deadbolt on the inside. I was very pleased with my stay over all.

  • Review Submitted: Oct 18, 2016
  • Date of Stay: Sep 2016
  • Source: HomeAway
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Great place to stay.

  • 4 of 5

We were in Chicago for our son's wedding. The owners were very accommodating with plenty of up front information about the rental. When I had questions, emails were returned promptly. After booking, my daughter and her kids also asked to stay for one night. Since we were still within the capacity limit of the rental, the owners accepted this change with no hassle and no extra cost. The kitchen was well equipped and the rest of the unit was comfortable. Parking was tight but we always had a spot in front of or near the unit. I would recommend this unit to others.

  • Review Submitted: Sep 14, 2016
  • Date of Stay: Aug 2016
  • Source: HomeAway
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Nearest Airport
7 Miles
Nearest Barpub
0.25 Miles
Shinnick's Bar
Nearest Golf
8 Miles
Harborside or Marovitz
Nearest Train
0.5 Miles
CTA Red Line subway train
Nearest Motorway
0.5 Miles
Interstate 94
Nearest Restaurant
0.3 Miles
Schallers Pump
Nearest Beach
3 Miles
31st Street Beach
Car: not necessary

The map in this ad can be zoomed in or out to different levels so that you can 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.

The Go Chicago Card

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.

Other Activities: Boating, racquetball, basketball

Golf: We have some stellar golf courses here. We'll be glad to recommend a course to fit your needs and skill level. We have everything from 5 star courses that have hosted the U.S. Open to 9 hole municipal courses.


Prices & Availability

Prices for this holiday apartment in South Side, Illinois

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
Spring 2017
21 Apr 2017 - 18 May 2017
4 night minimum stay
for 4 nights
Spring 2017
19 May 2017 - 5 Jun 2017
4 night minimum stay
for 4 nights
Summer through Fall 2017
6 Jun 2017 - 31 Dec 2017
5 night minimum stay
for 5 nights
Winter 2018
1 Jan 2018 - 28 Feb 2018
5 night minimum stay
for 5 nights
My Standard Rate
4 night minimum stay
for 4 nights

Additional pricing information

Refundable Damage Deposit £156.47

Ours is a 2 unit building. 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. Our other apartment is HomeAway listing number 271945

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.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
Enter dates for accurate pricing
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Partner Offers

Portable wifi hotspot

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