3 Bedroom Downtown Chicago Penthouse!

Entire home/apt

10 guests

3 bedrooms

3 beds
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Ages 2 - 12
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10 guests maximum. Infants don’t count toward the number of guests.
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This has been the preferred Chicago property of Airbnb founder and CEO, Brian Chesky.

Located in the beautiful and historic Old Town neighborhood in the heart of downtown Chicago. On bustling Wells Street, steps to all the great things Chicago has to offer - the lake, Topo Gigio and Old Town Ale House (both Anthony Bourdain favorites), high-end boutiques, and the famous Second City Comedy Club.

The space

This is a beautiful 2,500 sq. ft penthouse loft in the heart of downtown Chicago.

The building is next to "Magnificent Mile" and steps away from amazing restaurants, comedy club (Zannies, Second City), theaters, boutique shopping, public transportation (red line, and 156 bus line), bars and just four blocks from the beach.

**Please be aware there are 45 steps to get to the unit (2 flights).

This building is truly one of a kind. Built in 1897 and completely renovated in 2016 this unit has exposed brick, 20 foot ceilings and 120 year old barn wood floors capped off with a rooftop deck overlooking Willis (Sears) Tower.

3 bedrooms all with king beds

2 full bathrooms

Full kitchen and living room

Master bedroom- Fit for a king. Located on balcony level overlooking living room. Vintage french doors open to balcony. Furnished with a tempurpedic king sized bed and 50 inch TV. Attached to marble bathroom with jacuzzi and all-marble rain forest dual shower head steam shower. Enjoy Kohler faucets and heated floors. (All assortments of toiletries, blow dryer, extra towels, linens, and extra pillows and blankets included)

Second and third bedrooms - Spacious and comfortable, both with king beds. Crown molding, large closets and spectacular views of Sears tower.

Second Bathroom- Marble floors, classics European style and granite counter tops. (All assortments of toiletries, blow dryer, extra towels and linens included)

Extra amenities include a push button fireplace, vintage 1950 first coin operated Valley pool table, dartboard, surround sound stereo system, PS3 (with movies and games), blu ray, board games and a 60-inch hanging TV equipped with HBO, Netflix, Showtime, TiVo, and Amazon.

Full laundry room in unit with iron and ironing board.

Last but not least is the rooftop deck. This view is absolutely magnificent. Your first walk out onto this large spacious rooftop deck will leave you speechless. It boosts a comfortable couch, grill, and large table all adorned with round draping bulb lights going from corner to corner of the deck, with a full 360 degree view of the Chicago skyline.

You will never forget your Chicago visit when you are on the roof deck after the sunsets and the city lights fill up the sky.

Spoil yourself in the Windy City. There is nothing else like this in the city.

Upon arrival, a welcome packet that will explain to you all about the features of the penthouse and how to maximize your time while staying here. Anything from how to work the jacuzzi to how to operate the electronics is outlined and at your disposal when you walk in the door.

Interaction with guests

We have keyless entry for very convenient check-in and out.

License or registration number

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Business travel
   This listing has essential business travel amenities. 

The space
Bathrooms: 2
Bedrooms: 3
Beds: 3
Check In: Anytime after 3PM
Check Out: 11AM
Room type: Entire home/apt
Self check-in: Keypad

Extra people $35 / night after 8 guests
Cleaning Fee $110
Security Deposit $750
Weekly Discount: 25%
Weekend Price $799 / night
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Sleeping arrangements
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Common spaces
2 couches, 3 air mattresses

House Rules
No smoking
Check in is anytime after 3PM

**No excessively loud parties. Quiet hours are 10:00pm-7:00am on weeknights and 11:00pm-7:00am on weekends (the building association will fine, noise ordinance fines are $250 for the first occurrence and charges will be passed on to the guest) **

No more than 15 people in the unit at once unless approved. Fine: $250 plus additional $35/per guest per occurrence. We can accommodate larger events with approval (might be subject to an additional fee).

No smoking inside the building - Fee for smoking: $125/per occurrence (building has Nest smoke detectors which notify us if smoke is detected)

Be respectful and courteous to neighbors. Other than that, please enjoy your time in Chicago.

Late check out fee of $25 for every half hour. Please check out on time!


Safety features
Smoke detector
Carbon monoxide detector
First aid kit
Fire extinguisher

3 nights minimum stay.
From Jun 1 - Aug 31, 2018 the minimum stay is 4 nights.

81 Reviews

Check In
Will User Profile
August 2017
I had a great experience during my one night stay at this very cool listing. As the saying goes, "what you see is what you get"- and you can rest assured that the spacious and comfortable condo that you see in the pictures is exactly the standard that you can expect to see upon arrival. From the amenities and entertainment options on the inside, to the local grocery store, coffee shops and restaurants on the outside, you will feel very much "at home" during your stay. Checking in was easy and correspondence regarding any of my questions was relatively immediate and very efficient. The only thing that you may want to consider are the 2 flights of stairs and lack of a building elevator which may not be suitable for seniors or folks with disabilities. Other than that, it's all good!

Luke User Profile
August 2017
Beautiful apartment, has everything you need plus some nice added touches with tea, coffee, pool table. Amazing main sitting area and kitchen. Easy access and very clear instructions for using the all of the features of the place. Would highly recommend and hope to return. Great neighbourhood with restaurants and bars 50 feet away.

Jeff User Profile
August 2017
Michael's place is perfect! I went to Chicago for my bachelor party. The view from the top deck is great. The beds are incredibly comfy. The place is close to public transportation which we used to go to grant park and a cubs game. Good local restaurants are also just a stroll away. Michael was very quick to respond to any questions or concerns. I would definitely stay here again.

Lauren User Profile
July 2017
This place is amazing! The pictures actually undersell how fantastic it is. The host was easy to work with and a great communicator; check-in & check-out could not have been easier. We had an awesome time.

Brett User Profile
June 2017
This place is beautiful, comfortable, and in an AWESOME location!

Jordan User Profile
May 2017
Michael's place was a dream come true and did not disappoint. It's so close to everything in Old Town, restaurants and bars right there, and a short ride away from Navy Pier. The place was high end and clean. I really enjoyed having the rooftop. Was perfect for hanging out with friends, grilling, relaxing, etc. I would definitely recommend Michael's place to anyone who's looking for a great Chicago experience. My friends and I will definitely be back. :)

Nate User Profile
April 2017
Everything was great about the stay! Highly recommended!

This host has 35 reviews for other properties.

View other reviews
Chicago, Illinois, United StatesJoined in March 2013
-Michael User Profile-Michael is a superhost.

Love to explore

Response rate: 100%
Response time: within an hour

The neighborhood

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