Feel at Home, Unwind, and Enjoy the amenities you deserve with two 2-Story Downtown Penthouses with Million $ Views.
Guests love staying with us because: ✅ Central location near Grant Park, Art Institute, & more! ✅ FAST WIFI ✅ 2 complimentary parking passes in the attached garage ✅ En-suite Laundry ✅ KING beds ✅ Private Rooftop Deck w/ stunning views ✅ Amenity Floor (Gym, Lounge, Doggy Park) ✅ 1 block from Red `L` subway ✅ Close to Grant Park, The Bean, Soldier Field, Museums
This is a combination listing: R23000096781 R23000096782
There isn`t another listing like this in Chicago - 2 Penthouses in the heart of Downtown with modern finishes and professionally designed décor.
Both spaces are truly unique within Chicago`s Downtown `Loop` District. You will sit 28 floors up with expansive views throughout the home.
Both units are a 2-floor penthouses.
On the entry level floor are the two large bedrooms with KING beds and two bathrooms. The Master bedroom comes equipped with a walk-in closet.
The 2nd level greets you with a modern kitchen, living area, and PRIVATE outdoor patio.
Along with the units, you also have access to the amenity floor with lounge area , gym, doggy care, and more!
You have full access to the unit and the amenity floor, equipped with a gym, lounge, and more!
We`re here when you need us!
The South Loop is such a dynamic mix of attractions and histories that the neighborhood tends to be seen as many different things to many different people. Consider the assorted areas that comprise the South Loop:
Much of its eastern edge is encompassed by the Museum Campus, an impressive collection of cultural treasures that includes the Field Museum, Adler Planetarium and Shedd Aquarium. This campus sits on scenic lakefront parklands that are an extension of Grant Park. With 319 acres of green space and recreational fields, Grant Park is known as `Chicago`s front yard` to locals and also plays host to major city events such as Taste of Chicago, Chicago Blues Festival and Lollapalooza.
Jutting out further into Lake Michigan is Northerly Island, a peninsula sought out by nature lovers, while along the southern edge the sports fans know Soldier Field as the stadium for the beloved Chicago Bears football team. Meeting attendees are most familiar with McCormick Place, the largest convention center in the country, which is also in the immediate area.
And yet there are even more facets to the South Loop. History buffs point out the Motor Row District along South Michigan Avenue and nearby Prairie Avenue District, the `Millionaire`s Row` that was lined with mansions belonging to Chicago`s most wealthy elite during the end of the 19th century.
In the adjacent Printer`s Row neighborhood, urban loft condos now fill the commercial spaces in what was formerly the center of the Midwest`s publishing industry. Connections to this past are still seen within the venerable, independent book store and annual summer lit fest here. But business professionals and students have brought new life and redevelopment (though the vibe remains mellow), filling the restaurants, music clubs, smaller theaters and museums that have all established themselves in the community.
We are very central and in close walking distance to the subway stops at Polk. We recommend NOT renting a car, and walking, ubering, and using public transit for your stay.
The HVAC system is unique because it is a single duct system, meaning that it only blows heat or cool at a time - depending on the time of the year (set by City law). We provide fans and a floor HVAC unit within the property for the transition months.
There is a NOISE MONITORING system within the home to track decibel noise level. Please respect our neighbors and do not get too loud outside quiet hours :)
❎No Local Guests (City or Suburbs) 🙊Quiet hours: 10pm to 8am 👍Minimum age of 30 to book
🚫 Last-Minute Bookings Policy To ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.
The base price for this home is for 8 guests only. There will be an extra guest fee of $20 per guest per night if your group exceeds to 8 people.
Small Pet Fee (Under 20lbs, no shedding) - $250 Large Pet Fee - (Over 20lbs) - $300 plus a $200 refundable security deposit and subject to host approval. If the pet sheds, we will require an additional $150 refundable Security deposit. Unauthorized Pets - $250.00 plus any damages or additional cleaning costs incurred
Smoking in Room/Common Area - $500.00 minimum charge and eviction from Rental Unit Excessive Cleaning - Up to $125.00 per hour of additional cleaning needed Damaged or Missing Items - Varies depending on cost of item Missing Keys - $50.00 minimum charge Missing Fob - $500.00 minimum charge Lost parking pass - $300.00
Noise Complaints: potential warning issued or, if necessary, eviction with no refund and a charge of up to $1,000.00 Party in Unit or Common Area - Up to $2,000.00 plus any damages to the unit Forgotten Personal Belongings - $75 minimum charge for handling and shipping. If keys are left inside the home, and we come to give you re-entry it is $50. Unauthorized Late Check Out -Up to the cost of any impacted nights subsequent to originally scheduled check-out
No Unauthorized Late Check Out without notice from Host. -Early check-ins/Late check-outs can sometimes be accommodated by our cleaning service for $50 per hour fee (per unit).
All guest names and ages must be registered before you are allowed to check-in.
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Q: Is the neighborhood safe? A: Very much so. 24 hours a day.
Q: Do I need to bring towels, a hair dryer, or linens? A: Nope! we provide all these things. We also provide you and your guests with a starter pack of toilet papers
Q: When can I check in or check out? A: Check in is 4pm and check out is 10am. Early check ins can be difficult if there are guests who checked out same day. We ask for an early check-in, or a late-check out fee, if you request either.
Q: Is the Gym and Amenity floor shared? A: Yes, it is shared so please be respectful of other tenants and guests using the space.
Q: Luggage Drop-Off / Storage? A: If you do not have flights that coincide with our check-in and checkout times, you may store your bags with Radical Storage near our property. It allows you to store your bags for your optimal time :)
Q: Can I come and go as I please? A: Yes. And we wouldn`t trust any listing with which this isn`t the case.
Q: What about PARKING? A: Your reservation comes with two parking cards for the attached parking garage.
Q: Is the place professionally cleaned between guests? A: Yes, and we take pride in providing a clean home for guests.
Q: What`s my total booking price? A: We honestly have no idea. With fees included, it only shows the guest how much they pay. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and it actually uses some crazy algorithm to adjust it automatically, so I don`t actually control this.
Q: Are the beds comfortable? A: Very. Some guests say they`re the best they`ve ever slept on!
No Agency Relationship. Nothing herein contained shall be deemed to authorize or empower either party to act as agent for the other party to this Agreement, or to conduct business in the name, or for the account, of the other party to this Agreement.
Guest Verification As part of our vetting process, we may ask guests to confirm a few details — such as their names, ages, where they’re traveling from, or their travel plans — before accepting a booking. In some cases, we may also request a valid government-issued ID for verification purposes. This helps us ensure that all stays are safe, transparent, and in line with our house policies.
Unresponsive Guest In some cases, if a guest does not respond within a reasonable period, we reserve the right to cancel the reservation. For same-day bookings, this timeframe is up to 2 hours or less. For all other bookings, this timeframe is up to 8 hours. This ensures that we can provide the best experience and availability for all our guests.
Online Check-In & Rental Agreement Required Before receiving check-in instructions, all primary guests must complete our online check-in form and review/sign our rental agreement. This helps verify guest details and ensures a smooth, secure arrival.
EXTRA GUEST CHARGE The base price covers 8 guests. For more than 8 guests, there is an extra guest fee of $10 per guest for the full number of nights. Example: 1 extra guest for a 5-night stay = $10 × 5 nights = $50.
Refundable Security Deposit: A $300 refundable security deposit is required and will be `held` or `authorized` (not `charged`) by Chicago Hospitality Club on your card. Any property damage or extra charges may be deducted from the deposit. VRBO collects platform payments/charges separately, while Chicago Hospitality Club handles the deposit, so seeing both on your statement is normal. The deposit is automatically released 3-7 days after checkout.
Keys & AirTags: For transparency, some building keys or fobs may have an AirTag attached for loss prevention. The AirTag is only used to locate the key if it is lost and is never used to track guests or their movements. Guests are not required to carry the key at all times, but we recommend keeping the AirTag attached to help avoid replacement charges if the key is misplaced. ❎No Local Guests (City or Suburbs) 🙊Quiet hours: 10pm to 8am 👍Minimum age of 25 to book
🚫 Last-Minute Bookings Policy To ensure a smooth check-in, all same-day reservations will REQUIRE HOST APPROVAL. Please message us first so we can confirm and ensure everything is set for your arrival. This helps us make sure the space is properly prepared and ready for your stay.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
With additional charge.
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Smoking
Smoking is not permitted
❎No Local Guests (City or Suburbs)
🙊Quiet hours: 10pm to 8am
👍Minimum age of 25 to book
🚫 Last-Minute Bookings Policy
To ensure a smooth check-in,
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number R23000096781
We should mention
A car is not required for transport to and from this property
About the area
Chicago
Downtown Chicago, a neighbourhood in Chicago, is home to this apartment. The area's natural beauty can be seen at Millennium Park and Lake Michigan, while Art Institute of Chicago and Field Museum of Natural History are cultural highlights. Looking to enjoy an event or a game? See what's going on at Soldier Field or McCormick Place.
Auditorium Building and Theatre - 6 min walk - 0.6 km
Lollapalooza - 8 min walk - 0.7 km
Art Institute of Chicago - 12 min walk - 1.1 km
Millennium Park - 14 min walk - 1.2 km
Getting around
Harrison Station - 4 min walk
Chicago Museum Campus-11th Street Station - 9 min walk
Chicago Midway Airport (MDW) - 35 min drive
Restaurants
Lou Malnati's Pizzeria - 1 min walk
Devil Dawgs on State - 1 min walk
Lao Sze Chuan - 4 min walk
Honeyberry - 2 min walk
Buddy Guy's Legends - 2 min walk
Frequently asked questions
Is DTown Penthouse - 4bd/4ba (+Parking + Gym ) pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.
How much does it cost to stay at DTown Penthouse - 4bd/4ba (+Parking + Gym )?
As of 26 March 2026, prices found for a 1-night stay for 2 adults at DTown Penthouse - 4bd/4ba (+Parking + Gym ) on 15 May 2026 start from NZ$2,287, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at DTown Penthouse - 4bd/4ba (+Parking + Gym )?
On-site parking is available at the property.
What time is check-in at DTown Penthouse - 4bd/4ba (+Parking + Gym )?
Check-in begins at 4:00 PM.
What time is check-out at DTown Penthouse - 4bd/4ba (+Parking + Gym )?
Checkout is at 10:00 AM.
Where is DTown Penthouse - 4bd/4ba (+Parking + Gym ) located?
Located in Downtown Chicago, this apartment building is within a 15-minute walk of State Street and Art Institute of Chicago. Millennium Park and Lake Michigan are also within 1 mile (2 km). Harrison Station is only a 4-minute walk and Roosevelt Station is 7 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We loved our stay here! From booking to check-out, the host was incredibly helpful, guiding us through each step with a great attitude and quick responses. Both units are beautiful, and the terrace view is unbeatable. There are fantastic restaurants, coffee shops, and nearly any business you might need right in front of the building or just around the corner. We’ll definitely stay here next time we’re in town!
Our trip was amazing! The location was perfect! Very centric and walkable to everything. The unit was absolutely beautiful with breathtaking views! Thank you Mary for your amazing hospitality. We highly recommend this place for anyone visiting Chicago!
The communication with the property managers was excellent. Great response to questions and nearby restaurant suggestions.
The views are wonderful, the beds comfy and wonderful location for walking to several of the beautiful parks.
Our group was extremely pleased with this VRBO. It was the perfect location and allowed us to easily explore the loop, Millennium park, museums/Soldier field and the train was easily accessible to get up to North Chicago as well. The patio was one of our favorite parts as it allowed us to get outside and had great views of the lake and city. Both apartments were also more spacious than we were expecting and we had plenty of room for games, meals, and relaxing. We would all definitely book this property again and it was one of the highlights of our Chicago trip!
Everything was lovely and comfortable in the apartment with a few small exceptions. 1) The temperature was very difficult to regulate. Apparently, we were visiting during the shoulder season and the central air had not yet been turned on. It was unseasonably hot (over 85 degrees at times) and we had no air conditioning in 2 of the 4 bedrooms (2 bedrooms had portable A/C units); the other 2 bedrooms needed them as well. 2) We were traveling with 2 elderly relatives in their 90s: 1 in a wheelchair and 1 who had difficulty climbing stairs. There was no elevator to the second floor (the floor that contained the kitchen, family room, and deck). Thus, this apartment would be a perfect set-up for guests who can climb stairs, but was not ideal for our group. 3) Of the 4 bedrooms, only one had a chair in it. This was noticeable to us, because we had to spend a lot of time on the first floor with our older relatives. It would be helpful to have a comfortable chair in each bedroom. 4) We had to move the area rugs to roll the wheel chair and to avoid anyone tripping, and the floor was very dusty under the rugs. The cleaners need to vacuum and mop the floor under the rugs. Otherwise, the apartments were clean and neat. 5) Finally, the two apartments, although rented together, are not connected at all. We had hoped to be able to walk between the apartments inside, but it was not possible. That should be more clear in the description. The host was very responsive to emails and small needs.
Janis K.
Stayed 4 nights in May 2023
Response from VrboOwner on 4 July 2023
Thank you for staying with us, Janis! Since you've stayed with us we've added two heavy duty Heat/Air floor units to help with the shoulder months. All the best!
Hi there! We’re a family-owned vacation rental company. We go by Chicago Hospitality Club, but you can call us JW or Mary. We look forward to hosting you! :)
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests