Downtown Mich Ave - 6 Penthouses, Sleep 25

Feel at Home, Unwind, and Enjoy the amenities you deserve at our Michigan Ave Penthouse with 6 combined units!

Guests love staying with us because:
✅Central Location on Grant Park (no car needed!)
✅10 Bedrooms with Queen beds!
✅FAST WIFI
✅En-suite Laundry
✅Did we mention the Lake & Park are outside our front door?
✅10 Bedrooms with Queen and Double beds!
✅Shared Rooftop Deck stunning views
✅Gym
✅3 blocks from Red "L" subway
✅Close to Grant Park, The Bean, Soldier Field, Museums

Please note: This property is professionally managed by our team. While you may book through VRBO, payment may be processed directly through our secure Stripe system.

You won't find many properties like this in Chicago

This is a combination listing:
R24000114149
R22000082721
R22000082722
R22000081989
R22000081990
R22000081987

A manicured park. Waves crashing along the Lake Michigan.

When you're here, you're given a bird’s eye view of Chicago’s Front Yard, or more commonly known as Grant Park.

Drop your bags in your private space, complete with cozy beds, sky-high ceilings, and expansive windows allowing sunlight to pour in.

Make your way to the fitness center for a quick workout and then grab a breath of fresh air on the rooftop.

You get to choose from one of the 6 condos on this floor to stay in.

Time to hit the pavement. Saunter the art-filled halls at the Art Institute of Chicago. Wander past the 19th-century mansions on Prairie Avenue. Then fill your belly at The Dearborn (we recommend the mouth-watering fish and chips). Trade your sneakers for your go-to night-out pair. Let your ears guide you to the bustling bars. Try a new cocktail. Or order a pint and join the locals as they cheer on the Cubs.

Working, relaxing, living. Our spaces have all the other essentials you need for your stay.


- Contact-free check-in
- Super-fast WiFi
- Fresh towels and bathroom essentials

- Pre-cleaning before your arrival
- Plenty of space to work
- HDMI cord for streaming
- Fitness center
- Rooftop
- En-suite laundry
- Fully equipped kitchen
- Sleeper sofa
You access the property on Michigan Avenue. You are given a PIN or virtual key to access the front door.

Once you get inside the building, you walk all the way back to the service elevator because it is the only elevator that takes you to the 12th floor Penthouse floor.

Once to the floor, you can choose from our 6 condos on the floor. Enjoy!

You have private, full access to the 6 units on the floor, the shared rooftop, and the shared gym

We're always here to help as needed.

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 Roosevelt and Harrison. We recommend NOT renting a car, and walking, ubering, and using public transit for your stay.

*There is a flight of stairs to access the elevator

No Local Guests (City or Suburbs)
Quiet hours: 10pm to 8am
Minimum age of 30 to book

The base price for this home is for 14 guests only. There will be an extra guest fee of $10 per guest per night if your group exceeds to 14 people.

Small Pet Fee (Under 20lbs, no shedding) - $250
Large Pet Fee - (Over 20lbs) - $300 plus a $200 refundable deposit and subject to host approval.
If the pet sheds, then we will require an additional $150 refundable Security deposit.

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 :)

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.

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.

Q: Is the neighborhood safe?
A: Very much so. 24 hours a day.

Q: What about PARKING?
A: You may inquire for our private under building parking spot. The spot is $100 flat fee.

We don’t recommend driving because we are so centrally located. You may find a lot or garage nearby for $18-30 / night. There are multiple garages or valet services within 2 blocks

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 Rooftop 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: 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.