[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Summer/Fall 2026. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day].
Stunning 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, and panoramic city views in multiple directions. This bright and airy three bedroom, two bathroom space is perfect for travelers looking for a memorable escape in the sky in the heart of downtown Chicago. The penthouse is adjacent to the building's amazing rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!
The Space:
Located in a secure, high-end building in the center of Chicago! Once inside, you're greeted by a light-filled space with oversize windows overlooking the city skyline. The views during the day are fantastic - but it's even more magical at night! Right out the window, you'll see a unique scene of diverse and famous Chicago architecture with the bustling city below.
Interior design is a passion of ours and the chic furnishing of the unit reflects that! There is fast internet, a smart TV with Roku, and comfortable modern furniture to lounge on.
The kitchen and living room are open and very spacious. The kitchen is stocked with cookware and all the tools you need to cook a great meal. We have 4 counter stools for the granite kitchen island. Plenty of room to dine comfortably or to use as a workspace.
For each guest, the comfortable beds have crisp, clean linens and the bathrooms are stocked with fresh towels and bath products. The master bedroom has a walk-in closet along with a massive closet in a second bedroom. Sleeping arrangements are as follows:
Bedroom 1: Queen bed
Bedroom 2: Queen bed
Bedroom 3: Full bed
Living Room: Queen sofa bed
We also provide towels, detergent, iron, etc. and you have full access to the in-unit washer and dryer.
The building has a 24 hour doorman and great amenities including a movie theater, gym, outdoor pool, rooftop "sky lounge" with grilling stations, and a year-round rooftop terrace with sun beds and lounge seating as well as an indoor area that can be enjoyed during colder weather. The panoramic city and lake views from the rooftop are truly awesome!
Guest Access:
You'll have complete and private access to our penthouse. You will also have access to all of the building's shared amenities (rooftop deck, gym, etc).
The Neighborhood:
The Loop is the heart of Chicago and the most central location in the entire city! You are surrounded by world-class architecture, shopping, theaters, parks, and other sites. From our place you can quickly walk to Millennium Park, the lakefront, the Chicago River, the Magnificent Mile, the Art Institute, and so much more. The Field Museum, Shedd Aquarium, and Soldier Field are just a 5 minute ride. Oak Street for luxury shopping and the West Loop restaurant row for world class dining are only 5 minutes away as well!
Getting Around:
Our place is surrounded by trains and buses that will take you anywhere in the city you want to go! Uber and Lyft is also available 24/7. You'll have no trouble getting around without a car.
Parking is not included with our listing, but there are many nearby parking garages close to our building (within a couple blocks). We also suggest using SpotHero or ParkWhiz to find and book discounted parking. You can usually find reasonable overnight parking for $15 to $25.
Other Things to Note:
Dogs allowed only with prior approval. Please inquire about breed restrictions. 35 pound weight limit. $35/night per pet fee applies. Unauthorized pets will incur a $500 fee.
Parking is not included with our listing, but there are many nearby parking garages close to our building (within a block). We also suggest using SpotHero or ParkWhiz to find and book discounted parking. You can usually find reasonable overnight parking for $15 to $25.
The outdoor pool is typically in operation from late May through late September, but exact opening and closing dates depend on the weather, maintenance, and other factors.
Interaction with Guests:
We are always available to answer questions and give recommendations!
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• No smoking.
• Pets allowed with prior approval only. Please inquire for breed and weight restrictions and additional rules. Fee is $99 per stay. ...
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
This property accepts cash
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 and a first aid kit
Property Registration Number R22000078439
About the area
Chicago
Located in Chicago, this apartment is in the city centre. The area's natural beauty can be seen at Millennium Park and Grant Park, while Field Museum of Natural History and Griffin Museum of Science and Industry are popular area attractions. Looking to enjoy an event or a game? See what's going on at Soldier Field or McCormick Place.
Garrett Popcorn Shops - Millennium Park Plaza - 2 min walk
Intelligentsia Coffee - 2 min walk
M Bar - 3 min walk
Sweetwater Tavern & Grille - 2 min walk
Frequently asked questions
Does Modern 3BR Penthouse in the Loop | Roof Deck have a pool?
Yes, this property has a pool.
How much does it cost to stay at Modern 3BR Penthouse in the Loop | Roof Deck?
As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at Modern 3BR Penthouse in the Loop | Roof Deck on 26 July 2026 start from AU$755, 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.
Is Modern 3BR Penthouse in the Loop | Roof Deck pet-friendly?
Yes, pets are allowed at this property.
What time is check-in at Modern 3BR Penthouse in the Loop | Roof Deck?
Check-in begins at 3:00 PM.
What time is check-out at Modern 3BR Penthouse in the Loop | Roof Deck?
Checkout is at 11:00 AM.
Where is Modern 3BR Penthouse in the Loop | Roof Deck located?
Located in Downtown Chicago, this apartment building is steps away from Chicago Theatre and Michigan Avenue. Chicago Riverwalk and Millennium Park are also within 5 minutes. Randolph-Wabash Station and State Station are within a 5-minute walk.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Spacious, clean, quiet apartment in a fantastic location. The apartment has everything you would need for a comfortable stay. Had the local grocery store drop off essentials to our apartment as soon as we got there. Plenty of great restaurants, nightlife, shopping, museums and parks easily accessible by either walking or taking public transportation if you wish. The train from the airport drops you off within a couple minute walk from the front door. Met family here for a short vacation and we will definitely stay here again when we come back to Chicago.
Everything was great. From the helpful staff at the front desk, to the great space we stayed in. The location was perfect, walking distance to everything we wanted. Could not recommend a better option for staying in downtown Chicago with a family. Really made celebrating the holiday special, and can’t thank the host enough.
This is a great place to stay, conveniently located to many of the sites that visitors want to visit. Interesting restaurants, coffee, shops, cafés, rooftop bars, etc. are fun to explore and nearby. The apartment was comfortable and very roomy. We ate most meals out or got takeout as the kitchen equipment was adequate but not set up for involved cooking. We loved the views from the windows!
Good communication and excellent location. Amenities were sparce. 1 dishtowel, one small S/P, no spatula to turn eggs (but 4 wisks). No cleaning supplies to wipe down counters. Coffee pot needed a significant cleaning.
Richard & Liz S.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 3 Dec 2025
Richard, we provide all purpose cleaner, paper towels, and other cleaning supplies. I'm so sorry if anything was missing during your stay - we would have been happy to replenish them had you notified us during your stay. We have placed a new set of spatulas in the unit so this won't be an issue for future guests.
Absolutely wonderful location. Communication with Host is great—super responsive and easy to work with. We have stayed at this property for the last 4 years on our annual Chicago shopping trip. I have always given it 5 stars, but reduced to 4 stars this year due to: 1) the temperature in the apartment was extremely cold. Once we finally found space heaters in the closet, we were able to raise the temp to a live-able level. 2) the water in the showers also does not get very warm 3) while very clean, the apartment is starting to look worn 4) the price of the apartment has risen quite ALOT over the time period of our rentals. We will likely keep coming back because the location is GREAT and we’ll just hope for warmer temps in Chicago.
Dana C.
Stayed 2 nights in Dec 2025
Response from VrboOwner on 26 Dec 2025
Hi Dana! In the future, please reach out to us for assistance with operating the heat. It sounds like you may not have had both thermostats turned on? The heat in this unit is usually very good, so we're a bit confused about your feedback. Regarding your other feedback, we are having the apartment fully repainted next month and are replacing several key items including the dining chairs, coffee table, etc. We always strive to keep our apatments in like-new condition as much as possible. Lastly, please note that our prices fluctuate based on seasonality and demand. Our prices haven't actually "risen" - it just depends on when you book and can't be predicted. Thank you!
This property is in a great location. We were able to walk to many restaurants and sites. The parking garage across the street was also very convenient. The property was clean and well maintained. Three bedrooms worked perfect for our two teenage children to have their own spaces. The beds are a little stiff, but they weren't terrible. Would definitely stay there again.
We love this property in Chicago. Located in a perfect part of town with lots of things to do and great restaurants—all within walking distance. This was our 3rd time to book this property on our annual Girlfriends’ Trip to Chicago. It is perfect for us and the Hosts are great communicators and keep the property up. Don’t hesitate to book this property!!
You can’t beat the location, great to have space with two teenagers. I would echo some previous comments that the beds are firm. A mattress topper would be a great addition to the beds, at least the master where adults are sleeping. Easily walkable to everything to make a great Chicago trip.
Loved the location. Stay was comfortable. Minor rotation with poor or non working lights and loose faucets. Also there was nothing but salt and pepper in the apt. Every VRBO in which I have stayed had some basic food amenities. Otherwise a good stay
We had 6 of us stay in the condo for 3 nights and really enjoyed the condo. The location was great, the front desk staff was very nice and helpful. We asked for a late check out and they were able to accommodate us, we appreciated that. Beds were comfortable and more than enough pillows and bedding.
Enjoyed our stay in this penthouse apartment. It is within a couple of blocks of the epicenter of Chicago’s downtown and a safe location overall. Folks who worked the front deck were very nice and the check in and out procedures were easy to follow. Recommend this place!
Friends weekend with out of town people. Location is prime for everything. Millenium park, off of Michigan and walking distance to El for airport. Spacious and access to rooftop is great. Recommend, we were group of 6.
We had a great time in chicago. The location was ideal, you can walk everywhere! We would come back again for sure..Apartment has huge bathrooms, oversized compared to bedroom sizes. There was a heatwave and we couldn’t cool apartment below 74….which was fine. Hallways, elevator, and gym were all uncomfortably hot. 24th floor roof terrace was closed, due to maintenance, and 2 elevators were being repaired. The rooftop pool in sister building was very nice space.Overall a good stay, not what I would consider “penthouse” quality but very nice stay and great location!
Really nice location, close to Michigan Ave, the River, and the Loop. Easy in-and-out, check-in was as described. Good layout of bedrooms & baths, nice kitchen, quiet floor. The roof area is a must-see - great views, pool table, nice workspace/living room with fireplace.
A group of friends stayed with the objective of seeing a show and wrapping up Christmas shopping (and well, some good food too!). You can find better accomodations for this!! Second time we’ve stayed in this property and we’ll be back!!
Dana C.
Stayed 2 nights in Dec 2023
About the host
Hosted by Staywell Hospitality
Languages:
English
Premier Host
They consistently provide great experiences for their guests