[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].
Beautiful 1,400+ square foot penthouse apartment on the top floor with 13 foot tall ceilings, oversize windows, and panoramic city views. This bright and airy three bedroom, two bathroom space is perfect for travelers looking for a luxurious 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 spacious light-filled apartment 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. The kitchen is stocked with cookware and all the tools you need to cook a great meal. We have 5 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. 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're always available to answer questions and provide 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
Property Registration Number R22000078441
Property # 9554859
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
About the area
Chicago
Downtown Chicago, a neighbourhood in Chicago, is home to this apartment. Chicago Theatre and Art Institute of Chicago are cultural highlights, and some of the area's popular attractions include Field Museum of Natural History and Lincoln Park Zoo. Looking to enjoy an event or a game? See what's going on at Soldier Field or United Center.
Garrett Popcorn Shops - Millennium Park Plaza - 2 min walk
Elephant & Castle - 1 min walk
Intelligentsia Coffee - 2 min walk
Bar Pendry - 3 min walk
Stan's Donuts & Coffee - 2 min walk
Frequently asked questions
Does Stunning 3BR Penthouse in the Loop | Roof Deck have a pool?
Yes, this property has a pool.
How much does it cost to stay at Penthouse in the Loop with roof deck?
As of 2 July 2026, prices found for a 1-night stay for 2 adults at Penthouse in the Loop with roof deck on 5 July 2026 start from NZ$949, 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 Stunning 3BR Penthouse in the Loop | Roof Deck pet-friendly?
Yes, pets are allowed at this property.
What time is check-in at Stunning 3BR Penthouse in the Loop | Roof Deck?
Check-in begins at 3:00 PM.
What time is check-out at Stunning 3BR Penthouse in the Loop | Roof Deck?
Checkout is at 11:00 AM.
Where is Stunning 3BR Penthouse in the Loop | Roof Deck located?
Located in Downtown Chicago, this apartment building is steps away from State Street, Michigan Avenue and Chicago Theatre. Chicago Riverwalk and Millennium Park are also within 5 minutes. State Station and Randolph-Wabash Station are within a 5-minute walk.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful apartment. Very comfortable. View of Chicago buildings and excellent location. If you want to be in the heart of downtown. This is the place to stay. Location is everything.
The location was perfect for walking everywhere we wanted to go in downtown Chicago. The place was very spacious, very clean, and the perfect place to spend a weekend in Chicago with our family.
Great place! Convenient and centrally located for a quick Chicago getaway with friends or a family.Had two friends and I stay here for three days, and it was the perfect amount space for all of us. Easily could’ve done a few more!
Location, Location, Location. Perfect for walking to all the main attractions by the loop. Willis tower, Navy Pier, Art institute, Riverwalk, Millennium and Grant Park. All of them were 5 minutes to maybe 30 min walk. But walking around is what we wanted to do anyways. As a family of 6, we were comfortable in the penthouse. Huge Bathrooms. Just wish the furniture and beds were more comfortable. No issue with noise inside or even the train outside was light and didnt bother us. Concierge were very friendly and helpful.
Check in was very easy. We had contacted the host to ask if we could check in a bit early, and they were able to make that happen, which we really appreciated. Apartment was clean, and exactly as described. It was the perfect set up for four friends spending the weekend together. We were really happy with the location (and there’s literally a parking garage right across the street, so that was very convenient). We all agreed we would definitely book this property again.
Apartment has a great layout for my wife and my adult children, close to everything you need to see. Restaurant choices right out the front door. Very responsive host. We had a great stay and would stay again.
Location was amazing!! This place was perfect for our weekend away with our adult children. We went to a show, the boat tour, the bean and of course a baseball game. This place provided everything we needed!
We loved our stay at this location. It was clean, comfortable and had plenty of space for our group of 7. The bathrooms were huge and the facilities were great. We cooked breakfast for a couple of mornings and the kitchen was well stocked for our needs. We also enjoyed relaxing at the rooftop pool. The breeze from Lake Michigan was amazing. Parking was a bit of a challenge but the check-in information had parking recommendations which were very helpful.
This 3 bedroom apartment was great! The location is perfect for walking to Millennium Park, restaurants, and bars. The rooftop terrace had amazing views! Would definitely stay here again!
Carrie B.
Stayed 2 nights in Jul 2024
Verified
6/10 Okay
Tamara H.
20 May 2026
Liked: Check-in, communication, location
Disliked: Listing accuracy
Great location but building left a lot to be desired. PROS: Loved how close the building was to the bustling theatre district of downtown Chicago. We walked everywhere and hardly need our car. We were so close to the museum, wonderful restaurants, Riverwalk and many theatres. CONS: The building is fairly dated and the hallway had a bad/musty smell to it that never went away. The room itself looked a lot better in photos, to be honest. The master bed was extremely uncomfortable, and was made from a thin metal frame. It did not have a regular mattress that you would normally find on a bed. Within the first 10 minutes of arriving, one guest in our party tried opening the blinds in their bedroom and half of the slats fell out. Additionally, the third bedroom had no window whatsoever and seemed to be an afterthought. It seemed as though the unit was initially a 2bdrm that was changed up as best they could. We also chose this particular rental due to the ability to lounge on the rooftop and get some fresh air throughout our stay, however AFTER BOOKING we were informed that the upper deck was not accessible. The alternative was to go to the adjoining deck in another building, but it closed at 8pm each night. We never made it there and had to stay fully enclosed in the high rise while at home. The jacuzzi also was not functional.Overall, we felt a bit duped. The rooftop pictures should be taken down so guests can be given the chance to make informed decisions prior to booking
Tamara H.
Stayed 4 nights in May 2026
Response from VrboOwner on 3 June 2026
Hi Tamara, we're very sorry that your experience fell short of expectations, that's never our goal. Just to clarify a few things for future guests, we strive to provide an accurate representation of the space and stand by the listing photos as very accurate. We use beds with steel frames, wood slats, upholstered headboards, and high quality foam mattresses. It's a very standard, high quality bed setup, but we realize that individual guest may have different sleeping preferences. The 3rd bedroom is indeed the smallest, but is completely functional. As stated in the listing, one of the rooftops is currently closed for renovation, but the 2nd rooftop (which also has the outdoor pool) remains open and is very nice. Nowhere do we advertise a jacuzzi.
Mom & two teenagers enjoyed a fun weekend in Chicago. The apartment was clean and fresh, close to everything we needed. Great communication and even accommodating for a bit of a late check-out time.
Clean, great location for St Patrick’s Day weekend visiting my son. Very responsive property manager, friendly concierge in lobby.
Absolutely recommend
This place was awesome! Comfortable and plenty of space for everyone in our trip. Walking distance to plenty of restaurants and bars. The l is around the corner for easy access to other spots around the city and airport.
We enjoyed the location of this penthouse, close to Michigan Avenue and shopping, Millennium Park and an abundance of restaurants to choose from. The Concierge was very friendly and helpful when asked about good restaurants, etc. The penthouse has everything you need and definitely would stay again.
Deb B.
Stayed 3 nights in Dec 2024
About the host
Hosted by Staywell Hospitality
Languages:
English
Premier Host
They consistently provide great experiences for their guests