Top 1% of guest reviews in this areaTop 1% of guest reviews in this area
Highlights
Family fun awaits
Top-rated for families.
Relax in the indoor pool
A rare find in this area - enjoy a swim, whatever the weather.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Chicago Riverwalk
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Indoor pool
Garage parking available
Kitchen
Washer
Air conditioning
Barbecue grill
Explore the area
Chicago, IL
State Street
Place, State Street
âŞ1 min walkâŹ
Michigan Avenue
Place, Michigan Avenue
âŞ5 min walkâŹ
Chicago Riverwalk
Place, Chicago Riverwalk
âŞ5 min walkâŹ
Chicago, IL (ORD-O'Hare Intl.)
Airport, Chicago, IL (ORD-O'Hare Intl.)
âŞ33 min driveâŹ
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Living Room 1
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathtub ¡ Toilet ¡ Shower only
Bathroom 2
Bathtub ¡ Toilet ¡ Shower only
Spaces
Kitchen
Office
Balcony
About this property
55th Floor Penthouse with Award-Winning Views
Summary:
Experience Chicago from a 55th-floor duplex penthouse in River North. This 3-bed, 2-bath residence sleeps 8 and features panoramic skyline and Lake Michigan views through dramatic two-story windows. Enjoy a gas fireplace, full kitchen, and a dedicated workspace with high-speed Wi-Fi, ideal for remote work with an unmatched backdrop.
Perfect for families, groups, or business travelers seeking luxury and convenience, just steps from Michigan Ave, the Riverwalk, and Millennium Park.
The Space:
Perched 55 stories above the city, this stunning 3-bedroom, 2-bathroom duplex penthouse offers an unforgettable Chicago experience. The dramatic two-story living room, features floor-to-ceiling windows that flood the space with natural light and provide breathtaking panoramic views of the skyline and Lake Michigan.
In the evenings, relax by the cozy gas fireplace and watch the city lights sparkle. With space to comfortably sleep 8 guests, this is the pinnacle of city living.
Sleeping Arrangements:
Primary Bedroom: King bed with a full en-suite bathroom.
Second Bedroom: Queen bed.
Third Bedroom: Queen bed.
Living Room: Queen sleeper sofa for additional guests.
In-Unit Amenities:
Fully equipped kitchen with stainless steel appliances
High-speed Wi-Fi
Smart TV
In-unit washer and dryer
Gas fireplace
Guest Access:
Guests will have private access to the entire 3-bedroom duplex penthouse.
Additionally, you'll have full access to Grand Plaza's resort-style shared amenities, including:
Outdoor swimming pool and sundeck
State-of-the-art fitness center
Indoor basketball court
Outdoor running track
Business center with dedicated workstations
Direct in-building access to a Jewel/Osco grocery store
24-hour door staff for security and assistance
The Neighborhood:
The Magnificent Mile is Chicagoâs premier commercial district. The vibrant, bustling area is home to upscale shops, luxe fashion outlets, cool restaurants and posh hotels. Landmarks include the historic Chicago Water Tower, the neo-Gothic Tribune Tower, the terracotta Wrigley Building skyscraper and the 100-story John Hancock Center, which has a rooftop observation deck with fine dining and panoramic city views
Getting Around:
-Walk Score: 100 â steps from dining, shopping, and nightlife
-50 feet to the Red Line
-Near Magnificent Mile, Millennium Park, Riverwalk
-Surrounded by top restaurants, coffee shops, and boutiques
-CTA Bus Stops Nearby â Multiple lines within 1 block for access to neighborhoods like West Loop, Lincoln Park, and Hyde Park
-Uber, Lyft & Taxis â Abundant and easily accessible at all hours
-Divvy Bike Station â 1 block east
Other Things to Note:
Pre-arrival Requirements: For the security of our guests and the property, we require a government-issued photo ID and a complete guest list before check-in.
Children: Children are welcome. A pack-n-play is available upon request to make your travel easier.
Maintenance: On-call maintenance is available should you need any assistance during your stay.
Registration: City of Chicago Registration Number: 2210737
Interaction with Guests:
We respect our guests' privacy and offer a self-check-in process. While we won't be present during your stay, our team is available and on-call for any maintenance needs or questions to ensure you have a comfortable and seamless experience.
Our prices include all fees. No hidden fees.
Add dates for prices
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Government issued photo ID required prior to arrival.
Guest list required prior to arrival
Strict No Party policy
Strict No Pet Policy
Strict No Sm...
Important information
You need to know
Property # 7757
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 credit cards and cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Chicago
Located in Downtown Chicago, a neighborhood in Chicago, this apartment is near theme parks and on a river. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Michigan Avenue and Navy Pier. Looking to enjoy an event or a game? See what's going on at Soldier Field or United Center. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with cycling.
Does 55th Floor Penthouse with Award-Winning Views have a pool?
Yes, this property has a pool.
How much does it cost to stay at 55th Floor Penthouse with Award-Winning Views?
As of Aug 10, 2026, prices found for a 1-night stay for 2 adults at 55th Floor Penthouse with Award-Winning Views on Dec 7, 2026 start from $751, 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 55th Floor Penthouse with Award-Winning Views pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at 55th Floor Penthouse with Award-Winning Views?
Check-in begins at 4:00 PM.
What time is check-out at 55th Floor Penthouse with Award-Winning Views?
Check-out is at 10:00 AM.
Where is 55th Floor Penthouse with Award-Winning Views located?
Located in Downtown Chicago, this apartment building is within a 5-minute walk of State Street and Michigan Avenue. Chicago Riverwalk and Chicago Theatre are also within 10 minutes. Grand Station (Red Line) is only a 2-minute walk and Chicago Station (Red Line) is 6 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Spectacular view and great family setting. Fireworks twice in our week were a surprise.
TA Gail L.
Stayed 8 nights in Jun 2026
Response from VrboOwner on Jul 27, 2026
Thank you for your wonderful review! We're delighted you and your family enjoyed your stay. There's nothing quite like watching the spectacular skyline from the penthouse, and we're so glad the **Navy Pier fireworks** during your visit were an unexpected bonus!
We're thrilled the penthouse provided a great setting for your family getaway. With a **Walk Score of 100**, you're just steps from Chicago's best restaurants, shopping, and attractions, making it easy to enjoy everything the city has to offer.
Thank you for choosing **The Penthouses at Grand Plaza**. We hope to welcome your family back soon, and with **11 unique penthouse residences** in the building, we'd love to host your next Chicago adventure!
Thank you for the great review. Weâre glad you enjoyed the penthouse and the location.
We also appreciate the kind words about the hosting. We work hard to make the stay clear, easy, and comfortable from start to finish, and weâd be very happy to host you again anytime.
Family trip, long weekend, in July. Loved using the pool on the 9th floor, but take note it closes around 7p or 8p depending on the day of the week. Washer and dryer in unit was great for swim days as well as just in general.Doordash brings food right to the door, making for an easy night after a long go,go, go day.The grocery store on the 1st floor has everything you could need, including alcohol... I even got my son a Birthday cake there!Oh and the view... is amazing!!!! Enjoy your stay.
Rachael J.
Stayed 4 nights in Jul 2026
Response from VrboOwner on Jul 27, 2026
Thank you for your wonderful review! We're so happy your family had a great long weekend with us. It sounds like you made the most of your stayâfrom relaxing at the pool to enjoying the convenience of having an in-unit washer and dryer after swim days.
We're also glad you took advantage of the many conveniences the building offers. Having Jewel-Osco right in our building makes it easy to pick up groceries, birthday cakes, and other essentials, and it's great to hear DoorDash made for some relaxing evenings after busy days exploring the city.
And of course, we're thrilled you loved the view! It's one of the things that makes The Penthouses at Grand Plaza so special. With a Walk Score of 100, you're just steps from Chicago's best restaurants, shopping, and attractions.
Thank you again for choosing to stay with us. We hope to welcome you and your family back soon, and with 11 unique penthouse residences in the building, we'd love to host your next Chicago getaway!
Our family of 5 want to spend 4 days exploring Chicago and the Penthouses at the Grand Plaza was an amazing home base for us to explore the city. The host provided clear instructions early and often to make sure we were prepared for seamless check in and check out experience. The views from the apartment were second to none. We would definitely stay again next time we come back to Chicago.
John K.
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 15, 2026
Thank you! Weâre glad the penthouse was such a great home base for your family and that our instructions made check-in and checkout easy. The views really are hard to beat. Weâre happy you enjoyed the true penthouse experience and would love to host you again on your next Chicago trip.
Great communication from the host and the place looks exactly like the picture! We enjoyed being right in the middle of the action with close walks to so many things in the city.
Suzanne H.
Stayed 4 nights in Mar 2026
Response from VrboOwner on May 10, 2026
Thank you for the great review. Weâre glad the communication was clear and that the penthouse looked exactly like the pictures.
The location really does put you right in the middle of the action, with so many restaurants, shops, attractions, and Chicago experiences just a short walk away. Weâre happy you were able to enjoy the city so easily from the penthouse.
Weâd be very happy to host you again anytime.
This property was beautiful, with incredible views of the city. We had an amazing time. Thank you so much!
Brian M. P.
Stayed 2 nights in Mar 2026
Response from VrboOwner on May 10, 2026
Thank you
Most of all, weâre happy to hear you had an amazing time. We work hard to provide a true Penthouse experience, and weâd be very happy to host you again anytime.
The views were unbelievable, the location is terrific, the condo is very clean and well-maintained, and the hosts were great.
trailer147
Stayed 4 nights in Feb 2026
Response from VrboOwner on Mar 10, 2026
Thank you for the great review! Weâre glad you enjoyed the unbelievable views and found the condo clean and well maintained. A big shout-out to our cleaning crew of nearly 20 years who work hard to keep everything in great shape for our guests.
The location really does make exploring Chicago easy â with a Walk Score of 100, the Red Line right on the corner, plenty of restaurants nearby, and the Jewel/Osco grocery store right in the building for added convenience.
We appreciate the kind words about the hosting as well. Thank you for choosing The Penthouses at Grand Plaza, a collection of 11 penthouse residences in the building. Weâd love to welcome you back for another stay and another true Penthouse experience. đď¸
Fantastic view of the city and lake. Awesome apartment and very friendly staff. We booked on short notice and the host was very friendly and accommodating. We will definitely stay here again!
William A.
Stayed 4 nights in Feb 2026
Response from VrboOwner on Mar 10, 2026
Thank you for the wonderful review! Weâre glad you enjoyed the incredible views of the city and Lake Michigan â from that height it really is a special perspective of Chicago.
Itâs great to hear the apartment worked well for you, especially with a short-notice booking. We always try to make the process as smooth and accommodating as possible. And a big shout-out to our cleaning crew of nearly 20 years who help keep everything spotless and ready for guests.
The location also makes it easy to explore â with a Walk Score of 100, the Red Line right on the corner, great restaurants nearby, and the Jewel/Osco grocery store right in the building.
Thank you for choosing The Penthouses at Grand Plaza, a collection of 11 penthouse residences in the building. We look forward to welcoming you back for another stay and another true Penthouse experience. đď¸
Shops nearby, anything you would want to eat is in walking distance, subway close for easy access. Everything as advertise except the view is way better than advertised. Breathtaking
Cinnamon_Buns
Stayed 4 nights in Apr 2026
Response from VrboOwner on May 10, 2026
Thank you
We also love hearing that everything was as advertised â and especially that the view was even better than expected. âBreathtakingâ is exactly the kind of reaction we hope guests have when they walk in.
We work hard to provide a true Penthouse experience, and weâd be very happy to host you again anytime.
Thanks for the 10/10! Weâre glad the location, property, and views all deliveredâand that photo you shared is fantastic (the skyline really shows what makes this place special). Being in River NorthâWalk Score 100 with the Grand Red Line on the cornerâmakes exploring easy. We work hard to provide a true Penthouse experience and would love to host you again.
We stayed here for New Years Eve and had the best time. Close proximity- walking distance to Mag mile, river walk and all the great restaurants. So convenient with the grocery store down stairs. And the best part was the views of the city and the lake! So gorgeous. Would absolutely stay again.
Angela S.
Stayed 5 nights in Dec 2025
Response from VrboOwner on Jan 24, 2026
Ringing in the New Year with sweeping city and lake views is pretty special, and weâre happy you were able to enjoy it. The location really does make it easy to explore everything on foot (Mag Mile, Riverwalk, restaurants), and having Jewel/Osco right in the building is definitely a plus for convenience.
We truly appreciate you choosing The Penthouses at Grand Plaza and would love to welcome you back anytime for another true Penthouse experience.
Thank you! Those high-floor views really are something special â weâre glad you enjoyed them. Weâd love to welcome you back for another true Penthouse experience!
Beautiful views and nice space to entertain in. The community benefits were also a bonus (billiards table, pool, dog park, gym)
Jessica O.
Stayed 4 nights in Oct 2025
Response from VrboOwner on Nov 25, 2025
Thanks so much for the great review! Weâre glad you enjoyed the views and found the space comfortable for entertaining â that combination of high-floor scenery and open layout is hard to beat. Itâs also great to hear you made use of the building amenities; the billiards room, pool deck, dog park, and gym are guest favorites.
Weâd love to welcome you back anytime for another true Penthouse experience!
Greta location, great stay, perfect location to so many things and if not subway at building for easy travel.
Donnie T.
Stayed 4 nights in Mar 2025
Response from VrboOwner on Apr 26, 2025
Thanks so much for the great review! Iâm glad you enjoyed the stay and that the location made getting around the city so easy. Would love to host you again anytime youâre back in Chicago! đđ
Location is fantastic and then there is the view ... spectacular!!! You lie in the bed and watch the night skyline of Chicago, unbeatable.
Gert H.
Stayed 4 nights in Aug 2025
Response from VrboOwner on Sep 20, 2025
Thank you for the 10/10! Delighted the location and those spectacular skyline viewsâeven from bedâmade the stay. Being in River North with a Walk Score of 100 and the Red Line (Grand) on the corner makes everything easy, and the night view is hard to beat. We aim to deliver a true Penthouse experience and would love to host you again.
Great rental! The property was perfectly located and the views are unparalleled. Jim and Jeri-Lou were very responsive and helpful. I will 100% stay here again on my next trip to Chicago.
Torrey Z.
Stayed 5 nights in Jul 2025
Response from VrboOwner on Sep 20, 2025
Thank you for the 10/10! Weâre thrilled the location and unparalleled views made the tripâand appreciate the shout-out on responsiveness. With a Walk Score of 100 and the Red Line (Grand) on the corner, itâs easy to make the most of Chicago right from the building. We aim to deliver a true Penthouse experience every stay and would love to host you again on your next visit.
My family had a blast staying in this beautiful property. Great location, easy to get to many attractions, and amenities were great.
Jessica K.
Stayed 4 nights in Jul 2022
Response from VrboOwner on Aug 15, 2022
Jessica thank you for your business. So happy we could be a part of your family memories. With a walk score of 100, the location is the very best in the city.
Place was amazing and we loved being able to sit around the fire with the city as our backdrop
Kristine S.
Stayed 3 nights in Feb 2025
Response from VrboOwner on Apr 26, 2025
Thank you so much! Iâm really glad you enjoyed the space â thereâs nothing quite like sitting by the fire with the city skyline all around you. Would love to host you again anytime you're back in Chicago! đĽđđ
The location of the property was perfect. Easy to walk to many locations. The condo was comfortable and had a beautiful view of the city.
Karen R.
Stayed 6 nights in Sep 2023
Response from VrboOwner on Oct 16, 2023
Karen thank you for your visit. So happy to hear that you enjoyed your stay. With a walk score of 100 the location really does not get much better. Oh, by the way this unit has won awards for the âBest City Viewâ in the World. We look forward to your return.
Location was perfect for 4 high school girlfriends annual get together. We loved the fireplace in the 2-story living room as it was very cold the week-end we were there. We had a blast.
Cleita H.
Stayed 3 nights in May 2025
Response from VrboOwner on Sep 20, 2025
Thank you for the 10/10 and the lovely âGirls Weekendâ note! Weâre thrilled the two-story living room with the fireplace made those chilly days cozy and fun. The River North location is perfect for an annual meetupâWalk Score 100 with the Red Line (Grand) on the cornerâso itâs easy to get everywhere together. We aim to deliver a true Penthouse experience for trips just like this and would love to host the four of you again next year.
About the host
Hosted by Owner/Manager
Why they chose this property
In Real Estate they say 'location, location, location'. We have that. What we say is 'views, views, views'.
What makes this property unique
Few cities have building as tall as Chicago, fewer still have rent-able Penthouse units. This is your opportunity to experience luxury living at it's finest.
Languages:
English
Premier Host
They consistently provide great experiences for their guests