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55th Floor Penthouse with Award-Winning Views

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TV, fireplace, offices - 55th Floor Penthouse with Award-Winning Views (Chicago)
Pool - 55th Floor Penthouse with Award-Winning Views (Chicago)
Terrace/patio - 55th Floor Penthouse with Award-Winning Views (Chicago)
TV, fireplace, offices - 55th Floor Penthouse with Award-Winning Views (Chicago)
Fitness facility - 55th Floor Penthouse with Award-Winning Views (Chicago)
The Penthouse at Grand Plaza offers elegant design and stunning Chicago skyline views. Guests love the dramatic living areas, cozy fireplace, and sophisticated atmosphere. This unique rental high above the city earns rave reviews for its one-of-a-kind character.

Reviews

10 out of 10
Exceptional

Entire apartment

3 bedrooms2 bathroomsSleeps 8204 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

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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 Chicago’s 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 – 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 – Multiple lines within 1 block for access to neighborhoods like West Loop, Lincoln Park, and Hyde Park

-Uber, Lyft & Taxis – Abundant and easily accessible at all hours

-Divvy Bike Station – 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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a zoo
  • On a river

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Gym
  • Optional golf privileges
  • Water park
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Bicycles
  • Unit size: 2,200 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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...

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Property payment types

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 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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Condo
VIEWS, Pool, Fireplace, Fitness Center, Grocery Store Condo
682b2262671f470012ae33ec
VIEWS, Pool, Fireplace, Fitness Center, Grocery Store Chicago
55/56th Floor Penthouse VIEWS Fireplace Balcony Fitness Center

About the neighborhood

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. Visit our Chicago travel guide
View more Apartments in Chicago
Map
IL, Chicago

What's nearby

  • Have been driving across the country for over a week now and managed to rest up a bit and visit downtown Chicago. Spent the day looking for this iconic piece and finally found it. The Chicago Theatre was built in 1921 and was originally named the Balaban and Katz Chicago Theatre. This building has become the unofficial landmark for Chicago representing the rich arts and music culture Chicago is known for. In 1979 the building was added to the list of historic buildings, and later in 1983 was added as an official landmark for the City of Chicago.
    State Street
    1 min walk - 0.0 km
  • Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept
    Michigan Avenue
    5 min walk - 0.4 km
  • Chicago Riverwalk which includes a high rise building, a river or creek and a city
    Chicago Riverwalk
    6 min walk - 0.6 km
  • Chicago Theatre showing signage
    Chicago Theatre
    9 min walk - 0.8 km
  • Reflection of a Chicago buildings in a mirror of Chicago Bean, Millennium Park, Chicago city, USA., Shutterstock ID 1129809965, Purchase Order: SP-2109, Order Number: SP-2109 Qantas AU US Sale New Ads
    Millennium Park
    11 min walk - 1.0 km

Getting around

  • Grand Station (Red Line)
    1 min walk
  • Millennium Station
    13 min walk
  • Chicago Midway Airport (MDW)
    40 min drive

Restaurants

  • Eataly
    2 min walk
  • Bally's Casino
    2 min walk
  • Chipotle Mexican Grill
    1 min walk
  • Weber Grill Restaurant
    1 min walk
  • UNO Pizzeria & Grill
    2 min walk

Frequently asked questions

Does 55th Floor Penthouse with Award-Winning Views have a pool?

Yes, this property has a pool.

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 Bally's Casino Chicago 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.

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55th Floor Penthouse with Award-Winning Views Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 287 out of 303 reviews
Rating 8 - Good. 13 out of 303 reviews
Rating 6 - Okay. 2 out of 303 reviews
Rating 4 - Poor. 1 out of 303 reviews
Rating 2 - Terrible. 0 out of 303 reviews

10

Cleanliness

10

Location

10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Carrie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The views are majestic.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Jessica O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful views and nice space to entertain in. The community benefits were also a bonus (billiards table, pool, dog park, gym)
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Donnie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Greta location, great stay, perfect location to so many things and if not subway at building for easy travel.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

Elizabeth F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Lots of space, incredible view, easy access to restaurants and shopping. Pool and gym area a plus.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Cleita H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls Weekend

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.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Kristine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Piece of Heaven

Place was amazing and we loved being able to sit around the fire with the city as our backdrop
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Karen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to visit

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.
Stayed 6 nights in Sep 2023
Verified

10/10 Excellent

Aaron W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Penthouse

This place is incredible. I wish we could stay forever. The view never gets old, and it looks even better at night.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Anthony D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Penthouse Views

Amazing views, clean, good for a family, great location. Would recommend and stay again.
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Eileen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous accommodations!

This pent house was even better than the pics show!!! Unbelievable view and the location is great!!!! Would book again if in Chicago and recommend to all.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Christina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location and apartment

We had an amazing long weekend in Chicago! This place is amazing and we could not get over the views! The home was very clean and equipped with everything we needed. We would stay here again! Close to everything and lots within walking distance.
Stayed 4 nights in Nov 2024
Verified

10/10 Excellent

Megan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Views!

My husband, teenager and I stayed here for a long weekend trip. The views and location were excellent! We were pleased with how clean it was as well. Would highly recommend!
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

Kathy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic place to stay

The view is spectacular. There are plenty of other great features about this condo - unbeatable location, great doormen and women, clean, well appointed common spaces, bedrooms and bathrooms, and a wonderful gas fireplace. We had a terrific time and only wish we could have stayed longer (maybe forever!)
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Perry M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was Grand

This is a great property in a fantastic location. It was perfect for our family and allowed us to see Chicago and have a home we could return to. Fantastic views, great amenities and a homey environment made our family trip a success.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

christy m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chicago trip

Great location. Amazing views. Owner is very informative. I would stay here again!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Amanda L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, Location, Location!

This was a great stay in the middle of downtown Chicago, right by the Redline, which took us all over the city. It was a perfect home base for our week in Chicago! We would have loved some outdoor furniture to sit on the balcony looking over the city, but other than that, it was perfect!
Stayed 6 nights in Aug 2024
Verified

10/10 Excellent

Jake H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chicago gem!

Extraordinary views, clean, perfect central location
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Debbie F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

Great location! Condo stocked with everything we needed. Beautiful view! Excellent
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Frank D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Trip

Excellent property….perfect location for exploring the city. Easy walking distance to many restaurants, grocery store at ground level. The view from the balcony is amazing. We will definitely consider this property for future trips to Chicago.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Chris J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Large property that has a great view.

Drinking coffee 55 floors up on the balcony was a highlight of this property. It is large, comfortable, secure and close to everything.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Patrick V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place!

Our family could not be happier with our stay at the Penthouse. Great location, Jewel next store is super convenient, and the unit/view is awesome. The owners are super attentive and helpful in making sure guests know their way getting in and around the building. I will be seeking out their smaller units in the future as well!
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Jeff P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Views and Location!

Great condo with wrap around balcony. Entire process was smooth with great communication. Jewel grocery store downstairs super convenient. No need for a rental car. Would book this condo again.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Eric O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great week in the sky

A great space and location for our group! Central for public transportation to anywhere you need to go. The views are “Once in a lifetime “, at least for us! Thankyou!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Megan J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing view and accommodations

We had absolutely an amazing time staying at the condo. The view was incredible!. We were in walking distance to great spots. Staff at the apartment were accommodating and the owners were very kind and helpful with check in and out info. Place was spotless when we arrived and beds were comfortable. Condo was stocked and there was a store right down stairs. We will definitely be coming back and staying here for our next trip to Chicago.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Andy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing views

Exactly as advertised. Super clean. Well laid out check in and out directions. Fantastic views. Doorman was super helpful. Owners were great at promptly returning a left behind item. Easily would/will rent again.
Stayed 5 nights in Jun 2024