Top 10% of guest reviews in this areaTop 10% 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 Michigan Avenue
2 bedrooms3 bathroomsSleeps 8
Popular amenities
Balcony
Indoor pool
Waterpark access
On-site fitness center
Barbecue grill
Air conditioning
Explore the area
Chicago, IL
State Street
Place, State Street
1 min walk
Michigan Avenue
Place, Michigan Avenue
5 min walk
Chicago Riverwalk
Place, Chicago Riverwalk
6 min walk
Chicago, IL (ORD-O'Hare Intl.)
Airport, Chicago, IL (ORD-O'Hare Intl.)
33 min drive
Rooms & beds
2 bedrooms (sleeps 8)
Bedroom 1
2 Queen Beds
Bedroom 2
1 King Bed
Living Room 1
1 Double Sofa Bed
3 bathrooms
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Bathtub · Toilet · Shower only
Spaces
Kitchen
Office
Balcony
About this property
2-Story Penthouse Views, Fireplace, Pool, Gym
Summary:
Soar above Chicago in this stunning 2-story luxury penthouse with unmatched city & Lake Michigan views. This 2-bed, 3-bath duplex comfortably sleeps 8. Features floor-to-ceiling windows, private balconies, and access to resort-style amenities like a pool and fitness center. Located in the heart of the city, steps from the Magnificent Mile, this is the perfect urban retreat for families or groups seeking an unforgettable experience.
The Space:
Step into a bright and airy 2-story sanctuary high above the clouds. The dramatic two-story living room, framed by floor-to-ceiling windows, is the perfect place to unwind. Settle in by the cozy gas fireplace on a cool evening or step out onto one of the multiple private balconies to take in the breathtaking views.
Prepare delicious meals in the fully equipped kitchen, complete with stainless steel appliances, a drip coffee maker, and a hot water kettle for your morning routine. Gather for a memorable meal in the formal dining area before heading out to explore the city.
Key Features:
-2 Bedrooms / 3 Full Bathrooms
-Primary Bedroom: King bed with a full en-suite bathroom.
-Second Bedroom: Queen bed.
-Living Room: Queen sleeper sofa for additional guests.
- Multiple private balconies to enjoy the breathtaking city and lake views.
- Fully equipped kitchen with stainless steel appliances.
- In-unit washer and dryer with detergent provided.
- High-speed Wi-Fi, perfect for remote work or streaming.
-Smart TV for your entertainment needs.
Guest Access:
Guests will have exclusive access to the entire private two-story penthouse apartment.
Additionally, you will have full access to Grand Plaza's resort-style building amenities, including:
-On-site Jewel/Osco grocery store
-Outdoor swimming pool and spacious sundeck
-Outdoor kitchen and dining area for grilling
-State-of-the-art fitness center
-Indoor basketball court
-Outdoor running track
-Business center with workstations
-24-hour door staff for security and assistance
-On-call maintenance
-Discounted Indoor parking garage at $46/day
-On-call maintenance
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:
Check-in is any time after 4:00 PM.
-Check-out is by 10:00 AM.
-Children are welcome. A pack-n-play is available upon request.
-A government-issued photo ID is required to be submitted before arrival for verification.
-A complete list of all guests staying in the unit is required prior to check-in.
City of Chicago License: 2210737
Interaction with Guests:
We are committed to ensuring you have a wonderful stay. While we respect your privacy and will not be on-site, our team is available via the messaging platform for any questions. The building also features a 24-hour door staff and on-call maintenance for any immediate needs.
Our prices include all fees. No hidden fees.
Add dates for prices
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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
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. Merchandise Mart and Cloud Gate are notable landmarks, and travelers looking to shop may want to visit Michigan Avenue and Navy Pier. Check out an event or a game at Soldier Field, and consider making time for Field Museum of Natural History, a top attraction not to be missed. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Does 2-Story Penthouse Views, Fireplace, Pool, Gym have a pool?
Yes, this property has a pool.
How much does it cost to stay at 2-Story Penthouse Views, Fireplace, Pool, Gym?
As of Jun 15, 2026, prices found for a 1-night stay for 2 adults at 2-Story Penthouse Views, Fireplace, Pool, Gym on Aug 17, 2026 start from $863, 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 2-Story Penthouse Views, Fireplace, Pool, Gym 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 2-Story Penthouse Views, Fireplace, Pool, Gym?
Check-in begins at 4:00 PM.
Where is 2-Story Penthouse Views, Fireplace, Pool, Gym 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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Great location with amazing city views; well-equipped and comfortable. Easy arrival and departure procedures, and very communicative host. Would definitely stay again.
Sean D.
Stayed 4 nights in Mar 2026
Response from VrboOwner on May 10, 2026
Thank you for the wonderful review. We’re so glad you enjoyed the great location, amazing city views, and found the penthouse well-equipped and comfortable.
We also appreciate your comments about the easy arrival and departure procedures and the communication. We work hard to make the entire stay smooth from start to finish while providing a true Penthouse experience.
We’d be very happy to host you again anytime.
What a fabulous location and an incredible home base for our visit to Chicago. Loved it and would absolutely stay here again!
w h.
Stayed 3 nights in Dec 2025
Response from VrboOwner on Jan 24, 2026
Thank you for the kind words—we’re so glad it was a perfect home base for your time in Chicago. The location really does make exploring the city easy, and we’re happy you enjoyed it. We truly appreciate you choosing The Penthouses at Grand Plaza and would absolutely love to welcome you back again.
Wonderful hosts. Amazing view. Beautiful place. We would love to stay again !
Alicia A.
Stayed 2 nights in Dec 2025
Response from VrboOwner on Jan 24, 2026
Thank you for the kind words—we truly appreciate it. We’re so glad you enjoyed the views and the space, and it means a lot to hear you’d love to stay with us again. We’d be happy to welcome you back anytime to The Penthouses at Grand Plaza for another true Penthouse experience.
We loved our stay at this property. The apartment is spacious and has everything you might need. We especially liked the spectacular views and spent a lot of time on the many decks. We would definitely stay there again!
Nancy B.
Stayed 4 nights in Sep 2025
Response from VrboOwner on Oct 4, 2025
Thank you for the 10/10! We’re thrilled the spacious layout, “many decks,” and those spectacular, award-winning views made your stay. The balconies are one of our favorite places to sip coffee, take photos, and soak in the city. Being in River North—with a Walk Score of 100, Jewel-Osco in the building, and the Red Line (Grand) on the corner—makes exploring easy. We’d love to welcome you back for a true Penthouse experience.
Condo is perfection! Close to everything, well-maintained and very clean, and with small and big extras (like parking and grocery) that make your stay easy and complete. The views are just amazing! First VRBO that we wished we could have just moved into. Owners Jeri and James are incredibly responsive and go the extra mile to ensure you know everything about the unit, the building, and the area. You will not be disappointed in this rental.
lia h.
Stayed 6 nights in Jan 2026
Response from VrboOwner on Jan 24, 2026
Thank you so much for this incredibly kind 10/10 review. We’re thrilled to hear the condo felt “move-in ready” and that the little details—from in-building parking to the grocery downstairs—made your stay easy and seamless. Being truly walkable (Walk Score of 100) is one of the best parts of the location, and we’re glad you enjoyed having everything right outside the door.
We also really appreciate the note about cleanliness and upkeep—our long-time cleaning team takes a lot of pride in that, and it shows. And of course, those skyline views never get old for us either.
It was a pleasure hosting you, and we’re grateful for the trust you placed in us. We’d love to welcome you back anytime for another true Penthouse experience at Grand Plaza.
Our hosts James and Jeni are so wonderful very attentive , fast responding , the penthouse is everything you could ever want in a downtown stay views views views !!! Glass house in the sky!!
Kristin C.
Stayed 5 nights in Oct 2025
Response from VrboOwner on Nov 25, 2025
Thank you so much for the amazing review! We’re thrilled to hear you loved the experience — and “glass house in the sky” is such a perfect way to describe it. The views really are the star of the show up there.
We’re glad our communication felt attentive and quick; we always want guests to feel fully taken care of from start to finish.
We’d love to welcome you back anytime for another true Penthouse experience!
Great location with amazing views and equipped with all amenities needed for family stay.Speedy communication!
Tariq M.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Jul 21, 2025
Thank you for the kind words! We're so glad you and your family enjoyed the amazing views, well-equipped space, and our quick communication. With a Walk Score of 100, the location is hard to beat. The Penthouses at Grand Plaza include 11 units in this building, and we’d love to welcome you back for another true Penthouse experience!
Robert, than you for your business. We know you have LOTS of choices of where to stay. Although I think you are right. Not much compares to a Penthouse Duplex. Hope to see you again soon.
Place was great! Views of the city were awesome. The location was the best for restaurants and shopping. Highly recommend it!
patricia o.
Stayed 4 nights in Feb 2025
Response from VrboOwner on Apr 26, 2025
Thank you so much! I’m glad you loved the place and the views — and that the location made it easy to enjoy the best of Chicago. Would love to host you again anytime you're back in town! 🌆🙌
The condo was very clean and had everything we needed for a comfortable stay. Views are incredible and hosts were promptly responsive. We would definitely recommend this condo!
Rachel R.
Stayed 5 nights in Sep 2024
Response from VrboOwner on Oct 19, 2024
Thank you for your wonderful review! We’re so glad you enjoyed your stay and found the condo clean and well-equipped for your comfort. The incredible views and prompt communication are things we’re proud of, and we’re thrilled they made a difference for you. We’d love to welcome you back anytime, and thank you for recommending us
Excellent communication with property manager and quick responses to any questions I had. The location was excellent and easy to walk to many sites, restaurants, etc. Spacious and clean and well stocked- would love to stay again.
Andrea C.
Stayed 7 nights in Feb 2025
Response from VrboOwner on Apr 26, 2025
Thank you so much for the wonderful review! I’m really glad the communication, location, and setup made your stay a great one. Big shout-out to our cleaning crew of over 20 years for keeping everything spotless! Would love to host you again anytime you're back in Chicago! 🙌🌆
Amazing Penthouse, clean, perfectly equipped, convenient, great doorstaff. Complete and scenic. View nearly as good as John Hancock. Convenient to everything. Full equipped kitchen. Room to move. Room to work. Room to relax.Administration is friendly but precise. It is a relaxing home to enjoy after days of meetings or sightseeing. It is NOT a party pad. Meet for pre-post dinner cocktails or watch the game with a friend or two-Perfect !!!My favorite WOW stay in Chicago.
K Randall G.
Stayed 5 nights in Dec 2025
Response from VrboOwner on Jan 24, 2026
Thank you for this outstanding review—we truly appreciate it. We’re glad the penthouse delivered on comfort, space, and functionality, whether for work, relaxing, or winding down after meetings and sightseeing. The views, doorstaff, and fully equipped kitchen are all key parts of what we aim to provide, so it’s great to hear those stood out.
You captured the spirit of the home perfectly: a refined, well-run penthouse designed to be enjoyed—not a party pad. With a Walk Score of 100 and everything close by, it really does make Chicago easy and enjoyable.
Calling this your “favorite WOW stay in Chicago” means a great deal to us. We strive to provide a true Penthouse experience, and we’d be honored to welcome you back anytime.
Great location and parking. Convenient grocery located at the bottom of the building, walkable restaraunts and nightlife. Highly-recommend.
Daniel W.
Stayed 5 nights in Nov 2024
Response from VrboOwner on Dec 23, 2024
Thanks, Daniel, for your stay. What an excellent option for business travel. There is lots of space to relax after work, and it is walkable to great restaurants. We hope to see you back soon.
This condo has so much space and is great for families. Wonderful amentities too!
Jillian H.
Stayed 4 nights in Aug 2023
Response from VrboOwner on Oct 6, 2023
Jullian, thank you for your visit. This is one of our larger units in the building. The amenities are great - From the state of the art fitness center to the roof top pool.
We absolutely loved our stay. So much room for our family of 5. We loved waking up to stunning views of the Lake and city scape. The place was spotless when we arrived (kudos to the cleaning staff). Great location, walkable to so many things but also right on the red line. I don’t think we will be able to stay anywhere else during future trips to Chicago!
Dollie S.
Stayed 5 nights in Apr 2025
Response from VrboOwner on Apr 26, 2025
Thank you so much for the wonderful review! I’m so glad the space, views, and location all worked perfectly for your family. Big shout-out to our cleaning crew of over 20 years — they’ll be thrilled to hear the compliments! Would love to host you again anytime you’re back in Chicago — you’re always welcome! 🌆🙌
Amazing views and perfect location to enjoy the city!
Peggy G.
Stayed 4 nights in Sep 2021
Response from VrboOwner on Oct 4, 2021
Peggy thank you for your stay. We hope to see you back again soon.
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 buildings as tall as Chicago, fewer still have rent-able Penthouse units. This is you opportunity to experience luxury living at it's finest.
Languages:
English
Premier Host
They consistently provide great experiences for their guests