One of the few properties with a dedicated outdoor firepit.
Shop till you drop
Guests love the location, with top-rated shopping just around the corner.
Discover nearby landmarks
Close to Chicago City Hall
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Swimming pool
Hot tub on site
Onsite parking available
Kitchen
Washer
Air conditioning
Explore the area
Chicago, IL
Milwaukee Avenue
Place, Milwaukee Avenue
2 min walk
Merchandise Mart
Place, Merchandise Mart
11 min walk
Chicago Riverwalk
Place, Chicago Riverwalk
3 min drive
Chicago, IL (ORD-O'Hare Intl.)
Airport, Chicago, IL (ORD-O'Hare Intl.)
31 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Living Room 1
2 Twin Beds
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Kitchen
Office
Balcony
Garden
About this property
Sky-High 3BR Penthouse in West Loop
Summary:
Go the extra mile for your Chicago getaway at 'The Mile.'
Located in the vibrant West Loop, this home offers unmatched city views and a commitment to 5-star service, reflected in our 90% 5-star rating from guests since 2023.
The Space:
- Panoramic skyline views + expansive balcony
- Sleep 8: King suite + 2 Queen rooms + 2 rollaway beds; 2 baths
- 5 min to Fulton Market Kitchen; 10 min to Union Park
Guest Access:
The building also offers exceptional amenities including:
- Outdoor pool + cabana covered seating
- Terrace lounge + community fire pit
- High-definition movie theater
- Exercise facility and steam room
- Private footbridge to Jewel Osco
- Basketball court + yoga studio
- Business center + boardroom
- GE car charging stations + car wash services
Please note that the availability of some of these amenities may vary seasonally and could potentially incur additional fees.
The Neighborhood:
In the West Loop neighborhood, you can easily explore local gems like Little Italy, Union Park, and the National Hellenic Museum, thanks to our proximity to subways and public transportation. Enjoy art and gourmet dining at Fulton Market Kitchen, or hunt for vintage treasures at Randolph Street Market, just a five-minute drive away. For convenient dining options, try takeout from nearby restaurants like The Publican, Carnivale, and Beatrix, all within walking distance from your apartment.
Other Things to Note:
- Parking $50/night (spots are limited, so ask when you book to check availability)
- Check-in 4 pm (same-day 6 pm), check-out 11 am
- $2500 refundable deposit via credit card; gov’t ID + standard background check for all adults
- No pets allowed
Check your dates now—this sought-after penthouse won't last long.
Our prices include all fees. No hidden fees.
Add dates for prices
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Cloud9 House Rules 1. Trust and Safety: Prior to accepting a reservation, we conduct thorough screening of every guest to ensure that they comply w...
Important information
You need to know
Property Registration Number R22000092079
Property # 3586350
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 first aid kit
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 Chicago, this apartment is in the city center. The area's natural beauty can be seen at Millennium Park and Grant Park, while Chicago Theatre and Art Institute of Chicago are cultural highlights. Lincoln Park Zoo and Field Museum of Natural History are not to be missed. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with rock climbing and cycling.
Does Sky-High 3BR Penthouse in West Loop have a pool?
Yes, this property has a pool.
How much does it cost to stay at Sky-High 3BR Penthouse in West Loop?
As of Jul 7, 2026, prices found for a 1-night stay for 2 adults at Sky-High 3BR Penthouse in West Loop on Oct 26, 2026 start from $724, 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 Sky-High 3BR Penthouse in West Loop pet-friendly?
No, only service animals are welcome at the property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Sky-High 3BR Penthouse in West Loop?
Check-in begins at 4:00 PM.
What time is check-out at Sky-High 3BR Penthouse in West Loop?
Check-out is at 11:00 AM.
Where is Sky-High 3BR Penthouse in West Loop located?
Located in Downtown Chicago, this apartment building is within a 15-minute walk of Milwaukee Avenue and Merchandise Mart. Chicago Riverwalk and Michigan Avenue are also within 2 mi (3 km). Grand Station (Blue Line) is only a 4-minute walk and Clinton Station (Green Line) is 11 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Beautiful penthouse. Pool, gym and Basketball court were a plus. Great location with many dining options. Access to the grocery store was super convenient.
Lawrence D.
Stayed 4 nights in Aug 2025
Response from VrboOwner on Aug 15, 2025
We appreciate your insightful feedback and are delighted that our property met your family's expectations. Your suggestion regarding parking will be thoughtfully considered as we strive to enhance our offerings at Cloud9. We look forward to the pleasure of hosting you again for an even more seamless experience.
Beautiful penthouse apartment in a beautiful building. The rental contact was extremely responsive and helpful. Would definitely stay here again!
Patti S.
Stayed 4 nights in Jul 2025
Response from VrboOwner on Aug 11, 2025
Thank you for your kind words. We’re thrilled our stunning penthouse and attentive service met your expectations at Cloud9. We look forward to welcoming you back for another unforgettable stay.
The property was great. Very easy to get anywhere in the city. The views were absolutely amazing. I am from the Chicago Suburbs and the city never gets old! Great place and great location! Would love to come back in the summer!
Patrick M.
Stayed 3 nights in Jan 2025
Response from VrboOwner on Aug 11, 2025
It's wonderful to hear that even as a local, you found Cloud9's accommodations and prime location a great place to stay! We're so pleased the views were absolutely amazing and look forward to welcoming you back this summer.