One of the few properties with a dedicated outdoor firepit.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Union Park
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Firepit
Deck or patio
Explore the area
Chicago, IL
Milwaukee Avenue
Place, Milwaukee Avenue
3 min walk
Intuit: The Center for Intuitive and Outsider Art
Place, Intuit: The Center for Intuitive and Outsider Art
8 min walk
The Salt Shed
Place, The Salt Shed
19 min walk
Chicago, IL (ORD-O'Hare Intl.)
Airport, Chicago, IL (ORD-O'Hare Intl.)
31 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Common Spaces
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Office
About this property
Penthouse with Private Rooftop and Skyline Views - Sleeps 6
Step into a sun-drenched, top-floor sanctuary with a private roof deck and sweeping skyline views. Whether you`re here for a work trip or a Chicago food tour, this classic Chicago walk-up offers a quiet escape above the city bustle.
The space comfortably sleeps six with a queen bed in each of the two bedrooms and a sofa bed in the living room. The sofa bed conveniently pulls out into a queen size bed and extra pillows and sheets are stocked in the closet.
The home features two full bathrooms: a communal guest bathroom with a standard-size soaking tub and a private en-suite in the second bedroom equipped with a modern shower stall.
Sleeping arrangements: - Bedroom #1: queen size bed with en-suite bathroom - Bedroom #2: queen size bed - Living room: queen size sofa bed
Amenities: Private roof deck accessed directly from the apartment, self check-in, high-speed Wifi, dedicated workspace, kitchen island with bar stool seating, smart TV with Airplay, and in-unit laundry
Location: You’re perfectly positioned at the intersection of Chicago’s best vibes. - All within walking distance: coffee shops, multiple parks, BYOB Mexican, Mediterranean, and Sushi, grocery & convenience stores, and countless bars & restaurants - Short rides: less than 5 minutes from the trendy West Loop and Wicker Park neighborhoods, and less than 10 minutes from the United Center
Stress-Free Parking: Rare for the city! We provide free daily street parking permits for up to two weeks, or enjoy free non-permit parking just a block away on Huron St.
Other things to note: The apartment is on the 4th floor of a walk-up building which does not have an elevator.
Early check-in: - Enjoy free early check-in for booking direct on flexhome.com - Accommodations will be made for self check-in anytime after 1pm - All requests are subject to availability
Requirements: 1. Agree to our House Rules 2. Verify your identity by uploading a government-issued ID and selfie through our ID verification partner 3. Pay a $200 refundable security deposit. Deposit is payable online only and refund is issued after check-out assuming no damage, missing items, or broken House Rules. Refunds take 5-10 business days to appear on your statement
House rules: 1. Ages 21+ to book. 2. Authorized guests only, and no booking on behalf of others. 3. No parties, gatherings, or commercial uses. 4. No smoking of any kind anywhere on the premises including outdoor spaces ($150 fine will be assessed and additional fees for remediation may apply). 5. Quiet time after 10pm. 6. Guests must cover the cost to replace unreturned access devices such as keys, key cards, fobs, or parking passes. 7. Rental agreement required for all stays of 28+ days, all direct bookings, and otherwise at our sole discretion. 8. Guests take full responsibility for loss, injury, or damages that occur on the premises and its facilities. 9. Bookings by local guests are prohibited at this property. Please contact us with any questions. *Booking a reservation constitutes an agreement to comply with the House Rules. Guests who violate these rules are liable for any associated damages, fees, or expenses and may be removed from the property without refund.
#R26000139446 1. Ages 21+ to book. 2. Authorized guests only, and no booking on behalf of others. 3. No parties, gatherings, or commercial uses. 4. No smoking of any kind anywhere on the premises including outdoor spaces ($150 fine will be assessed and additional fees for remediation may apply). 5. Quiet time after 10pm. 6. Guests must cover the cost to replace unreturned access devices such as keys, key cards, fobs, or parking passes. 7. Rental agreement required for all stays of 28+ days, all direct bookings, and otherwise at our sole discretion. 8. Guests take full responsibility for loss, injury, or damages that occur on the premises and its facilities. 9. Bookings by local guests are prohibited at this property. Please contact us with any questions. *Booking a reservation constitutes an agreement to comply with the House Rules. Guests who violate these rules are liable for any associated damages, fees, or expenses and may be removed from the property without refund.
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1. Ages 21+ to book.
2. Authorized guests only, and no booking on behalf of others.
3. No parties, gatherings, or commercial uses.
4.
Important information
You need to know
Property Registration Number R26000139446
Property # 5200632vb
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Chicago
West Town, a neighbourhood in Chicago, is home to this apartment. The area's natural beauty can be seen at Millennium Park and Lake Michigan, while Art Institute of Chicago and Chicago Theatre are cultural highlights. Field Museum of Natural History and Griffin Museum of Science and Industry are not to be missed.
Intuit: The Center for Intuitive and Outsider Art - 8 min walk - 0.7 km
Union Park - 17 min walk - 1.5 km
The Salt Shed - 19 min walk - 1.6 km
Getting around
Chicago Clybourn Station - 3 min drive
Chicago Station (Blue Line) - 6 min walk
Chicago Midway Airport (MDW) - 40 min drive
Restaurants
Fry the Coop - 6 min walk
Pie-Eyed Pizzeria - 6 min walk
Taqueria El Jardin - 3 min walk
Starbucks - 7 min walk
Wingstop - 7 min walk
Frequently asked questions
Is Penthouse with Private Rooftop and Skyline Views - Sleeps 6 pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Penthouse with Private Rooftop and Skyline Views - Sleeps 6?
As of 8 June 2026, prices found for a 1-night stay for 2 adults at Penthouse with Private Rooftop and Skyline Views - Sleeps 6 on 21 June 2026 start from AU$543, 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.
How much is parking at Penthouse with Private Rooftop and Skyline Views - Sleeps 6?
On-site parking is available at the property.
What time is check-in at Penthouse with Private Rooftop and Skyline Views - Sleeps 6?
Check-in begins at 4:00 PM.
What time is check-out at Penthouse with Private Rooftop and Skyline Views - Sleeps 6?
Checkout is at 11:00 AM.
Where is Penthouse with Private Rooftop and Skyline Views - Sleeps 6 located?
Located in West Town, this apartment building is 0.3 mi (0.6 km) from Milwaukee Avenue and within 3 miles (5 km) of United Center and Michigan Avenue. Chicago Riverwalk and Millennium Park are also within 3 miles (5 km). Chicago Station (Blue Line) is 6 minutes by foot and Division Station is 15 minutes.
Reviews
10
Exceptional
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