Entire apartment

Penthouse with Private Rooftop and Skyline Views - Sleeps 6

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Outdoor dining - Penthouse with Private Rooftop and Skyline Views - Sleeps 6 (Chicago)
TV, books, offices - Penthouse with Private Rooftop and Skyline Views - Sleeps 6 (Chicago)
Terrace/patio - Penthouse with Private Rooftop and Skyline Views - Sleeps 6 (Chicago)
Outdoor dining - Penthouse with Private Rooftop and Skyline Views - Sleeps 6 (Chicago)
2 bedrooms, desk, iron/ironing board, WiFi - Penthouse with Private Rooftop and Skyline Views - Sleeps 6 (Chicago)
Penthouse with Private Rooftop and Skyline Views - Sleeps 6 provides a firepit and more. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathrooms646 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available
The current price is £300
includes taxes & fees
21 Jun - 22 Jun

Add dates for prices

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.

Property amenities

Internet

  • Available in the apartment: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • TV

Outdoor areas

  • Firepit
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

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

  • Unit size: 646 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11:00 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

1. Ages 21+ to book. 2. Authorized guests only, and no booking on behalf of others. 3. No parties, gatherings, or commercial uses. 4.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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 Registration Number R26000139446
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

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. Lincoln Park Zoo and Field Museum of Natural History are not to be missed. Visit our Chicago travel guide
View more Apartments in Chicago
Map
Chicago, IL

What's nearby

  • Milwaukee Avenue
    Milwaukee Avenue
    3 min walk - 0.2 miles
  • Chicago_UnitedCenter_6064077_01
    United Center
    3 min drive - 1.3 miles
  • St. John Cantius Church
    8 min walk - 0.5 miles
  • Union Park
    17 min walk - 0.9 miles
  • The Salt Shed
    19 min walk - 1.0 mile

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
  • Wax Vinyl Bar
    7 min walk
  • Starbucks
    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 5 Jun 2026, prices found for a 1-night stay for 2 adults at Penthouse with Private Rooftop and Skyline Views - Sleeps 6 on 21 Jun 2026 start from £300, 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.

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Penthouse with Private Rooftop and Skyline Views - Sleeps 6 Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Dennis R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable apartment and the rooftop deck was a great bonus. Street parking was convenient. Would absolutely stay again.
Stayed 2 nights in Apr 2026