Entire apartment

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Choose dates to view prices

Photo gallery for Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

A rooftop terrace with a fire pit, seating area, and a city skyline view.
A bedroom with a bed, a desk, a chair, a TV, and windows with curtains.
A living room with a sofa, coffee table, and a desk with a chair.
A laundry room with a stacked washer and dryer, shelves with cleaning supplies, and two propane tanks.
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a gas stove.

Reviews

9.6 out of 10
Exceptional

Entire apartment

2 bedrooms2 bathrooms646 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Chicago, IL
  • Place, Milwaukee Avenue
    ‪3 min walk‬
  • Place, Union Park
    ‪17 min walk‬
  • Place, The Salt Shed
    ‪19 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪31 min drive‬

Room options

You may also like

About the neighborhood

Chicago

Located in West Town, this apartment is within 2 miles (3 km) of popular attractions such as United Center and Chicago Riverwalk. The apartment includes a kitchen, a patio, and a refrigerator.

What's nearby

  • Milwaukee Avenue - 3 min walk - 0.2 miles
  • St. John Cantius Church - 8 min walk - 0.5 miles
  • Intuit: The Center for Intuitive and Outsider Art - 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
  • ‪Taqueria El Jardin - ‬3 min walk
  • ‪Pie-Eyed Pizzeria - ‬6 min walk
  • ‪Irish Nobleman Pub - ‬5 min walk
  • ‪Bartoli - ‬8 min walk

About this property

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - 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 roof deck is accessed through an interior staircase inside the apartment. It is completely private and reserved for your use so you can take in the stunning Chicago skyline, lounge around the fire pit, or enjoy a fresh cooked meal with the grill and outdoor dining table.

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 bathroom 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, outdoor grill and fire pit, 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.
The apartment is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Property amenities

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • Books
  • TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Patio

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

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

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

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
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
Property Registration Number R26000139446

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

504776

Frequently asked questions

What can I see within easy reach of this apartment?

This apartment is situated in West Town within a short 18-minute walk of The Salt Shed and also 7 minutes on foot from Milwaukee Avenue. You'll also find United Center and Chicago Riverwalk within a short drive.

How much does it cost to stay at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6?

As of Aug 9, 2026, prices found for a 1-night stay for 2 adults at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6 on Aug 26, 2026 start from $383, 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 there parking available at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6?

No, there isn't parking available at the apartment.

Is this apartment adjacent to a casino?

No, this apartment is not connected to a casino.

Is there an indoor pool at this apartment?

No, there is no indoor pool at this apartment.

What will couples enjoy most about a stay at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6?

Couples staying at this apartment will value amenities like a kitchen, a kitchen in some apartments, as well as a firepit.

Does Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6 have a hot tub?

No, this apartment doesn't have a spa tub.

Does this apartment offer breakfast?

No, this apartment doesn't offer breakfast.

Will this apartment allow pets to stay free of charge?

No, pets aren't allowed at this apartment.

Does Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6 have connecting rooms available?

No, this apartment doesn't feature connecting guestrooms.

How close is the airport from this apartment?

The closest major airport to this apartment is Chicago Midway Airport (MDW), which is 12.6 mi away (40 minutes by car). Another top airport is Chicago O'Hare Intl. Airport (ORD), which is located 16.6 mi away (46-minute drive).

Are there rooms with balconies at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6?

Yes, every apartment at Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6 comes with a patio.

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6 Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 4 out of 5 reviews
Rating 8 - Good. 1 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

Reviews

Verified review

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