Luxury Designer Penthouse Loft | Sleeps 20

Top rated by guests
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review stars
9.2Outstanding
(13 Ratings)
"The hosts were very accommodating to our needs and were ready to respond to us whenever we called. It's rare to find hosts that are so active in responding to any questions, even on a holiday like Hal..."
Justin W.
Don't miss out! Price and availability may change
9.2 / 10
Outstanding(13 Ratings)

Apartment in Wicker Park, IL

20 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this apartment rental

Summary:

BRAND NEW DESIGNER PENTHOUSE LOFT IN WICKER PARK! Sleeps up to 20 people!



Enjoy your own private loft in Chicago's hip and trendy Wicker Park-one of the city's centers nightlife, restaurants and cultural scene. This 4,500 square foot penthouse sits on an entire floor features 18 foot open vaulted ceilings, authentic loft feel, 4 bedrooms/3 bathrooms, and is perfect for families, professionals visiting the city on work trips, and everything in between. The cityscape views are truly unbeatable!



The Space:

Located on the top floor of a boutique loft apartment building with views overlooking the city and in the heart of Wicker Park, your penthouse sits on the entire floor with ultimate privacy, sleeps 20+ people and is perfectly situated for large groups, families, events, and curated events. Everything flows around the spacious and open living room, seating area, dining room, and chef's kitchen, all connected uniquely across one large open space, creating a one of a kind environment for entertaining and gathering with your group.



Your spacious living/seating area/dining room combo is decorated by a local designer with fun modern contemporary furniture and features a large sectional, accent lounge, seating area with four accent chairs, dining table for 14+ people, smart TV (Netflix, Hulu, Prime, etc. compatible) and record player for entertainment.



Attached to the living area, the high end designer quality chef's kitchen is outfitted with brand new gas powered ranges, oven, refrigerator and freezer, large island, plenty of cabinetry, plates, cups, and cutlery in addition to state-of-the-art kitchen appliances including a Nespresso coffee maker, amongst others.



This one of a kind designer loft penthouse comfortably sleeps 20+ people and has 4 bedrooms and 3 full bathrooms. The main bedroom with a king bed and sleek full bathroom. Two additional bedrooms feature queen/full beds, while the last bedroom has two full over full bunk beds. While we allow 20 people to stay in the unit, there isn't necessarily 20 normal beds as we allow our guests to determine their sleeping arrangements.



Sleeping arrangements/room layout:

Main bedroom (bedroom 1): King Bed, full bathroom

Bedroom 2: Two full beds

Bedroom 3: Two full beds

Bedroom 4: Two full-over-full side-by-side bunk beds



Our units are made up fresh before each guest and their group arrives. Our cleaning services that we use on all of our properties do a thorough job of cleaning all areas, focusing on high touch point areas. Each bed is stripped after every stay and all sheets, pillow covers, and duvet covers are swapped with brand new linens for each stay. The unit is stocked with fresh towels for you and your guests.



We provide one parking permit per day of your stay for the permitted street parking on the side streets next to the property. Lastly, check the parkchirp app for additional parking needs.



To abide by all legal requirements and building security rules, you may be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, pass through our verification portal and, in some instances, complete a criminal background check.



Important note: The information is collected for screening and verification only and is not stored or used for any other purposes.



Please be advised that all guests will be asked to sign a rental usage agreement that governs the terms of the stay. By completing the reservation you agree to the following:



-You agree to be bound by our rental terms and conditions.

-You acknowledge that you will be required to provide a copy of a valid government-issued ID and matching credit card prior to check-in.

-You acknowledge that you may be required to undergo a background check if mandated by the property management company or the building, as stated in accordance with your rental agreement and the condition of the booking.

-You understand that your check-in instructions might be withheld until you have successfully completed our verification portal.



Guest Access:

You will have full access to all rooms and spaces inside the unit. Temporary access codes will be shared 24 hours before rental commencement by email.



Interaction with Guests:

We pride ourselves on making our guest's stay as enjoyable as possible. We live in Chicago and are available should anything come up.

Amenities at Luxury Designer Penthouse Loft | Sleeps 20

Non-smoking
Pets allowed
Family friendly

Map of Wicker Park, IL

city location on map

Ratings and reviews

9.2 / 10
Outstanding(13 Ratings)
10 / 10Outstanding·Nov 2025
The hosts were very accommodating to our needs and were ready to respond to us whenever we called. It's rare to find hosts that are so active in responding to any questions, even on a holiday like Halloween!
10 / 10Outstanding·Sep 2025
Great space, comfortable, great neighborhood. Parking was hard to find but other than that it was great! Would definitely stay there again.
10 / 10Outstanding·May 2025
The building is within reach of downtown Chicago, with stores nearby. Overall, the place was clean and set up upon entry. This is a great place to stay for groups of 10-20.
6 / 10Average·Jun 2026
The location & space were both great. The beds were super comfortable and it really is a great space for large groups. There are a ton of restaurants and bars around the area and within walking distance so we really enjoyed that.Considering the price, we expected more out of our stay. Things to note: the loft is on the 3rd floor and there is no elevator so keep that in mind with bringing luggage, etc. The check in process was smooth with a keypad door lock, however the keypad died the first day we were there so we were unable to lock the door when we left. The host communicated with us but was unable to get anyone there to fix it until the next morning. Once the keypad was fixed, our code no longer worked to enter the loft. We were locked out and had to communicate with the host again who gave us a new code - not a huge deal, but definitely inconvenient. There was minimal toilet paper, 0 paper towels or trash bags for us to use. We bought our own, but expected at least some to get us through the beginning of our stay. The biggest issue we had was on Saturday night, there was a DJ that was playing upstairs on the roof of the building. It was incredibly loud and the vibrations shook the entire loft. He played until quite literally 4AM - we got 0 sleep because of it. The curtains in the bedrooms don't do much at all so we woke up early each morning because each room got a lot of natural light. The main common area is huge and a great space, just sharing our experience.

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Luxury Designer Penthouse Loft | Sleeps 20. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Luxury Designer Penthouse Loft | Sleeps 20 pet friendly?

Yes! This apartment is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Luxury Designer Penthouse Loft | Sleeps 20?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.