$0
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Apartment in Chicago, Illinois

Luxury Designer Penthouse Loft

4 bedrooms

7 beds

3 bathrooms

20 guests

4499.3102 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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!

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.

Property License: R23000104263

Where you’ll sleep

Bedroom 1

1 twin bunk bed

Bedroom 2

1 king bed

Bedroom 3

1 full double bed

Bedroom 4

1 full double bed

Bedroom 1

1 twin bunk bed

Bedroom 2

1 king bed

Bedroom 3

1 full double bed

Bedroom 4

1 full double bed

Amenities

Common Amenities

  • Dryer
  • Air conditioning
  • Free parking
  • Washer
  • Dedicated workspace
  • Oven
  • Bed linens
  • Cooking basics
  • Cleaning supplies
  • Toys

Bathroom 1

  • Hair dryer

Common area

  • Wifi
  • Smoke detector

Kitchen

  • Coffee maker
  • Stove
  • Microwave
  • Dishwasher
  • Fridge
  • Kitchen
  • Dishes

Exterior

  • Street parking

Laundry room

  • Iron

Living room

  • TV
  • Heating

4.9 · 149 reviews

A

Amber

August 2026

The apartment was just as described and truly beautiful. A wonderful walkable neighborhood. Definitely check out the elevated rail line that has now been turned into a walking trail and park. The hosts were responsive and very friendly. Highly recommend.
A

Alison

August 2026

Nathan and Jake are friendly and responsive! Our door code didn't work at first and they were able to quickly reset to a new code. We were also initially missing toilet paper, but the cleaning crew came to restock all supplies right away. The place itself is very spacious and perfect for a large group!
F

Frances

March 2026

The loft was spacious (perfect for our large group!), well kept, had comfy beds, and a beautiful view of downtown! The kitchen was well stocked, which made it easy to cook a few meals for our group. We especially loved being in Wicker Park and having easy access to the CTA, coffee shops, bars, thrift stores, and bookshops. I would definitely stay here again!

Where you’ll be

Chicago, Illinois 60622, United States

Chicago, Illinois, United States
41.9107069-87.6740291
Timezone: America/Chicago

Things to know

Cancellation policy

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 3:00 pm

Check-out before 10:00 am

20 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Nov 12, 2026$406Not Available
Nov 13, 2026$406Not Available
Nov 14, 2026$406Not Available
Nov 15, 2026$261Available
Nov 16, 2026$261Available
Nov 17, 2026$261Not Available
Nov 18, 2026$261Not Available
Nov 19, 2026$365Not Available
Nov 20, 2026$406Not Available
Nov 21, 2026$417Not Available
Nov 22, 2026$290Available
Nov 23, 2026$290Available
Nov 24, 2026$290Available
Nov 25, 2026$299Not Available
Nov 26, 2026$406Not Available
Nov 27, 2026$472Not Available
Nov 28, 2026$447Not Available
Nov 29, 2026$290Not Available
Nov 30, 2026$290Not Available
Dec 1, 2026$290Not Available
Dec 2, 2026$290Not Available
Dec 3, 2026$406Available
Dec 4, 2026$500Not Available
Dec 5, 2026$527Not Available
Dec 6, 2026$296Not Available
Dec 7, 2026$290Not Available
Dec 8, 2026$290Not Available
Dec 9, 2026$290Not Available
Dec 10, 2026$406Not Available
Dec 11, 2026$473Not Available
Dec 12, 2026$496Not Available
Dec 13, 2026$290Available
Dec 14, 2026$290Available
Dec 15, 2026$290Available
Dec 16, 2026$291Available
Dec 17, 2026$406Available
Dec 18, 2026$533Not Available
Dec 19, 2026$578Not Available
Dec 20, 2026$423Not Available
Dec 21, 2026$384Available
Dec 22, 2026$478Available
Dec 23, 2026$490Available
Dec 24, 2026$640Available
Dec 25, 2026$725Not Available
Dec 26, 2026$742Not Available
Dec 27, 2026$442Not Available
Dec 28, 2026$428Not Available
Dec 29, 2026$553Not Available
Dec 30, 2026$575Not Available
Dec 31, 2026$740Not Available
Jan 1, 2027$878Available
Jan 2, 2027$906Not Available
Jan 3, 2027$451Available
Jan 4, 2027$297Available
Jan 5, 2027$290Available
Jan 6, 2027$290Not Available
Jan 7, 2027$406Not Available
Jan 8, 2027$407Not Available
Jan 9, 2027$447Not Available
Jan 10, 2027$290Available
Jan 11, 2027$290Available
Jan 12, 2027$290Available
Jan 13, 2027$290Available
Jan 14, 2027$406Available
Jan 15, 2027$551Not Available
Jan 16, 2027$575Not Available
Jan 17, 2027$290Available
Jan 18, 2027$290Available
Jan 19, 2027$290Available
Jan 20, 2027$290Available
Jan 21, 2027$406Available
Jan 22, 2027$488Not Available
Jan 23, 2027$508Not Available
Jan 24, 2027$290Available
Jan 25, 2027$290Available
Jan 26, 2027$290Available
Jan 27, 2027$290Available
Jan 28, 2027$406Not Available
Jan 29, 2027$502Not Available
Jan 30, 2027$518Not Available
Jan 31, 2027$290Available
Feb 1, 2027$290Available
Feb 2, 2027$290Available
Feb 3, 2027$290Available
Feb 4, 2027$406Available
Feb 5, 2027$450Available
Feb 6, 2027$459Not Available
Feb 7, 2027$290Available
Feb 8, 2027$290Available
Feb 9, 2027$290Available
Feb 10, 2027$290Available