•
149 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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
Amber
•
August 2026
Alison
•
August 2026
Frances
•
March 2026
Chicago, Illinois 60622, United States
Chicago, Illinois, United StatesFree cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 3:00 pm
Check-out before 10:00 am
20 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 12, 2026 | $406 | Not Available |
| Nov 13, 2026 | $406 | Not Available |
| Nov 14, 2026 | $406 | Not Available |
| Nov 15, 2026 | $261 | Available |
| Nov 16, 2026 | $261 | Available |
| Nov 17, 2026 | $261 | Not Available |
| Nov 18, 2026 | $261 | Not Available |
| Nov 19, 2026 | $365 | Not Available |
| Nov 20, 2026 | $406 | Not Available |
| Nov 21, 2026 | $417 | Not Available |
| Nov 22, 2026 | $290 | Available |
| Nov 23, 2026 | $290 | Available |
| Nov 24, 2026 | $290 | Available |
| Nov 25, 2026 | $299 | Not Available |
| Nov 26, 2026 | $406 | Not Available |
| Nov 27, 2026 | $472 | Not Available |
| Nov 28, 2026 | $447 | Not Available |
| Nov 29, 2026 | $290 | Not Available |
| Nov 30, 2026 | $290 | Not Available |
| Dec 1, 2026 | $290 | Not Available |
| Dec 2, 2026 | $290 | Not Available |
| Dec 3, 2026 | $406 | Available |
| Dec 4, 2026 | $500 | Not Available |
| Dec 5, 2026 | $527 | Not Available |
| Dec 6, 2026 | $296 | Not Available |
| Dec 7, 2026 | $290 | Not Available |
| Dec 8, 2026 | $290 | Not Available |
| Dec 9, 2026 | $290 | Not Available |
| Dec 10, 2026 | $406 | Not Available |
| Dec 11, 2026 | $473 | Not Available |
| Dec 12, 2026 | $496 | Not Available |
| Dec 13, 2026 | $290 | Available |
| Dec 14, 2026 | $290 | Available |
| Dec 15, 2026 | $290 | Available |
| Dec 16, 2026 | $291 | Available |
| Dec 17, 2026 | $406 | Available |
| Dec 18, 2026 | $533 | Not Available |
| Dec 19, 2026 | $578 | Not Available |
| Dec 20, 2026 | $423 | Not Available |
| Dec 21, 2026 | $384 | Available |
| Dec 22, 2026 | $478 | Available |
| Dec 23, 2026 | $490 | Available |
| Dec 24, 2026 | $640 | Available |
| Dec 25, 2026 | $725 | Not Available |
| Dec 26, 2026 | $742 | Not Available |
| Dec 27, 2026 | $442 | Not Available |
| Dec 28, 2026 | $428 | Not Available |
| Dec 29, 2026 | $553 | Not Available |
| Dec 30, 2026 | $575 | Not Available |
| Dec 31, 2026 | $740 | Not Available |
| Jan 1, 2027 | $878 | Available |
| Jan 2, 2027 | $906 | Not Available |
| Jan 3, 2027 | $451 | Available |
| Jan 4, 2027 | $297 | Available |
| Jan 5, 2027 | $290 | Available |
| Jan 6, 2027 | $290 | Not Available |
| Jan 7, 2027 | $406 | Not Available |
| Jan 8, 2027 | $407 | Not Available |
| Jan 9, 2027 | $447 | Not Available |
| Jan 10, 2027 | $290 | Available |
| Jan 11, 2027 | $290 | Available |
| Jan 12, 2027 | $290 | Available |
| Jan 13, 2027 | $290 | Available |
| Jan 14, 2027 | $406 | Available |
| Jan 15, 2027 | $551 | Not Available |
| Jan 16, 2027 | $575 | Not Available |
| Jan 17, 2027 | $290 | Available |
| Jan 18, 2027 | $290 | Available |
| Jan 19, 2027 | $290 | Available |
| Jan 20, 2027 | $290 | Available |
| Jan 21, 2027 | $406 | Available |
| Jan 22, 2027 | $488 | Not Available |
| Jan 23, 2027 | $508 | Not Available |
| Jan 24, 2027 | $290 | Available |
| Jan 25, 2027 | $290 | Available |
| Jan 26, 2027 | $290 | Available |
| Jan 27, 2027 | $290 | Available |
| Jan 28, 2027 | $406 | Not Available |
| Jan 29, 2027 | $502 | Not Available |
| Jan 30, 2027 | $518 | Not Available |
| Jan 31, 2027 | $290 | Available |
| Feb 1, 2027 | $290 | Available |
| Feb 2, 2027 | $290 | Available |
| Feb 3, 2027 | $290 | Available |
| Feb 4, 2027 | $406 | Available |
| Feb 5, 2027 | $450 | Available |
| Feb 6, 2027 | $459 | Not Available |
| Feb 7, 2027 | $290 | Available |
| Feb 8, 2027 | $290 | Available |
| Feb 9, 2027 | $290 | Available |
| Feb 10, 2027 | $290 | Available |