West Town stay.Your stay at this West Town apartment places you within 3 miles (5 km) of United Center and Michigan Avenue. Also, Milwaukee Avenue is within half a mile (1 km) and Humboldt Park is within 2 miles (3 km).
You'll have the entire apartment to yourself and will only share it with other guests in your party.
Upscale 4BR Retreat: Wicker Park
Summary: Welcome to your spacious 4-bedroom getaway in the heart of Wicker Park—Chicago’s most vibrant and eclectic neighborhood. Located on N Damen Ave, this modern apartment is perfect for groups, families, or business travelers looking for comfort, style, and unbeatable access to the city’s top dining, nightlife, and cultural hotspots.
The Space: What You’ll Love: ✓ 4 comfortable bedrooms — ideal for up to 8 guests ✓ Fully equipped kitchen ✓Reliable wifi ✓ In-unit washer & dryer ✓ Central A/C & heating ✓ Keyless entry for self check-in ✓ Steps to Blue Line (Damen Station) for easy access to downtown & O’Hare ✓ Walk to top-rated restaurants, boutiques, music venues & coffee shops
Whether you're grabbing brunch at Big Star, exploring the shops on Milwaukee Ave, or hopping on the Blue Line to downtown, this location makes it easy to experience the best of Chicago. Enjoy the charm of a local neighborhood with quick access to everything the city has to offer.
Book now and make your stay unforgettable in one of Chicago’s most iconic areas.
Guest Access: Note: The apartment includes areas on both the 1st floor and basement.
The Neighborhood: There are lots of great spots to eat nearby—Filipino, Mexican, and Greek restaurants are just a few options worth checking out. You’ll also find some nice cafes and bars in the area if you’re in the mood to relax or grab a drink. And if you need to pick up anything, Target is just a few minutes away.
Getting Around: It’s a really convenient spot to get around—there are bus stops nearby, like at Damen & Thomas, and the Division station is just a few minutes away. You’ll also find a Divvy bike station close by, and ride-sharing options are always easy to grab when you need them.
Other Things to Note: For security purposes, ID might be required.
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)
First aid kit
Fire extinguisher
Policies
Check-in
Check-in time starts at 3:00 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
Pets
Pets are welcome
Service animals are exempt from fees
Note from host: Charge may apply
Children and extra beds
Children are welcome.
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 and a first aid kit
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
68071175627f4b001258f959
Frequently asked questions
How close is Upscale 4BR Retreat: Wicker Park to the airport?
This apartment is 12.9 mi (40-min drive) away from the Chicago Midway Airport (MDW) airport, the closest popular airport to the property.
Does Upscale 4BR Retreat: Wicker Park have an airport shuttle?
Airport shuttle services are not available at this apartment.
How close is Upscale 4BR Retreat: Wicker Park to the beach?
This apartment is 3.4 mi (19-min drive) from Oak Street Beach and 3.6 mi (20-min drive) from North Avenue Beach. Don't forget your sunscreen!
Does Upscale 4BR Retreat: Wicker Park offer free breakfast?
This apartment does not offer free breakfast.
Is there a casino at Upscale 4BR Retreat: Wicker Park?
No, there is no casino at this apartment, but Bally's Casino Chicago (5-min drive) and Rivers Casino (18-min drive) are nearby.
What time is check-in at Upscale 4BR Retreat: Wicker Park?
Check-in begins at 3:00 PM.
Is there free parking at Upscale 4BR Retreat: Wicker Park?
Free parking is not available at this apartment.
Does Upscale 4BR Retreat: Wicker Park have a pool?
This apartment does not have a pool.
Does Upscale 4BR Retreat: Wicker Park have a spa?
There are no spa services available at this apartment.
How close is Upscale 4BR Retreat: Wicker Park to downtown Chicago?
This apartment is 2.9 mi away from Chicago.
Upscale 4BR Retreat: Wicker Park Reviews
Reviews
8.0
Very Good
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 0 out of 1 reviews
10 - Excellent
0
Rating 8 - Good. 1 out of 1 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0
8.0/10
Cleanliness
Reviews
8/10 Good
Heather W.
Jun 28, 2025
Liked: Cleanliness
Decent place
Communication was fantastic. The back area kinda creepy to enter in, especially at night, but the apartment was beautiful. It would be a neat idea to clean up the basement outdoor area for a sitting area.