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Upscale 4BR Retreat: Wicker Park

Photo gallery for Upscale 4BR Retreat: Wicker Park

TV, offices
Interior
Fridge, microwave, oven, stovetop
4 bedrooms, iron/ironing board, travel cot, WiFi
Dining

Reviews

8.6 out of 10
Excellent

Entire apartment

4 bedrooms3 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Chicago, IL
  • Place, Milwaukee Avenue
    ‪9 min walk‬
  • Place, Humboldt Park
    ‪20 min walk‬
  • Place, United Center
    ‪4 min drive‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪31 min drive‬

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About the area

Chicago

At this apartment you'll be 2.4 km (1.5 mi) from United Center and 4.8 km (3 mi) from Michigan Avenue. .Apartment features a washing machine, 2.5 bathrooms and a TV. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A coffee/tea maker, a hairdryer and an iron/ironing board are also available.
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What's nearby

  • Milwaukee Avenue - 9 min walk - 0.8 km
  • The 606 - 19 min walk - 1.6 km
  • Humboldt Park - 20 min walk - 1.7 km
  • The Salt Shed - 3 min drive - 1.8 km
  • United Center - 4 min drive - 2.5 km

Getting around

  • Chicago Clybourn Station - 3 min drive
  • Damen Station - 12 min walk
  • Chicago Midway Airport (MDW) - 40 min drive

Restaurants

  • ‪Colectivo Coffee Wicker Park - ‬3 min walk
  • ‪Oud Coffee and Cafe - ‬6 min walk
  • ‪Kasama - ‬4 min walk
  • ‪Nikko Sushi Izakaya - ‬4 min walk
  • ‪Easy Bar - ‬3 min walk

About this property

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.



Pet-friendly with prior approval and pet fee. Dogs and cats only. Pets may not be left unattended unless crated, must comply with quiet hours, and are not permitted on furniture. The pet fee does not cover damage to furniture, bedding, rugs, or excessive hair/odor removal.

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Property amenities

Internet

  • Available in the apartment: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

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)
  • 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

Information provided by the property may be translated using automated translation tools

Rules

🚭 This is a smoke-free spot. Smoking inside = $250+ cleaning fee. 🐾 Pets are allowed in the unit. (dogs or cats). Fee is $100 per pet. Sneaking ...

Pets

  • Pets are welcome
    • Service animals are exempt from fees.
  • Note from host: Charge may apply

Children and extra beds

  • Children are welcome.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 private host, not a professional engaged in trade or business. On-site 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 all accommodation.

Property Registration Number R25000133995

Property is also known as

68071175627f4b001258f959

Frequently asked questions

Are there any beaches close to Upscale 4BR Retreat: Wicker Park?

The closest beach to Upscale 4BR Retreat: Wicker Park is North Avenue Beach (4.6 km).

Does Upscale 4BR Retreat: Wicker Park have a pool?

No, this apartment doesn't have a pool.

Is Upscale 4BR Retreat: Wicker Park family-friendly?

You bet! With amenities such as laundry facilities and travel cots, it's no surprise that Upscale 4BR Retreat: Wicker Park is a winner with our family travellers.

Is there a free airport shuttle available at Upscale 4BR Retreat: Wicker Park?

No, Upscale 4BR Retreat: Wicker Park does not offer an airport shuttle service.

What time are check-in & check-out at Upscale 4BR Retreat: Wicker Park?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Upscale 4BR Retreat: Wicker Park Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 4 out of 9 reviews
Rating 8 - Good. 4 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 1 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.2/10

Cleanliness

Reviews

10/10 Excellent

Patrick M.

Liked: Cleanliness
Excellent location. Will rent again.
Stayed 2 nights in Apr 2026

10/10 Excellent

Derek R.

Liked: Cleanliness
Nice and clean place. Host was very communicative. Would definitely stay again.
Stayed 1 night in Feb 2026

8/10 Good

Andrea B.

Liked: Cleanliness
Great location with lots of space. The apartment was very clean but a little run-down (especially in the bathrooms) to be called "upscale." It was quite dark during the day and the kitchen could have been better equipped; there was a Keurig machine but only 3 K-cups in the cupboard (for four people for three nights), for example. Overall, a comfortable stay in a great neighborhood for a girls' trip.
Stayed 3 nights in Oct 2025

8/10 Good

John R.

Liked: Cleanliness
Great place in a great area. Would definitely stay here again!
Stayed 1 night in Sep 2025

4/10 Poor

Sara Pilzer W.

Once we got there, the stay was fine and quiet. However, there is a non-disclosed requirement to share personal information, and only after payment and confirmation. We booked last-minute, at 10am for the next day. We got the typical correspondence from the owner requesting our names and ages, which we shared. A couple hours later, we received a message saying we needed to submit a pic license or passport through a link to a third party service that said "To personalize your stay, use our services, and verify your identity, the details provided in the check-in form may be shared with third parties." We were not comfortable sharing this information without assurances of how the info would be used so I contacted the owner directly to express concerns and to offer to provide additional information directly. We have positive VRBO ratings, I shared links to our professional bios, and offered to help verify identify through other non-open-ended means. The owner said we could share details directly with her, which I did. We woke up to a new message that was sent after midnight saying that we, in fact, needed to use their third party system in order to be given check-in details. Scrambling to finish packing and get to the airport, we were not pleased with this change. Pro Tip: An old student id worked. We didn't appreciate the booking process, privacy concerns and lack of/misinformation. Also, there was an old contact lens on the bathroom floor, so not very clean.
Stayed 1 night in Aug 2025

8/10 Good

Evangeline b.

Liked: Cleanliness

Great location a bit worn

We had a good stay. I will say the place has a great deal of wear and tear (walls and baseboards scuffed up, rugs not fully vacuumed as there were some little rocks stuck in them so when walking barefoot would step on them, a few things somewhat broken ie handrail, etc). Otherwise clean and the beds very comfortable. For the amount of background checks that went into verifying that we were good guests I would've expected a more polished place. Great and speedy communication with the host.
Stayed 1 night in Jul 2025

10/10 Excellent

Allison M.

Liked: Cleanliness

Awesome for group of 8!

Place was clean, safe, parking was easy along side streets. Very spacious and reasonably priced! Will stay again!
Stayed 2 nights in Jul 2025

10/10 Excellent

Alexis B.

Liked: Cleanliness
The host was a really great communicator! There was a slight issue that was out of their hands with our original location and they immediately figured out another place we could stay instead. They were also very helpful in giving me answers to any questions I asked. The place was super nice and for being in a big city, it was pretty quiet. Check in was super easy and it was really nice being able to take care of it prior to arriving. This was our first experience staying in this type of place and we could not be any happier with how smooth of an experience it was. I definitely recommend staying at a place managed by this host!
Stayed 1 night in Jul 2025

8/10 Good

Heather W.

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.
Stayed 2 nights in Jun 2025

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