Located in West Town within a short walk of Humboldt Park, this condo is within 2 miles (3 km) of Milwaukee Avenue. The condo includes a kitchen, a fireplace, and a balcony.
Chicago Western Avenue Station (Milwaukee District-West) - 15 min walk
Chicago Midway Airport (MDW) - 32 min drive
Restaurants
Dunkin' - 7 min walk
Star Bar - 5 min walk
Empty Bottle - 3 min walk
Papa's Cache Sabroso - 6 min walk
Sportsman's Club - 3 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
NEW LUXURY PENTHOUSE CONDO
OVERVIEW: This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably sleeps 9 persons. Luxury bathrooms. Fully equipped chef’s kitchen with top of the line stainless steel appliances and marble counter tops. Gorgeous hardwood floors throughout. High speed internet and smart TV’s with Netflix, Amazon Prime, YouTube and more. Adjustable AC/Heat. In unit washer and dryer. Complimentary secure garage parking and remote provided for use during your stay. Access to condo via smart locks for contactless check in at your convenience.
BEDROOMS & SLEEPING ARRANGEMENTS: The master bedroom features a queen bed with stylish decor, a smart TV, and an outdoor patio balcony. There is an attached master spa-like bathroom with a double marble vanity, large jacuzzi with handheld sprayer, and incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. A twin sized collapsible bed which sleeps one is located in the closet and can be set up in advance upon request. The second bedroom has a queen bed and clothing storage space in the bureaus and closet. There are also two 3 seat sofas in the living room, both of which open up into queen sized sleeper sofas with memory foam mattresses. Privacy curtains are available to separate the living room from the common area hallway and other bedrooms. This condo comfortably sleeps 9 persons as there are a total of 4 queen beds and 1 twin sized bed.
LUXURY BATHROOMS: 2.5 Bathrooms. The master bathroom has a double marble vanity, large jacuzzi with handheld sprayer, and incredible 6 head walk-in shower where you can also enjoy a hand held sprayer, shower head, rain head, and multiple body sprays. The second full bathroom with shower/bath tub is located in the hallway between the master bedroom and second bedroom. Each of these bathrooms are stocked with white towels, automatic antibacterial hand soap dispensers, hand sanitizer, 4 rolls of toilet paper, and tissues. There is also a half bathroom located on the rooftop level which is accessible from the south deck outside area. There is a total of 18 white bath towels, 18 wash cloths, 21 hand towels, and 3 bathmats. Personal toiletries, feminine products, shampoo, conditioner and body soap are NOT provided.
CHEF’S KITCHEN & 12 PERSON DINING TABLE: This gorgeous fully equipped kitchen is an entertainer’s dream. Top of the line stainless steel appliances- fridge, freezer, ice maker, oven, stove top, dishwasher, disposal, and toaster. White porcelain dishes include 15 large dinner plates, 15 small dinner plates, 15 pasta bowls, 15 cereal bowls, 2 serving bowls, and 12 coffee mugs. Glassware includes 12 highball glasses, 12 rocks glasses, 12 champagne flutes, 12 white wine glasses, 12 red wine glasses, 12 crystal old fashioned glasses, 12 shot glasses, a crystal serving bowl, and flower vase. Silverware includes 12 small forks, 12 large forks, 12 dinner knives, 12 large spoons, 12 small spoons, and 12 tasting/coffee spoons. 18 piece knife block set, 12 steak knives, 17 piece cookware set, 14 piece bakeware set, and 14 piece cooking utensil set, 5 metal mixing bowls, 5 measuring spoons, measuring cup, cookie sheets, can opener and peeler provided. Keurig coffee maker with coffees, teas, creamers, and sweeteners provided. Salt, pepper and boos block, and 3 plastic cutting boards provided. Stainless steel 60 qt beverage tub, 3 gallon beverage dispenser, and ice bucket provided. Cocktail shaker and bar set provided with wine openers and Champagne stoppers. A kitchen hand towel, 2 paper towel rolls, automatic dish soap dispenser, automatic antibacterial hand soap dispenser, hand sanitizer, a sponge, dishwasher detergent, kitchen garbage bags, and extra bedroom trash liners are provided. Cooking oil is NOT provided and no used kitchen items will be left in the fridge or in the cabinets. Placemats are provided for the 12 person dining table. There are also two bar stools located at the kitchen island. Silver charger plates, white cotton napkins, and napkin rings available upon request for special events.
PENTHOUSE ROOF TOP DECK: Stunning private terrace with Tiffany blue cushions topping a 3 seater sofa and 2 arm chairs. Queen sized day bed can be fitted with a special dark blue cover that is taken in and washed in between rentals so guests can put it out dry. Coffee table and cooler located on the north rooftop deck. On the attached south deck you will find a 6 person outdoor dining table, 2 bars with 3 bar stools each, and access to the half bathroom. The bar stools are placed inside the bars to ensure they remain dry for guests. There are 2 total bars and 6 total bar stools. Move the bars together to create a longer buffet or additional group seating.
The condo is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can expect to find a Smart TV with Netflix. The memory foam bed provides a full night's sleep, and the bathroom offers a jetted tub and hair dryers. Other standard amenities include a washer/dryer, a fireplace, and a coffee maker.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Hand-held showerhead
Hardwood flooring in public areas
Designated smoking areas
Note from host: Smoking allowed outside only. Ashtrays provided.
Services and conveniences
Iron/ironing board
Location highlights
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping mall
Things to do
Basketball nearby
Casino nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Sailing nearby
Theme park nearby
Winery tours nearby
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
Deadbolt lock
General
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 28
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
Check-out instructions
The host requires you complete the following before checking out:
Remove personal items
Turn off the lights and lock the doors
Leave garage door remote on the kitchen island counter.
After pulling your car out of the garage, press ENTER on the keypad to close the garage from the alley.
Failure to complete these may result in a negative review from the host.
Rules
No late night disruptive parties or large gatherings that exceed 16 guests. Quiet hours are 8pm-8am. All events require approval.
Minimum age requirement for the primary renter is 28 years old. An ID may be requested for age verification at our discretion.
We will not rent to any guest who has negative reviews. 5 star reviews or no reviews due to first time use of VRBO is acceptable.
Pets
This property welcomes pets
2 total pets
Service animals exempt from fees
Note from host: Well behaved pets are welcome.
Children and extra beds
Children allowed: ages 0-17
Events
Events allowed: family gatherings and weddings
All events require approval. Please inquire.
Smoking
Smoking allowed: in designated areas
Smoking allowed outside only. Ashtrays provided.
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
Parties and events (including family gatherings and weddings) are allowed on site; maximum attendees: 16
Note from host: All events require approval. Please inquire.
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, a first aid kit, and a deadbolt lock
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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 28
Property Registration Number 60622, R23000098094
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Parties and events (including family gatherings and weddings) are allowed on site. Maximum attendees: 16.
Note from host: All events require approval. Please inquire.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
Luxury Penthouse Condo
New Luxury Penthouse Chicago
NEW LUXURY PENTHOUSE CONDO Chicago
NEW LUXURY PENTHOUSE CONDO Private vacation home
NEW LUXURY PENTHOUSE CONDO Private vacation home Chicago
Frequently asked questions
What can I see around this condo?
This condo is situated in West Town within a short 13-minute walk of Humboldt Park. You'll also find United Center and Chicago Riverwalk within a short drive.
Will I be able to park at this condo?
Yes, there is a garage.
Is this condo adjacent to a casino?
No, this condo is not connected to a casino.
Will I find an indoor pool at this condo?
No, there is no indoor pool at this condo.
Is NEW LUXURY PENTHOUSE CONDO a good place to stay for couples?
Amenities that appeal to couples at this condo include a fireplace, a jetted bathtub, and a memory foam mattress.
Does NEW LUXURY PENTHOUSE CONDO have a hot tub?
No, but this condo offers jetted bathtubs in all condo units.
Does this condo provide breakfast?
No, this condo doesn't offer breakfast.
Will this condo allow pets to stay for free?
Although pets can't stay for free, they are welcome at this condo.
Are there connecting rooms at this condo?
No, this condo doesn't feature connecting guestrooms.
How close is the airport from this condo?
The closest major airport to this condo is Chicago Midway Airport (MDW), which is 13.5 mi away (32 minutes by car). Another top airport is Chicago O'Hare Intl. Airport (ORD), which is located 15.7 mi away (32-minute drive).
Are there rooms with balconies at NEW LUXURY PENTHOUSE CONDO?
Yes, every condo unit at NEW LUXURY PENTHOUSE CONDO comes with a balcony with some featuring city views.
NEW LUXURY PENTHOUSE CONDO Reviews
Reviews
10
Exceptional
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. 193 out of 198 reviews
10 - Excellent
193
Rating 8 - Good. 4 out of 198 reviews
8 - Good
4
Rating 6 - Okay. 1 out of 198 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 198 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 198 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
8.0/10
Eco-friendliness
Reviews
10/10 Excellent
Mallory K.
Nov 2, 2025
Liked: Cleanliness
The kitchen was fully equipped with dishes and cookware. It had a really nice dining table for us to eat at as well as an island that was convenient for the kids. It was really quiet. We didn’t hear any anybody in the unit below us nor did we hear any traffic. It was convenient that there was a parking space provided so we didn’t have to deal with finding any parking and in the neighborhood felt safe and secure.
Mallory K.
Stayed 2 nights in Oct 2025
10/10 Excellent
Arif J.
Oct 17, 2025
Liked: Cleanliness
A very spacious spot. Awesome rooftop. Great location in the Ukrainian district. A number of fantastic restaurants and cafes close by. The location isn’t close to the train, but there are very frequent buses. The apartment doesn’t have amenities for young children (cribs, high chairs) so you’d have to bring your own.
Arif J.
Stayed 3 nights in Oct 2025
10/10 Excellent
Riley S.
Sep 30, 2025
Liked: Cleanliness
This is a truly gorgeous home that was perfect for our wedding celebration. The view from the massive rooftop towards the city skyline is unbelievable. The home was clean and well stocked with kitchenware for our large family, and beds were comfortable. The host was proactive, responsive and helpful. The only thing we overlooked was there weren’t toiletries in the showers, but we brought enough with us to get by. Overall it was an amazing stay!
Riley S.
Stayed 2 nights in Sep 2025
10/10 Excellent
Lauren Z.
Sep 25, 2025
Liked: Cleanliness
It was beautiful and clean. The rooftop was amazing, and the layout was fantastic for a weekend trip.
Lauren Z.
Stayed 2 nights in Sep 2025
10/10 Excellent
Cody G.
Sep 21, 2025
Liked: Cleanliness
Cool property! Clean and well maintained. Only 2 actual beds in the unit (also a cot and pull-out sofa). Would stay again!
Cody G.
Stayed 2 nights in Sep 2025
10/10 Excellent
Trennia D.
Sep 21, 2025
Trennia D.
Stayed 3 nights in Aug 2025
10/10 Excellent
Robert Q.
Sep 15, 2025
Liked: Cleanliness
Perfect location, easy to access, yes there are stairs but suck it up and enjoy everything about this place. Fully stocked. Parking garage and street and we felt super safe, literally 15-20 mins from things you would want to see in Chicago.
Robert Q.
Stayed 4 nights in Sep 2025
10/10 Excellent
Matthew M.
Sep 2, 2025
Liked: Cleanliness
Getting parked was the only issue once we got through that everything else was great
Matthew M.
Stayed 2 nights in Aug 2025
10/10 Excellent
Sarah A.
Aug 19, 2025
Liked: Cleanliness
The property and service both met and exceeded my imagination. The college reunion group really enjoyed the stay, features, and overall location. Great place to stay for both local and downtown attractions. The neighbors, neighborhood bodega, and rooftop really enhanced the visit. Very clear instructions start to finish, and all items to make the stay comfortable were present. Property management was clear, kind, and funny. Only minor feedback; the pullout couch beds did the job, just not as comfortable as all the other interior furniture. If you have guests with more sensitive backs or injuries, try to save the main bedrooms for them. Would definitely recommend this accommodation to anyone looking to explore Chicago!
Sarah A.
Stayed 4 nights in Aug 2025
10/10 Excellent
Tiffany G.
Aug 19, 2025
Liked: Cleanliness
My husband and I rented this condo for ourselves and our older teens. There were 8 of us in total and the space was wonderful. Four girls slept comfortably on the pull-out sofas, and enjoyed the wall of mirrors by the dining room table to get ready for Lollapalooza each day. The kitchen was great and well equipped for us to cook meals. They seemed to think of any tool that we could possibly need for our stay, and had it in the kitchen. Parking was not a problem. We found a spot along the street nearly every time we looked (morning, noon, or night). When we didn't, we could squeeze into the garage space with our rented minivan, as long as we got out of the vehicle first. The space is immaculately clean and organized. Instructions are clear, and back-ups of everything are well stocked, from bath towels to toilet paper. The loft on the top of the building is unreal, with phenomenal views of the city. It is huge, with two spaces to hang out, and a bathroom. It is exclusively for use by this top floor condo, so it really provides an extra space for hanging out. Leave most everything at home except your personal belongings. They even have laundry detergent! Things to bring: shampoo, soap, ziploc bags/plastic wrap. Don't hesitate. This place is perfect. It took us about 15 minutes to get to Grant Park for Lollapalooza, for reference, and was about 40 minutes to the airport.
Tiffany G.
Stayed 5 nights in Jul 2025
10/10 Excellent
David D.
Aug 11, 2025
Liked: Cleanliness
Stay was great. Loved the room and the thrown chair in the corner. Deck view was superb! Parking was tight but doable. Amenities were great.
David D.
Stayed 4 nights in Jul 2025
10/10 Excellent
candis b.
Jul 27, 2025
Liked: Cleanliness
Such an amazing stay! The check in and check out process was the easiest I’ve ever had. The communication from the property owners was also awesome. There was also a beautiful view from the rooftop which was a nice treat. I highly recommend booking a stay here!!!
candis b.
Stayed 2 nights in Jul 2025
10/10 Excellent
Jamie K., Robinson, Il
Jul 6, 2025
Liked: Cleanliness
Perfect for our family
It was very clean and as described. The beds were very comfortable. The rooftop was perfect for the 4th of July with a great view of the city!
Jamie K.
Stayed 2 nights in Jul 2025
10/10 Excellent
Rebecca S.
Jun 19, 2025
Liked: Cleanliness
Great stay! Great location! The roof top was also our happy place!
The stay was terrific. We couldn’t have asked for anything more. It was a clean, beautiful, well advertised property. Pictures will not do the location justice, the skyline was beautiful! The host also thought of everything, from rooftop blankets for the rooftop deck, To lots and lots of extra pillows. You can tell that Jessica puts her guests first. Thank you for a great experience!
Rebecca S.
Stayed 2 nights in Jun 2025
10/10 Excellent
Angela M.
Jun 9, 2025
Liked: Cleanliness
We had a great stay! The house was clean, comfortable, and had everything we needed. Highly recommend!
Angela M.
Stayed 3 nights in Jun 2025
10/10 Excellent
Shannon B., Little Rock, Arkansas
May 28, 2025
Liked: Cleanliness
Wish I Could Give It 10!! Unforgettable Westside Chicago Penthouse!
This Westside Chicago penthouse is an absolute masterpiece—hands down the most beautiful and quaint rental I’ve ever experienced! If I could give it 10 stars, I would without hesitation. The property was immaculate, with every detail crafted for luxury and comfort. The rooftop deck offered jaw-dropping views that elevated every moment, and the master bathroom was a dream with its phenomenal shower and soothing Jacuzzi tub. The beds were incredibly comfortable, ensuring restful nights, and the space was quiet and serene—a perfect retreat.The amenities were beyond comprehensive. From bowls, measuring cups, plates, spoons, and knives to every kitchen essential you could need, everything was provided. I usually pack backup items for rentals due to past experiences, but this place required nothing from us—it was fully stocked and ready to go! The location is ideal, safe, and convenient, making it easy to explore the city. The owner and property manager were exceptional hosts, the best we’ve encountered in years of using Vrbo, ensuring our stay was flawless. The price was an incredible value for such an extraordinary experience.If this penthouse were ever up for sale and I had the means, I’d buy it in a heartbeat—it’s that perfect. I’ve never seen anything like it, and we can’t wait to return to this one-of-a-kind gem. Highly recommend to anyone seeking an unparalleled Chicago stay! Thank you, Jessica and Shannon for hosting us!
Shannon B.
Stayed 2 nights in May 2025
10/10 Excellent
Jeanne H., Raleigh, NC, USA
May 25, 2025
Liked: Cleanliness
Milestone birthday celebration with friends
We had a wonderful stay at Jessica's beautiful penthouse condo. The condo was very clean, and the location is amazing- so many restaurants & bars within easy walking distance. The rooftop area was just lovely- it was the perfect place to relax together on a beautiful Saturday afternoon in Chicago.
Jeanne H.
Stayed 2 nights in May 2025
10/10 Excellent
Amy M., Cincinnati, Ohio
May 19, 2025
Liked: Cleanliness
Beautiful and perfect property with amazing roof top and views of Chicago Skyline!
This property is gorgeous! It has everything you need for an amazing stay. Filled with amenities, supplies, extra towels, pillows, coffee pods, and more! At the top of 3 flights of stairs, you enter a beautiful apartment with soaring ceilings and tons of light. Another flight takes you up to the rooftop patio for stunning views of the city. This was the perfect place for our large family to celebrate our daughter’s graduation. Would highly recommend.
Amy M.
Stayed 2 nights in May 2025
10/10 Excellent
Kaitlyn C.
May 11, 2025
Liked: Cleanliness
Wonderful stay!
Beautiful condo; clean and organized with a streamlined check in and check out. Phenomenal communication and great location. Safe, welcoming, and well stocked for our entire group. Highly recommend!
Kaitlyn C.
Stayed 3 nights in May 2025
10/10 Excellent
Justin T.
May 8, 2025
Liked: Cleanliness
Weekend trip with the boys
Good sized unit, very clean with everything you need from WiFi with televisions to a full kitchen, and amazing roof top to hang out and enjoy the evening. Host was awesome and communicated with us for all of our needs.
Justin T.
Stayed 3 nights in May 2025
10/10 Excellent
Alexis H.
Apr 28, 2025
Liked: Cleanliness
Amazing!!
Location and property is just as pictured. Easy access to all points of Chicago. Property is super clean and seemed safe. Beds were comfortable. We loved our stay!
Alexis H.
Stayed 2 nights in Apr 2025
10/10 Excellent
Christine G.
Apr 22, 2025
Liked: Cleanliness
Easter weekend with family
Beautiful, well appointed condo! Very clean, comfortable, and well stocked. Luxurious! Great for entertaining. Lovely view. Host is very accessible and nice.
Christine G.
Stayed 3 nights in Apr 2025
8/10 Good
Jon H.
Apr 20, 2025
Liked: Cleanliness
Jon H.
Stayed 2 nights in Mar 2025
10/10 Excellent
ashanti w.
Apr 14, 2025
Liked: Cleanliness
ashanti w.
Stayed 2 nights in Mar 2025
10/10 Excellent
Leah M.
Apr 8, 2025
Liked: Cleanliness
AMAZING property in a perfect location!
Just wanted to be specific, there is a jetted jacuzzi, not a hot tub. So if you and your party are planning for a little hot tub time, this isn't it, however the jetted jacuzzi AND the jetted shower are to die for! I had a wonderful time with my friends here, and had the most relaxing weekend. Thank you so much for a beautiful and restful stay in the most luxury penthouse!