Located in Near North Side, this vacation home is within a mile (2 km) of popular sights such as Michigan Avenue and Lake Michigan. The vacation home includes a kitchen, a fireplace, and a balcony.
You'll have the entire home to yourself and will only share it with other guests in your party.
Luxury House in the heart of Old Town with Parking
Our custom-built house is perfect for a group of guests wanting to experience Chicago to its fullest. The home is a brand new modern masterpiece located in the heart of Old Town and central to all the attractions the city offers.
This 6,200-square-foot luxury property will have you and your guests awe-struck by its modern beauty & state-of-the-art architecture. It features 5 bedrooms & 7.5 bathrooms to accommodate family, friend vacations, group travels, and much more
★ YOUR DOWNTOWN CHICAGO VACATION HAVEN ★ Want to unwind after a long day of exploring the awesome bars, restaurants, attractions, sites & experiences that Chicago has to offer? Come back to this gorgeous rental property for a little rest & relaxation! Lounge on the cozy sofas, cook a delicious meal in the state-of-the-art kitchen and enjoy the rooftop lounge where you can make lifelong memories with your friends and family.
★ ROOFTOP PATIO WITH LOUNGE SEATING★ This downtown Chicago 5-bedroom home features a rooftop patio lounge where you can take in some vitamin D and enjoy the beautiful sights while barbecuing a delicious meal! Enjoy a morning cup of coffee from our espresso machine as you watch the sunrise over the Illinois horizon. Take in the city skyline as you sit by the fireplace.
★ BLOCKS FROM BARS, RESTAURANTS & ENTERTAINMENT★ You are just a few blocks away from the best bars, restaurants, wedding venues, and entertainment that Chicago has to offer! Go enjoy some of Chicago’s famous deep-dish pizza & world renowned sporting events. This newly-renovated home is centrally located for unbeatable convenience.
✢ Brown Line Sedgwick Stop and Red Line Clybourne Stop are Just a Short Walk Away ✢ Less Than 3.5 Miles to United Center to Watch the Blackhawks ✢ Less Than 3 Miles from Wrigley Field to Take in a Cubs Game ✢ 8 Miles from Guaranteed Rate Field Where the White Sox Play ✢ 8 Minute Walk to North Ave Beach ✢ 20 Minute Walk to the Mag Mile and Navy Pier ✢ Close to Second City Theater, Steppenwolf, and Lincoln Park Zoo ✢ Numerous Local Bars, Restaurants & Entertainment Within Walking Distance
★ AWESOME GAME HALL ★ You and the kids will never want to leave the game hall, where you can play the Golden Tee, Ultimate Legends featuring over 300 arcade games, and shuffleboard! This is a perfect way to entertain the children while to adults can enjoy alone time.
★ SLEEPS UP TO 12 GUESTS ★ This stunning Old Town Chicago home was custom-built with an open concept layout with plenty of natural light to allow you and your guests to relax and enjoy your accommodation. It features 5 bedrooms and 5 beds (3 queens and 2 kings), 2 air mattresses, a couch, and 2-floor mattresses that accommodate up to 12 guests. The new modern décor, soaring ceilings, modern bathrooms, and spacious kitchen will have you never want to leave this jaw-dropping home!
★ ABUNDANCE OF AMENITIES ★ ✺ City Skyline View ✺ Rooftop Patio Loft with BBQ & Fireplace ✺ Private Sauna/Steam Room ✺ Free Washer & Dryer in Unit ✺ Flat Screen TVs with all the streaming apps connected to an Apple TV & Surround Sound System ✺ Game Hall with Shuffleboard, Golden Tee, and Ultimate Arcade with over 300 games ✺ Private Gym with Peloton, Exercise Equipment & Weights ✺ Soaring Ceilings with Loft ✺ Lightning Fast WIFI ✺ Dedicated Workspace with Desk ✺ Fully Stocked Kitchen with Coffee Bar & Sub Zero Refrigerator ✺ Indoor Fireplaces in Living Room & Master ✺ Crib & Pack n/ Play ✺ Dining Table & Bar Top Seating ✺ Ice Cold Central AC ✺ 2 King Suites ✺ Hardwood & Tile Floors ✺ Deep and Comfy Sofas ✺ MUCH MORE
★ PRIVATE EXERCISE ROOM, MOVIE ROOM & SAUNA/STEAM ROOM ★ Break a morning sweat on the Peloton in the exercise room or relax and enjoy your favorite film in the movie room. This house even features a private sauna/steam room where you can loosen up and unwind after a long day. The amenity choices are endless!
★ SANITIZED & CLEAN ★ Rest easy and have peace of mind knowing that this property is clean and sterilized after every guest's stay!
★ #1 IN HOSPITALITY ★ We want to make your downtown Chicago vacation as special and memorable as possible. That is why we have taken extra steps to ensure you have a top-quality stay with us. We have included cleaning products, a hair dryer, body soap, high chair, crib, hangers, Egyptian cotton linens, extra pillows & blankets, Espresso Machine, ceiling fans, iron, first aid kit, carbon monoxide alarm, fire extinguisher and more! If you have any with your stay, please do not hesitate to contact us at any time. We have guest service agents on call that will offer you a swift and helpful solution.
So... what are you waiting for?! Book this beautiful luxury Old Town Chicago home today!!!
Rules
Unregistered guests are not allowed on the property unless approved by owner. The presence of more than 12 guests is prohibited. A guest is anyone at the property, staying the night, or just visiting. Minors need to have a responsible adult present. We will need to check in your entire group together and copy your IDs.
Early Check-Ins and Late Check-Outs are difficult to accommodate. If you need additional time, please consider booking an extra day.
Local groups looking to use the property for a party, gathering or other group event are expressly prohibited and your reservation may be canceled.
Any guest booking this property must be staying at the property for the full duration of the reservation and is responsible for the actions of all people in the group. Bookings made on behalf of others are not allowed.
Up to $5000 fee if damage is done to the property
The vacation home is air-conditioned and features a kitchen, 7 bathrooms, and a balcony, and there's space to spread out with 6 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a fenced private yard.
Property manager
Azi
Languages
English, French
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Huge 5 BR Home // Private Yard // Walk Everywhere // Parking for 2 Cars
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
6 steps to reach entrance
Area rugs in public areas
Elevator
Handrails in hallways
Handrails in stairways
Hardwood flooring in public areas
Tile flooring in public areas
Well-lit path to entrance
Smoking not allowed
Services and conveniences
Iron/ironing board
Safe
Location highlights
In a village
In the city center
Near a zoo
Near an outlet shopping mall
Near the marina
On a lake
Things to do
Arcade/game room
Foosball table
Gym
Casino nearby
Motor boating 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
Unit size: 6,200 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Contactless check-out available
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:
Load and start the dishwasher
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Pets
This property welcomes pets
Dogs and cats only
2 total (50 lbs is the maximum weight per pet)
Service animals exempt from fees
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, birthday parties and weddings) are allowed on site; maximum attendees: 20
Long-term renters welcome
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: 10:00 AM
Minimum check-in age: 21
Property Registration Number 60610, R22000084024
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, birthday parties and weddings) are allowed on site. Maximum attendees: 20.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Additional information about polices, regulations, and more:
Long-term renters welcome.
Frequently asked questions
What can I see around this vacation home?
This vacation home is situated in Near North Side within a 10-minute walk of Second City and Lincoln Park. You'll also find Michigan Avenue and Lake Michigan within a short drive.
Is there parking available at this vacation home?
Yes, there is a garage.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
What amenities will couples enjoy at Luxury House in the heart of Old Town with Parking ?
Amenities that appeal to couples at this lakeside vacation home include a fireplace, a kitchen, and a smart TV.
Does Luxury House in the heart of Old Town with Parking have a hot tub?
Yes, this vacation home has a spa tub.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
Although cats and dogs can't stay for free, they are welcome at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Chicago Midway Airport (MDW), which is 13.9 mi away (38 minutes by car). Another top airport is Chicago O'Hare Intl. Airport (ORD), which is located 16.6 mi away (35-minute drive).
Can I book a room with a balcony at Luxury House in the heart of Old Town with Parking ?
Yes, every accommodation at Luxury House in the heart of Old Town with Parking comes with a balcony.
Luxury House in the heart of Old Town with Parking 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. 51 out of 50 reviews
10 - Excellent
51
Rating 8 - Good. 0 out of 50 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 50 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 50 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 50 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
paulette d.
Jul 16, 2025
Liked: Cleanliness
Great stay in Chicago
This house is perfect for large groups, and even had an elevator which was extremely convenient for my elderly parents. Plenty of space to entertain and very easy to communicate with the host. Very clean and plenty of towels, bedding, soap, etc, on hand. Highly recommend!
paulette d.
Stayed 6 nights in Jul 2025
10/10 Excellent
Jay G.
Jul 13, 2025
Liked: Cleanliness
Perfect place in perfect neighborhood
Really great house in very cool neighborhood. There were a few tech issues we had and the owner was very responsive. Great place for big family gathering. Short walk to Lake Michigan.
Jay G.
Stayed 3 nights in Jun 2025
10/10 Excellent
Jonathan W.
Jul 3, 2025
Liked: Cleanliness
JW
Great house. Location was perfect. Plenty of room for family of 10. Very clean. Fast/easy communication with property manager. Roof top deck was amazing.
Jonathan W.
Stayed 4 nights in Jun 2025
10/10 Excellent
Kathy S., Houston, USA
Jun 9, 2025
Kathy S.
Stayed 4 nights in May 2025
10/10 Excellent
Tamika H.
May 29, 2025
Tamika H.
Stayed 3 nights in Apr 2025
10/10 Excellent
Grant C.
Apr 28, 2025
Liked: Cleanliness
Absolute perfect place for large group in Chicago!
Absolutely loved this play, cannot imagine a better location to stay with a large group. Truly incredible location, with a fantastic rooftop providing panoramic views of the City. Communication, check in, and checkout were easy and painless. Walking distance to Second City plus great bars and restaurants. You will not regret booking this if you're visiting Chicago with a large group!
Grant C.
Stayed 3 nights in Apr 2025
10/10 Excellent
Michael S.
Mar 12, 2025
Liked: Cleanliness
Fantastic stay
We stayed for a number of weeks at the property - it was an excellent stay! The property is exactly as advertised and the owner was extremely helpful, communicative, and responsive throughout. The house is modern, in good condition, and is an excellent location.
Michael S.
Stayed 27 nights in Feb 2025
10/10 Excellent
Giovanna P.
Jan 20, 2025
Giovanna P.
Stayed 3 nights in Dec 2024
10/10 Excellent
Laura W.
Jan 19, 2025
Liked: Cleanliness
Long Weekend Stay
Fantastic house…whole family enjoyed our stay. Thank you!
Laura W.
Stayed 3 nights in Dec 2024
10/10 Excellent
Sarah D.
Jan 13, 2025
Liked: Cleanliness
Wonderful home for our large gathering
We love staying at this property. The owner is so nice and the communication is top notch. The property is well maintained and has a fully stocked kitchen. Lots of space for family members to spread out and a wonderful living space for them to come together. Great location too.
Sarah D.
Stayed 4 nights in Dec 2024
10/10 Excellent
Liz W.
Dec 22, 2024
Liked: Cleanliness
Beautiful
My friends and I had a great stay at Azi & Mo’s place. I appreciated Mo meeting us and showing us around and explaining everything. He was very gracious and friendly. The home is beautiful and welcoming. We had absolutely no issues or problems during our stay. The hosts were easy to reach and communicated with ease. We will definitely return in the summer to enjoy the rooftop.
Liz W.
Stayed 3 nights in Dec 2024
10/10 Excellent
Peg W.
Dec 15, 2024
Liked: Cleanliness
Family get together
Host was excellent in walking us through all need to know information. Well stocked. Very comfortable for 11 adults and close to bars and restaurants.
Peg W.
Stayed 4 nights in Dec 2024
10/10 Excellent
Ken Z.
Dec 10, 2024
Liked: Cleanliness
Great stay in Old Town
.
Ken Z.
Stayed 3 nights in Nov 2024
10/10 Excellent
Kevin M.
Oct 28, 2024
Liked: Cleanliness
Family Weekend in Chicago
Beautiful property, wonderful location, ideal for a family weekend in Chicago with close proximity to the lake, Loop, Lincoln Park and Old Town. Mo is a terrific host. Highly recommend!
Kevin M.
Stayed 3 nights in Oct 2024
10/10 Excellent
Brian K.
Oct 9, 2024
Liked: Cleanliness
Awesome Home
We had an amazing time. First, I have to say to rooftop is one of the best features of the house. The view is truly fantastic! The house wide sound system was also a great feature, though hard to figure our at first. Luckily, Azi help us figure it out. The location was perfect for us being so close to restaurants, bars, and Lincoln Park. One of the highlights of our trip.
Brian K.
Stayed 3 nights in Oct 2024
10/10 Excellent
Laurie G., Madison CT
Sep 16, 2024
Liked: Cleanliness
Great for a group
This was a great fit for our extended family of 9. We were in town for a wedding at Lincoln Park Zoo. Location was perfect for that as well.
Laurie G.
Stayed 7 nights in Sep 2024
10/10 Excellent
Annie D.
Sep 10, 2024
Liked: Cleanliness
Amazing home!
Probably the best Vrbo I have ever been in. Super close to all attractions, food and anything you can think of really. We stay for a family reunion and had an amazing time!
Annie D.
Stayed 3 nights in Sep 2024
10/10 Excellent
Elizabeth D.
Jul 23, 2024
Liked: Cleanliness
Great Place in Old Town
There were 12 of us ranging in age from 8-83 at this wonderful oasis in Old Town.
The location was perfect, everything walkable, including nearby El stops and bus routes. The 72 takes you right out to the beach in under 10 minutes.
The house itself was gracious and well-appointed, offering space for all of us.
Communication with the owners was easy. When we had a small issue they responded immediately and made sure to rectify whatever it was.
We loved this place and would all return again in a heartbeat.
Thank you both so much for your attentiveness and care!
Elizabeth
Elizabeth D.
Stayed 5 nights in Jul 2024
10/10 Excellent
Christin M.
Jul 2, 2024
Liked: Cleanliness
Beautiful home, Amazing experience!
The pictures of this listing doesn’t do it justice, the house is truly one of a kind! Azi was an amazing host and answered all of our questions promptly. He showed us around the property at check in and made sure we knew how to connect to WiFi, work the TVs, connect to the sound system, work the oven, etc. All of our friends truly enjoyed all the different spaces in the house, especially the rooftop of the Chicago skyline. We will definitely keep this listing as reference for future bookings!
Christin M.
Stayed 2 nights in Jun 2024
10/10 Excellent
Jake R.
Jun 14, 2024
Liked: Cleanliness
Incredible Property
I can't say enough great things about this property. It's massive, well-kept, clean, luxurious, and in the perfect location. The check in process was easy, and the owners are communicative and helpful throughout the stay. I highly recommend staying here!
Jake R.
Stayed 4 nights in May 2024
10/10 Excellent
Sandra M.
May 28, 2024
Liked: Cleanliness
Beautiful Home
The house was beautiful. Had every amenity and was very clean. The beds were very comfortable. Within walking distance to everything and great location.
Rooftop was amazing!
Sandra M.
Stayed 3 nights in May 2024
10/10 Excellent
Kristin F., Winterset, Iowa
Apr 22, 2024
Liked: Cleanliness
Five-Star Luxury, Comfy Beds, and Skyline Views Await at this Old Towne Gem!
Wow, what an incredible stay we had at this Chicago house through VRBO! I'm giving it a solid five stars and here's why:
First off, let's talk luxury. This house was like stepping into a dream - beautifully decorated and oh-so-comfy. I'm still dreaming about those beds! Seriously, they were so comfortable I almost considered packing one up to take home with me.
Location, location, location! Nestled in Old Towne near the Gold Coast, this neighborhood was quaint and charming, with plenty of great restaurants, stores, and activities within easy walking distance. It was the perfect spot for us to explore the city without feeling overwhelmed by the hustle and bustle.
And let's not forget about the rooftop oasis. With lounge seats and a fireplace, it was the perfect place to unwind and take in the cool Chicago skyline. Plus, having access to a garage meant we could avoid the headache of street parking - a huge bonus in the city.
Now, I have to mention the stairs. Yes, there were a lot of them, but fear not - there's an elevator to take care of the heavy lifting when it comes to luggage or when you needed a break.
Lastly, a shoutout to Tara, our gracious host. She made check-in a breeze and was quick to answer any questions we had during our stay. Her hospitality truly made our experience unforgettable.
Overall, we had an amazing time and would absolutely recommend this house to anyone looking for a luxurious, convenient, and downright fabulous Chicago stay.
Kristin F.
Stayed 3 nights in Apr 2024
10/10 Excellent
Thomas M.
Apr 18, 2024
Liked: Cleanliness
Simply Perfect
Communication was excellent and the listing was everything it said it was. location location location. perfect place for a group on a short trip or long weekend. In good weather, the rooftop is a homerun. We endured the cold because we simply had to. dont think about it , simply do it
Thomas M.
Stayed 3 nights in Apr 2024
10/10 Excellent
Gail B., CHAGRIN FALLS
Apr 16, 2024
Liked: Cleanliness
Location Location Location
A gem in the heart of Chicago burbs with six floors of entertainment, sleeping accommodations and/or rooftop made for a fun weekend w.family. Tara was most helpful/ informative - very available to answer questions and check in.
Not all appliances worked (ie. Super espresso/coffee maker) made up with 4 other types of coffee makers and a variety of kitchen devices. (Also heated floor in one bathroom not working properly due to shower overflow.) It was nice to have garage spaces and plenty of street parking permits.
Beds are super comfy, showers hot and strong. Yet rooms lacked proper lamps.
All white furniture/comforters are so beautiful but manager agreed it is the hardest to maintain white and fresh (prior tenants did not respect furnishings). Just needs a little TLC.
Gail B.
Stayed 5 nights in Apr 2024
10/10 Excellent
Gerard D.
Apr 1, 2024
Liked: Cleanliness
Great location, great property, great experience!
This was a perfect experience for my entire family. Great location, absolutely perfect place in a great neighborhood.