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.
★ 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
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Events allowed: family gatherings, birthday parties, weddings
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Pets
Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you to 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
Failure to complete these may result in a negative review from the host.
Unregistered guests are not allowed on the property.
NO PARTIES ALLOWED - STRICT FINES + EVICTION ENFORCED
We have ring and motion cameras outside the property. No blocking of the cameras. Automatic eviction and forfeiture of security deposit
Important information
You need to know
Property Registration Number 60610, R22000084024
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 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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Chicago
Located on a lake, this holiday home is in Near North Side, a neighbourhood in Chicago. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Michigan and Millennium Park. Travelling with kids? Don't miss Lincoln Park Zoo and Field Museum of Natural History. Take the opportunity to explore the area for water adventures such as power boating.
Is Luxury House in the heart of Old Town with Parking pet-friendly?
Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Luxury House in the heart of Old Town with Parking ?
As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Luxury House in the heart of Old Town with Parking on 17 May, 2026 start from S$1,775, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Luxury House in the heart of Old Town with Parking ?
On-site parking is available at the property.
What time is check-in at Luxury House in the heart of Old Town with Parking ?
Check-in begins at 4:00 PM.
What time is check-out at Luxury House in the heart of Old Town with Parking ?
Checkout is at 10:00 AM.
Where is Luxury House in the heart of Old Town with Parking located?
This family-friendly Chicago holiday home is located on a lake, within a 15-minute walk of Second City and Chicago History Museum. Michigan Avenue and Lake Michigan are also within 1 mile (2 km). Sedgwick Station is 6 minutes by foot and Clark-Division Station is 11 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The house was in a great area, easily walkable to coffee shops and restaurants, and only a short car ride away from downtown. The host was very responsive and accommodating.
Our stay was exceptional! The home was perfect for our family and well-maintained. The kitchen was beautifully equipped and had everything our visiting chef needed. The hosts were responsive and very forthcoming, and helped make our stay trouble free. Location was excellent. We would highly recommend this home.
This home was in a great location and accommodated us well. It had so many unique features (heated bathroom floor, steam shower, 2 master bathrooms in the master bedroom! ) every bedroom had its own full bathroom! We would definitely stay there again! Host was the easiest host we have ever experienced in all of our travels! Highly recommend!
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.
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.
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!
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!
Luxurious spacious and well appointed stay for family during holidays. Tastefully decorated for holidays consistent with modern design with older kids family friendly cozy style.
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.
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.
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!
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!
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!
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!