3-Levels.11Beds.Sleeps 20. 10min walk to Train. Rooftop+Spa Bath+Garage.
Chicago, Illinois
5
Bed
3
Bath
Private Vacation Home
Property Type
20
Max Sleeps
2 nights
Min Stay
An ideal retreat for special occasions in Wicker Park. This spacious home is a celebration of contrasts. An eclectic style carefully gathers various periods, styles & interesting recycled elements while creating cohesiveness with modern design. A wide and long, open-floor concept in the heart of the city, with three separate floors. An ideal retreat with tons of light, space and privacy should you prefer to close your bedroom. Perfect for a relaxing vacation or special occasion. A fully e
Features
Map
Availability
Review
Features
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PETS
No Pets Allowed -
BEACH
Near The Beach -
DINING
Dining Table -
SAFETY
Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property) -
BEDROOM
5 Bedrooms Bed Sheets Provided -
GENERAL
Unit Size: 4000 Sq Ft (372 Sq M) -
KITCHEN
Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Stovetop -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
PARKING
Onsite Parking Onsite Parking Options Include A Garage -
INTERNET
Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices) -
OUTDOORS
Balcony Barbecue Grill Garden Outdoor Furniture -
POOL/SPA
Massages -
BATHROOMS
3.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided -
WORKSPACES
Desk Desk Chair -
LANGS SPOKEN
English Italian Portuguese Spanish -
THINGS TO DO
Basketball Nearby Birdwatching Nearby Cycling Nearby Fitness Center Hiking Nearby Hiking/biking Trails Nearby -
ENTERTAINMENT
Books DVD Player Games Stereo Smart TV -
LIVING SPACES
Dining Room Fireplace Living Room -
CLIMATE CONTROL
Air Conditioning Heating -
FAMILY FRIENDLY
Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate -
LOCATION HIGHLIGHTS
In The City Center Near A Health Or Beauty Spa Near A Hospital On The Lake -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only
Check-in : 03:00 PM
Check-out : 11:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 20
Map
Availability
Review
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Carolyn S.
Submitted Oct 14, 2025
Stayed Oct 10, 2025We had a wonderful stay in Chicago for our daughter’s wedding. The host responded promptly when I had questions, and she was very accommodating relative to our family’s needs. She even had toys for our grandchildren to play with! The neighborhood is great! We would definitely start here again!
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Aaron A.
Submitted Sep 28, 2025
Stayed Sep 25, 2025Great stay and communication. Would definitely recommend for larger parties. Nancy gave us great ideas as well. Thanks!
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Chris G K.
Submitted Sep 21, 2025
Stayed Sep 16, 2025We loved our stay and exceeded our expectations
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Jay K.
Submitted Aug 24, 2025
Stayed Aug 21, 2025Very nice apartment in a beautiful neighborhood.
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Jennifer B.
Submitted Aug 12, 2025
Stayed Aug 7, 2025Great place and worked well for our family. Only tiny complaint was that if you stayed in the downstairs bedrooms if people were in the kitchen it was very loud. Otherwise it was perfect.
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annemarie s.
Submitted Jul 23, 2025
Stayed Jul 10, 2025House was comfortable for all guests. Easy access. Good location. Garage was a plus but a tight fit to get into with a large vehicle from the narrow ally and several trash and recycling bins. Roof top deck was a great space to socialize.
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Kobie W.
Submitted Jul 21, 2025
Stayed Jul 18, 2025Was a wonderful stay at an even better place! The host was excellent at communicating and it made the stay much better and easier
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David M.
Submitted Jun 1, 2025
Stayed May 29, 2025Spent the weekend and this incredible house celebrating a friend. This spacious incredible property is the perfect combination of function and relaxation with an incredible porch and tons of room and space. Nancy was so incredibly attentive and went above and beyond to check and make sure everything we needed was taken care of and then some! Would def recommend for anyone looking to do Chicago the right way!
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DAWN R.
Submitted May 27, 2025
Stayed May 23, 2025We stayed over Memorial Day weekend with our kids and grandkids ages 9 months to 10 year old and was plenty of room and areas to spread out. House was very clean location felt very safe. Host was great answering all our questions.
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Will L.
Submitted May 2, 2025
Stayed Apr 24, 2025This property was perfect for a 6-friend meetup. We all had our own bedrooms and plenty of space to have side conversations and activities. The main floor had two living spaces and a well-appointed kitchen. Downstairs, another living space was perfect for playing video games and had a kitchenette, fridge, and multiple bedrooms. The property was clean and none on my friends had any complaints about living conditions.The neighborhood is quaint and quiet but there are restaurants, bars, and coffee shops close by as well as a liquor store and CVS that can fulfill all your shopping needs for a quick guys' getaway. The rooftop patio is a nice plus for post-party coffee catchups.If you're looking to stay in Wicker Park, I would highly recommend this property.
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Tom K.
Submitted Sep 30, 2024
Stayed Sep 27, 2024The home was very clean and the host was great at communicating. We had a couple of power issues at the house so that should probably be looked into but outside of that it was a very comfortable stay in a good neighborhood.
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KEITH S.
Submitted Sep 18, 2024
Stayed Sep 8, 202410 From our company in for a trade show. For the past few years we have used VRBO to book a house for our entire group. Windy City Retreat was by far the best. Great accommodations for nightly communal dinners instead of dining out. Plenty of beds and bath space. Hope to return again.
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Maya S.
Submitted Aug 19, 2024
Stayed Aug 15, 2024As a group of four families, 16 people, we booked months ahead of our stay. The host, Nancy was extremely communicative by reaching out early on and just in advance of our stay. She was thoughtful and offered restaurant recommendations and suggested things to do. Upon hearing that we had an infant in our group, we were offered a crib and toys for the older kids to play with during our stay. The property was very nice, clean and comfortable. Na
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Emily M.
Submitted Aug 12, 2024
Stayed Aug 8, 2024This house was amazing for our girls trip to Chicago and the host was very responsive and accommodating!
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Max B.
Submitted Aug 7, 2024
Stayed Aug 1, 2024Would highly recommend to anyone staying in Chicago with a large group. Nancy was super communicative, the house was clean and very spacious, and the deck was a big plus. We had a group of 15 and the place slept everyone comfortably.
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Fernando S.
Submitted Jul 25, 2024
Stayed Jul 18, 2024If you are on the fence about which home to book in Chicago PICK THIS HOUSE. The location is perfect (walking distance to many bars/restaurants/coffee shops and centrally located to all the best neighborhoods), the home was extremely clean and tidy, and the communication with the awesome host was streamlined and efficient. We stayed here for 3 nights for a bachelor trip and the space/layout was perfect. The space is even larger than it seems, and easily supports groups of 10+ people. We loved hanging out in the upstairs patio and exploring the town. I can’t wait to return and stay here with family, as the value is unmatched in this beautiful home. 10/10!
