Skip to main content
Entire home

3-Levels.11Beds.Sleeps 20. 10min walk to Train. Rooftop+Spa Bath+Garage.

Photo gallery for 3-Levels.11Beds.Sleeps 20. 10min walk to Train. Rooftop+Spa Bath+Garage.

Chef’s kitchen
Chef’s kitchen
Spacious living room with extra chairs/stools for large groups.
Spacious Living Room
Living area

Reviews

9.8 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 20

Popular amenities

  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Balcony

Rooms & beds

5 bedrooms (sleeps 20)

Bedroom 1

1 King Bed, 1 Queen Bed and 2 Single Beds

Bedroom 2

1 Queen Bed and 1 Single Bed

Bedroom 3

2 Queen Beds and 2 Single Beds

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Living Room 1

1 Single Futon

3 bathrooms, 1 half bathroom

Bathroom 1

+1
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 4

Towels provided · Toilet · Hair dryer

Spaces

Deck or patio
Kitchen
Kitchenette
Balcony
Separate dining area
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

3-Levels.11Beds.Sleeps 20. 10min walk to Train. Rooftop+Spa Bath+Garage.

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 equipped chef’s kitchen + wet bar + family room leading to your outdoor deck and rooftop garage. The rooftop garage deck is equipped w/ a Weber grill and sectional seating.

Total bed count: seven queen size beds, two twin foldout bed cots (memory foam), one twin, one floor air mattress, one full size futon, one twin trundle. Three bedrooms are on the second floor with two full bathrooms, vaulted ceilings, washer+dryer. Two bedrooms and third bathroom in the lower level (in-law suite), with an additional living room and kitchenette.

All beds have been comfortably laid out with plenty of room to spread out; Plush beds and cozy organic sheets, large walk-in closets to store luggage. A private spa-like Primary Bath features Italian travertine stone, Zero-entry Steam Shower, oversized jetted Jacuzzi tub fit for two, double sink Vanities. The home has been upgraded with a tankless water heater so your guests never run out of hot water.

10 min walk to Blue line (Western or Damen Stops). The 606 Trail is only 2 blocks away; a 2.7 mile trail and green space for runners and families alike. 5-10 drive to other popular neighborhoods- Logan Square, Bucktown, Humboldt Park, Ukrainian Village; 10-15 min drive to Wrigleyville, Lakeview, Lincoln Park; 15-20 min drive to Fulton Market/West Loop/River North. 25-40 min drive to either O'hare or Midway International Airports.

Restaurants and bars are within a 10 min walk to the popular corners of North Ave/Milwaukee/Damen. 20min Uber to: The Mag Mile,Navy Pier, Soldier/ Wrigley Field, United Center, Millenium Park, McCormick Pl, and Museum Campus.

Fast fiber optic Wifi- 250 mbps. The home is smart temperature controlled with room sensors to help manage hot+cold spots for your comfort, plus a Nest smoke+carbon monoxide detector.

Please note the garage comfortably fits two midsize vehicles or one large SUV.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Private kitchen
Marvelous 5-bedroom house with AC in Chicago,very spacious and close to downtown
Logan Square
  • Kitchen
  • Washing machine
  • Free Wi-Fi
  • Air-conditioning
10.0 out of 10, Exceptional, (4 reviews)
Marvelous 5-bedroom house with AC in Chicago,very spacious and close to downtown

About the area

Chicago

Located on a lake, this holiday home is in West Town, a neighbourhood in Chicago. Merchandise Mart and Cloud Gate are notable landmarks, and the area's natural beauty can be seen at Lake Michigan and Millennium Park. Travelling with kids? Make time for Lincoln Park Zoo, or head to an event or a match at United Center. Relax and indulge in the area's health/beauty spas, or seek out an adventure with hiking/biking trails and cycling nearby.
View more Holiday homes in ChicagoOpens in a new window
Map
Chicago, IL

What's nearby

  • The 606 - 6 min walk - 0.6 km
  • Humboldt Park - 6 min walk - 0.6 km
  • Milwaukee Avenue - 9 min walk - 0.8 km
  • Paseo Boricua - 10 min walk - 0.8 km
  • Concord Music Hall - 14 min walk - 1.2 km

Getting around

  • Chicago Clybourn Station - 3 min drive
  • Western Station (O Hare Branch) - 13 min walk
  • Chicago Midway Airport (MDW) - 41 min drive

Restaurants

  • ‪Dunkin' - ‬7 min walk
  • ‪Wolf & Company - ‬9 min walk
  • ‪Chipotle Mexican Grill - ‬5 min walk
  • ‪Handlebar - ‬7 min walk
  • ‪Super Burrito - ‬5 min walk

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 30 reviews
Rating 8 - Good. 4 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Chris G K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay and exceeded our expectations
Stayed 5 nights in Sep 2025
Response from VrboOwner on 14 Oct, 2025
Thank you for your review. It was pleasure to host you.
Verified

10/10 Excellent

Kobie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend trip

Was a wonderful stay at an even better place! The host was excellent at communicating and it made the stay much better and easier
Stayed 3 nights in Jul 2025
Response from VrboOwner on 4 Aug, 2025
Thank you Kobie for your review. Iʼm glad the stay was memorable.
Verified

10/10 Excellent

Jay K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice apartment in a beautiful neighborhood.
Stayed 3 nights in Aug 2025
Response from VrboOwner on 14 Oct, 2025
Great to host you and your group.
Verified

10/10 Excellent

Zeke K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for a group!

Nancy was a great host and she place was even better!
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Emily M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay

This house was amazing for our girls trip to Chicago and the host was very responsive and accommodating!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 2 Jun, 2025
Thank you for being wonderful guests as well. We hope you will return.
Verified

10/10 Excellent

Reed E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

Myself and some friends celebrated a wonderful weekend in Chicago at this exceptional property. The host was also just fantastic.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Julia Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Had a wonderful stay at Nancy's home with a few friends. Very spacious with comfortable beds. Would recommend.
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Aaron A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and communication. Would definitely recommend for larger parties. Nancy gave us great ideas as well. Thanks!
Stayed 3 nights in Sep 2025
Response from VrboOwner on 14 Oct, 2025
Thank you for your review. Hope to host you in the future.
Verified

10/10 Excellent

Carolyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We 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!
Stayed 3 nights in Oct 2025
Response from VrboOwner on 14 Oct, 2025
Thank you for your review. Iʼm so glad you chose us to make beautiful memories with your family.
Verified

8/10 Good

Adam F.

Liked: Cleanliness, check-in, communication, listing accuracy

Great stay

Great house. Location could be a bit better.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

DAWN R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great space for large families

We 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.
Stayed 3 nights in May 2025
Response from VrboOwner on 29 May, 2025
Thank you for your review. Wonderful to have hosted you and your family Dawn. We hope it wonʼt be the last.
Verified

8/10 Good

Jennifer B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great 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.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 14 Oct, 2025
Thanks Jennifer. Yes, two bedrooms are downstairs so itʼs inevitable to hear some noise since the main level is above.
Verified

10/10 Excellent

Betsy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home with spectacular back deck!

Wonderful experience and Nancy was a perfect hostess.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Tom K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice stay in Wicker Park Area

The 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.
Stayed 2 nights in Sep 2024
Response from VrboOwner on 30 Sept, 2024
Thank you for staying here with your family Tom. You took wonderful care of the home. We hope you will return again. For clarity, the primary bedroom’s switch tripped, which needed to be reset; something very minor. I don’t want future guests to think the entire house was without power :)
Verified

10/10 Excellent

Jodhandeep S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bachelor Party Stay

Great property in an exquisite neighborhood. Everything was accessible and close by. Highly recommend.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Ian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house in a great location

We loved our weekend here. Had a big group of friends and there was plenty of space for us to sleep and hang out. The back patio was especially comfortable. We also loved the neighbourhood and thought it was one of the best places in Chicago. Would absolutely stay here again
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Siva A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay

We spent weekend for my daughter engagement. It was an excellent place with all amenities in a good location. Had a pleasant weekend with all my family and friends. Host was very courteous and friendly. Would love to stay again
Stayed 2 nights in Feb 2024
Verified

8/10 Good

annemarie s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windy City

House 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.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 4 Aug, 2025
Thank you Annemarie. The city unfortunately moves bins during trash pick up. These can be moved to the side to allow room to enter the garage.
Verified

10/10 Excellent

Max B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience all around

Would 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.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 22 Aug, 2024
Thank you Max for the great feedback. We always look to improve our guest experience. Much appreciated. We hope to host you again.
Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible Chicago Stay

Spent 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!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Chelsea P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for a large group

I rented this property for my sister’s bachelorette party. It was perfect for our large group! The door lock had some technical issues, but the hose is very responsive. I would recommend!
Stayed 2 nights in Apr 2024
Response from VrboOwner on 9 Apr, 2024
We are happy you chose Casa Maplewood to host your sister's special occasion. We look forward to hosting you again.
Verified

10/10 Excellent

KEITH S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great everything

10 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.
Stayed 5 nights in Sep 2024
Response from VrboOwner on 25 Sept, 2024
Keith- thank you for the feedback. I’m glad we exceeded your expectations. We look forward to welcoming your group next year.
Verified

10/10 Excellent

Deborah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family fun

House worked well for all of us. We enjoyed the multiple gathering spots, especially the outdoor space when weather allowed. Easy access to the 606 trail. Nancy was great about letting us know about events happening that could affect travel plans, as well as giving recommendations for restaurants nearby.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Katherine M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family reunion/Birthday

The place was absolutely perfect for all of my siblings and spouses. We were able to spend quality time with each other! Nancy was very accommodating and was very quick to respond to any questions and gave us some great recommendations. I highly recommend!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Todd G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay.

We had an exceptional time. Place was very accommodating for our large group. Plenty of rooms and beds. The kitchen was well stocked and had everything we needed. The outdoor area was wonderful. 2 garage spots very helpful. Place was clean and really nice. The steam shower was an absolute bonus. Robes in the bathroom was a nice touch. Overall extremely pleased with our stay. Highly recommend. We will be back.
Stayed 2 nights in Nov 2023
Response from VrboOwner on 15 Nov, 2023
Thank you Todd for your kind review. We appreciate hosting your three sets of families. Happy to hear everyone was comfortable. We look forward to hosting you for another special occasion. Have a Happy Thanksgiving.
Tell us how we can improve our siteShare feedback