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Large 4BR/3BA • Safe Old Town Location • Walk Everywhere

Family-friendly apartment in Chicago

Photo gallery for Large 4BR/3BA • Safe Old Town Location • Walk Everywhere

Living room with bright windows and seating for everyone on a huge couch. Flat screen TV with cable and smart TV options. Living room leads to the open dining/kitchen area an for ideal entertaining setup for all your friends and family.
Dining area with seating for all of your friends. The bay window overlooks Schiller Street in Old Town. Fun modern light above.
This is the first bedroom and it contains a high-end king sized bed with plush mattress. Solid wood bed frame and bay windows overlooking quaint Schiller Street in the Old Town neighborhood of Chicago.
Bedroom 1 with its king sized bed and comfortable accommodations for the pickiest sleeper.
This is the final bedroom. It contains a queen bed and is located in the back of the apartment. With no exterior windows, your lightest sleepers will love this room.

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 13232.3 sq m

Popular amenities

  • Dryer
  • Washer
  • Pet-friendly
  • Kitchen
  • Parking available
  • Air conditioning

Explore the area

View map
  • Place, Michigan Avenue
  • Place, Chicago Riverwalk
  • Place, Millennium Park
  • Airport, Chicago, IL (MDW-Midway Intl.)

Rooms & beds

4 bedrooms (sleeps 13)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Kitchen
Separate dining area

About this property

Large 4BR/3BA • Safe Old Town Location • Walk Everywhere

🛏 Sleeping Arrangements, Plenty of room for everyone to have their own space!

Bedroom 1: King bed
Bedroom 2: Queen bed
Bedroom 3: Queen bed
Bedroom 4: Queen bed
Air mattresses with extra pillows, blankets, and linens are available upon request

🍳 Dining & Cooking
Whether you’re cooking a big meal or just making coffee in the morning, the kitchen has everything you need:
Full-size refrigerator, oven, stove, and microwave
Coffee maker, toaster, and cookware
Dishes, glasses, and utensils for large groups
Formal dining room with a table big enough for everyone

🛋 Living & Lounging
After a day of sightseeing, there’s nothing better than coming back to a space where everyone can hang out together. The living room features:
Oversized sectional sofa
Large flat-screen TV with streaming apps
Plenty of space to gather, chat, or relax

🚗 Parking
1 parking spot included (just 1/2 block away)
Additional paid parking available

⚠️ Things to Note
The apartment is on the 3rd floor (2 flights of stairs)
Old Town is a lively neighborhood—expect some city energy and nightlife sounds, especially on weekends
No smoking or parties or loud music inside the home

🌟 Why Guests Love It (check out our amazing reviews!)
Unbeatable location in Old Town
Spacious enough for large groups
Walk to everything Chicago is known for
Free parking (rare for the area!)
Comfortable, stylish, and fully equipped

💬 Final Word
Whether you’re here for business, a family trip, or a weekend getaway with friends, this apartment gives you the perfect blend of space, comfort, and location. Step outside and experience one of Chicago’s most beloved neighborhoods—or stay in and enjoy a warm, welcoming home base.

✨ Book your stay today and make Old Town your Chicago home! ✨

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Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted
Must sign rental agreement upon booking
A $500 security hold will be placed 2 days prior to arrival and released 7 days after departure, if no damages are reported
Must follow all house rules including but not limited to no pets, no smoking and absolutely no parties

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
On-site parties or group events are strictly prohibited
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
Property Registration Number R22000081485, 60610

We should mention

A car is recommended for transport to and from this property

About the area

Chicago

Near North Side, a neighbourhood in Chicago, is home to this apartment. Chicago Theatre and Art Institute of Chicago are cultural highlights, and some of the area's popular attractions include Field Museum of Natural History and Griffin Museum of Science and Industry. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
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Map
Chicago, IL

What's nearby

  • Michigan Avenue - 14 min walk - 1.3 km
  • Merchandise Mart - 3 min drive - 2.4 km
  • Chicago Riverwalk - 3 min drive - 2.8 km
  • Millennium Park - 4 min drive - 3.2 km
  • Navy Pier - 6 min drive - 3.9 km

Getting around

  • Chicago Clybourn Station - 4 min drive
  • Clark-Division Station - 8 min walk
  • Chicago Midway Airport (MDW) - 37 min drive

Restaurants

  • ‪Orso's - ‬1 min walk
  • ‪The VIG Chicago - ‬3 min walk
  • ‪Small Cheval - ‬1 min walk
  • ‪Topo Gigio Ristorante - ‬3 min walk
  • ‪Declan's Irish Pub - ‬4 min walk

Frequently asked questions

Is Large 4BR/3BA • Safe Old Town Location • Walk Everywhere pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Large 4BR/3BA • Safe Old Town Location • Walk Everywhere?

Check-in begins at 3:00 PM.

What time is check-out at Large 4BR/3BA • Safe Old Town Location • Walk Everywhere?

Checkout is at 11:00 AM.

Where is Large 4BR/3BA • Safe Old Town Location • Walk Everywhere located?

Located in Near North Side, this family-friendly Chicago apartment building is within a 15-minute walk of Second City and State Street. Michigan Avenue and Lake Michigan are also within 1 mile (2 km). Clark-Division Station is 8 minutes by foot and Sedgwick Station is 8 minutes.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 70 out of 72 reviews
Rating 8 - Good. 2 out of 72 reviews
Rating 6 - Okay. 0 out of 72 reviews
Rating 4 - Poor. 0 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 reviews

Reviews

10/10 Excellent

Chris H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice area with restaurants. Close to everything.
Stayed 3 nights in Oct 2025

10/10 Excellent

Erin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exceptional VRBO! Our host was so gracious and responsive. We had an amazing stay and will be most certainly coming back to stay here again.
Stayed 3 nights in Jul 2025

10/10 Excellent

Sarah S.

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

A great place in Old Town

Loved our stay. Very spacious and great location.
Stayed 4 nights in Dec 2022

10/10 Excellent

Kenneth M., Austin, TX

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

Excellent location and experience!

No complaints, no worries. Would definitely stay again!
Stayed 3 nights in Nov 2023

10/10 Excellent

Christy R.

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

engagement weekend

This place is wonderful! IOur entire family came up to Chicago for a surprise party and we were able to all fit in the apartment. The location was within walking distance to many bars and restaurants.
Stayed 2 nights in Jan 2025

8/10 Good

Clayton F.

Liked: Check-in, communication, location, listing accuracy

Great city place

This unit served our family of five well for a few days get away in the city. The hot water went out while we were there but the owner communicated and responded timely. It was a bit dusty, as if it hadn't been occupied in some time, but otherwise it was fine. Can't beat the location and Old Town is awesome.
Stayed 2 nights in Mar 2025

10/10 Excellent

kristina r.

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

Perfect girls trip getaway!

LOVED staying here -- place is large and so cute -- exactly like the photos. We were so comfortable lounging on the huge sofa yet still had plenty of room to have our own space in the large bedrooms and big kitchen. Our host was extremely responsive and had lots of great recommendations. Location was perfect with tons of places to eat, grab coffee and have a drink nearby.
Stayed 2 nights in Mar 2024

10/10 Excellent

Brett M.

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

Great spot

We had a fantastic stay! Unit was spacious and nice. Lots of restaurants and bars nearby. Good location to get to other neighborhoods. Owner was responsive and made it easy to get in the property. Would recommend this spot for sure. 👍
Stayed 3 nights in Oct 2023

10/10 Excellent

Rochelle J.

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

Clean - Spacious - Great Location!

What a beautiful, clean and updated apartment! Stayed with 4 girlfriends - the 3 bathrooms were a great plus and also has 4 comfortable bedrooms. Our host was amazing - always available via text to answer any questions. She shared restaurant recommendations, shopping, and things to do nearby. Highly recommend!
Stayed 3 nights in Jul 2024

10/10 Excellent

Dave D.

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

Wonderful place, great neighborhood.

We had a great time. The space and neighborhood were fantastic. Check in and communication with the property manager was superb. We would definitely go again. The upstairs neighbor was pretty loud most evenings on the weekend. Perhaps I’m just getting old!
Stayed 4 nights in Jun 2021

10/10 Excellent

Chris H.

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

Family of 6 from RI

6 adults. Property itself and location excellent and as advertised. Very good condition and furnishings very nice. Plenty of bedrooms, bathrooms, and common space and nicely appointed with anything we needed. Communication from host excellent. Lots of stairs to get to this apartment on 3rd floor which wasn’t an issue for us but could be for a younger family or older people. Thermostat was a little more complicated than we were used to so some further direction on operating that would be helpful. On a main street so some noise at night in front bedrooms that might bother some. Overall excellent, would stay there again and would recommend to others.
Stayed 4 nights in May 2025

10/10 Excellent

Andy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent experience from beginning to end! Clean and spacious with comfy beds to get some good sleep. Awesome restaurants nearby within walking distance. Would definitely stay here again!
Stayed 4 nights in Sep 2025

10/10 Excellent

Jeff P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay for wedding at Chicago History Museum
Stayed 4 nights in Aug 2025

10/10 Excellent

Kellie G.

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

Girl friends getaway!

As advertised! Love the flat! Roomy! Bright! Awesome layout! Well stocked with all needs! Super location! So much right outside your flat’s door! Safe! Loved it!!!!
Stayed 4 nights in Jul 2025

10/10 Excellent

Justin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place and perfect location
Stayed 3 nights in Jul 2025

10/10 Excellent

Jim Z.

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

Chicago trip

Great property in great location. Host was easy to work with, apartment was roomy and perfect for our family visit to Chicago.
Stayed 4 nights in Jun 2025

10/10 Excellent

Rick B.

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

A pleasant accommodation

We enjoyed our stay very much! The only issue was an electrical problem that caused the refrigerator to stop running. We communicated with the host and got it going again. No harm done. We would stay again!
Stayed 4 nights in Jun 2025

10/10 Excellent

Michael V.

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

Great location in old town

Great space in Old Town... clean, spacious, great location. Property manager was very responsive which is always appreciated.
Stayed 2 nights in May 2025

10/10 Excellent

su j.

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

Chi-town for b’day and Indy 500

We came for relaxation and to celebrate my husband 70th birthday. We’ve always stayed in hotels but decided, for the first, time to go with VRBO. This home did not disappoint. Its location was perfect, the place was beautifully apportioned. Every time I thought “oh I’d like to have,,,” it was there. From mints in the bedrooms, water bottles, sleep masks, coffee… it was just all thoughtfully laid out. Thank you! We will definitely return. Be well.
Stayed 8 nights in May 2025

10/10 Excellent

Zach D.

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

Great spot

Great spot for a big group and awesome location in the city of Chicago.
Stayed 3 nights in Apr 2025

10/10 Excellent

Ben S.

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

Perfect for groups

Good location for family vacation. Within walking distance from zoo, river, museum, etc.
Stayed 2 nights in Apr 2025

10/10 Excellent

Brett M.

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

Great spot!

This was the second time we have stayed at this property. We like everything about it. Clean property, plenty of room, cool outlooks from the windows, all the amenities. And the neighborhood has plenty of restaurants, coffee shops, well located to other parts of town. And even a very convenient parking space. Highly recommend it. Lastly, the property manager is very responsive and friendly and helpful.
Stayed 3 nights in Apr 2025

10/10 Excellent

Courtney D.

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

Cute neighborhood! Great people watching

Quiet, fun place to stay. The apartment was clean, and exactly what we were looking for. Didn't see a single neighbor during our stay. There are a lot of stairs, just in case you overpack and have a gigantic suitcase. The beds were comfortable. One of the queen bedrooms does not have exterior windows, there's a window above the door, but that just made it the quietest room in the place. Very cute, we'll be back!
Stayed 2 nights in Feb 2025

10/10 Excellent

Michael W.

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

Great Old Town Apartment

Fantastic location in Old Town. Very spacious rental, check-in was easy, would definitely stay again and recommend!!
Stayed 3 nights in Jan 2025

10/10 Excellent

Kim L.

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

Great Old Town Stay

Our family was in town for a wedding. As we had an infant and a few family members we felt we needed more space than a hotel room. This property certainly fulfilled the need. It’s a beautiful property, lots of space, very comfortable. Very clean. I would say the only concern we had was the stairs. Lots of stairs being in the 3rd floor. Probably to be expected in the city but for anyone with those concerns it should be noted. Communication with owner is amazing, couldn’t ask for better assistance or response. The area has everything, very safe. Having parking right next door was also very helpful. We loved the city especially this time of year, the holidays.
Stayed 3 nights in Dec 2024

About the host

Hosted by Pillowhead Properties

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Michelle is a hands-on host located in Chicago. Here to help with whatever you need, she looks forward to making your trip to Chicago unforgettable.

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