Apartment

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

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.
A large kitchen that is truly a delight to cook in with all stainless steel appliances and all the basics needed to cook a gourmet meal. Coffee maker, tea kettle, toaster, blender, etc all provided!
Another view of the living room with huge couch and prominent windows overlooking scenic and historic Wells Street.
Dining area with seating for all of your friends. The bay window overlooks Schiller Street in Old Town. Fun modern light above.
Another view of the kitchen showing all the extra storage and space for everyone to gather. This kitchen is the heart of the home!

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 132500 sq ft

Popular amenities

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

Explore the area

View in a map
Chicago, IL
  • Michigan Avenue
    ‪14 min walk‬
  • Chicago Riverwalk
    ‪3 min drive‬
  • Millennium Park
    ‪3 min drive‬
  • Chicago, IL (MDW-Midway Intl.)
    ‪18 min drive‬

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! ✨

Property manager

Pillowhead Properties
Premier Host

Add dates for prices

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. The area's natural beauty can be seen at Lake Michigan and Millennium Park, while Field Museum of Natural History and Chicago Museum of Science and Industry are popular area attractions. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
Map
Chicago, IL

What's nearby

  • Michigan Avenue - 14 min walk - 1.3 km
  • Merchandise Mart - 3 min drive - 2.8 km
  • Chicago Riverwalk - 3 min drive - 2.8 km
  • Millennium Park - 3 min drive - 3.2 km
  • Navy Pier - 6 min drive - 4.3 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
  • ‪Declan's Irish Pub - ‬4 min walk
  • ‪Topo Gigio Ristorante - ‬3 min walk
  • ‪Fireplace Inn - ‬2 min walk

Frequently asked questions

Is Perfect 4 Bedroom/3 Bath in the HEART of Old Town pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Perfect 4 Bedroom/3 Bath in the HEART of Old Town?

Check-in begins at 3:00 PM.

What time is check-out at Perfect 4 Bedroom/3 Bath in the HEART of Old Town?

Checkout is at 11:00 AM.

Where is Perfect 4 Bedroom/3 Bath in the HEART of Old Town 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

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. 65 out of 66 reviews
Rating 8 - Good. 1 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

Marci C.

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

Old Town

Property and location were amazing. Will definitely stay here again.
Stayed 2 nights in Mar 2024

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

10/10 Excellent

Verified traveller

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

Simply Amazing!

It was a perfect location and apartment for a reunion with my college friends. The place was very clean, spacious, and had everything we could ask for. I would rent this place again.
Stayed 3 nights in Nov 2024

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

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

Scott M.

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

Great Property

Everything at the property was perfect for what we needed. Plenty of space and very clean.
Stayed 2 nights in Jan 2023

10/10 Excellent

Rick L.

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

Great Location and Great Place

Old Town is such a great place to hang out. The unit met all our varying needs.
Stayed 5 nights in Oct 2023

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

Verified traveller

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

Great place!

So much room, comfortable, cutely decorated and great location! We had such an enjoyable time in Chicago and wished we could stayed longer. We would definitely stay here again and highly recommend it! Thank you!!!
Stayed 3 nights in Jun 2023

10/10 Excellent

Maria C.

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

Great house and location

We stayed for a weekend with our grown children and their significant others and this was a perfect set up and location. The rooms are really big and the house is in walking distance of so many great restaurants and bars. We will be back!
Stayed 2 nights in Aug 2023

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

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

shaon k.

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

Chicago trip

Wonderful apartment in a fantastic location! The apartment is clean, modern and well equipped. Beds are comfortable. The property manager is super responsive and friendly. We will definitely come back!
Stayed 4 nights in May 2024

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

Kristin S.

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

Great time in Old Town!

We had 8 people staying and never felt tight. The location was perfect. The only thing we could say that was a critique was the light in the common area. It is too dim to play games
Stayed 3 nights in Nov 2024

10/10 Excellent

Owen L.

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

Great property and great host!

This was a great location for our family to gather over the holidays. Sarah, the host, communicated all of the checkin details very clearly, and was always quick to respond. The property was clean and well equipped throughout. The location was also great - plenty of restaurants within just a few blocks, and only about a mile from Michigan Ave! We will gladly stay here again in the future.
Stayed 5 nights in Dec 2023

10/10 Excellent

Dave R.

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

Great spot for families

The location in Old Town provides numerous options for activities close by. The unit was great for families. We had enough separation to give folks some privacy. But plenty of space for kids to play. The unit was well stocked with cribs, air mattresses, toys, to accommodate various ages.
Stayed 5 nights in Aug 2024

About the host

Hosted by Pillowhead Properties

Host profile image
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.

Premier Host

They consistently provide great experiences for their guests