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Entire apartment

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

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

Fridge, microwave, oven, stovetop
Smart TV, books
Exterior
4 bedrooms, iron/ironing board, travel crib, free WiFi
Smart TV, books
Experience the vibrant energy of Chicago's Old Town neighborhood at this stunning 2500 sqft condo. With its private, full-floor apartment design and 11-foot high ceilings, you'll feel right at home in this modern retreat. Walk to some of the city's best-loved restaurants, clubs, pubs, parks, boutiques and coffee shops or take advantage of easy train transit to O'Hare Airport.

Reviews

10 out of 10
Exceptional

Entire apartment

4 bedrooms3 bathrooms2500 sq ft

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

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

Property amenities

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,500 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number R22000081485, 60610

We should mention

A car is recommended for transportation to and from this property

Property is also known as

orp5b5d715x

About the area

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
  • ‪Declan's Irish Pub - ‬4 min walk
  • ‪Zanies Comedy Club - ‬4 min walk
  • ‪Fireplace Inn - ‬2 min walk
  • ‪Woodie's Flat - ‬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?

Check-out 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 mi (2 km). Clark-Division Station is 8 minutes by foot and Sedgwick Station is 8 minutes.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 66 out of 67 reviews
Rating 8 - Good. 1 out of 67 reviews
Rating 6 - Okay. 0 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

10/10

Cleanliness

Reviews

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Hilary J.

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

A terrific spacious place to spend time with friends!

All great! Very comfortable beds. We loved having plenty of nice comfortable seating in the living and dining area and well equipped kitchen. All very clean. Great location to walk places. Host was very helpful.
Stayed 2 nights in Jan 2024

10/10 Excellent

Shanta Z.

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

Marathon weekend!

Perfect location with access to great restaurants and a beautiful and cozy place to hang out before and after our family marathon weekend. I even popped into the entry way to drop off my extra shirt midway through the race. Everything was great.
Stayed 5 nights in Oct 2023

10/10 Excellent

Sue C.

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

Perfect location and lots of space

We had 2 families with 4 Twenty something age kids. We all had space to spread out and to hang out in this apartment. Beautifully decorated and included everything we needed. The location in old town is great and close to lots of restaurants and bars and just a few blocks from the train to get to other areas. Couldn’t ask for much more.
Stayed 3 nights in May 2023

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

Marla B.

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

Girls trip

The apartment was amazing and exactly as pictured. The hose was super responsive to all our questions. She was so nice and generous. She left us ice cream and snacks. So beyond what we expected.
Stayed 3 nights in Aug 2023

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

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