Holiday rentals with a fireplace in Old Town, Chicago

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Huge space in an awesome location. Extremely walkable neighborhood and very close to the train if you want to hop on and ride into the heart of the city. Views from the patio were amazing. We had a great time at Kevin's place.

Great stay! Thanks for making it so easy. Big space for lots of family to be together and have space.

We were in town for a bachelorette weekend and Austin’s place was perfect. It was clean and comfortable. Having outdoor space was important and we were pleasantly surprised that there was a rooftop space in addition to the yard. Austin was also super responsive even when we had to reach out late on a Friday. A couple notes that are just FYI. Austin’s place is across from a school which wasn’t a problem at all except we arrived around 3:00… right at pick up time. The road was closed just for a short bit, so you might want to check in later of you’re checking in on a school day , or plan to park around the block. And there is no longer a bunk bed with a full size bed on the bottom. We would book this place again in a heartbeat and really enjoyed our time and the location. Thanks Austin!

This was my second stay at this location, and our family had the BEST time! We stayed for five days. The house is very immaculate; not a trace of dirt or dust anywhere. Like last time, we were left with some yummy snacks and treats upon arrival. Kris & Daniel also went above and beyond when we wanted to go to the beach - they personally came right over and got some beach chairs, towels, and an umbrella from the basement for us. The house is very comfortable with high-tech smart devices and we were nice and cool despite the heat (and nice and warm when it got chilly later in our visit). Our last day, I accidentally pulled down a curtain rod when opening the drapes, and Kris & Daniel could not have been more gracious about it. Great house and great hosts! Thank you!

We had a great stay! Super comfortable, lots of room and great location. Host was quick to respond to questions and helpful. It was perfect for our girls trip (party of 6). Book it!

The house is very beautiful. My family and I loved the place and how spacious it is.

Sometimes pictures don't tell the whole story. In this case, the photos of Matt's property didn't do the property justice! This is a gorgeous, beautifully appointed house - difficult to fully convey in photos. Absolutely stunning! From the living areas to the dining room to the kitchen to the bedrooms, it was all perfection - welcoming, clean and user-friendly. The house is located in a wonderful area - restaurants and bars easily within walking distance. Despite the busy-ness of the surrounding area, the house itself was blissfully quiet (a rare find in the heart of Chicago)! Matt was super responsive to the few questions I had - a wonderful host all around. 10/10 would recommend this house, and I can't wait for my next stay!

Emily’s place is peaceful and homey, yet right in the heart of a vibrant neighborhood. Wicker Park was a nice walk from her home as well. TONS of restaurants and shopping literally a couple of blocks from her house. The train stop is a 5 minute walk away and downtown is less than a 15 minute uber ride. Emily is a very considerate and communicative host and I would stay here again. Thank you for sharing your home with me!

This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

Tiffany was friendly host and made sure to communicate with us to make our stay enjoyable. The place walkable distance to public transit and the neighborhood was safe enough to walk at night. It was clean and as pictured, there was coffee, utensils, plates, etc if you needed prepare food.

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!

It was a loving place with a lovely stay with a lovely host. highly recommend

Amazing stay with an amazing host! Antoinette runs a very nice place.

Great location, nice unit. Older building but nice updates. You can definitely hear the tenant upstairs so bring headphones or earplugs if that bothers you.