Holiday houses in Chicago Loop

We loved our stay at heather's! perfect space for a group, and great location.

Sam’s place was beautiful! We felt right at home. The furniture was comfortable and the kitchen had everything we needed. The location was great. We got a free parking spot right outside of the door. Super convenient. We brought our dogs and it was perfect for them. Lots of places to walk and lots of things to do. It was just a short walk to the train. Sam was very easy to get ahold of and was a great host. I definitely recommend and we will be staying here again.

Great space to stay for our trip. Close to restaurants and grocery stores. Very clean and plenty of space. Host is very responsive to questions.

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible

We appreciated Tara's flexibility and the ease of communication. We were only two people. Her place is quite large and could have accommodated many more.

This is a quirky, comfortable place. It’s full of great books, interesting decor and Chicago charm. The apartment is quite large, it’s on the ground floor and there is back door access to the alley from the kitchen. The kitchen was full of cookware and there was a gas stove. I appreciated the coffee pot and large tin of Costco coffee. There was also a great selection of teas as well as many interesting mugs to choose from.

Clean, beautiful space. Has everything needed and the most comfortable seating space to relax. Clear instructions, easy parking. Be aware that there are several stairs to enter as seen in the pictures. They are well maintained with a handrail. This was not an issue at all for us but could be for someone with mobility limitations. Otherwise one of the best places I have stayed in Oak Park. Hope it is available when I come back.

I have stayed in a number of AirBnB‘s throughout the years, this may have been my favorite stay. There is absolutely everything you would need for a comfortable stay. Everything is clean. Alex is a five-star communicator. It is a busy little neighborhood, but the bedroom is toward the back of the apartment. I heard nothing but dead silence at night.