Apartment vacation rentals in Old Town, Chicago

This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Excellent place in a beautiful neighborhood. The apartment is small but it’s great if you are just looking for a place to sleep. The neighbors is absolutely amazing with great restaurants

The location is excellent - a peaceful and quiet street, but right by all of the fun of Armitage Avenue and Lincoln Park more broadly. Lauren is super friendly and communicative as a host. Fit our needs for our Chicago trip!

Such a beautiful, cozy space! Very comfortable beds, the perfect coffee setup and fast WiFi gave us the ability to work and play. Plus our host was incredibly responsive and communicative. Would definitely stay again!

The space was perfect for our needs as we were there for business, bathrooms and kitchen were nice and clean. Very responsive team. Parking was maybe 2 blocks away. Very convenient.

This place is as described. Very clean. The sofa was very comfortable. Nice little local bar at the end of the block. Very cute neighborhood. Only con, is if you are a light sleeper the ceiling fan in the bedroom is a bit noisy. It didn't bother me while sleeping but it's noticeable when awake.

Super awesome space, me and my wife had a blast and felt the neighborhood we were in was super easy to explore.

Great, cozy place to stay, and I’d stay again. Just note: this building has central air that is not controlled by you, but by the hosts. The hosts are very accommodating to changing the temperature, so just give them a heads up. But luckily enough, they’re VERY responsive and lovely to connect with.

Khaled's cute place is in the middle of a peaceful, beautiful block in Lincoln Park and is within walking distance to many great restaurants and museums. We had a blast exploring the area! The apartment was clean, private and very quiet! We would love to stay here again.

It was wonderful staying at Laura's place. In the heart of the city, private and peaceful place, great for my family of 3.

Excellent location. Clean and tidy. Hosts were readily available.

Song’s place was perfect for our family trip to Chicago!

Angela was very responsive and helpful during our time in Chicago. Would definitely return and stay with her again next time!

Our “moms and daughters” Amtrak trip to Chicago was exceptional all because of Jessica and her hosting ability. We had everything we could have asked for. Bus stops are close (we did not rent a car). Restaurants, deli, and the beach are within walking distance. Trader Joe’s and Target are a short bus ride away. The neighborhood is very safe and family friendly.

Adorable, clean, very safe and incredibly quiet little place. Cute back porch and designated parking spot was a huge bonus. We loved staying here.

Lovely home! Clean, stylish and comfortable. We appreciated the close proximity to great restaurants such as Engine Coffee and Flo. I got in touch with my Polish roots at the Polish Museum of America down the block. They have an intact exhibition from the 1939 World’s Fair Polish Pavilion. Also visited Holy Trinity Church where all the services are in Polish. If you are interested in the rich history of this neighborhood you might check these places out.

We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!

It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

Loved our stay at The Foundry! The unit was beautiful and comfortable and the views were incredible. We had everything we needed and communication from Cloud9 was clear. There are great places nearby to walk for coffee and food — including an amazing Whole Foods.

Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.

Incredible place! Location was perfect with easy access to public transportation and great food. Host recommendations were immaculate and responsive+kind. Plenty of extra blankets pillows and towels, the jacuzzi was really nice, and the bathrooms were spotless. Very easy check in and check out process. Had almost no problems with any amenities. The smart thermostat did keep setting itself to 75 degrees or more during the night even after we set it low before sleep. Quite uncomfortable to sleep through. And the listing stated 5 beds with 2 air mattresses but there was only 1 air mattress, making a total of 4 beds. Not a huge problem but good to know for anyone who needs all 5, we didn’t. Water pressure in one shower was not great and the other drained slowly. Also some areas were a little dusty but again it was fine. Overall, this was a really really great experience and apartment. Couldn’t have asked for a better place to stay during our trip!