Holiday rentals with a fireplace in South Loop, Chicago

This Airbnb exceeded our expectations in every way! It was even better in person—much more spacious than we anticipated. The home was stocked with thoughtful amenities, especially in the kitchen, which made our stay incredibly convenient. The outdoor seating area was a great place to relax, and we loved the location. It truly felt like a home away from home, with everything we could possibly need already there. The host was also very attentive and accommodating, making the experience even better. We would definitely stay here again!

Host is very accommodating and responsive. The place is nice and was in a great location. Only a short 10 minute drive that was a straight shot to Michigan Ave. The only thing we felt was slightly misleading was that we were under the impression that the 3rd bedroom with a couch was able to pull out and convert into a bed. Unfortunately, that wasn’t the case, so we ended up leveraging an air mattress we had packed as a contingency. Overall, we had an enjoyable stay and would recommend.

Lizbeth’s place was a great stay! It was cozy, clean, and had more than enough space for me and my three friends. While it was a little farther from the city center than I initially expected, the neighborhood made up for it with tons of great restaurants nearby—there was always something good to eat just around the corner. Lizbeth was also a fantastic host—very friendly and super responsive whenever we had questions. Would definitely recommend her place to anyone visiting the area!

Great place. Great communication. Perfect for what we needed. Great house. Great neighborhood, right outside of downtown.

Great stay! Loved the decor and amenities. Everything was just as described and my family really enjoyed our time there. Would stay again!

Great stay at Nicole and Matt’s place! It was just two of us, but we ended up using both bedrooms as one was a bit too bright at night and the bed a little too soft. The back bedroom was nice and dark with a firm bed - so something for everyone lol. We could hear the train but it wasn’t too disruptive. I slept in earplugs and was totally fine. The kitchen was clean and well equipped and the living space was comfy. We loved the neighborhood! So charming and cute!

Our stay was perfect and I would definitely stay again! We hosted a small dinner for my mom’s memorial service and they were very accommodating. There was plenty of space for everyone and the location was great. All the amenities were top notch and the decor was amazing. We felt right at home and I’ve referred people to stay. Thank you so much for hosting us. 10 stars!!!

Larry’s place was a perfect home base for our family celebrating UChicago convocation. Only about 2 miles from campus. Very easy drive. Nice house in a quiet neighborhood. Just what we needed.

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

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 had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

Great location and wonderful hosts! We will definitely be staying here next time we come to Chicago.

Antoinette was very accommodating and kind! The stay was very comfortable and homey.all instructions were clear and check-in/check-out was a breeze! We walked over to the bakery ahead suggested in the morning too and it was delicious.

Amazing stay in Roscoe Village!! We loved being able to get around easily given how close the home was to bus stops and the brown line. It was a peaceful getaway when we were done having fun in downtown. We could hear people walking around upstairs while laying in bed, but nothing a good pair of earplugs didn't remedy. The space was so clean and so homey. Would stay again!