Holiday houses in South Loop, Chicago

Great stay! Loved the amenities & was cozy, felt right at home. The neighborhood is charming & easy to get around. Lots of great restaurants and cool places to check out within walking distance. 10/10 would stay again.

This listing, under Sam, was exactly like the pictures. The bnb was spacious, plenty of extra linens, towels, and amenities for me and my guest. We didn’t go out much but being here was just like being home. I would stay again.

This place was great! Host was top notch with communicating — so it was great. Place was clean, beds were comfortable and great location! Walking to restaurants, gym and easy to park! Housed 9 of us, including teenagers ! A little twin bed in basement too- that worked perfect for daughter who didn’t want to share a bed ! Loved that it was off the street- a coach house, so little more privacy. Never saw neighbor in house in front of us. Host was super easy to work with, and easy to check out. Would def stay again.

Li’s place is fantastic. Nicely located in the heart of Oak Park. Good furniture, comfortable beds, well stocked kitchen (especially appreciated the well stocked coffee selection!). Li was very responsive.

Terrific place that met all of our needs. Well done and comfortable.

Beth’s house was one of the best airbnbs I’ve ever stayed in. It was absolutely perfect for a family reunion and there was more than enough space for the 6 of us. The kitchen is a chef’s dream, we loved the board games and outside fire pit, and Beth was an extremely generous host and wonderful communicator. We hope to be back soon!

Lisa was a great host and this is a great place. It's a small house, but worked great for what we needed it for and was close to our family that live in Evanston. It was also a great price. Additionally, there were games which was nice because we had our child with us. I would definitely recommend this place and I will be staying here again when we're in Evanston, hopefully Lisa's schedule will be open!

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.

We loved our stay at Alex's place and would most definitely stay there again. Extremely clean and welcoming with all the amenities and recommendations, going beyond basic needs. Chicago is a second home to us and Alex's place gave us a seamless transition into a much needed vacation. Thanks for having us!