Kid-friendly holiday rentals in West Loop, Chicago

Jennifer was a very hospitable host and I had a very pleasant stay. The room was very clean and quiet!

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.

I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!

Stayed here for a weekend and got exactly what I needed. All I was looking for was a place to sleep and shower when I wasn’t exploring the city and Ryan’s place provided that. The house is close to 2 bus routes and the green line which makes it worth it to me. Being on the west side can be kind of hit or miss but since I grew up in an urban area, it didn’t phase me much…if you’re more sheltered this might be a sketchy area for you. I will say the gas station near the house after sundown can get a little rowdy…might wanna avoid it after dark. To my black folks there are no wash cloths, but body towels are provided. I personally brought my own set of towels [there is a dollar store a couple of blocks away so if you need to just go buy washcloths you can do that]. I loved how dark it got in the room at night so if you like blackout curtains to sleep, this is the perfect room. My only con is the amount of messages you get once your booking starts. Maybe a printout might be better option.

Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Samantha’s place is beautiful, well designed, modern, clean and it was very easy to find street parking near house. There are 3 bedrooms, the third bedroom is cabinet only, no bed there. But in one room there is a king bed for 3 people, and second bedroom with queen bed. Quiet area, close to the down town 12-15 min drive and the restaurant in walkable distance. The playground is 1 minute walk. Would definitely stay there again and will recommend to friends.

Janice’s listing was wonderful. Everything was as described and we thoroughly enjoyed our stay. We met Janice when we crossed paths the second night there and she was very friendly and great to talk to. We look forward to staying at Janice’s place next time we’re back in Chicago.

Jane's house was the ideal accommodation for our visit to Chicago. The apartment was very well equipped. The area is very pleasant and it is also easy to get into the city or to the airport by metro and bus. Thanks again to Amy and Dean.

We watched together with my wife “Frida” is story and house is vibe matching I had an incredible stay at this gorgeous Mexican-style house! The home was beautifully decorated with vibrant colors, traditional touches, and an authentic charm that made the experience truly special. Everything was spotless, the amenities were perfect, and the attention to detail was exceptional. Janet was welcoming and responsive, ensuring a smooth and comfortable stay. The location was also great, making it easy to explore the area. I highly recommend this place to anyone looking for a unique and memorable stay—I can’t wait to come back! It’s in my wishlist Janet thank you soon come back to visit Chicago in a week

We had an incredible stay in Chicago’s West Loop last week! The place was spotlessly clean and perfectly located, just steps away from fantastic restaurants, bars, and the vibrant heart of the West Loop. The digital keypad on the door made getting in and out incredibly easy, and the building felt very safe. The host was exceptional—clear instructions, always reachable, and stayed in touch throughout our trip to ensure everything went smoothly. Highly recommend this spot for anyone visiting Chicago!

Next to the trains, a apartment with separate bedroom, living room, kitchen and bathroom, even a laundry room available if necessary and a host who responds quickly and does not hesitate to give advice on Chicago. I highly recommend!

Geo never took longer than 20 minutes to respond when needed, and found workarounds when I was having difficulties with website not working. The place was lovely, and had more than enough space. Location was great, and I didn't struggle to find parking. Thanks again for hosting!

great place to stay, really nice comfortable bed and full equipped kitchen

My husband and I loved staying at Brad’s place for our honeymoon! It was such a great location. It is right by the train so I appreciate that earplugs were provided to sleep! I would definitely recommend figuring out parking before you get there. We tried to figure it out when we got there, the spot hero app wasn’t working, it was weird! But if you have parking figured out, it’s the best place to stay! We might make this a yearly stop for us!

Very nice stay! In a great neighborhood, would stay again. Was everything me and my group needed!

Our stay at Marissa’s went seamlessly! She was very responsive and accommodating ! Would stay here again :)

The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

In town for work and this was perfect place to stay for team. Easy walk to the shops and restaurants in Fulton Market while still providing a peacefully quiet setting. Bright, open and clean apartment with 3 large bedrooms. Nice kitchen for all meal-preparing needs If you don’t want to cook, no problem. Some of Chicago’s best restaurants are just a short walk or quick uber ride.

Beautiful place. Loved the decor. Exactly as described.

The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!

The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.