Kid-friendly holiday rentals in West Loop, Chicago

Erik was a phenomenal host, went above and beyond to ensure we had a comfortable stay at his house. His family were lovely people and helpful with any and all questions. Erik gave is good clear instructions on the best places to go to in the area, how to travel to the city and how to use all the appliances/facilities in the house. I couldn’t recommend him any more, he made our stay really more comforting and laid a great basis for our stay in Chicago. Cheers Erik!

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

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!

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.

Had a lovely stay at Janice's place! It is located a short drive from Logan Square, which has restaurants, bars, and a blue line metro stop. There was also a bus stop just outside the neighborhood. Speaking of the neighborhood, it was very serene and private, with plenty of parking regardless of the time of day. The airbnb is a basement unit, so maybe something to keep in mind if you're on the taller side, but it was spacious, and there was minimal noise from the floor above. Shower had great water pressure! Bedroom was clean and comfortable. Janice was very communicative and clear instructions were given for checkin and checkout processes.

Besser geht es nicht. Nein, es ist keine Luxusunterkunft. Es ist das klassische Airbnb, nämlich ein Zimmer in einer privat genutzten Wohnung. Diana wohnt und arbeitet dort alleine. Vor allem aus Interesse an fremden Kulturen vermietet sie ein Zimmer mit gegenüber liegenden Badezimmer, das nur die Gäste nutzen. Sie Unterkunft liegt im Ukraine-Viertel, das sehr ruhig und etwa 30 Minuten außerhalb der Downtown liegt. Morgens hat uns Diana mit einem einer vorbereiteten Kaffeemaschine (nur noch anschalten) ein paar Keksen und einem liebevoll zubereiteten Obstteller überrascht. Mit dem Bus Nr. 66 ist man schnell in der Innenstadt. Wir haben die Zeit sehr genossen in Chicago. Von Diana haben wir viele Informationen bekommen, aber auch sehr persönliche Gespräche geführt. Wenn wir mal wieder nach Chicago kommen, wir werden bei Diana einchecken! Vielen Dank für den authentischen und so liebenswerten Aufenthalt!!!

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.

Beautiful place! Very clean! The host was very responsive. The kitchen was stocked with tea, coffee and extras. I love that they had a tea kettle. The rental had everything we needed, extra bedding and towels. We arrived to a basket of snacks and drinks 😊. Comfy beds and sofa in the sitting room. Lots of room for a family of 4. It is an upstairs unit so stairs to climb. Location was ok.

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

What a delightful place this was to stay at! Loved the wood floors and comfy bed. Peaceful and safe area for a solo business traveler. Plenty of parking in front. Deck was adorable with the flowers. Had a full kitchenette stocked with tea and coffee. Mindy was so responsive and kind!! One of the best places I’ve stayed at!!

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!

Great place. Super clean. Prime location- easy to walk to restaurants and shops. Loved my stay would do it again!

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!

Local to the trains, we will consider it the next time we travel to Chicago.

Absolutely loved our stay. Great location! Super comfortable beds. Slept like a baby. Felt like home. Parking felt very secure. No problems at all. We will look forward to staying here again!

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.

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.

great location, the gated parking was exactly what i was looking for being there with a work truck full of tools. slept a lot better not parking on the streets of Chicago. beautiful condo with a nice view from the living room and back porch.

The home was perfect for a quick business trip. It was clean and as described. Anne was a great host and easy to communicate with!

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.

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.

We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!