Kid-friendly vacation rentals in Chicago Loop

Great place to Spend the night or even a week. Our fight to Miami got canceled and his place was the perfect place for our family of 5 to spend the night. Friendly and responsive would definitely recommend to anyone looking for a place to stay in Chicago.

Omgggg this stay was beautiful! We had an absolutely horrific experience with an air bnb and the Roscoe house saved the day and made our visit SO enjoyable. Courtney & Garrette did an outstanding job at make this a home away from home. So clean, such thorough descriptions of EVERYTHING and them & their co host Love were so responsive and made me feel so comfortable! We will definitely stay again and will forever recommend the Roscoe home!

Lovely place in a good location.

Thanks so much for everything! I have a reactive dog that has never been left in a doggy daycare, and Miranda helped me experiment to find the right fit for him. I was able to attend my conference and I am very grateful. Great place and great host!! <3

The moment we stepped into the house it felt like a home. Very clean and cozy. We had a little trouble with the keypad but that was taken care of very quickly. Quick response from the host. Was able to get a hold of them when we had some questions. The kids loved the game room. Definitely would recommend and stay again if needed!!

Nice to have a spacious place to stay with family. Our toddlers were in heaven in the basement toy/family room. Bedrooms and closets were spacious as well. Communication with host was easy with prompt responses. We would stay at this property again.

The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.

I think this was my fav Airbnb yet. Convenient, very clean and a great kitchen! My dog enjoyed the backyard and the neighborhood was nice. I misplaced the house keys and Joanna responded immediately and had a solution! Thank you so much for that!!!! Would love to stay again when we visit family next year.

We had a wonderful stay! Lois was very responsive and made everything easy from start to finish. The house was cozy, clean, and well-equipped with everything we needed. Parking was super convenient, and the neighborhood felt safe and quiet. It was a perfect spot to relax after a day out. Highly recommend!

This is the perfect place for a cozy Chicago getaway, very clean, peaceful, great location, and probably the most well-stocked Airbnb I’ve ever stayed in. Jenny is very friendly and responsive. I would stay here again in a heartbeat!

It was really good. It's an older building so it had old-building problems (creeky floors kinda thing). Other than that it was perfect for our family of four: enough room to do our own thing, enough room to be together.

I enjoyed my stay at Letitia's place. I was traveling between the city and northern burbs, and Letitia's place provided a nice centralized location with easy access to both. Letitia's place is clean, charming, and comfortable. Letitia responded quickly to any questions. I recommend this as a comfortable place to explore the greater Chicagoland area.

Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁

Nice place to stay in a good neighborhood! Would stay here again, thank you!

We had the privilege of a long stay at Wendy’s studio. The space is SO sweet and cozy, and the layout feels larger than it appears in photos—there is a fair amount of built-in separation between each area. The kitchen is well-equipped for actual cooking, the bed is heavenly, and the shower feels like a spa! It is an incredible retreat in a residential Chicago neighborhood that is a bit tucked away while still being accessible. What a lovingly crafted space and considerate host! We hope to stay again and will absolutely recommend to friends and family.

Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here again

Nice. Clean. Responsive host.

We enjoyed our stay. John works hard to offer the best experience to his guests. The place was super clean and welcoming. Photos are matching. Close to everything with UBER. Some restaurants are located in the block. I recommend this appartement.

Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

I would definitely stay here again! Walking distance from Wrigleyville bars, restaurants and stadium. Comfortable, clean and quiet.

Neel went above and beyond for my family and I during our stay. The unit was quiet, fun to hang out in, extremely clean, great layout for a family, very convenient parking, and quiet. I would highly recommend staying here! Thank you Neel!

Very great for a large group.

Loved The Space! Everything Was Perfect! Any Problems Or Any Questions Daniel Was Very Helpful! THANK YOU DANIEL

This place was awesome. Felt very homie and comfortable. I love the decor and that there was a TV in each room. This place was beautiful and i wouldn’t mind staying again.