House holiday rentals in Downtown Chicago

It was a gorgeous home, she knew we were coming for my husbands bday and she got us a bottle of wine and balloons. She was very helpful and responsive if we needed anything. Great place to stay!

The property was very nice. It was well maintained and our family with our grandson were very comfortable. If we were to have a negative comment is that the heat distribution was not even throughout the home. The upstairs where the three bedrooms were located was very warm and the kitchen, living room and family were quite chilly. However, this did not impede us having a comfortable stay.

Everything was great! The place was just as imagined.

Super cool host, very flexible and kind. When I come back im definitely going thru him again!

Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

We stayed here while our floors were being refinished and Marzena’s Oasis did not disappoint! You can tell she takes great pride in her listing; everything was as described and more. The home was very clean with plenty of linens, dishes, and kitchen/pantry supplies. My kids left more crumbs on the floor than usual during breakfast one day…I could not find a broom so I messaged Marzena. She dropped off a stick vacuum AND some delicious treats. Above and beyond to make us feel welcome and comfortable. Thank you for a home away from home!

Great getaway place to stay at. Beautiful patio area as well!

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!

Great place in a great location. Would definitely book 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.

It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

This was a fantastic find in the Oak Park area! Within walking distance of a lot of great restaurants and public transit that leads directly into the city. Anything that wasn't walkable was just a short drive. Gabriela was super helpful and flexible where possible, and the house itself was well stocked with basics. If I'm ever back in the area, I'd absolutely consider staying with them again.

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.

KB was a great host! Came for the Beyonce concert and this place had more than enough space for our group. The location was no more than a 15 min drive to soldier field and great food in the area!

Melissa’s house is beautiful and in a quiet neighborhood. The beds were comfortable- one of us even slept on the couch and was comfortable. The kitchen was fully stocked with pans, etc. and we loved hanging out in the backyard. We appreciated the heads up about the air fresheners and flexibility to unplug them.

Very comfortable place and nice and very responsive host! Definitely recommend this stay!

Great stay ! Super responsive host !

The house is like a page out of an Interior Decorating magazine, an immersion experience. Like the house the grounds were equally beautiful. There was a lot of thought and love in remodeling this property. The hosts were communicative and gracious. It is located in a great neighborhood close to many dining options. I appreciated the modern touches and the cleanliness of the place. I would book this place again. Highly recommended.

Great house. Very clean and spacious.

This airbnb was perfect for a group of 7 friends. The information in the listing was accurate. We really appreciated the location, the parking spot, and the multiple beds. Thank you for opening your home to us!

Our daughter was graduating from University of Chicago while our other daughter graduated from USAF flight school in Mississippi, and our family and friends visited from locations scattered around multiple time zones. Florin's location was simply the perfect place to handle such incoming chaos while lowering blood pressure to encourage a wonderful graduation experience headache-free. The rooftop experience was stunning, and everybody has been raving about the furnishings and easy-going environment in such a lovely place. The bathrooms and bedrooms were spa-worthy, and there were simply so many careful and thoughtful touches at this location that made it hard to leave! Florin has multiple parking options, but we only needed one nearby, offstreet parking place that was never a problem---surprising for a big city like Chicago! In short, this was probably the finest AirBnB we ever visited, and we are so grateful for such an exclamation point on a magical weekend. Thank you, Florin!

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

Anita’s place was absolutely stunning and looked just like the photos. Extremely clean and very spacious. We hosted a 50th birthday brunch here and it was more than enough space and amenities to accommodate everyone. The rooftop was just amazing and a great addition to the place. Thank you Anita for letting us book your gorgeous home and we would love to book again and again! ⭐️⭐️⭐️⭐️⭐️