Downtown Chicago vacation rentals

Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.

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

Craig was extremely nice and accommodating when it came to my birthday weekend. He responds quickly to all questions asked and makes sure we’re comfortable at all times. This home was clean, accurately described, and had the perfect “home feeling”. Overall, when visiting the area I will be booking here again !

Loved the walkability and great access to transit and chinatown restaurants. amazing stay! thank you!

This was a beautiful place with an excellent view of Lake Michigan. Both rooms had comfortable beds and setup with everything you need. Kitchen is well stocked, but we mostly ordered Grub Hub, lol. Loved spending time here and great place to hangout and chat with friends. It is right on the water and we really enjoyed watching the waves crash against the barrier. It is on the 2nd floor, but the stairs are not bad at all. Felt very safe and having the parking space is a great perk. Very commutative and checked in with us to make sure everything was fine. Would definitely stay here again!

Very nice, clean, and spacious. Easy to get around Chicago from this location either via Interstate or through neighborhoods.

We really enjoyed our stay! We really like Roscoe Village and this apartment was perfectly located. Close to shops, coffee and restaurants. The check in process was easy and the apartment was well appointed with everything we needed. Parking was very easy as well. This was a great find for us and we will plan to visit again!

I would stay here again. The duplex was immaculate. I love the amenities and it’s located close to downtown so that was a plus.

The stay was nice and clean and very convenient location.

Great location within walking distance of University of Chicago and in a safe neighbourhood. Basement apartment with 2 bedrooms. Bed was comfortable & extra pillows & blankets were provided. Toilet & kitchen facilities were slightly dated but functional. Appreciated the use of washer/dryer & complimentary coffee/tea. Very hospitable 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

John’s place was clean and cozy. The kitchen was immaculate and we appreciated the nespresso machine and pods. The location was excellent, many food and drink choices right outside the door. It was amazing to have our own parking spot! There are a lot of stairs but that is expected in the city. I would definitely recommend this spot to my friends.

This was an amazing stay!! Eugene was so so helpful and he responds so quickly. Great location, peaceful, safe. 10/10 would absolutely recommend.

Brian’s place was great! Had everything I needed for my stay. The location and neighborhood were great too. Seeing that this was my first time somewhere they required street parking, it was tricky for me to get the hang of at first but Brian was very helpful with that. Overall I will be back Chicago again and if this listing is available I will stay here again!

One of the best airbnbs I’ve ever stayed at. Great condo, great location, and super responsive hosts. Highly recommend!

Johanna made us feel warm and welcome. All amenities are included and work well. Excellent shower. She was very responsive and attentive.

Loved this place! My three friends and I had plenty of space and felt right at home. The location in West Town is perfect -- not busy or loud at all, but very easy to walk to coffee shops or restaurants in less than 10 minutes. Plus, the hosts were very friendly and accommodating!

Vince’s place was amazing, it was such a good location, easy to drive to anywhere in Chicago. Vince was very easy to contact and was responsive within minutes. He made our stay very comfortable. The house was amazing and there was a lot of space, and there was a lot of amenities available for use, for example kitchen utensils and shower amenities. Overall this stay was amazing and I would book this again if I came back in the future

Wonderful stay as always, thank you so much!

Peaceful, felt like home, very spacious and comfortable

This place was spacious and perfect for our family (two kids and a baby), with plenty of room for everyone to spread out. The hosts were fantastic! They encountered an issue with the fridge not working just before our arrival but handled it professionally, providing excellent support until it was fixed. We really appreciated their responsiveness and care. We highly recommend this space for families and large groups. One small suggestion: if you’re a light sleeper or have kids, consider bringing a noise machine, as some sound from the upstairs neighbors can be heard. However, this wasn’t a problem for us and is to be expected when staying in a condo.

Will’s place was perfect for our stay in Chicago! I brought a group of friends out for my 30th birthday, and there was ample room for all 11 of us. The place was extremely clean and in a perfect location. Would definitely stay there again.

It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.