Condo holiday rentals in Downtown Chicago

Great place for our Chicago spring break trip. House photos were current, it had listed amenities, and was 2 blocks walk to the Blue line and plenty of shops/restaurants were walking distance. Nice neighborhood close to the action. I would note a few things for people considering this house : 1) Parking was readily available near the unit during daytime hours, but was trickier in the evenings/weekends. We did (eventually) always find a spot somewhere nearby when we drove places. 2) Layout of bedrooms is: main floor king bedroom with private shower bathroom; main floor queen, main floor full bath. Basement has other king, two queen rooms, and other full bathroom. 3) The quiet hours in the rules make even more sense when you realize this unit is 1st/basement and someone else (with little kid(s) lives on 2/3. It worked well for us since we had kids with us too so our noisy times were mostly in sync. 4) Ally was super responsive when we had questions or issues. A+ for that!

Great place! Very well kept and clean. Tom is very responsive from the time you book. Just be mindful that as stated there is NO where to park if you drive. All in all such a great neighborhood.

Our stay at Charissa's condo was perfect for our short but full stay in Chicago. We enjoyed the walk to the L Train and the neighborhood around it, and the space itself was accommodating and even luxurious when it came to the bathrooms. The instructions were not complicated for accessing the condo, the space was well kept, and we had no trouble seeing it as a main staple of our amazing weekend.

We really enjoyed our three nights in Matt's roomy upstairs apartment. Great to have a space in his garage; the car stayed parked there while we took the blue line downtown each day. It was an easy 10 minute walk to the Logan Square station. If you're flying into or out of O'Hare, it would be convenient, since the airport is the last stop on the blue line.

Eugene is an amazing host that is very communicative and flexible. This property looked just like the pictures, clean, safe and bigger than expected. The property is in walking distance of two amazing restaurants Taqueria Varitas and a breakfast place called peaches. 10/10 highly recommend!

I had a great stay at Newell’s place! The home was clean, cozy, and just as described in the listing. Check-in was smooth, and communication with Newell was quick and helpful the whole time. The neighborhood felt safe and peaceful, and I appreciated the extra touches like fresh towels, local recommendations, and a fully stocked kitchen. Whether you’re passing through or staying for a bit longer, this is definitely a spot I’d book again. Thanks for the hospitality, Newell!

Very quick to respond to questions and great detailed instructions. The place was clean and comfortable! Awesome!

such a great lovely place to stay thank you for the great hospitality!

This place was great from the balcony to the fenced in area behind the house. Parking was easy and free on the side streets. The retro appliances really stood out in the kitchen. Wonderful are for dogs to go out easily and safe to be able to walk them. A few parks nearby. Great place to stay with lots to do within walking distance.

Wonderful, everything was clean and lots of fun stuff nearby I recommend anyone book here it’s a great stay

Beautiful spot, cannot be be beat, was a block away from our favorite pizza spot and a few blocks from our dumpling place. The rooftop view is stunning, panoramic view of the city. As for the apt — it was very well laid out, maximizing all of the space and the softest couch we’ve had in any Airbnb to date. Hosts were in constant communication and we were only there for a long weekend university visit. Very happy with the place, would use again this summer or for any future visits to the city.

I always have the best time in Chicago, but Kaye’s place made this trip even better! I loved staying here so much, I actually extended my stay by a few days. Kaye has thought of everything, and to quote Tina Turner, she is “simply the best!” This is my favorite Airbnb I have ever stayed in and Kaye is the best host! I would recommend her place to all my friends and family. Can’t wait to visit again!

Susan's place was a great affordable option for a cozy place that isn't too far from downtown! the local places around the unit were also super nice! The space was fairly cleaned and well organized. There's plenty of amenities that made the stay more comfortable.

Convenient location with lots of space

Great stay!! Perfect location and it suited our family and dogs wonderfully while we weee in Chicago for 4 nights. I passed this listing along to a friend who is looking to stay in the same area. Overall great experience and we loved our time there!

My husband and I stayed here over the holidays. The apartment was pretty well appointed, clean and is in a good location- centrally located for our purposes of being near family and close enough to the expressway to get to the city.

This condo is well appointed and stocked with coffee, creamer and seasonings. The building has a nice common area with fancy coffees and a decent work out room. We love the location near downtown Evanston and the public transportation to Chicago. We’ve stayed here many times and plan to stay here for all our Chicago visits.

Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!

Incredible experience. Kevin was very nice and helped us with everything. I would go back again to this amazing apartment and great location.

I am incredibly particular with places I stay. This place was simple, very clean, had everything you would need to be comfortable. Bed was great! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

We had a great stay at Michelle’s “Heart of Evanston.” I loved the indoor garage parking option with easy in and out. If you have a large vehicle /SUV, maneuvering in and out of the spot may be challenging depending if the spot over is occupied. We have a mid-size SUV and had no issues. The room was easily accessed from the garage and we had no issues getting in. The place was clean and well organized. I loved that it smelled clean and also had a faint hint of bleach in the bathroom. It was a little warm in the bedrooms at night but we used the air conditioning to bring the temperature down. Town is very walkable and we enjoyed the local restaurants (Taco Diablo, Bat 17, Bennison’s bakery). We found the town to be very quiet - almost too quiet for what we expected but after our visit to Northwestern found out it was spring break for the students. Michelle was available for any questions and always replied promptly. We had a great stay and would stay again!

Clean apartment with everything we needed for a family of 4. Space was nice and quiet (no noise from roads or neighbors). Parking was convenient and Michelle was immediately responsive when we needed an alternate parking space when our minivan was too big for the assigned space. Check in was a breeze. Would stay here again

I have stayed at one of Briana’s places numerous times. They never disappoint. She is a great host and always responsive if I ever need anything. This condo is very clean quiet, and cozy. I highly recommend.