Apartment holiday rentals in Chicago

We absolutely loved our stay at Mike and Debbie’s place! It was everything you’d want in a place to stay- great location, awesome hosts, clean, and plenty of everything you would need amenity-wise! Clean sheets, extra pillows and blankets, pack n play, all the things you’d need in the kitchen and bathroom. 10/10 recommend and will totally stay again if we travel back to the area!

everything was extremely nice, unfortunately the knob to change from shower to faucet was detached so we could not utilize the very large beautiful bathtub. The front porch light also needs to be replaced, we opted to leave the front door open to be able to see outside after dark. Other than that everything was extremely nice. Still worthy of a five-star review.

It's a great spot, and great room. I was a little skeptical because it said one of the bedrooms and bedroom/living room, but it's a full room with full privacy as well. Good view from the back window.

Enjoyed my stay at Jasna's. Great unit in a great location

The condo is in a quiet and attractive neighborhood and the hosts answered my few questions promptly. The place was very clean and although the bedrooms were small, it was nice that each of us (nana and two teens) could have their own space.

13/10 stars ✨. Run do not WALK on this property for booking. I don’t even know where to start! i’ll try to keep it short! This property and Host has been the best i’ve ever experienced, Everrr!. Let’s start at the bathroom the tub is huge and deep- the perfect relaxation at your finger tips.. Spacious Home and beautifully decorated.. and Clean.. When you enter the home the fresh clean smells takes you over.. from the personalized birthday note to snacks to checking in to making sure everything was to my liking .. Chef’s kiss ❣️ Diane’s place is a piece of Heaven snuggled in the city of Chi-Town! Ladiessss if you need the perfect home to feel like a princess on every level book nowww.. This property has the best combo for a man or woman ! i can go on and on but just make sure when y’all book - you leave some dates open because i’m coming back here EVERY time❣️😘

I had an amazing stay. This place is cute and cozy. Exceeded my expectations. The inside is newly renovated and modern. Very, very clean. Nice little balcony and table if you want to eat outside. Neighborhood is calm, quiet, and I felt safe taking walks around Roscoe Village. Accurate description, great communication before, during, and after my stay. Detailed information in the email and guest guide were helpful. I got to meet Daran and his dog. Both were very friendly. A++ I Highly recommend!!! If I'm ever in the area, I will definitely stay again.

Our group loved our stay at James's place! This was a last minute back up booking after our first Airbnb was not accurately listed or cleaned, and finding this place made our lives so easy. Flexible late self check in was a breeze and James was totally communicative. Thanks for saving our trip! We would definitely stay again.

Feven was very responsive to all our questions in real time. The place was perfect for four adults and two kids! The place was walkable to a few restaurants and coffee shops and easily drivable to other neighborhoods. We did happen to be in the neighborhood for the PR festival, which we didn’t realize. It made traffic a little tricky but otherwise we didn’t hear too much noise from the festivities. We found a nearby coffee shop and playground which we frequented daily and met lots of friendly neighbors on our walks.

The unit was as described, clean, affordable, easy to get to and home base from, and the neighborhood felt safe. There’s a coffee shop right on the corner we walked to in the mornings. We had a big group for a bachelorette and there was plenty of spaces to sleep downstairs (3 bedrooms with beds and one shared space with four beds), get ready (2 full bathrooms including two baths for kiddos), and lounge all together (large couch, big kitchen table, island seating, and outdoor covered area). Big thing for me is ceiling fans the bedrooms so that was super satisfying. Highly recommend this unit and we’d go back!

Awesome location, near lots of local restaurants, public transit and a major grocery store. China Town is a short bus ride away. The neighborhood itself is awesome, helpful neighbors and very friendly local vendors. The apartment itself is clean, inviting and has everything you could possibly need. Cory and Alexis were very inviting host, quick to respond to my questions and were very informative. I will be keeping this location in mind for my future Chicago travels.

Crazy clean, super breezy place to stay. Neighborhood is fine, but not a lot of amenities. But it was a great place for us to be.

One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

We love the place which is spacious, quiet and surrounded by the friendly neighborhood. Aldi, Target, Whole Foods are walkable distance. The layout of the house is easy for the guests from different families. Kitchen, living room, family room are popular for the gatherings. Kate is very responsible and helpful with any questions.

We had a great stay. We love this area of Chicago so we were so pleased with the location. Robert is very responsive and was a great host!

I really loved the place—it was cozy, soundproof, and felt just like home. It had a warm, inviting atmosphere and a great sense of comfort. Plus, the neighborhood felt very safe, which made our stay even better.

Great Stay - Nice unit and facility. Michelle was very responsive and helpful during my stay. Would stay in one of her properties again when I’m back in town.

Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.

gorgeous views and very nice condominium. great balcony and very safe. The elevators were super fast. Even though the actual location is different than the one mentioned in listing, it still wasn't disappointing. There is enough space for a small family or a couple.

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! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

You can walk to Northwestern University, and the surrounding environment is clean, comfortable, and pleasant.The house is fully equipped, and I love cooking in the kitchen.Our whole family had a wonderful week here.Would stay again.

Mihyun was super responsive and our stay went without a hitch. The amenities of the building are numerous and the place was perfect for our family of four.