Condo holiday rentals in Downtown Chicago

My sister and I had a great time in Chicago. The location and accommodations were perfect! A block and 1/2 from Wrigley, yes we saw a game and the Cubs win! A block and 1/2 away from the “L” and a quiet neighborhood. The inside had everything we needed to make breakfast, sleep and relax on the backside porch sipping champagne. Would give this place 6 stars if I could. Thanks Mike for being a great host.

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.

Great place! Loved every of second of it! Would stay again😊

Alex was very responsive and incredibly helpful throughout this process as it was our first time using Airbnb and in Chicago. The home was clean although there were a few areas that could use more of a deep clean. The neighborhood was very relaxed but there isn’t a ton to do (no coffee shops or any local shopping) However it’s only a 6 minute drive or 20 minute walk (we walked and it was really nice) to china town or just to view the river. We only stayed 3 nights and we definitely would stay again!

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!

Thomas is an amazing host! He was very proactive in communicating right from the start of the trip ,was very welcoming and warm. This Airbnb house is spic and span. It is very clean , beautifully decorated and has everything you need to be comfortable in a home. The Kitchen is stocked with all vessels , has basic pantry supplies and has a gas for cooking warm meals. Thomas and his wife were also very thoughtful and considerate and left us a basket full of snacks and coffee pods - that was a really sweet gesture from their end.The coat closet has umbrellas , incase you need one , which I thought was very considerate as well. Thomas also regularly checked in on us to ensure we had a smooth stay - his check in and checkout instructions were uber clear and made it possible to check in and check out without any hassles. There is a starbucks and a bunch of small restaurants on a 10 - 13 min walk from the house.Overall , I would highly recommend his house to other guests.

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❣️😘

We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

The host and team were very communicative. The space was beautiful with high ceilings , clean, spacious, and well equipped.

I stayed at John’s Airbnb during my trip to Chicago, and I honestly couldn’t have asked for a better spot—especially being right in the heart of Chinatown. The place was spotless, super cozy, and had everything I needed for a comfortable stay. You can tell John takes pride in keeping it clean and well-stocked, which I really appreciated. What made it even better was the location. Chinatown in Chicago is such a vibe—full of culture, energy, and some of the best (and most affordable) eats in the city. If you’re a foodie like me, you’ll love exploring all the spots nearby. One place I highly recommend is Hing Kee. Their hand-pulled noodles and dumplings are on point—fresh, flavorful, and easy on the wallet. If you’re looking for a clean, convenient, and authentic Chicago experience, especially in Chinatown, John’s place is the move. I’d definitely stay here again.

Good location. Condo was very clean with comfy beds. There are 3 flights of stairs to get to condo- no problem for us but be aware

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.

Great neighbourhood! Susan was very communicative and a great host. Highly recommend.

This was an excellent place to host a lot of visitors to Chicago! Lots to do nearby, and excellent proximity to the Red Line North/Clybourn station. The home was large, clean, and had such a nice set of helpful earplugs and towels for each bed.

My family and I loved our stay; the apartment was adorable and had everything we needed. But the location is truly the highlight! Walking distance to North Ave beach, Lincoln Park Zoo, all the fun restaurants and shops in Old Town, and the famous Second City Comedy Club.

Such an awesome place to stay, very safe neighborhood. Mark was very responsive in the chat and asked us if we needed anything else right after we checked in. The best part was that their is a dedicated parking space which is very convenient and easy access to the place. For sure will be checking in next time when going to Chicago.

I would highly recommend Michelle's listing! The listing is spacious and perfect for a couple or small family (we had our <1 year old). Michelle is communicative, all the instructions are clear, and the location is convenient.

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.

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

Briana was responsive before, during and immediately after our stay, always seeking to ensure our comfort and satisfaction. We would have no reservations about staying with them again if they have an opening during a future visit to the area.

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.

Space was clean and in a charming, walkable city. The view in the living room was beautiful. The neighbors were quiet. The coffee in the condo and in the lounge was surprisingly delightful. Our group of friends had a great time, and this would be a perfect place for a family.