Holiday rentals with beach access in Downtown Chicago

Such a stylish and cozy spot in the heart of Andersonville! The beds were incredibly comfortable and the space had so much charm. Just steps away from great shops, restaurants, and everything else you would need near Clark street. Would definitely stay again!

I will definitely be staying here again on my next trip to Chicago. The host communicated very well and was very welcoming! This place was very clean spacious, and the beds were very comfortable! Thank you for Hosting us!

Our stay at Joseph’s place was exactly what we needed. We were there for 6 nights visiting our daughter who lives in Rogers Park. The apartment was comfortable and well stocked (dishes, towels, etc). The check-in was super easy and communication with hosts efficient and clear. We will certainly return on our next visit to Chicago.

Hosts were very helpful and responsive. Location was convenient to Wrigley Field and many restaurants.

Host was super responsive and helpful. The place was good, we had no major concerns. We enjoyed our stay!

A spacious and comfortable unit in a residential neighborhood close to popular businesses and entertainment in the Andersonville neighborhood of Chicago. Super convenient to get everywhere I was heading to. Hosts have thought of everything you might need, including ear plugs for sleep, and bicycles with locks and helmets available to borrow. Hosts were helpful and responsive and the welcome binder had great information without having too much. I had a perfect stay and would stay again.

Dorothy was very welcoming and communicative, and the bagels and snacks were an extra nice touch. The rental is as described, if not better, and provided a quiet and comfortable place to stay. The location is well centered between Andersonville and the Bryn Mayr red line station with easy access to all of the locations in Edgewater. There is currently some road construction that blocks off close by roads, however, the streets are open to local traffic and it actually makes walking easier.

The street that is in front of her BNB wasn't too busy and we could find the parking space easily. I know it may depend on, but it was really convenient to load and unload our stuff. It's the basement area, but very quiet most of the time; no noise from the ceiling. Again, it's a basement space, so it gives us a cosy feeling. They are easy to communicate with, and also they respect our privacy very well. Over all, it was a good stay. I recommend her place.

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

We would definitely use this location again when in town with family. Specious and only a short uber ride from everything we needed.

Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Words can’t describe how beautiful and clean the property and neighborhood is! The house is very spacious and modern. The basement is new, has a big room and bathroom with shower. The masters bedroom has a living room and GORGEOUS bathroom! The host provided cleaning supplies and even personal bathroom supplies for men and woman. The host was very nice and friendly 🥰 We had an incident with our previous AIRBNB and we had to rent this one last minute- The host responded at 1am letting us checked in at 1am. If you plan on staying here, please take care of it lol It’s such a lovely house! 100% Recommend!

This was a fantastic find! My whole party loved the place. It was clean and wonderfully located in a peaceful neighborhood close enough to transport to walk but far enough from the noise and bustle of downtown. Shawn was very responsive to any questions I had and was super kind and friendly! I absolutely would stay here again!!

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!

My family and I enjoyed staying here. I was born and raised in Chicago just 4 blocks from this Airbnb! It was such a great experience to be back in my old neighborhood. Olusesan is a phenomenal host! I highly recommend this place.

Our stay in Chicago wouldn’t have been what it was without this Airbnb. The at home feel and energy made the stay more than comfortable. We absolutely loved the neighborhood it was safe and quiet. The apartment was beautiful and tidy. The experience felt very personal with fresh baked cookies upon arrival, and a well equipped kitchen with things like eggs and butter being provided along with non alcoholic beverages. If I had to recommend an Airbnb in Chicago it would 100% be this one every time!

It was a very cozy apartment with a nice set up. Easy access to university of Chicago and the lakefront trail. We really enjoyed our stay!

Beautiful, clean unit and Will was extremely responsive and helpful. Super clean, and the beds and furniture were soooooo comfortable! It looks exactly as it does in the photos and there are so many items included, in case you forgot something! A foot massager?! Amazing 🤣The location is perfect with lots to do close by and no shortage of options for places to eat. I feel extremely fortunate that I came across this one and will definitely book again in the future. Just perfect.

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.

Chip and Lito's place is a dream! Spacious, clean, quiet, and convenient to restaurants, the "L", and the beach. Apartment is very well appointed, yet not cluttered. The shower is awesome! It was very nice to have a full kitchen, with coffee makers and dishwasher. I definitely plan to stay here the next time I visit Chicago!

This home was beautifully decorated, the beds were super comfortable, from the mattresses to the linens. We loved how clean and clearly cared for everything was, and Mark and Marcelo were responsive and helpful anytime we had a question. We needed a place that felt like home while visiting Chicago for my son's graduation, and this was perfect for the three of us. An added bonus was that there is a designated parking spot on the premises.

We were absolutely blown away by how nice Danny’s place in Lincoln Park was. It was perfect for our first family trip to Chicago. The house was big, well decorated, comfy and private. The surroundings are peaceful and quiet and just a quick ride into the city. We used all transportation to and from with ease. Because we spent most our time walking the city, coming home to this Airbnb was so nice! I’d definitely stay again. Thanks for your hospitality Danny!

Nice place in a great neighborhood. Really appreciated the opportunity to leave the car parked and walk and train everywhere. The house was clean and tidy and Ari provided a list of neighborhood dining recommendations. We had six people in our party and there was just enough space that we didn't end up sick of each other. Overall, the trip was wonderful.