Waterfront holiday rentals in Downtown Chicago

This rental exceeded our expectations! Daniel was very responsive, and provided clear, helpful instructions. The home was impeccably clean and beautifully renovated, offering upscale finishes, a beautiful kitchen, and a spacious deck perfect for relaxing (although it was too cold when we visited). The location is unbeatable, with easy access to the lake, numerous dining options, Lincoln Park Zoo, and much more. The vibrant neighborhood combines old Chicago architectural charm with serene green spaces, making it ideal for any Chicago getaway. After staying here once, I'd definitely seek it out again for my next visit.

Our host responded in seconds with any questions we had! We removed our shoes at the door and our socked feet proved how clean this place is. Super well stocked bathroom and clean comfortable bed. Very quiet location yet less than 2 blocks from the L, restaurants, beach and just steps away from the bus and market. Some evidence of homelessness on Sheridan Rd. and in the park at the beach. We were only approached 1 time in 3 days. Street lighting was abundant especially the ally access. We wouldn’t hesitate to use this location for a return trip.

This place was absolutely beautiful. Everything was designed perfectly and there were tons of little things that added to our comfort! The highlight was the large wine glass, the gift basket, and the cleanliness! I highly recommend

Albert and Monica were great hosts!! The Airbnb location is perfect for people visiting Chicago. It’s close to a lot of activities we did and the uber ride is affordable too. Overall, we enjoyed our stay!

We had a great stay over NYE. Very cool area of Chicago and well secured especially with phone capability. Do wish we had TV’s in the rooms but due to short stay and it being NYE, no issue. Also, the oldest bar in Chicago is only blocks away so make sure you check that out . Overall, great stay

Straight forward instructions, easy to find and great area.

Seun’s place had everything we needed for a couple nights. It was clean and comfortable. The kitchen had everything we needed to use, even a blender! It is on the basement level of the condos but still had decent light come through and there was enough lights to lite his place during the night time. The parking garage attached to the condos was a great advantage of this place and was very convenient. The only thing I would recommend is going through the front entrance and going into the condo to retrieve the garage opener and gate key. Then getting back in the car and going to the back entrance where u can get in through the garage now that you have opener. The gates by garage are locked so you need a key to get through the gates and that’s inside the condo as well. Overall, it’s just what we needed for a couple nights! Thanks Seun for sharing your lovely place.

The place is great and Alex’s got as shown. They really went out their way to get us some space heaters during our stay cause we were too cold in the unit. Thank you!

The place was perfect for our needs in Chicago. It’s well kept, up to date, and fits the description.

Highly recommend this Airbnb. The owner has truly made it a home away from home. She has everything you need in the kitchen, plentiful pillows, extra towels and blankets. The house is very private as it is at the end of a cul de sac in a quaint neighborhood. There is a walking trail and field directly behind the house where you see families and people with their dogs. Though very tranquil, the house is very close to stores and restaurants. It was very clean and rivaled most hotels in that regard. The beds were comfortable and the showers were perfect. Nice that it had two sitting areas and TVs in every room! The most amazing thing about her property is Stephanie herself. She takes great pride and was always readily available. I felt like I had a friend while away from home. She helped with whatever she could.

Lilly was prompt in her responses and very helpful. The place was well kept and clean. A quick Uber ride to downtown. Our group really enjoyed our stay!!

This house was exactly what we were looking for as an alternative to a hotel for a hockey showcase. In total we had 6 different families with 6 teenagers and a couple younger siblings. The house was big enough to where we didn’t feel cramped. The outside grill was very useful. The hot tub was nice for the parents to relax and enjoy after watching stressful games. Lots of activities for all ages included in the house to keep everyone entertained. Would not only recommend but we will definitely be returning again in the future if the opportunity presents itself.

It has huge spaces for big family. We enjoyed three nights in Chicago. Rooms on second floor were good for sleeping with good heating but rooms on lower levels were not.

The house amenities were well thought out and had everything we would find and need in our our home. extra linens, convenient and safe location, and even toys and pack and plays for the kids. would absolutely recommend for any and everyone.

We had a wonderful time and we were so comfortable in the house. We felt like we were at home. Just a few minor cosmetic issues with the home like broken mini blinds and broken window screens but this did not impact our wonderful experience. The neighborhood was perfect - very close to highway, activities in Des Plaines and Rosemont are very close by. We would highly recommend this beautiful home.

We had a large group of adults and teens and this place was perfect. The location was across the street from a park and close to cafes. You can walk safely and easily to get food. It had plenty of super clean linens and pillows. The beds were firm and even the rollaway bed was super comfortable. It had a well stocked kitchen with all the supplies you need to make a meal. The place 15-20 minutes from the downtown Chicago places of interest. The host was responsive and super friendly. Cannot think of a single complaint. Even check out was super simple. I would definitely stay here again!

The location is perfect and close to a lot of fantastic restaurants and attractions. The views are also great. The unit was perfect and would definitely stay here again.

Great studio apartment with very friendly neighbors in a great neighborhood with amazing restaurants. Walking distance to Andersonville, a neighborhood with antique book stores, oddity shops, enough to keep you busy all day. Perfect location. I will stay there again.

Cannot speak highly enough of this space! It was HUGE! Beautiful and very convenient! The Red line and Green Line train stations are both within easy walking distance. From either we could get to anywhere we wanted to go with transfers. The Hosts were responsive and flexible with an early check in(with a fee) and understanding when we woke up late and checked out 20 minutes late. They had several recommendations for places to eat, see and things to do. Hope to be back!

This has to be the best AirBnB we have stayed at. The apartment was like home from home, super clean and exceeded our expectations. The location of the apartment is a short walk from the L, has everything you need within a 5 minute walk and is in a great neighbourhood. John, the host, is outstanding. Nothing is too much trouble and he gives some great recommendations of local restaurants/ activities. I would highly recommend this apartment if you are in Chicago - we are sure to be back!

This was so roomy. We had our grandkids with us and we felt very comfortable. So many food choices nearby. We had a wonderful visit in Chicago!

Great property with a great location. This was perfect for our girls weekend getaway in Chicago. The home was more than comfortable with everything we needed.

Beautiful building and a beautiful space! My family and I really enjoyed our stay. We had more than enough space and everyone was comfortable. Richard was very accommodating we would definitely stay again!

My family and I had the best time staying here. The location was perfect with stunning views of Lake Michigan and walkable to so many restaurants, coffee shops and spots for shopping. Thank you Wendy and Matt for hosting us and being so helpful leading up to and throughout our stay!