Waterfront holiday rentals in South Side

This property is beautiful and cozy, and it's within walking distance to many attractions. The beach and coffee shops are just a couple of examples. Our host, Amy, provided excellent hospitality; she is very informative, friendly, and checked in periodically to ensure our stay was as comfortable as possible. I would definitely come back to this place again! 🤍

Great apartment well decorated and felt at home,super comfortable couch and beds,I would book this spot every time when I’m in Chicago,also accommodated us for the WiFi going down which was superb

My family and I absolutely loved the apartment. It is clean, modern, spacious and comfortable. The gym is just across the hall from the apartment, which was super convenient for us. The lounge area next to the apartment is also a huge plus for getting some work done. You also get a nice view of the city from the unit and from the gym and lounge area. The building is conveniently located on the north end of River North, walking distance to restaurants, public transport & shops. Despite it's somewhat central location, the unit is quiet inside. Lastly, communication with the host was top notch. Check in & check out process were a breeze. I highly recommend this apartment.

We thouroughly enjoyed our stay in this cozy home during our visit to Chicago for St Patrick Day weekend! Additionally, it it really close to everything you would want to see downtown. Albert and Monica were great hosts and easy to communicate with and provided some great recommendations. Would defentily recommend to anyone looking for a place to stay during your trip to Chicago!

Great place to stay! Can get anywhere in the city, its right off the "L". Not far from Michigan Ave, either. Would highly recommend this place to anyone who is traveling to Chicago.

The place was great! Looked just like the photos, great space and close to transit. Everything was clean. Washer and dryer in unit was also great!

This stay in Evanston was so convenient! It was a 15 minute walk from the Purple line, which made it easy to get to the city. The beach was also beautiful and it was only a 2 minute walk!

I would stay again

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

This was a great kid friendly place to stay. Michael's dad brings fresh baked muffins. There is access to a water way in the back yard and across the street a beautiful trail to the dunes. Lots of games and things to do in the house.

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!!

We had a fantastic weekend at Hugo's place! It was extremely spacious and well-equipped for large groups of people, with many extras in addition to those listed in the description. Hugo was extremely responsive and accommodating. The price is well worth it for groups of 10+ people, and we would happily stay there again.

Accurate photos of the place, everything felt very new. Responsive host.

This place was amazing... They layout was terrific. quiet neighborhood, safe, and had everything we needed. we were celebrating my birthday (pre) My friends 🧡 Even set up a Bday table for me down stairs and we had our in vip golden girlz(ladies) celebrations 🍾 😀 😄 ❤️

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.

Gorgeous, spacious, updated condo in the perfect location. Incredible lake views from the kitchen window. Hosts were very responsive and friendly. Highly recommend!

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 place is near so many spots it was awesome! to go down and get food right below or just walking across the street and grabbing some food. the place was very well cleaned, had great spots just to sit and chill. beds very comfortable, rooms very spacious. water pressure can be very in and out sometimes but water was warm/hot and lasted a full shower.

El apartamento es perfecto, muy bien ubicado, todo funciona muy bien. Es muy sencillo de entrar y queda cerca de todo. Es muy comodo, grande, y la comunicacion es excelente. Un lugar para volver.

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!

Great balcony space to bring in a lot of sunlight and to check out the sunset. Lots of counter space to work with to cook meals. Primary and second bedrooms with their OWN balconies to take in the views as well. Only thing is you definitely need a car to do anything nearby, but that's not Elleni's issue. Everything that she could control was excellent!

William, Adam and I really enjoyed our stay. Your home is beautiful, charming and comfortable. The location is fabulous. Andersonville as always never disappoints. We had a great a great meal at Tala House, which was a new restaurant for us. Highly recommend your home! Thanks, The Evans