Vacation rentals with lake access in Woodlawn, Chicago

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!

Extremely clean, large house. Kitchen is well stocked. Quiet neighborhood with easy access to everything. Appreciated that nothing needed to be done at check-out other than locking up.

Caryl was extremely helpful with a check in process and she introduced us the property as well as surrounding local attractions. We felt the place was warm and very spacious for our group and we had a pleasant stay.

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 can't say enough great things about our stay. Sharon was an incredibly gracious and responsive host. Her beautiful house was exactly as described. The neighborhood was perfectly suited for walking to restaurants, local bars, grocery stores, light rail and much more. We would stay here again in a heartbeat! Highly recommended!!

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

Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

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.

We had a fantastic stay at this beautiful stay in downtown Chicago. The views were absolutely incredible! The home gave us a breathtaking look at the city skyline, day and night. The location couldn’t have been better, as it was right in the middle of everything, with restaurants, shops, and attractions all within pretty good walking distance. The unit itself was spotless when we arrived and had everything we needed. The bed was super comfortable, and the space felt both modern and welcoming. It was the perfect spot to relax after a day out exploring the city. The host was also very responsive and helpful!! Would definitely recommend this place to anyone looking for a clean, comfortable, and stylish stay in downtown Chicago. We’d happily stay here again!

We really enjoyed our stay and appreciated how responsive and accommodating Stephanie was! The view is beautiful and the surrounding area was great. Being right above a coffee shop was also extremely convenient.

This apartment was the perfect base for our Chicago adventures. In a walkable neighborhood with plenty to do and close to public transportation routes. Michael's place was clean and comfortable with plenty of small touchs that made it feel like home. Umbrellas came in handy on a stormy night and Michael texted earlier in the day to let us know they were there. An A+ stay that I will try to use if we return to the area.

Nicole & Matt were responsive, kind, & timely communicators! Their special oasis was artistically beautiful & comfortable in a walkable, safe & vibrant space! We met a neighbor who taught us all about the neighborhood's unique history! We loved traveling all over Chicago in this home away from home! You will, too!

From booking to check out Wendy and Matt communicated with me every step of the way. Very responsive, helpful, and friendly. The Airbnb is just as described and is absolutely beautiful, but also comfortable and homey. They have thought of everything. My husband and I both had to work some and the desk set up with extra large monitors was the best surprise! The location is perfect-walkable to some really fun restaurants. We went to Happy Camper, Small Cheval, and Mr. Gyros. The red line is right around the corner and we felt very safe walking the neighborhood after dark. You will meet many people on the street with friendly dogs :) The ability to park our car off the street was also one of the best perks of this place! Our family couldn’t have picked a better place to spend our time in Chicago. Thank you Matt and Wendy!

Comfortable, homey place for our group of five. Great back deck for outdoor time. Wonderful neighborhood with lots of shops and restaurants. Good beds.

Honestly couldn’t have asked for a better place to stay. The place itself is very large and plenty of space. The apartment was very clean and the location was perfect. You are walking distance to anything you could need. Can’t recommend enough!

I've stayed at many Airbnbs, and this is among the best. Kenan describes it as minimal, but it has everything you need. I've rarely stayed somewhere where I didn't at least have to provide my own of something, and I appreciate Kenan for his attention to the basic needs we all have when traveling. I used to live in this neighborhood, and it was great to be right back. If you're a tourist wondering if you should stay so far from downtown, you're better off experiencing real Chicago from a real (and awesome) neighborhood next to a beach and steps from the express bus to downtown.