Holiday rentals with beach access in Downtown Chicago

Great place and location! Thank you for letting us stay in your home!

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!

Love your place. The owners are available and very helpful. The neighborhood is very nice—great location, etc. Our only request would be a handrail to go up the steps into the house. As seniors, we really need handrails. However, we love staying in your beautiful unit and will definitely stay there again when we come back to Chicago. Thanks again for a great stay.

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!

We had a truly wonderful stay at Mike and Lora’s place. The apartment is spacious, spotless, and very well-equipped. The beds are extremely comfortable, the linens were luxurious, the kitchen was a real treat to use, and the Wi-Fi worked perfectly throughout our stay. The location is amazing - right in the heart of the neighborhood, just steps away from great cafes and restaurants. It’s a super walkable area, which made it easy and enjoyable to explore everything on foot. Mike and Lora were responsive, thoughtful, and kind throughout our stay. Communication was smooth and easy, and we felt very well taken care of. Highly recommended - we’d love to come back someday!

We loved this cute, Craftman-style apartment. It was so homey and well arranged, nicely furnished, and beautifully decorated that we seriously wanted to move in! The owners were very thoughtful about providing what visitors will need. (They even provided a spare umbrella!) Everything was exactly as described, and communication was friendly and prompt. The only issue we had was trying to find on-street parking. We had to park several blocks away and, sadly, our car was stolen from that parking spot. Otherwise, it was a lovely neighborhood and a convenient location. Despite the parking problems, I would stay there 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.

Location is fantastic. Walking distance to beach, red line, buses, great food, shopping, etc. The apartment has a hip vibe and is located in a beautiful neighborhood that we really enjoyed walking through on our way in/out. Free dedicated parking is a huge bonus. Host was very responsive and you can tell they really care about the guest experience. Little things like packages of earplugs by the beds show how thoughtful they are. The neighborhood was pretty quiet most nights but it was nice to have the earplugs available.

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.

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!

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.

My dad and I were on a baseball road trip and this was a perfect place for a cubs game! About a 15 minute walk. Will was responsive and friendly, and the place might have been one of the coolest bnbs. Such a fun and relaxing spot. Would easily stay again!

Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

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!

Kyriako is a great host, and responded quickly to my messages. She gave very detailed instructions via video about how to check in and find the parking spot. This is a very nice rental in a lovely neighborhood only a few blocks from the beach! The building is quiet and secure. There are delicious restaurants within walking distance and the free parking spot in back was a real plus! I would definitely use this rental again in the future 😊

Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!