Holiday rentals with beach access in Chicago

Really comfortable home with thoughtful details. Easy access to many parks and restaurants, and also close to everything we needed for our family event. Sheila was very warm and helpful. There was more traffic than I expected (Evanston is hopping!), but we still always found parking within half a block. Great stay!

Overall, we had a great experience at this Airbnb. It’s was conveniently located near a train station that made commuting to the city easier. Freddy responded quickly, which was nice as well.

We stayed at Ariel and Gabby's place several times and we always had a great experience! Their place is very welcoming and comfortable. The neighborhood is beautiful and peaceful, and the hosts are very nice and helpful. We hope to be back soon.

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.

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!

We felt very comfortable at Daniela’s place. The flat is spacious and clean. We had no trouble walking to the train and parking in the dedicated spot. The decor is appealing & stylish. I recommend if in town visiting plus Evanston is the best!

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 had a great stay at Tsegie’s beautiful home. The house was not only very clean and well-maintained, but also tastefully decorated and comfortable. It’s located in a quiet, safe residential neighborhood with friendly neighbors — perfect for those who have a car, as there’s plenty of free street parking available. Tsegie is a professional and responsive host — very kind and easy to communicate with. We especially appreciated the spacious basement, which was great for indoor activities without disturbing anyone. Our toddler loved the front lawn — it became his favorite play area during the stay. If you're visiting Chicago with a car and prefer a peaceful, suburban atmosphere, this is a wonderful option. I was traveling with a young child and felt very safe and comfortable here. We’d love to stay in this area again on our next trip.

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.

This is a beautiful home in a great neighborhood. We were able to walk to a concert at Ravinia Festival, and it was so quick and easy. Also a short walk to restaurants and a short drive to downtown Highland Park. Best part was the lovely decor - a great mix of furniture and original artwork. Would definitely stay again!

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 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!

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!

WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!