Vacation rentals with beach access in Cook County

We had a most wonderful stay at Kayode's apartment which was very clean and matched all the descriptions in the listing and it was perfectly located for our purpose which was to be close to Hyde Park. Kayode was the perfect host and was extremely responsive and even when had a minor issue, he responded within minutes and had the issue resolved within the hour. Highly recommend Kayode as a host if you need an apartment in the Hyde Park area

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.

Great stay in Chicago, Andersonville is a really fun and charming area with lots of cool shops and restaurants. Easy walk to the L. The apartment is beautiful, love the rooftop deck, especially!

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!

Joseph was very responsive and always made sure we were comfortable in their home. Andersonville is a lovely neighborhood with plenty of local shops and restaurants just around the corner. We would highly recommend staying here!!

Spacious and well appointed with everything we needed to feel right at home. Good quality linens and furnishings, thick toilet paper and exactly as the photos showed. VERY walkable. We walked to the river/lake everyday and enjoyed boat tours, the theatre and sightseeing. It is a very urban stay so there is a lot of city noise, that’s not a critique, just the reality of staying in a large city.

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.

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.

This is great, quiet little neighborhood; it doesn’t feel like you’re in a big city. It was nice to go to a couple Cubs games, hang out in the city, enjoy the amazing food, and then head back to a quiet space. Specifically, Junni was very responsive and friendly. We had a couple little snafus that were all me but Junni was there to help and that’s unusual in my experience. I highly recommend and will do it again!

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!!

Olusesan had a clean and peaceful space. I was only a couple of miles away from the concert venue to see Beyoncé. We had our own parking space and Hyde Park was such a cute little community. We did not want to leave! Thank you so much for your hospitality. May God bless you and all of your spaces. 🙏🏽🙏🏽

I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!

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!

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!

Danny's place was great for my sister and I with our daughters. The location is in a very nice area with beautiful homes. We walked to the Lake a couple of times and to the farmer's market. We were centrally located near downtown and where my daughter is in Lakeview and close enough to where our family event was. I definitely would consider staying here again when I come back to visit.

Peaceful and great location. My husband and I went for leisure and our first time staying at this specific place. We would definitely recommend this condo to anyone thinking about staying. Kristin was very responsive and friendly when talking to her. Thank you again for allowing us to stay. We hope to stay here again.

Had an excellent time with my family at Ari’s place. It was very infant friendly and just as advertised. It’s easily walkable to the best places in Andersonville. We would stay here again!