Pet-friendly holiday rentals in Cook County

This was a fantastic stay! The space was beautiful, spacious, clean, and well located. Definitely a great option if you're in the area and need a larger space.

The is a fantastic Airbnb with details geared for families. We came to town for a wedding at the Jacob Henry Mansion which is located less than 10 minutes away from the home. Neighborhood was peaceful and the house was very cute and clean. We had some special requests and the hosts were wonderfully accommodating, responsive and helpful. I would absolutely stay here again. Thank you, James!

This was a fantastic stay. The host are very accommodating.

Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

The house is very beautiful. My family and I loved the place and how spacious it is.

Rita’s place was perfect for our weekend stay!It had plenty of space, was easily walkable to the train station and restaurants, and had everything we needed. Rita was communicative and super kind. We would definitely recommend this stay for others.

We stayed for almost a week with three dogs. Sarah's place was perfect for our needs - great backyard, comfortable beds, clean and equipped kitchen, and awesome location - close to Chicago, Indiana dunes and easy to navigate thru, no traffic. Sarah and her family (and their amazing dog Chandler) are super friendly and helpful. We will definitely stay there again once back in the area.

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!

It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Excellent place to stay, easy access to highway, quick ride to downtown

This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Great value for a work trip! Easy to find, convenient amenities, and Patty was very proactive with a clear, easy check-in. Would recommend for a small group.

Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.

I had a great experience staying at this Airbnb. I stayed with my two boys and the playground behind was an absolute perfect touch. Also really enjoyed the hot tub and sitting areas outside. We felt right at home and couldn’t have asked for a better stay. Matthew was quick to answer any questions that we had.

We had a wonderful stay - the three bedroom rental itself was amazing, and the on-site facilities (pool, sauna, game room, family room for little kids, etc.) were beyond awesome. The location is convenient as well - plenty of restaurants within waking distance, a cute coffee shop/wine bar downstairs that makes a killer caprese sandwich, and super close to public transportation as well. One of the members of our party arrived early and the friendly folks at the front desk were able to check her in early, which was an extra bonus. We’d definitely stay here again!

From the moment we arrived, everything about this Airbnb was spot on. The listing was 100% accurate—from the layout and amenities to the beautiful decor and serene location. What you see in the photos is exactly what you get (and maybe even better in person). What truly made our stay stand out was the host’s genuine hospitality. They were incredibly responsive, proactive with communication, and went out of their way to make us feel at home. Thoughtful touches like a personalized welcome note, and real care for our comfort and experience. The place was spotless, well-stocked, and every detail had clearly been thought through. Whether you’re here for a weekend or a longer retreat, you’ll feel cared for and completely at ease. Highly recommend to anyone looking for a reliable, welcoming, and exactly-as-promised Airbnb stay!

Amazing stay! The place was spotless, cozy, and exactly as described. The host was super friendly and responsive. Great location, peaceful and convenient. I’d definitely stay again

★★★★★ We had an absolutely phenomenal stay at Nayeli’s townhouse in Hoffman Estates, and I can’t recommend it highly enough! From the moment we booked, Nayeli’s communication was top-notch—warm, welcoming, and incredibly detailed. The pre-arrival message with clear instructions for check-in, parking, and amenities made everything seamless and stress-free. The townhouse itself is a gem—spotlessly clean, stylishly decorated, and equipped with everything you could possibly need. The newly remodeled bathroom in the bedroom hallway was a delightful surprise, with modern fixtures and a fresh, spa-like feel. The master bathroom was equally impressive, and the entire home felt cozy yet spacious. The beds were super comfortable, and the futons in the basement were a great bonus for our group, ensuring everyone had a cozy spot to sleep. One of the best experiences with Airbnb I had! Thank you for the unforgettable Stay!

Khong was responsive, helpful, friendly and overall just a cool host! Khong gave us a sweet surprise when we got in and gave us local recommendations, we loved the Back of The Yards Coffeehouse and it was within walking distance. During the day it felt like a safe neighborhood, during the night it was very lively and full of people in the best way. Khong’s place was so clean and inviting. The backyard was peaceful with a beautiful view of the church. We did have a slight mishap occur when we lost the keys to Khongs place but he was very understanding and kind about the situation. Our stay was everything we hoped for and more. We would definitely return the next time we are in Chicago! 10/10 recommendation from my family and I

Very nice stay! In a great neighborhood, would stay again. Was everything me and my group needed!

It was nice, the host is kind, and the location is peaceful. It's like an adventure. The RV is clean, and well kept, and has the best view of the tree and horses alike. Our mastiffs went up to look at the horses and they did not spook. The horses seem tame and happy. The RV also has a nice deck, and a swing for a great view of the sunset. The bed is very comfortable and check out is flexible, communication with the host is awesome. We accidentally took the key, and the host was very understanding of it. Peaceful spot at the end of the state street. Will def come back.

Well kept, quiet environment. Host is responsive.

Quiet and friendly neighborhood. Very walkable. Place had everything I needed for the stay. Will definitely return if I’m ever in the area again.