Monthly Rentals in Winnetka

This home is extremely tidy, perfectly clean, and very well-designed. The bedding was very comfortable and the amenities were excellent. The location, well, it's suburban Chicago so that's about all I can say. Nothing exciting to see, but it was very convenient for us, as we were in the area for a couple of days for medical appointments nearby. The only downside to this home is that it only has one full bathroom for 3 bedrooms. Another full bath would make it a perfect home. The host was very responsive and kind. We highly recommend this home for anyone visiting the Chicago Botanical Gardens, Ravinia, or any other event in the north suburbs.

This was our fifth stay at Gabriel and Glaucia's property. We love coming to this property because it is comfortable, inviting, and allows each of us space to work and relax. The kitchen is outfitted well for cooking. Their property is always immaculate, and Gabriel is quick to respond to any questions. It is in a most convenient location. Having a garage is especially convenient. Highly recommended ~ and we'll definitely come back!

This was my second stay at The Shop. It's a favorite for me, as it's perfectly located in Wilmette, with easy access to restaurants, the train and other shopping. The place is super clean, super comfortable. Hosts (Rick and Anna) are great at communicating and making my stay the best. I'll stay again, if I can.

David’s house is hands down the best Airbnb we’ve stayed in! The home is beautiful, peaceful, and incredibly private, with an amazing backyard that made our stay even more special. From the moment we walked in, it felt like home—cozy, well-stocked, and thoughtfully designed for guests. He provided firewood for the fireplace, all the toiletries, amenities, and an incredible selection of cooking utensils and spices. You could arrive with just your clothes and be completely set. David is an amazing host—super responsive, thoughtful, and went above and beyond to make sure we had everything we needed. If we asked for something, he got it for us right away. He truly cares about the guest experience, and it shows in every detail. This place is a rare gem, and we can’t recommend it enough!