Vacation rentals with outdoor seating in Illinois

We enjoyed our short stay at Dawn's place. it is very clean and has everything we need. Dawn is a very responsive host.

The house was beautiful, clean, and had anything and everything you might need to make your stay comfortable. We had a small issue upon check-in(by no fault of the hosts) and they came within MINUTES at 11 o’clock AT NIGHT to quickly resolve the issue. The hosts were very kind and responsive. This house was the perfect stop for our little family on our road trip home. However, it was definitely MADE for a girls weekend. If you want to read, visit wineries, and relax in peace out in the country, this is absolutely the place for you. Just watch for deer if you drive at night. We saw about 12 on our adventures. :)

This was our second time staying at Roger’s place. It works so well for my family to use for the Thanksgiving weekend. It really feels like home. There is room to spread out or to gather at the table for games. Very comfortable living area for watching football. Plenty of room in the kitchen for preparing our dishes to take to our Thanksgiving gathering. I loved waking up to the beauty of the lake. Very peaceful. Lynne was very responsive, welcoming and easy to communicate with. She even prepared a charcuterie board for arrival. It was very much appreciated. Would definitely stay again.

I really enjoyed the time I was able to spend here and I would like to stay again in the future should the occasion arise. I was sad I wasn't there longer and didn't get to spend more time at the house cause I like it so much. Definitely planning for a full day in next time I stay to really enjoy it.

My family had such a nice stay at Waylon’s place! It was incredibly relaxing. All the beds are comfortable. He has a ton of huge tvs! All the custom wood pieces are really cool. Nice bathrooms and the sauna was amazinggggg! We used it multiple times a day. Dogs loved the private backyard area and little canal and we had a lovely bonfire 🔥 in the backyard! 15 mins away from a really beautiful nature preserve and hiking! We had great day trips to lake Geneva. Waylon was an amazing communicator and really flexible during our stay. He truly went above and beyond!!! Thank you, Waylon!! We would 100% recommend!!

This was an absolute gem, that I’m still shocked I was able to find! Everything was as described. Check in was super easy. Mark and Jacquline were wonderful hosts. Easy to communicate with and were extremely accommodating. The place felt like home and the cherry on top is that backyard with the lake right at your feet! If I ever find myself in the area again, I will certainly stay here!

My husband and his buddies rented this place while on a hunting trip! Location was perfect and they loved it! Had everything they needed!

Excellent stay - incredibly clean, easy check in, fantastic host. Needed to stay 1 night near O’Hare and Alex’s place was perfect. Thanks!

Robert's place was a great spot to work remotely for a day in Chicago. The space was clean and easy to access. The outdoor space was beautiful and pleasant! I would definitely book Robert's place again in the future.

I highly recommend Mindy and Tony's apartment. It was incredibly quiet and felt extremely safe. I found parking right out front for all six days I was in town. Bed was super comfy too.

The place is a short walk to the train station( brown line and Chicago) only a couple stops and your right in the loop. The space is very accommodating and rooms are great size. We very much enjoyed our stay.

It was exactly as described in the listing and conveniently located near the train station. I would highly recommend it to anyone!

Overall great for our second stay at Craig's place. Walkable neighborhood with easy parking. Comfortable place exactly as described. Easy to check in/out on our own, and Craig is a great communicator who went above and beyond when we messed up on something. Thanks so much!

I absolutely loved the home and its aesthetic. The surroundings and neighborhood are wonderful, and the host was very responsive. It was a nice touch to see the Harry Potter and Twilight books in the home—they brought back so many great memories from my childhood. I would definitely recommend this place—it’s perfect for both relaxing and small gatherings.

Great place! Definitely a redo

Through no fault of the host, I booked the wrong dates. Ben was very flexible on helping me change the dates. The apartment was the perfect location and a lovely spot for our stay.

Overall our stay was really nice! We had everything we needed for a pleasant visit. There were even some extra shampoo bottles, snacks, and other things left that ended up being useful to have. Simple, no frills, but everything was very tidy and comfortable. Quite close to a few grocery stores and other conveniences, as well as UChicago, which was perfect for us. One thing to keep in mind is the beds are a bit close to the doors, so be careful to not get it in the shin walking in at night! Luke was helpful and proactive with clear instructions. We had gone by then, but my in laws got to see the bee farm on the roof with Luke before checking out, and they really enjoyed that. A great place all around to stay that’s safe and comfortable!

Very clean, quiet and nice place to stay. Close to attractions. I was lucky and host was able to offer early check so I could zoom in to a meeting more easily. Three flights of stairs for anyone that needs that info. Would definitely stay again!

This was such a lovely accommodation, very clean, organized, comfortable, and located conveniently to Wicker Park. There was lots of street parking space and the neighborhood felt safe. Would stay here again!

The location was fantastic - just a 10-minute drive from downtown, and there was plenty of space in the house. The check-in process was smooth, and the house was spotless. Alex was really accommodating and let us check in an hour early to fit our flight schedule. The only minor issue was that we had to wash the towels before check-out even though we were being charged a cleaning fee. We never experienced this with other Airbnbs, so we asked the host about it. He said we can skip it, but his tone was a bit passive aggressive. We ended up starting the washing cycle anyway to make sure everything was left clean and on good terms (empty all trash from the rooms, start dish washer, strip the bedding etc). The check-out time was 11:00 AM and we started receiving messages from the host saying to make sure to do the things above and that if our luggage was in the home even 1 minute past 11AM, we would be charged a $150 late fee. It was super close, but we made it just in time, stressfully so.

Stayed here with college buddies to see OSU-NW game at Wrigley. Location cannot be beat. Good communication and easy check in. Thanks!!!

The apartment is very spacious and well-appointed. Comfortable space inside with two fantastic balcony areas (although it was a bit cold to use them). Decorated nicely and very usable space. Excellent kitchen area, big TV with comfortable seating. Bedrooms are spacious and beds comfortable. Bathrooms are very modern and useable. Overall great space. Allan was easy to deal with and very helpful. Great host. Good communication and set up. Neighborhood is easy to get around. Parking was pretty easy with passes provided. Overall excellent stay.

Adrian was a gracious host from the very first message. He was responsive and flexible. He really took the time to make sure our stay was comfortable. The place was accurately portrayed, clean and modern with plenty of room for our family of 4. The shower in the master bath was great and the kitchen had everything you could need to cook. I found it to be in the top 5 of places I’ve stayed through Airbnb.

This space is large and in a great location. The hosts were lovely - they were able to get us an early check in, let us use their extra parking spot, and even left us donuts one morning. A 5 star stay!