Holiday rentals with outdoor seating in Wrigleyville, Chicago

We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

The accommodation was a home away from home and provided a great place to stay for our multigenerational visit to Chicago.

Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

I enjoyed my stay here which enabled me to be close enough to Northwestern’s campus as I worked on a writing project. Being minutes from downtown Wilmette was a plus—be sure to check out Saint Roger’s Abbey bakery for wonderful French pastries! The house was neat, tidy, and matched the description. I also appreciated the record collection!

We spent a fantastic week in Nora’s home and it felt very much like our home for the week. The apartment was much more spacious than we expected and everything was exactly as described. We found parking easily each day and enjoyed how walkable the home was to local amenities. The drive to downtown was about 35 min, making it a convenient spot, and the chance to enjoy a real Chicago neighborhood experience. Highly recommend for other travelers, including those with families!

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.

This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

We had a great time staying at Mark's place. We had everything we needed, close to all the things you need, easy walk to brown line and red lines to get Downtown. The space was comfortable and well decorated, with a beautiful back courtyard to hang out in. Plus if you enjoy phones, this is your kind of place.😜

Paul’s place was perfect for my large group coming to a conference at North Park University. We enjoyed the indoor/outdoor common spaces as well as the multi-floor setup. Would definitely book again!

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Man this place was awesome! It was so relaxing and peaceful. Everything was the way it was described. Definitely coming back!

Great place to stay for a weekend getaway. It was comfortable and cozy. The neighborhood is peaceful and a great place to walk around. We felt right at home. I look forward to a future visit. Thank you for being wonderful hosts!

We loved staying at Richard's home; He ensured my friend, and I had a great time and accommodated the space to our needs. The place was clean and feel comfy. They left clear instructions and recommendations for our stay. They even left some snacks in the fridge for us that helped us after a long trip. The home is in a beautiful, peaceful neighborhood. Richard is a kind and thoughtful host; you can tell she cares about the people, and that makes a huge difference when it comes to picking a place when you are traveling!.

Terry's place is spacious & looks just like the pictures. Terry's place was clean & had all needed amenities. Great location in Lakeview to get to shops/stores/restaurants, and also super easy to get to downtown Chicago.

A Lovely lovely stay! Our host Stuart was amazing and on top of everything. We were a party of 5 and everyone felt so comfortable and lucky to be in such a gorgeous space with individual privacy and also lovely areas to spend time together. Everything was spotless and whatever we needed in the kitchen was available and in fabulous condition. The ability to park our rental car in a safe easily accessible place was a bonus. Our only sadness was due to the nature of our trip, we didn't get to spend as much time as we would have liked in the apartment we were so happy and comfortable there. It was a true pleasure coming home to it every night of our stay. Thank you to to our host Stuart for making the weekend of our daughter's graduation from college even more special than anticipated. If our travels bring us to Chicago again, we would definitely love to to be able stay there again. We totally recommend staying here. It was and is a special and unique place to stay.

Thank you! Will stay stay when I move my kid back in!!!

Staying at James' place was a dream! 😍 His home was clean, spacious, comfortable and had everything my partner and I needed. We adored the balconies and the rooftop deck was very cool! We loved that his home was very close to one of the Brown Line stations and we could hop on the 'L' very quickly. We also ate at Frasca, Avenue Tap & Kitchen and Bitter Pops and the food was excellent! We would stay here again!

Matt is a great host. Open, responsive and informative…everything you want really when on vacation

My husband and 2-year-old stayed here with my parents during a family reunion. We appreciated the kids books and toys, the crib and especially the big closet in the bedroom where we could shut the door when we put the kiddo down early. Spacious and comfortable place that we enjoyed staying in.

John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

Brian’s condo was the perfect place to have old friends and family to gather in chicago! The place was huge, lots of areas to hang out, front and back porch, and right next to Wrigley field and the red line train. Thanks for an awesome stay!

Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai