Holiday rentals with outdoor seating in Northwest Side

Great stay for a family trip! It was in a calm, quiet neighborhood where we felt safe that had all necessities! We did have a hard time with finding available parking on the street a few nights out of our visit, but other than that it was great and comfortable! We have already discussed visiting again and staying at Sarah’s!

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!

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!

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!!

The house is lovely! Better than the pictures, just as all of the reviews say. The showers are incredible. The master bathroom is a dream. We had everything we needed & more. We don’t have a single complaint. We definitely plan on booking here again.

My daughter and I enjoyed our stay at Connor and Julie’s place. They provided a royal experience at their home. No stones were left unturned. We were able to visit the city and return back home for rest and relaxation. I highly recommend this property. It’s worth every dime. I am looking forward to returning to Chicago and staying at this property again.

The whole process was very easy

We had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

Great stay at Troy’s apartment in a beautiful neighborhood. Photos and description match the spacious and spotless interior. Set in a beautiful and very quiet neighborhood on the northwest side of the city with easy access to public transportation that can take you anywhere in the city and airport. Definitely recommended!

The space is exactly as described. Loved how close it was to public transportation. The space is great for a weekend away.

This was a very nice stay. It was super clean and in a great neighborhood. Thank you for hosting!

Sabin's home is amazing and always a perfect stay for me when I'm passing through. Clean, updated everything and HUGE TV, comfy beds and pillows. And he's a great host and responds quickly if anything comes up. This is my 2nd stay and I'll be returning again next time I'm passing through

very kind and responsive host. very clear instructions. apartment is large, sunny, spacious and has the coolest retro vibe with super cool decorations. Good AC and very close to public transportation in case you want to explore the rest of the city or get downtown. Very quiet and safe neighborhood, and she even provided a parking pass for you at no cost. thank you Antoinette!

Our family loved our weeklong stay. Perfectly located with beautiful wood details and stocked with games for the kids, it was charming and convenient. Paul and Sarah were very helpful and we had everything we needed. We would all be happy to stay here again.

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.

Close to the green line for easy transportation.

Heather provided everything in this lovely, spacious, and comfortable place. It was deluxe, and it felt like home all at once. The driveway to park our car was so convenient! Access to Chicago's famous sights was easy, and when we returned from our adventures, there were neighborhood restaurants and venues within walking distance. We could also watch a movie on our favorite streaming services to end the evening. Whatever questions we had, Heather answered immediately and helpfully. We were grateful that we could check in early and sightsee on our first afternoon.

Great place! Everything was clean, in a good location and they communicated well.

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

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!

Great place to stay close to train line. Helpful friendly host He even supplied snacks and water which was very thoughtful. Nice place as described.