Vacation rentals with outdoor seating in Portage Park, Chicago

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!

Karna was very helpful with check-in and responsive to all questions. The place was very well organized and well maintained.

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.

We visited Chicago for the first time for my 60th birthday and sibling reunion. Our immediate family stayed in Maggie’s home and there were nice little touches like a crib and toddler toys for 2 year old grandson in kids’ room and games for teenaged grandsons in the basement. There was plenty of room to spread out in the home. The kitchen is very well stocked with cooking and eating utensils, a crockpot for hot day cooking and a large stock pot to cook soup on a cold, rainy day during our stay. The house accommodated our group of 9 quite nicely. Maggie went the extra mile and had cans of Cranberry juice in the mini refrigerator and a thoughtful birthday gift for me upon our arrival. We felt spoiled staying in such lovely surroundings with thoughtful touches. It was truly a home away from home.

The whole process was very easy

Marla and James' place was cozy and perfect for our family's stay! We were out and about a lot of the day in Chicago, and the Airbnb was a perfect, peaceful place to return to. There were lots of cozy touches, like ample board games available to play, some snacks and tea bags set out, and a lovely porch and sunny kitchen table and living room setup - so multiple areas to gather as a family and relax! There are also lots of nice cafes and restaurants and other small businesses within walking distance. Would definitely stay here again and would recommend to anyone looking to visit Chicago!

lovely stay in nice neighbourhood with great bars and restaurants close by . Easy access for train to city.

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Great spot in Logan Square. Close to the Belmont Blue line, easy to get around, and quiet neighborhood within walking distance to food and coffee. Very quiet and clean place, it was a nice little home away from home spot. Enough space for my boyfriend and I both to work from home.

It was actually pretty nice and it felt very comfortable and soothing. I loved the kitchen when I saw it. And the bed was very comfortable. i was able to get a nice sleep.

Place was centrally located with lots to do in walking distance for food and entertainment. We could walk to the venue where we saw our live music. The host is very kind and had a lot of information about the area to share with us. We felt very safe the house was peaceful very clean. The outdoor garden area is really pretty too. We definitely wanna stay here the next time we’re up for a show.

Joe’s place is exactly as described, and in a fantastic location. The unit is clean, easy to access and spacious. Proximity to the blue line is a major plus, and walkability to all the great things in the Logan Sq + adjacent neighborhoods is a major plus. Highly recommend.

This place was worth it! My friend and I stayed here for her birthday & it was so nice and easy to get to. We travelled from Minnesota. Easy access to the bus; uber or drive self to Chicago! Cher was very responsive. 10000/10 would recommend to anyone!

Close to the green line for easy transportation.

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.

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!

We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Such an awesome place to stay, very safe neighborhood. Mark was very responsive in the chat and asked us if we needed anything else right after we checked in. The best part was that their is a dedicated parking space which is very convenient and easy access to the place. For sure will be checking in next time when going to Chicago.

Cody’s place was a perfect hideaway from which to venture into the city, and both far enough away to be peaceful but close enough to a string of good restaurants and cafes to be walkable. Check-in and house instructions were comprehensive, Cody himself was proactive and communicative, and the hot tub was a major plus on cool nights. Looking forward to another stay!