Vacation rentals with outdoor seating in North Side

This home is in a beautiful neighborhood. It was very clean and the decor was simple yet stunning. There was plenty of linen and the kitchen was stocked well enough to cook an entire meal Mark was very responsive and provided clear instructions for check in and out. I would stay here again

Best Airbnb we’ve stayed at yet! Thanks to Giovanni we were able to visit with our family for Easter. The previous Airbnb we booked cancelled on us at the last minute; hours before we were set to arrive in Chicago from Detroit. The space was just like the pictures. It was clean and we felt right at home. The backyard was spacious and is fenced.

We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.

We had a great stay at Miranda's. The apartment was just as advertised and had lots of items to use in the kitchen. Miranda gave great restaurant recommendations. We loved the maple lattes at Blind Owl and had an excellent dinner at TLP (Three Little Pigs). Bridgeport is a quiet neighborhood with easy access to downtown Chicago. If you are traveling with a pet this is the place to stay, I felt guilty I left my fur baby at home.

Great place! I’ll definitely be coming back! The beds are amazing!

This is a great house to stay for a family or two couples. Out of several ABNBs, this one gets the award for most clean. There is a fairly new Italian restaurant, Il Girasole Trattoria, that is walk-able and delicious. You will not be disappointed with your stay.

Amazing house and location. Great host. Highly recommend.

Amazing spot - love the home and backyard area, and such a good peice point!! Short ride on the L downtown, safe home, and LOVE having access to a garage!! Adam was responsive and helpful, and he was so understanding about one of our kids who accidentally broke part of the furniture there. 5/5, would go back next time we are in Chicago!!

Great place to stay, just the right amount of space for two couples and really well located for exploring the neighborhood. We particularly enjoyed the large deck, very nice in good weather!

We really enjoyed staying at this place - it was clean and comfortable, and the location is fantastic. Elizabeth was very responsive and a great host. We would stay here again!

A great place to stay for a family to explore downtown Chicago. The location is convenient, with easy access to major attractions, and restaurants. The home was clean, cozy, and well-equipped — we truly felt like we were at our own home. The host was responsive and thoughtful, which made our stay even more comfortable. Highly recommended!

Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.

This was a beautiful place with an excellent view of Lake Michigan. Both rooms had comfortable beds and setup with everything you need. Kitchen is well stocked, but we mostly ordered Grub Hub, lol. Loved spending time here and great place to hangout and chat with friends. It is right on the water and we really enjoyed watching the waves crash against the barrier. It is on the 2nd floor, but the stairs are not bad at all. Felt very safe and having the parking space is a great perk. Very commutative and checked in with us to make sure everything was fine. Would definitely stay here again!

I was there with 2 friends for a guys weekend and a Saturday Cubs game. The stadium was walkable and Terry was great. We had a small hiccup when checking in but was completely my fault. Terry was home and helped us get in. For what we needed it was perfect.

We really enjoyed our stay! We really like Roscoe Village and this apartment was perfectly located. Close to shops, coffee and restaurants. The check in process was easy and the apartment was well appointed with everything we needed. Parking was very easy as well. This was a great find for us and we will plan to visit again!

This airbnb is not just a place to stay… it is a beautiful and relaxing getaway. The bed, couches and dining area are all very comfortable, and we slept well. The interior design in every room is impressive… real artistry. The kitchen and the bathroom were equally as beautiful, well equipped and clean. Francesca is such a helpful, kind and respectful host. The brown line entrance is a five minute walk. We would absolutely stay at her airbnb again.

Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Great place to stay! Quiet neighborhood and walkable distance from a few shops and food places. We enjoyed our stay very much!!

We had a very good stay for a friends wedding a few blocks away in Chicago. As it is very modern, cozy, and clean. Alex's response time is very quick to whatever may arise. We would highly recommend staying there. Thanks for the stay!

It was exactly as it was pictured except the front door is adjacent to a beauty salon and a bit hidden at first. The place was immaculate - very clean and the kitchen in particular was excellently appointed. It is on the third floor in an older building so there are stairs. The building was quiet. With gated and lit parking provided nearby our vehicle was safe.

Great location. Accommodation just as described-fun decor. Comfortable beds.

Under the category of actions speak louder than words, I have stayed at Allan's place about five times, and it remains my first choice when visiting Chicago.

Had a great time with friends and we were all able to comfortably hang out in communal spaces, get around the city. The bathroom to room ratio was ideal for a group of girls to get ready and the neighborhood made us feel safe walking around at all times of the day. Would recommend

Neel went above and beyond for my family and I during our stay. The unit was quiet, fun to hang out in, extremely clean, great layout for a family, very convenient parking, and quiet. I would highly recommend staying here! Thank you Neel!