Vacation rentals with a fireplace in North Side

This place surpassed my expectations. Felt at home. Great environment, lots of room for me and my 3 kids. My husband loved it too

Beautiful home layout and very spacious! Location was a quick drive to the city, which was convenient. Host was also very kind and attentive. Thank you Ms. Lilly for our stay!

We were in town for a bachelorette weekend and Austin’s place was perfect. It was clean and comfortable. Having outdoor space was important and we were pleasantly surprised that there was a rooftop space in addition to the yard. Austin was also super responsive even when we had to reach out late on a Friday. A couple notes that are just FYI. Austin’s place is across from a school which wasn’t a problem at all except we arrived around 3:00… right at pick up time. The road was closed just for a short bit, so you might want to check in later of you’re checking in on a school day , or plan to park around the block. And there is no longer a bunk bed with a full size bed on the bottom. We would book this place again in a heartbeat and really enjoyed our time and the location. Thanks Austin!

Nicole and Matt’s place is a well-located, spacious apartment perfect for a family of four adults. Situated near Lincoln Park, it’s within walking distance to the park and a fantastic selection of restaurants. Nicole and Matt were also kind enough to provide recommendations and we did enjoy a couple of them. The apartment is clean, well-maintained, and fully equipped for a comfortable 4-day stay. The hosts were very responsive and provided clear check-in instructions. One consideration: the unit is spread over three levels, with the master bedroom on the top floor—potentially challenging for those with mobility issues. The second bedroom, located on the ground floor, lacks natural light and feels a bit confined. Overall, we had a pleasant and convenient stay.

We came for The Weeknd concert in the city, so we got ready there, then spent the night and morning in the house. It was a beautiful house and felt super peaceful and safe! The beds were insanely comfy and we all slept so well! So much space! Everything was just so homey and comfortable.

Lizbeth’s place was a great stay! It was cozy, clean, and had more than enough space for me and my three friends. While it was a little farther from the city center than I initially expected, the neighborhood made up for it with tons of great restaurants nearby—there was always something good to eat just around the corner. Lizbeth was also a fantastic host—very friendly and super responsive whenever we had questions. Would definitely recommend her place to anyone visiting the area!

Patty was a great host and the home was wonderful. Patty was very responsive, helpful, and attentive towards our questions. The home was very spacious, clean, in a nice area, with all the listed amenities that were so nice and fun to have. We had a great stay, and I highly recommend this place!

Nice place tucked into a quiet, safe neighborhood. Backyard was outstanding. (We wish the weather had cooperated so we could have spent more time outside) One level home with comfy beds and furniture throughout. Kitchen was spacious and clean. Plenty of extra towels and blankets.

Lin communicated clearly and was helpful throughout the whole process. The space was perfect for our needs, close to the event we were there for and in a lovely neighborhood near a small park close to a variety of great family restaurants. Happy to go back should the need arise.

Great place overall!! The neighborhood was very peaceful and clean. My favorite thing about this place was the parking! I did not have to worry about parking at the front. Since this was pet friendly we did decided to leave two clean pet bowls for the next family to use for their pets. I would definitely book my next stay here again!

Song’s place was perfect for our family trip to Chicago!

Simidas very sweet and hospitable. I didn’t need anything but felt cared for. Place is nicer than I thought usually you expect it to be smaller but was very spacious. Great area Felt safe Would come again.

McKinley Park is a safe beautiful neighborhood near the Orange Line. Joyce’s place is spacious, clean and well-appointed.

Great location and wonderful hosts! We will definitely be staying here next time we come to Chicago.

Antoinette was very accommodating and kind! The stay was very comfortable and homey.all instructions were clear and check-in/check-out was a breeze! We walked over to the bakery ahead suggested in the morning too and it was delicious.

We had a wonderful stay at Tommy's place! Friendly, communicative hosts that gave us such a warm welcome. We felt right at home in this clean and delightful space! The location and neighborhood was perfect...close walking distance to restaurants and stores. A quick ride to the city! We hope to be back very soon!

We had an amazing 5-star stay in Chicago! The home was spotless, artfully decorated, and full of thoughtful touches like a piano, guitar, and a welcome gift. We loved the 360° rooftop deck with a fireplace and the fully equipped kitchen with a balcony. Beds were super comfy with high-quality, clean bedding. Though close to downtown, the home is on a quiet street and offers keyless entry — very convenient. We also appreciated the private garage with EV charger, 3 TVs, 2 fireplaces, and a great Nespresso machine. The location is unbeatable—near top spots like Swift & Sons and City Winery. Natasha was an excellent, responsive host. We’re already planning to return!

We had an excellent time here. Our whole dance team was able to stay comfortably and safely. We managed to fit 5 cars in the parking which was essential to us. It was all clean close to everything we came to Chicago for. The communication with the host was great and always prompt. We loved it here.

We had a great time at this place. A different property canceled us 2 days prior to our stay and we found this Evolve property and it was better than our other house would have been! It was huge and beautiful and the host made sure that we had everything we needed and they were very quick to respond if we did. The neighbors even set up a fire for us on our last night since they were cutting down some trees. Thank you for being a great host!