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

So comfortable for our family! Had everything we needed and was super spacious for all of us including two small kids. Would definitely go back.

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.

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.

Wonderful stay once again. Place is immaculate and very comfortable . Host is fast to respond with any messages as well. Would highly recommend

Great stay! Loved the decor and amenities. Everything was just as described and my family really enjoyed our time there. Would stay again!

Had a great stay and Damien was extremely responsive with our requests. Would definitely recommend!

We were in town for our daughter’s graduation from Loyola and had our other 3 adult children in tow. All 6 of us stayed, and it was a bright, comfortable place to hang out, cook meals and enjoy time together. Very quiet at night. Perfect for us!

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!

Me And my fiancée had a great time, clean place, and worth every cent, only downside is parking.

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.

Clean and peaceful neighborhood. Parking was not an issue

Tommy's place was in a great neighborhood in Chicago. Very walkable. Close to both the Red and Brown subway lines. Wrigley Field is less than a 10 minute walk. After staying at multiple Airbnb's over the years, this place was in the top 3 for cleanliness. I was also surprised by how comfortable the bed and pillows were. It's on the second floor of a 3 unit building and didn't once hear anyone above or below us. The back garden would be a great place to hang and read or just enjoy a beer or glass of wine. Though he left snacks, wine and beer for us to enjoy, we didn't have time as we were out enjoying all that the city has to offer. I would stay here again if visiting Chicago. This guy knows to host. Thanks again Tommy!

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.