Pet-friendly vacation rentals in North Side

We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

My family and I had a fantastic stay! The space was exactly as described; clean, stylish, and thoughtfully designed. Check-in was smooth, and Adam was super helpful throughout our visit. We especially appreciated the backyard for our dogs . The location was perfect. It was close to everything we needed but still quiet and peaceful. Would absolutely stay here again and highly recommend to anyone visiting the area!

We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.

Our hosts were excellent - communicative, welcoming, friendly. We were greeted by Bob who was very laid back and accommodating. He offered good recommendations and amenities during our stay. The space is perfect for large groups and certainly impresses with its charm and personality. The neighborhood is walkable to the Blue Line and many bars/restaurants. Overall 10/10 a perfect stay and would absolutely book again in the future.

Great place to accommodate a big group. Close enough to the city if you don’t want to be in the heart of the city. Responsive host

Great apartment, location and neighborhood! We really enjoyed staying at Shuang's place. It had everything we needed and was perfect for our long weekend in Chicago. Highly recommended!

Lovely town house. Very comfortable and inviting. This was the perfect location. We parked our car for the duration and could walk almost everywhere. Excellent host who provided good info in a very timely manner. Very happy this was the place we chose.

Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.

Couldn’t find a better spot for me. I’m from LIlINCOLN PARK Chicago. I go every year for my birthday, right in the heart of things with a great view, very clean. The set up in the apartment was awesome. Will be back.

Absolutely wonderful stay! The place was spotless, beautifully decorated, and had everything we needed for a comfortable visit. The host was thoughtful in making check-in easy. Although we didn’t travel with children the park across the street would be an added plus for families with children (soccer field, skate board ramp, playground & tennis courts). The neighborhood felt very safe and family-friendly! We felt right at home and would definitely stay here again. Highly recommended!

This was the best place for our family to stay during our time in Chicago. We decided to pay top dollar for all the amenities that this place had to offer. First of all, the view from the balcony on the 28th (top) floor definitely takes your breath away. A factor thar caused us to go with this Airbnb vs others was the parking that was included in the parking garage. We did not want to risk trying to find parking daily since we were not sure about the parking situation in Chicago. There were A/C units in each room and the living room which kept the place cool during our stay and also created white noise which drowned out the sound of the train that traveled right beside the building. Location of this place was also perfect. We walked to cloudgate 20min. Also there is a Trader Joe’s grocery store 7min walk. There are popular places within a block distance to get your chicago pizza/hot dog fix. I can go on and on about how this place was awesome to create an unforgettable memory

Elegant furnishings & easy check-in & check-out. Good neighbour hood

Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!

Great place to stay. Paola was a wonderful host and communicated very well. Would definitely stay here again!

Great place. Great location. Patty was great at communicating whenever we needed anything.

it was our second time staying there and everything was as perfect as the first. will definitely be staying there again on my next trip to Chicago

Great stay! Easy and accessible. We had everything we needed for our chicago girls trip. Would stay again

I stay in a lot of Airbnbs. At least 3 a year, most of them in Lakeview. This was the best one! I’m originally from Lakeview and have been disappointed how commercialized and impersonal Airbnb has become. This was the opposite of that. It was so homey, I felt like I’d lived there my whole life. Would definitely stay again.

Great place to stay. Super quiet even though it was in a perfect location. Would definitely stay again!

We had an amazing experience at this Airbnb! The space is beautiful, with tall ceilings, sky lights, and a layout that feels open and inviting. This place is incredibly spacious, with a kitchen that was perfect for cooking and gathering. It was very clean, with clear instructions for checking in and out. The beds were super comfortable, and despite being in such a lively area, the space was surprisingly quiet. The Airbnb is located right above a bar that serves an incredible grilled cheese. One of our favorite touches was the pinball machines! A unique touch that added charm and entertainment. It's about a 15-minute drive to downtown without traffic. We appreciated the provided parking passes. However, parking could be challenging at times. The location couldn’t be better—surrounded by restaurants, cafes, bars, and shopping, all within easy walking distance. Plus, the place was loaded with amenities that made it feel like a home away from home. Would absolutely stay here again!

Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.

great stay. everything was clean and comfortable. good location.

Nice location...wonderful staff...pleasant apartment/suite. Made things easy.