Kid-friendly vacation rentals in North Side

Beautiful home in a quiet neighborhood with responsive and helpful hosts.

Amazing everything was cute and good organized instructions were clear and easy to get in, I really recommend staying with FAITH.

Joswe was so incredibly kind and accommodating! Being a solo traveler it felt like a home away from home. The space was clean and comfortable and felt very safe. Joswe even left freshly brewed hot coffee every morning along with breakfast! I couldn't recommend Joswe or his home enough! if I could give more stars, I would!

Nice location… very cute and cozy space! Ho was a wonderful host! Very helpful and quick to respond! Would stay here again for sure!

I recently had the pleasure of staying at this amazing Airbnb in Andersonville, Chicago, and I can't recommend it enough! From the moment I arrived, the hospitality was top-notch. The host was incredibly welcoming and provided great communication. The accommodation itself was beautifully decorated, clean, and equipped with all the amenities I needed. The cozy atmosphere truly felt like a home away from home. The location was perfect—just a short walk from charming shops and delightful restaurants and bars. Overall, this stay exceeded my expectations, and I can’t wait to return. A five-star experience in every way! Thank you for a wonderful stay!

We loved Nora’s apartment! It was perfect for two adults and an infant. The pack n play plus high chair were huge helps to have on-site. The free laundry in building laundry was also fantastic. The apartment is charming, clean and close proximity to the park and main strip of restaurants and shops in Lincoln Square. We would definitely stay at Nora’s again.

It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.

I love everything about this home and all the e amenities, and the private rooftop was the greatest touch of the property Vince was amazing and very easy to reach in very fast responding.Thanks so much .

We watched together with my wife “Frida” is story and house is vibe matching I had an incredible stay at this gorgeous Mexican-style house! The home was beautifully decorated with vibrant colors, traditional touches, and an authentic charm that made the experience truly special. Everything was spotless, the amenities were perfect, and the attention to detail was exceptional. Janet was welcoming and responsive, ensuring a smooth and comfortable stay. The location was also great, making it easy to explore the area. I highly recommend this place to anyone looking for a unique and memorable stay—I can’t wait to come back! It’s in my wishlist Janet thank you soon come back to visit Chicago in a week

Wonderful Bnb! Anna was very helpful and kind, 10/10 would recommend! My friend and I stayed for a girls vacation and even enjoyed staying in because the home was that peaceful. Thank you Anna!

This was a wonderful and comfortable place. Lynette was helpful and extremely responsive. I would recommend this place to anyone needing a location with easy parking, comfortable furniture, or plenty of space. Lynette even had an amazing coffee spread, beans and ground, multiple methods to brew, quality stuff! Thank you again!

Carla's place was as described! Will book with this host again!

We enjoyed our stay. It is an older home, which is disclosed in the listing, but they have put upscale amenities almost everywhere possible. It felt very comfortable, clean and uncluttered.

David & Andrea’s home was clean and comfortable. It was exactly what we were looking for. We would definitely return! Thank you for hosting us.

This was my first time booking with Airbnb and all I can say is that it could not have been a better experience! Aaron was so nice and beyond helpful. The apartment was the perfect size for my husband and I. It is in a good location, we were able to get to anything we needed or wanted with just a short walk. Not only that but the building itself was so cool, the lobby is beautiful and the amenities were spectacular. We ventured to the rooftop many times because of how nice and peaceful it was. We attended a concert at the Aragon Ballroom and it’s the first time we’ve not stressed about how to make the trip there and back. It was maybe a 3-5 minute walk at most! Overall it was beyond what I was expecting. If available, anytime we will be in the area this will be our first choice!!

Great location with lots of nice bars and restaurants locally and easy access also to the CTA blue line to Downtown and O’Hare. Apartment was ideal and was just as described. Would recommend and if ever back in Chicago would look to stay here again.

Danny's apartment is spacious, with modern furnishings, and is right in the heart of all the Lincoln Park action, walkable to restaurants, shops, the Zoo, and the Lake. Highly recommend.

The home was perfect for a quick business trip. It was clean and as described. Anne was a great host and easy to communicate with!

Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

This is a beautiful home in a fantastic location. We felt right at home in Heather’s place and she was a responsive and responsible host who checked in on us to make sure all was going well. From the snacks and drinks to the tips for the neighborhood, everything was delightful and organized. The kitchen and family area was great to hang out in and the exercise room was a real plus. Highly recommend this lovely home for parties of 6 or less. We’d definitely come back in a heartbeat.

Had a wonderful stay and place was clean with two nice bedrooms. Location was convenient with brown line an easy walk. We were able to get to Wrigley quite easily and downtown. Would definitely stay here again!

I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!

What a great find! I'm talking about the room AND the host! The beds were very comfortable and the amenities were all we needed. The artwork was wonderful and the design of the rooms (lamps, table, chairs etc) were great. I especially loved the small room heater, it looked like a mini fireplace, I want one for my room at home! Kaye has thought out what a guest needs with all kinds of extras (covers for the chairs for pets), extra blankets, packet full of local information, and clear instructions. She was responsive when I had questions or needs. I was glad to meet her as well, easy to talk with and a very interesting person who knows Chicago extremely well. If I make it back this way, I would definitely stay here again.

We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!