Kid-friendly holiday rentals in Northwest Side

We loved this cute little house! Super walkable and close to lots of stuff in Logan Square; although we thoroughly enjoyed the peacefulness of hanging out in the private backyard. Would definitely stay again!

Glomery was a great host. Our first trip to Chicago, so we weren’t too sure about the safety of the neighborhood, but overall a very nice experience and had all the necessities. Very clean and tidy. Beds were so comfortable with fluffy pillows. Plenty of towels, coffee and extra pillows. Easy access in and easy street pick up for Ubers. We had a nice time and felt comfortable.

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!

Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!

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 .

Tippi was a great host! The room was clean & comfortable. The area has a few gems and great transport options. Would definitely recommend to others to stay if you're looking for a place not too far out of the city!

Enjoyed my stay, very clean and comfortable. Very convenient and close to airport, train station, bus stop, etc. The host is amazing and responsive to guest’s needs.

This was our second time staying here, and everything was as comfortable as the first time. We highly recommend this place.

Peaceful location! David was nice and responsive, and made sure that we were all comfortable in the space.

Very clean space in a safe neighborhood! Street parking was easy and plentiful. Easy 20 minute Uber into the city. Perfect for our overnight stop :) Would be mindful of ceiling heights when booking if over 6ft tall.

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!

Margerita and Monique's place was exactly what we needed! In a calm and beautiful location, clean, beautifully furnished, private, and had the most comfortable bed! It was a short walk to the train and easy to get around! There was plenty of parking available! We will definitely reserve again when we visit Chicago in the future. Thank you both for opening your beautiful property to us!

One of our favorite Airbnbs in Chicago, it has a great central location and great street parking (with a permit). It's cute. clean, and quiet. I highly recommend!

Ben and Karen's place is tucked into a quiet, beautiful block of the city. The space was a clean and nicely decorated retreat. They made check in and getting into the apartment super easy.

We really enjoyed our time here! There were plenty of parking spots around the apartment. We were able to park right in front and we greatly appreciated the instructions on how to get an overnight pass for the car. One note on this - if the website does not work, download the app and get the pass through that. There are also so many restaurants walking distance from that apartment and it’s such a cute neighborhood to explore the many Frank Lloyd Wright houses scattered around. As a Runner, I also appreciated Anne’s suggested running route to see all the notable landmarks around the neighborhood!

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.

The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

Great location, and easy access to all main streets. The neighborhood is quiet, and very safe. The people in the neighborhood were very welcoming. The condo was nice, very spacious and a great value for the cost.

We enjoyed a week of comfortable stay at Matt’s place! We were a family of 5 people and had enough space for everyone! We came for my daughter’s wedding and it was great to have lots of things/amenities that helped us prepare for the wedding! Garage spot was helpful! Backyard peaceful and we spent some time relaxing on the deck! Adorable cozy duplex with everything you need for the relaxed and comfortable stay! Matt was respectful, helpful and very responsive! Area is great as well! Thank you so much!!

Heather provided everything in this lovely, spacious, and comfortable place. It was deluxe, and it felt like home all at once. The driveway to park our car was so convenient! Access to Chicago's famous sights was easy, and when we returned from our adventures, there were neighborhood restaurants and venues within walking distance. We could also watch a movie on our favorite streaming services to end the evening. Whatever questions we had, Heather answered immediately and helpfully. We were grateful that we could check in early and sightsee on our first afternoon.

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!

This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Affordable, quick & easy booking / check-in & check-out…it’s great spot for a quick trip to chicago for a night or two! We used the parking lot area across the alleyway, rented one of the spot hero spaces which was not the most convenient parking situation but it’s the city sooo kinda usual! The ONLY thing i wish that had been mentioned was that it was right next door to a fire dept. one pair of ear plugs were provided but just ya wish i had researched the location just a lil bit more… thanks again for welcoming us to stay :)