Kid-friendly holiday rentals in North Side

Jennifer and David were awesome hosts! So friendly, helpful and accommodating! I had some of the best-ever homemade cookies that Jennifer baked! I'm hoping to make them my Evanston place when I return to the Chicago area annually. Thank you, Jennifer and David!!!

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

Former Chicago resident here—Ryan’s place was so nice I stayed here twice and had great experiences both times as a solo traveler. The neighborhood is peaceful, close to the Green line CTA stop, and the house is an amazing place-clean, multiple bathrooms, nice kitchen, terrific value and often presents opportunities to chat with other guests. My room and bed were quite comfortable. The mini fridge came in handy and I really appreciated having coffee available for mornings when I didn’t have time to stop by Dark Matter, Intelligentsia, or The Worm Hole. I look forward to staying again next year!

First time staying at an Air Bnb and it was amazing. Instructions were very clear and the place had everything we needed!

Faith's place was great! The bed was super comfortable and her place was exceptionally clean! Quiet neighborhood. Easy access to highway, local restaurants and grocery store. The fresh eggs she gave us were a treat! She is an excellent communicator. Highly recommend staying at her place.

Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

The house is lovely! Better than the pictures, just as all of the reviews say. The showers are incredible. The master bathroom is a dream. We had everything we needed & more. We don’t have a single complaint. We definitely plan on booking here again.

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.

lovely stay in nice neighbourhood with great bars and restaurants close by . Easy access for train to city.

Nice and clean place! Would recommend a stay here if you are looking for somewhere outside the business of downtown

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!

I absolutely loved this place. It was very comfortable and I appreciated all the little design touches. I loved the seperate entrace from the rest of the building. It was a very Chicago apartment. I felt right at home. The water pressure was great and appreciated having a sound machine in the bedroom. Special shout out to the character drinking glasses. The location was perfect right off Ashland and close to Clark. I would love to stay here again sometime.

Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.

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

We loved staying at Richard's home; He ensured my friend, and I had a great time and accommodated the space to our needs. The place was clean and feel comfy. They left clear instructions and recommendations for our stay. They even left some snacks in the fridge for us that helped us after a long trip. The home is in a beautiful, peaceful neighborhood. Richard is a kind and thoughtful host; you can tell she cares about the people, and that makes a huge difference when it comes to picking a place when you are traveling!.

Benjamin's place fit my needs exactly: super comfortable bed, clean bathroom, lots of surfaces for keeping stuff organized. Benjamin was super responsive upon check-in which is so helpful. I will definitely be staying there 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.

Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Walid was very kind, and the place is exactly as described. The beds are incredibly comfortable, and overall, the space is very pleasant. I definitely recommend it!

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.

Perfect little spot! So close to the blue line, necessities nearby, great for a quick solar work trip. Bed is small and a little uncomfortable, and some things were a little off (medicine cabinet not fully attached to wall), but neither bothered me. Knew bed would be small from photos! Just a heads up for anyone that would worry about those. Will definitely be staying again if in Chi!

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Really lovely place to stay, comfortable flat in a quiet area. Couple of minutes' walk to buses and the blue line to get into the City. Ewa was very communicative and helpful, the place was clean, and I appreciated the selection of snacks and tea on arrival. Would definitely stay again if I visit Chicago.