Kid-friendly holiday rentals in Near North Side, Chicago

This place was perfect for two of us! Everything about the description was accurate. It was very clean, super easy to access, and in a perfect spot-walkable to tons of restaurants, coffee shops, and even a few gyms we tried. Water pressure in the shower was phenomenal. Neighborhood felt safe for late night walking to and from restaurants. Hosts were communicative without being over-the-top. Would book again in a heartbeat!

Wonderful home close to train station. Very convenient and cozy. Would recommend!

We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.

Great place. Great location. No issues at all. I would rent again. It's a good spot between the Gold Coast and Lincoln park and beer some really good restaurants. Place was as described and would have no issues staying there again.

One of the best Airbnbs I have stayed at. It was beautifully decorated and super clean. Had everything I needed to feel comfortable and at home. The host was extremely responsive. The parking was a bit difficult but would not deter me from staying there again. Very close to downtown, about 10 minutes. Highly recommend.

We had an amazing stay at this loft in Chicago’s West Loop! The space was not only stylish and clean but also incredibly comfortable — the bed was perfect after long days exploring the city. One of the biggest highlights was how dog-friendly the place was — our pup felt right at home, and there were plenty of great spots nearby for walks. The location couldn’t be better — super convenient to restaurants, shops, and everything we wanted to see. We’d absolutely stay here again and highly recommend it to anyone visiting Chicago. The air conditioning was spot on after the long days in the heat.Lots of great recommendations- super responsive to any questions we had. The ping pong table brought back great memories for my family as we played each other. The pull out bed on the main level hosted my entire clan of 4 as we all relaxed at the end of the day. The carry outs close by are fantastic if you don't feel like venturing out to the city.. we look forward to future visits to this air bnb

Place was great! Easy to find. Park can potentially be an issue. But I had no problems with it.

Basement appartement but spacious, not too dark and benefit of the use of the outside garden. Kitchen has everything you need, and there is ample storage space. Shower is one of the better I encountered in the US. Came here to attend a conference and will definitely book again if the conference returns to Chicago. Reliable, friendly host, no question was ever one too many.

Clemente's place was in a great location central and walkable to many great areas and the train station, it was clean, it was easy to find, and it was comfortable. The beds were comfortable too, the A/C and heat was great, and the kitchen was well equipped. I would definitely recommend his place as a nicely affordable 2 bedroom in close proximity to the sites and restaurants.

I have stayed at Maureen’s place on many occasions and it’s just prefect

The apartment was great - the building was lovely, especially the gym which was great to be able to use. Super close to multiple bus stops and an L line, which made getting around super easy. The apartment itself was clean and looked like the pictures! Only downside was I that I was not able to check in on time, however I was able to drop bags off, which was really helpful, and they were super responsive to any question or concern I had during my stay. Would definitely stay here again!

There is no way I/we can do a review of Elizabeth's beautiful apartment in just 1,000 characters. Met Elizabeth personally, made a wonderful connection. It's the most awesome airbnb we've ever stayed at. The apartment has been beautifully remodeled. As a retired general contractor, I was very impressed. The neighborhood is fantastic; great for walking, shopping, and there are restaurants galore. The location is fantastic for touring Chicago. The neighborhood is beautiful with lovely architecture and interesting shops. There are lots of families; couples walking, biking, babies-buggying. We enjoyed walking around the neighborhood after a walk to dinner or lunch. The bed/bedding is very comfortable and we slept very well. Great temp control, lots of windows, and a 65"flat screen TV. The bathroom is large and airy with a walk-in shower. The unit is very quiet, with dual-pane windows and black-out shades for sleeping in late. Stay here for the best Chicago experience.

I deeply enjoyed my stay, easy instructions, got the hang of the room well, cozy and nice for you or 2 people. it was very clean and the kitchen and bed area were pristine. I definitely recommend.

The location is very cute and an easy walk to Fulton Market. It was helpful to have laundry and a pack n play on site for my young daughter. Overall great stay and responsive host. Thanks!

Really enjoyed our stay! We found it easy to get everywhere we wanted. If you get a chance check out Move Along Coffee a few blocks away.

Really happy with my stay in David's home. Beautiful, quiet little spot and had everything I needed plus a few extras. Always love having coffee available and I wasn't expecting to need measuring spoons but was happy that they were there! Great towels and sheets. Felt cozy and right at home from the moment I walked in.

We loved our stay at Danny's place! This was our first time visiting Lincoln Park, and the location of the home was perfect. We walked to restaurants, the Lincoln Park Zoo, and the beach. We appreciated being able to have our dogs with us and found the area very dog-friendly on our walks. Danny was kind and thoughtful with all the extra touches and responsive communication. He even caught us in person to make sure we had everything we needed. Our family felt safe walking in the neighborhood day and night. We even took the bus to downtown Chicago, which is only a few miles away. The house itself was very clean and large - our family of 4 plus 2 dogs had plenty of room to spread out and feel comfortable. We highly recommend the home to others and hope we can return again someday!

Great location and responsive host. The amenities in the place are great and the bed is amazingly comfy. The airbnb was a bit dusty everywhere (the bottoms of our feet were black after walking around barefoot), but that seems par for the course for basement apartments that just hang on to dust.

Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.

We would stay here again in a heartbeat. Excellent location, very walkable, unit was bright and clean, quiet. Katherine and Dimi were very responsive … even had an iron delivered as the previous iron had gone missing. Truly can’t say enough about our stay! Thank you!

Amazing place. Parking wasn’t bad at all! Host was helpful and friendly the entire time as well. Highly recommend to anyone going to Chicago!

Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai

A great find for the location! The apartment was super cute and comfy with a modern feel. I will definitely stay again!

Amazing location, and for the price- unbeatable. Very clean, easy access, responsive hosts. Great spot don’t miss it