Kid-friendly vacation rentals in Near North Side, Chicago

Erik was a phenomenal host, went above and beyond to ensure we had a comfortable stay at his house. His family were lovely people and helpful with any and all questions. Erik gave is good clear instructions on the best places to go to in the area, how to travel to the city and how to use all the appliances/facilities in the house. I couldn’t recommend him any more, he made our stay really more comforting and laid a great basis for our stay in Chicago. Cheers Erik!

Jennifer was a very hospitable host and I had a very pleasant stay. The room was very clean and quiet!

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.

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!

It couldn't be better. No, it is not a luxury accommodation. It is the classic Airbnb, namely a room in a privately used apartment. Diana lives and works there alone. She rents out a room with an opposite bathroom, which is only used by guests, mainly out of interest in foreign cultures. The accommodation is located in the Ukraine quarter, which is very quiet and about 30 minutes outside the downtown. In the morning, Diana surprised us with a prepared coffee machine (just turn it on), a few cookies and a lovingly prepared fruit plate. Bus no. 66 takes you quickly to the city center. We enjoyed the time in Chicago very much. We received a lot of information from Diana, but also had very personal conversations. If we come back to Chicago, we'll check in with Diana! Thank you for the authentic and so lovely stay!!!

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!

Great

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

I had a wonderful stay at this apartment! It was clean, cozy, and exactly as described. The space had a warm, welcoming vibe and all the essentials for a comfortable visit. The location was convenient, and the host made everything easy with clear communication. I’d gladly stay here again and highly recommend it to anyone looking for a peaceful and pleasant place to stay!

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.

Absolutely amazing host. The space has everything you could think of and more, and he’s incredibly responsive/available. Bed is very comfortable and the apartment is easy to find/get in and out of.

Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

Next to the trains, a apartment with separate bedroom, living room, kitchen and bathroom, even a laundry room available if necessary and a host who responds quickly and does not hesitate to give advice on Chicago. I highly recommend!

Very responsive and helpful hosts. The place was exactly as described. Would definitely recommend!

I loved everything about my stay ! Very nice and clean and the host were amazing

Such a beautiful, cozy space! Very comfortable beds, the perfect coffee setup and fast WiFi gave us the ability to work and play. Plus our host was incredibly responsive and communicative. Would definitely stay 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.

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.

The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

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!

The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.

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

Beautiful place to stay in Pilsen area just what we wanted! Close to downtown and amazing places to eat all around. Easy access to a lot of things to do. Beautiful place, extremely clean! We definitely enjoyed our stay at Laura’s!

My family and I loved our stay; the apartment was adorable and had everything we needed. But the location is truly the highlight! Walking distance to North Ave beach, Lincoln Park Zoo, all the fun restaurants and shops in Old Town, and the famous Second City Comedy Club.