Family-friendly vacation rentals in South Side

This place is just as amazing as Amanda me being a Busniess owner i would have to say how she treats her air bnb as a business is top tier level and experience she had every amenity you can think of and was well stocked down to the tee i could say this was the best Airbnb I’ve ever stayed in along with Amanda being the best host I’ve ever encountered views were amazing also along with her decor as i am a contractor i pay attention to a lot of detail in a home and man was she on it very motivational words and her frame pictures lets me know how dedicated she was to her Busniess and craft will definitely stay her again when i visit.

We had an awesome and memorable experience for our christmas vacation in Chicago. Bryan was very responsive to any of our questions and was an overall great host with an awesome, super comfy place. During our stay we even had a minor appliance issue and Bryan replaced the whole thing and got it working again within the hour on a Sunday! If you stay here you definitely won't regret it!

This is our fourth time staying at this home and we love it. There is a Korean supermarket (huge) a five minute walk away from the home. There are three bedrooms and three full bathrooms which makes it easy and private for everyone. Kitchen has a lot of additional things you do not see in other homes. We love staying here.

This place was extremely great! It was close to downtown and lots of restaurants and food near by the bnb! Only thing I’ll say is the shower head is kind of flimsy but besides that everything is nice clean and the rooms are huge! Very peaceful and quiet over there!

Heather was super helpful and gave great suggestions on things to do. Perfect location less than 2 miles from Wrigley Field and about 3-4 miles north of the city. Extremely walkable with local bars, restaurants, and cafes. Lincoln Park is right next door. Uber is easy and cheap. Street parking is free at this location if you can find it. We parked outside one day when a spot opened up, otherwise we parked about a block away, again super walkable! Thanks Heather for a great stay!

Highly recommend booking here! Both hosts were very responsive and the space itself is beautiful. No problems whatsoever and would stay again in a heartbeat.

Ms. Jamie was a great host who took us in and kicked out the Red carpet for us. My wife and I celebrated 8 years of marriage and Ms. Jamie was very welcoming and everything was in ars reach she has a great location and all the information you need for the area. This was our 1st air bnb stay and we loved it

This home in Chicago was exactly as advertised. Perfect for a girl's weekend in Chicago. Plenty of space for sleeping, large bathrooms with plenty of mirrors to get ready. The house was well stocked with everything we needed for a perfect weekend. The location was great too. was able to walk to bars and restaurants or take short Uber anywhere we needed to go. Having off street parking made it even better for out of towners who drove to the destination. I would definitely book again when traveling with a large group.

We had a great stay! Quiet street, very easy check in and out, clean, and lots of space. Great for a family or small group of friends.

I stayed for about a week at Paul and Sarah's home and it was very pleasant. They provided very detailed instructions for check-in and I had no problems navigating to the building. The apartment itself is cozy and gets plenty of light in the daytime, though the floorboards were a bit creaky so I recommend treading lightly if you're someone with heavy footsteps. The TV also doesn't come with a streaming device so if you plan on watching Netflix/etc. be sure to bring your own device or an HDMI cable that can mirror a laptop. There was also an induction plate provided for light cooking which was helpful on the days I didn't want to do takeout. Overall this was a great home base for exploring Logan Square with very easy access to other neighborhoods/downtown via the Blue line and bus.

This place was exactly what we were expecting. First and foremost, it was clean and homey. The parking space was the cherry on top and made coming and going super convenient. Afsha was a great host and did a fantastic job of communicating with us. We would absolutely recommend.

Linda's place was very comfortable, tastefully decorated, light and bright. The home had everything we needed for a week stay. It was bigger than I expected and a good place to relax, with some noises from other units, but overall it was quiet. It was close to everything and in a good area. Linda was very pleasant and attentive to our needs. We would definitely stay here on another occasion.

I had an amazing stay at this place. Felt like home.The space was clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable visit. The host was incredibly welcoming and responsive, making sure every detail was perfect. The location was ideal, close to local attractions yet peaceful and quiet. It truly felt like a home away from home, and I can’t wait to book again for my next trip. Highly recommended!

Great location great host will stay here again.

Rose is a totally lovely and nice landlady. Very helpful. I felt super comfortable and taken care of during my stay with her and her family.

Loved everything about this place! The views were great! Close to so many restaurants, bars, museums, the bean and so much more. would definitly book this again. Thank you for sharing your place with our family!