Private suite holiday rentals in South Side

Beautiful home, and easy access to the house. With nice bars and easy transportation near by to the city. Michelle was a wonderful host, would stay here again.

We had a lovely stay at Cinda Jo’s home. One note: Be careful if you are tall, as ceilings are low. Otherwise, the attention to detail, decor, full kitchen with nice appliances and host provided croissants were all over the top wonderful. The space was cozy and warm, and felt like home. When we left Cinda Jo wanted to make sure all went well and we had a nice chat before taking off to the airport. Recommend highly.

Great location, nice space, helpful hosts - would stay again!

Jamie's place was absolutely adorable—just as pictured and described. The bedrooms were very nice, and the beds were super cozy. The kitchen was fully stocked with all the gadgets you’d need to prepare whatever you'd like, plus a few condiments, which was a nice touch. The bathroom was tidy and well-kept, with fresh, clean towels and linens provided. Jamie was more than welcoming and very accommodating to any requests. Even though she lives below the rental, she was incredibly respectful of our space—warm, friendly, and never intrusive. It truly felt like having my own little apartment. Overall, a wonderful place to stay, and I will definitely be returning.

My girlfriend and I came into town from Milwaukee for an action-packed weekend. Having previously lived in a nearby neighborhood, everything came very natural to get around on the CTA. Beth has a very spacious and clean space. Went above and beyond with amenities. Felt right at home. The surrounding neighborhood has so much to do and beautiful scenery to take in. A wonderful space to spend a weekend or any occasion. Highly recommend! Can’t wait to return!

On first impression, Steve's place seems a bit oddly laid out - the main bed is built over a jacuzzi tub and is basically in the bathroom next to a weight set. But once you got used to the setup, everything was amazing. His neighborhood is tree-lined and gorgeous and a quick safe walk to either the red line train or Wrigley. Parking is tricky especially late at night - I'd recommend parking your car and not moving it (which is easy to do because of the close proximity of the train). This was a great spot for seeing games at Wrigley and for accessing the downtown attractions and Sox games (which are also right off the red line). We stayed five days and had no issues getting anywhere we wanted to go. And Steve's place is a GREAT DEAL - the total cost of our 5 day stay was much cheaper than anywhere else we looked. Steve and his wife are super friendly as well....and the mattress was one of the comfiest I've ever slept on. We'd definitely stay again if we return to Chicago!

Honestly the entire stay was great! It my fiancé and I’s first Airbnb booked and scheduled alone. The stay was great and the scenery was beautiful.

Wonderful place to stay! Photos seriously don’t do it justice, the outdoor area is beautiful.

This was the perfect place to stay while attending a 5 day event close by. The location was perfect: safe, peaceful and convenient. Iris was friendly and in helpful communication from the start. She was available, responsive and flexible. I look forward to staying again and would recommend!

Felicia's place was fantastic! The location was perfect for our vacation with walkable access to the green line as well as quick access to major roads. The neighborhood was quiet and felt like home. Parking was never an issue. We would stay again!

Perfect, Getaway vacation spot for my husband and I. Very peaceful. Felt just like home. 420 Friendly was most definitely a plus. Alexis was the perfect host, very responsive and very accommodating. We enjoyed the stay. Wish we could have stayed longer. Most definitely will be back whenever visiting Chicago.

This stay was peaceful, yet SO CLOSE to everything! My partner and I wanted a weekend getaway for his birthday, and this was the perfect place to stay. Lincoln park was a short walk away, yummy restaurants, and walking/uber distance to downtown like the Bean. The location was everything!!Caid was also very responsive which made the process stress-free.

Desiree is a great host and is very friendly and welcoming. We were lucky to have found this spot.

We loved this AirBnB, neighborhood, and host! Everything was clean and easy. The outdoor area and the couches were so cute. Elizabeth was proactive and thoughtful.

This Home Was So Beautiful The Host Was So Nice And Fun , I Will Love To Stay Again Book Here

Kimberlie and Phil were wonderful hosts. They were responsive and communicative through the whole process. Our only disappointment was that we didn’t get to meet their fur baby!

It was our second time staying at this place. We came here again because we knew it’d be just perfect! Karina is a great host and the place is really well equipped with all you’d need for your stay. We have now found our place to stay in Chicago!

My two year old and I had a very pleasant stay. Elom was friendly and responsive. The space was comfortable and clean. The neighborhood was quiet and the neighbors were friendly.

This was our second stay at Jennifer and Grant’s, and once again it was wonderful. Their home is quaint, cozy, and located in a beautiful neighborhood near Wheaton College. The rental is spacious, impeccably clean, and the kitchen was fully stocked with everything that we needed to prepare our meals. We truly enjoyed our time here and hope to return again soon. Thank you, Jennifer and Grant!

Had a wonderful and peaceful stay. Everything was super clean and just as described. Easy check in with clear instructions. Paul was very helpful with information to help us out during our stay. Highly recommend!!

Loved staying here! Great location, price and Kelly is a very responsive host. Will definitely book again!

It's my 3rd time staying here because I like the place so much. Thanks again for a great experience in this great studio ! Highly recommended !

Axel's place was fantastic! My husband and I stayed here for a quick weekend getaway to visit friends and family. The neighborhood is gorgeous, quiet, and safe, and very close to coffee shops and restaurants. The room was clean, and has all the extra little perks you can think of (toiletries, beer/water, local recommendations book, etc.). We got great sleep in Axel's place, and we will definitely return in the future. Highly recommend to other couples or single travelers as you'll feel safe! Thanks again, Axel.

Great stay! Really quiet neighborhood, the space is big, and it's cozy. It's better if you have a car but without is okay too. Nice nearby park as well! Hosts are super responsive and accommodating. If I'm going to be staying in the same area again I would definitely try to rebook this!