Private suite holiday rentals in South Side

Cinda’s guest suite is truly a gem. It’s spacious, inviting, and impeccably clean. Upon arrival, I felt right at home, greeted with pastries and a generous variety of coffee, tea, and herbal infusions to accompany them. This suite is an excellent place for both work and relaxation. The neighborhood is peaceful, beautiful, and safe, with plenty of walking options, accessible public transportation, and a variety of coffee shops, restaurants, and local shops. It’s a lovely part of town. I can’t think of a better place to stay if you’re visiting Evanston or Chicago. Cinda is incredibly kind and generous, and her guest suite was a delight to stay in. Thank you, Cinda!

Cute place in a great neighborhood. Walked to several restaurants and a few parks. The place itself is as described- cute and comfortable. Street parking was never a problem in front of the Airbnb. Would definitely stay here again.

My spouse and I stayed at this gem on the first leg of our road trip spring break😊. It was stellar! Everything we wanted out of a visit to Chicago. It was wonderful to come back to after a long day of museum tours. Comfy, clean, quiet, and well designed.

Great stay in a quiet and walkable neighborhood

Jamie’s place was a perfect spot to stay in Chicago. There is access to the L within a few miles (with parking structure), and there are many walkable places locally. We highly recommend Caesar Pierogis on West Irving (offers gluten free pierogis). The neighborhood is charming and safe for walking. After long days of exploring, we came back to Jamie’s place and enjoyed watching Netflix and relaxing in the living room. The kitchen is stocked with utensils, and there is a grocery store within walking distance. Jamie is a very thoughtful host, and her home is quite accommodating. We had a lovely get away. Thank you, Jamie!

The place is as described. The location is perfect to stay at for taking in a Cubs game. It's a short walk to the stadium and all the restaurants and bars down by the field. There is a little corner bar down the street a couple of blocks that is pet friendly and has a nice vibe for a place to chill in the evenings.

Space was very clean and inviting, felt like an extension of our own home. Would definitely stay here again!

Only stayed 2 nights due to a trip pivot, but was welcoming, clean, and comfortable - with a communicative and friendly host (/ host-dog!) to boot. Can't go wrong getting greeted with fresh banana bread, even if not at work. Will def return if we can!

I had a great stay! The place was clean, cozy, and exactly as described. The host was responsive and made everything easy. I’d definitely stay here again and recommend it to anyone looking for a comfortable spot. Thanks for a great experience! I love the steam shower, I slept amazing every night.

My stay with Alexis was great, I would highly recommend to family and rebook with her for future visits. Chicago is my home town I always come back to visit and she just made it easier for me to that regularly.

I enjoyed my stay here. The accommodations were basic, but the place was very clean and quiet, I found the bed very comfortable, and the location was ideal for 1 to 2 people to base out of while enjoying Old Town. The Brown Line train is just a couple of blocks from the house, which made getting to the Loop very convenient. Caid was very easy to reach with any questions. I would stay here again. One recommendation: if you drive here and need a parking pass, make those arrangements well in advance of your arrival, because they can’t be provided at a moment’s notice. I waited until the day before to ask for one and could not get it, so I had to pay $90 to park in a garage.

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

This was a great location for family that we were visiting.

Elizabeth was an excellent host and her space was perfect! My partner recently had a surgery and was unable to do any steps, so Elizabeth's space matched our needs exactly. Getting in was easy, it was never difficult to find parking, and having the backyard space was perfect for our two dogs that we brought. There was plenty of space for us all, and plenty to do within walking distance (blue line is only a 5min walk away)! Elizabeth even left us some welcome gifts that were much appreciated :) 10/10 would absolutely stay again next time we're in Chicago and it's available.

The place was beautiful inside and out, the host was very nice and thoughtful. Would recommend staying here!

Brett’s space was very nice and photos were very accurate. We did think it would be the entire condo however we managed to enjoy our stay with plenty of amenities! Would stay again as the location was perfect!

Noel's place was perfect! It was much larger than we anticipated with a great big bathroom and a decent sized living area. Plus the bed was really comfortable, which is a huge plus for me. The location in Pilsen was awesome. We walked to restaurants, coffee shops, a brewery and an amazing Mexican bakery. Noel was incredibly friendly and responsive and he gave great local recommendations. We will definitely book Noel's place again!

Lesley's place is great! So much to do in the neighborhood and easy to get to other parts of the city with a bus stop right right around the corner. The place is spacious and you can tell that Lesley cares about design and comfort. Everything I needed was there and Lesley was a great host, welcoming me and checking in to see if I needed anything. Would highly recommend her place and her as a host!

Celia is a great host and her space is just as described. The location is perfect for getting to local spots and easy to get around the city. She is also super responsive and came to my rescue when I left my wedding ring after we had checked out. 100% would book again when we visit Chicago!

Very nice place, especially for the price. This was also in a great location with plenty of public transport options to take you all the way into Chicago.

We had a great say at Grant and Jennifer's. The location was ideal for an event we were leading on campus. There was plenty of space, the ability for us to cook our meals, and it was just an overall comfortable space. We appreciated the fun snacks that were left for us. We'd definitely stay again.

Great place and will definitely book again.

If I came back to Chicago I will look for the same place. I enjoyed a lot!!!! Thank you for receiving us

i had a great stay! eddie’s place was clean with easy access to downtown through CTA