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.

It was perfect! A quiet oasis in a busy city- we will be back the next time we need a place in Logan :) Liz and Martin were genuinely kind.

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!

We had a fantastic stay! The space was comfortable and had everything we needed for a great visit. My son and I especially loved the pool table — it was a fun bonus during our downtime. The location couldn’t have been better: just a short walk to the train and very convenient for visiting Wrigley Field. Our hosts were welcoming and thoughtful, even letting us borrow umbrellas when we needed them. We would absolutely stay here again.

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

Kathleen’s space is in a super convenient location near the brown line. Spacious and clean with great amenities

Place looked like the pictures! Eastern sunlight through kitchen windows. Kitchen had all I needed to cook. I was able to enjoy the large steam shower. Easy street parking. Well appointed unit. Overall cute setup for travelers.

Had a great experience. Exactly what I wanted it to be

The hidden beach house is a lovely place to stay if you are a couple that just wants to get away from everything or if you are like us my daughter and I who came to town and just basically needed a place to sleep and shower. It’s a very small space but it is Clean and quiet thought it was gonna be two rooms but it was not but it wasn’t the hosts mistake. It was mine because I didn’t read the description correctly. The parking garage is about a block and a half down on the main street and it is $38 per day if you try to park on the street and you don’t have a parking permit the people that do have a permits can have you towed so you can play it safe and just pay for the parking or you tried to park on the street and hope nobody towed your car at your expense. Also, you do share a water heater with the rest of the units so be mindful of when you’re getting up and taking a shower so you don’t have a nice cold shower unless that’s what you prefer. And there is so much to do.

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!

Great little place to stay at while we were in town for a wedding! The hosts are very responsive and hospitable!

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!

This was our first ever Airbnb stay. We very much liked the lodgings and location. On our next visit we will definitely stay here again.

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

We really enjoyed our stay, amazing host, everything super clean and comfortable. Definitely will be back. ✨