Fitness-friendly holiday rentals in South Side

The apartment is bright and clean. Milan is an excellent host!

Milan was a great host! He was responsive and very communicative! His place was comfortable and very close to the McCormick Convention Center, which was where I was working from Friday through Tuesday. The couch was very comfortable along with the bed I slept in. His check in and out instructions were perfect. I will likely book his place next year.

I really enjoyed my stay here. Chandra was nice and very accommodating! She also recommended good places to visit. As a solo traveler, I felt safe and comfortable. The whole apartment was clean and I appreciated the no shoes rule. I’m definitely booking here again when I come back to this city in the future.

Love the location. Walking distance to everything. Starbucks around the corner. Milan was very welcoming! Definitely recommend 10/10.

Had an amazing stay! The place was super clean and exactly as described. Great location—would definitely book again

I deeply enjoyed my stay, easy instructions, got the hang of the room well, cozy and nice for you or 2 people. it was very clean and the kitchen and bed area were pristine. I definitely recommend.

Appreciate the great communication and beautiful accommodations, perfect for our multigenerational group. Would definitely come back and everyone in my family felt the same way.

This is a fantastic stay in Chicago! You’re within a short walk of restaurants, bars boutiques, etc. There’s a small grocery store right across the street that you can also order food at (breakfast sandwiches, etc). Great for grabbing a few essentials. The area is trendy, clean, and felt very safe. We walked downtown each day but you can also jump on the L very close by. Thomas gave very clear instructions for how to navigate the building and got back to me within minutes if I had a question. The place itself was clean and comfortable. We’re a family of four and we didn’t feel cramped. We would definitely book again!

Great location to attend a Cubs game! Nice place, nice backyard to relax outside. Comfortable furniture. Fun part of Chicago for food and shopping

Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:

Will’s flat was exactly what my son and I needed on our trip to Chicago. It completely met our expectations and felt like home. My son was impressed with the comfort of the Murphy bed. The master bedroom was palatial and well-appointed. The kitchen had everything we needed, though we only used it for breakfast each day. As we were there primarily to take in a couple of baseball games we couldn’t have been happier with the location- Wrigley Field was only a few minutes away and we were close to the red line which took us to where the White Sox play. Will was very helpful with instructions and quick to respond to our questions. Absolutely would recommend this place without hesitation.

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.

We had a wonderful time in Pilsen neighborhood. Michael & Alex are wonderful hosts and who have a beautiful home. They let us have a later check out and was very much needed after my kids being at Concert night before. No issues with communication, always very fast and clear instructions. We went to Lollapalooza and shopping. It was a little tricky figuring out the bus schedule and El, but not an issue really. They helped us with that too. We felt safe in the neighborhood and the neighbors in the building are so nice and welcoming. Parking is on the street right next to the building and never had an issue finding parking spot. Overall we had a great experience and would love to stay there again. Thank you!

This home was beautifully decorated, the beds were super comfortable, from the mattresses to the linens. We loved how clean and clearly cared for everything was, and Mark and Marcelo were responsive and helpful anytime we had a question. We needed a place that felt like home while visiting Chicago for my son's graduation, and this was perfect for the three of us. An added bonus was that there is a designated parking spot on the premises.

This place was a total hit for our Chicago trip to see Kendrick Lamar! The infrared sauna was a hit, and the area was super chill with plenty of parking. The decor was awesome too - it was full of geeky stuff that we both loved. My partner and I were convinced the decorator could be our friend. The bookshelf downstairs had some really cool books that we didn’t even know existed. We’ll definitely check this place out again when we come back.

Thanks for your kindness and support! The host and the place were amazing!!!

Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Great place in a great location. Would definitely book again!

Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!

The home was beautiful and perfect for my large family. We really enjoyed our stay and would love to come back. Patty was a responsive host who corrected any issues we addressed immediately. Thank you!

AJ place was nothing but amazing, the pictures give you the actual home online. I wish I was able to stay longer because it’s so much to do in the home itself. I will be booking again

We had a great time staying at Mark's place. We had everything we needed, close to all the things you need, easy walk to brown line and red lines to get Downtown. The space was comfortable and well decorated, with a beautiful back courtyard to hang out in. Plus if you enjoy phones, this is your kind of place.😜

Great location - walking distance to the Logan Square CTA with a ton of cute coffee shops and some gift stores around. Very quiet neighborhood. Amazing facilities in the house - decked out kitchen, grill on deck, basement with video games and an air hockey table! 3.5 baths for three rooms which was very comfortable.

We thoroughly enjoyed our stay at Josh’s place in Andersonville. It was perfect for our large gathering with the expansive and well decorated house and a backyard large enough for family lawn games. Great location for the midsummer festival in Andersonville. Very clean and comfortable beds.