Fitness-friendly vacation rentals in South Loop, Chicago

This is the place! It’s even better than pictured. It’s spacious and super clean. In the heart of the city, you’ll find a safe neighborhood, walking distance to everything and a spectacular view. Check in is a breeze. A security guard as well as a key-fab for elevator access added to our sense of safety. Our host responded immediately. This cool flat is also very quiet. I didn’t want to leave. I would have extended a week. Grab this one if you can. Mom and I will be back for sure! We loved our stay.

What a spectacular stay! We thoroughly enjoyed our time at Stephanie's "Areal Oasis". Apartment was spotless, well decorated, very well furnished, and the view is spectacular. Stephanie was an excellent communicator and always very responsive. We thoroughly recommend staying here and hope to return.

Great spot. Near everything south loop. Great views. South and east sun. Spacious. Big bathroom a plus. Accommodating building. Great security. Great Host!! Will stay again.

It was a great place to stay definitely felt like home! I went for the weekend and the restaurants around there were great. They communicated very well when I had questions and responded with good time. Thank you and I’ll see you next year! :)

Really enjoyed my stay! Walkable distance to McCormick Place, as I was here for a conference. Milan was a great host. Enjoyed a few of the restaurants nearby.

Really loved our stay! Bikes nearby to get around to other parks of the city. Close to what we needed it to be. Very clean. Amenities were amazing! We loved the pool and got tub. Super dog friendly. We’d definitely bring our dog in the future 🥰

Nice location...wonderful staff...pleasant apartment/suite. Made things easy.

Stephanie’s place was absolutely perfect for our girl’s trip to Chicago for Beyoncé concert. So close to soldier field and walkable to lots of shops/food/bars. The view was great. Well stocked. Stephanie was very responsive with any questions we had.

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

Fantastic location and area! Loved being close to the beach, and the apartment was pristine, 10/10 would recommend!

Planned a trip to Chicago for a weekend get away and Michael’s house did not disappoint. Free parking with unlimited parking passes, probably the most friendly/sweet neighbors you’ll find and just a very beautiful home 100% recommend very close to the green line train which we used to get to the loop every day book this house before it’s gone!

I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!

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!

Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!

Curtis was so kind and extremely responsive. He made sure we knew how to get the keys and had all of the instructions laid out very clearly.

WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!

Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.

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

Loved everything about this place! I cannot say enough good things about my stay. I will say, it is quite far from Chicago. It didn’t quite matter for me as I knew I wanted to find a place away from the city but on a week day it is about an hour or so from downtown. The place was quiet, pillows insanely comfortable, amazing shower, kitchen was great and well equipped, clean washer and dryer, easy to get in and out of the place. Great place to stay.

We enjoyed our stay very very much! Everything was as advertised and was a beautiful place to stay! Have no complaints at all and will definitely stay again if the occasion arises! Thank you so much Connor and Julia so much for your hospitality

Mark and his partner have clearly put their heart and soul into preparing this home for guests. Every detail has been thoughtfully considered, and any instructions you might need seem to appear just when you need them. The house itself is cozy, clean, and incredibly comfortable. To future guests, make sure to spend some time in the beautiful backyard. Whether you’re sipping a drink, reading a book, or simply having a chat, it’s a lovely, peaceful spot that adds something special to the stay.

Great location, clean and most important affordable.

We had a wonderful stay at Rafal's place. The house we large, had many bathrooms, a nice big kitchen and an awesome deck that we spent a lot of time on. We had one minor issue pop up and Rafal was immediately responsive and remedied the situation right away. The house is in a beautiful neighborhood near many shops, restaurants and transportation. I would definitely stay with Rafal again!

Our stay was perfect and I would definitely stay again! We hosted a small dinner for my mom’s memorial service and they were very accommodating. There was plenty of space for everyone and the location was great. All the amenities were top notch and the decor was amazing. We felt right at home and I’ve referred people to stay. Thank you so much for hosting us. 10 stars!!!