
Apartment holiday rentals in South Loop, Chicago
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Top-rated apartment rentals in South Loop, Chicago
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Popular amenities for South Loop, Chicago apartment rentals
Weekly apartment rentals

Chicago Gem, Art Gallery w/ Parking
There are so many positives about staying here. This is a really unique vibrant and interesting neighbourhood. It is a very short distance from the nearest train station. It is comfortable safe and clean. Donald and his daughter Colby are a perfect hospitality team. They gave a really great run through of the area and are helpful kind and interested. I can see why they are always booked up 😊 Wishing you both well and thank you!

Fantastic Guest room in Chinatown! ️
Dorian’s place was located in the perfect spot, close to public transportation, and many restaurants around in china town. Very clean, well decorated, and comfortable bed.

Modern 2B2B with Parkings
This was a great place to stay. The building is nice and quiet, it was clean, Field and Shedd were easily walkable, and there were good restaurants nearby. There was a Jewel a couple blocks down as well. The host messaged several times to make sure everything was going ok. We would stay at this host's properties again.

Beautiful Private Room 5 min to the City
Super close to UIC, located in a quiet and safe neighborhood. It’s also not far from downtown Chicago. The apartment has five rooms, with a toilet on the first floor and a full bathroom on the second floor. It can get a bit crowded on weekends, which might make the bathrooms busier, but in my experience, they’ve remained clean despite being shared. That said, cleanliness may vary depending on the tenants. Also, the walls are a bit thin, so noise from the first floor can sometimes be heard upstairs. However, people generally keep quiet after 11 p.m.

Sweet Pea - Blue Key - Place 3
Very nice and clean and close to the subway

BOHEMIAN LODGE #4 ( clean & affordable travel)
This haven is impeccably clean, very comfortable (especially the bed), peaceful and yet convenient to one of the most dynamic neighborhoods in the U.S. Get takeout from Kristoffer’s Cafe (I recommend the chilaquiles) and eat at the chess tables in Reyes Park. Or dine in at La Malinche Coffeehouse. Then walk 18th Street from Halsted at least to Ashland (or onward to the Mexican-American Museum of Art) to see Chicago in its full vivacity. Be sure to visit Open Books across the street from the Bohemian Lodge. You’re also close to UIC, Little Italy, Bridgeport, home of the White Sox, and everything along Halsted Street and it’s frequent 8 bus (Carl Sandberg wrote a poem about the 8). Great place. I’ll stay there whenever I come to The Chi.

McCormick Pl 420 friendly 3BR/2BA/sleeps 8/Parking
The room was clean and well-maintained, with all the essentials provided. The check-in process was smooth and the host was responsive and helpful. Great location with easy access to restaurants and public transport. I had a very pleasant stay and would highly recommend it.

Vintage Apt in West Loop 3-flat
We were absolutely blown away by our accommodation. The apartment is even bigger and more beautiful in real life than we'd imagined from the photos. It is a very spacious apartment, equipped with two massive TVs and a very good air conditioning system. The area it's in is wonderful, with tons of eating options and things to do. We also enjoyed daily walks down to the river and Millennium Park. Mimi, who we communicated with, was very responsive and warm. We will definitely be staying there again when we return!
Private apartment rentals

Spacious Studio in Little Italy, Near West Loop
I loved this stay! It was in a great walkable area and not far from downtown Chicago. I would definitely stay again.

Concise Comfortable Warm place free parking 3B/2Ba
Stayed here during the ASCO conference. About a 5-10 minute Uber ride to conference center and we actually walked home one day. The walk was easy and only took about 20 minutes. The apartment is just as the pictures show. Very nice and clean. 3 of us stayed and there was plenty of room. Only downside was 3 people taking showers quickly drained the hot water. Not unexpected as most apartments don't have a large hot water heater. This wasn't a big issue, just something to be aware of. Wing & Lily were excellnet hosts. Communnicated very well and were understanding when I had an issue getting in the apartment the first time...which was my fault. We will certainly try to stay here next year when we attend the ASCO conference.

Spacious 1-bedroom South Loop Loft I Sleep 5
My husband and I stayed here with our 1.5 year old and it was fantastic! Clean, convenient, and had a pack and play ready for us. I was a bit worried reading prior reviews about noise but it wasn’t bad at all, especially with the white noise machine provided in the bedroom. Our son slept peacefully throughout our stay. Would recommend for sure!

50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Beautiful view especially at sunset and night time. And great restaurants nearby.

Cozy & FREE parking 2BR apt in Chicago Chinatown!
Nice little spot outside of downtown, can take the subway into the city which makes things easy, Chinatown is a cool place for sure!

The South Loop Reserve I Sleep 6 I Top Rated
This place is amazing. Very well maintained and furnished. Lots of thought obviously put in to making the stay comfortable. Was a very good size! Lots of room. We were attending conference at McCormick. Very well located. Will visit again.

Brilliant 2BR/2BA Loft I SuperHost I Sleep 6
It was so nice to have room to spread out with our family. The beds were very comfortable and the place was very clean. The location was fantastic. Very walkable area. We had a great stay!

Skyline 2BR in South Loop Chicago Near McCormick
As usually, best price/quality comparison, close to heart of downtown. Very light living room, panoramic windows with stunning view. Clean, comfortable apartment. Not first our visit and not last, fore sure. Would definitely recommend this apartment and owner!
Apartment rentals with a hot tub

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Spacious Beautiful Condo
Perfect location for a family to stay that’s close to everything. We did days in the city and a game at Wrigley. Very clean and perfect for our long weekend in Chicago.

Lux Loop Retreat: Amazing Views, Free Parking
Run, don't walk, to book this location for your Chicago stay. The view of the Chicago skyline is perfect, even better than if you stayed in Downtown itself, sometimes all you see is the wall of another building and no view. The instructions how to get there are very clear, if you're a little intimidated like I was about going to a big city never fear. The instructions are clear, easy to follow, and transit is close by to take you wherever you want to go. Overall great trip, thank you!

Minutes to Wrigley Amazing Location - Sleeps 6
Freddy was an incredibly friendly and responsive host, really went above and beyond to ensure a good trip. The location is perfect, just a few minute walk to everything you could want while still maintaining a quiet residential feel.

Rooftop HotTub As Seen On "Married At First Sight"
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!

Skyline Oasis: City & Lake Views
Beautiful view of the city. The location is perfect! It is close to the train station and easy for Uber to get in and out of. Lots of restaurants, coffee, gelato, cookies, and donuts within walking distance. Our host was very responsive and quick to answer any questions we had and even provided restaurant suggestions. The balcony view is amazing day or night with the city scape and a view of the lake.

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

Large Studio Apartment with no cleaning fee
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.
Quick stats about apartment rentals in South Loop, Chicago
Total rentals
360 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
100 properties have a pool
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- Fitness-friendly rentals South Loop
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center