The best rentals from the top sites, all in one place

We believe finding a vacation rental in South Loop should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in South Loop

Vacation rentals in South Loop

There are 4,695 vacation rentals near South Loop for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable South Loop vacation, you can find 10% rentals under $43/night. Or if you are willing to splurge on a luxury vacation in South Loop, there are 470 between $351 and $10,000/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 130 there are short term home and apartment rentals in South Loop to fit your vacation needs. The most popular types of short-term rental homes in South Loop are condos, private rooms and houses. South Loop has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available South Loop vacation homes for your trip.

Home-types in South Loop

South Loop has a variety of property types for you to consider when booking a trip. Here are the most popular property types in South Loop:
- Condo2,600 vacation rentals
- Private Room1,074 vacation rentals
- House529 vacation rentals
- Hotel224 vacation rentals
- Bed and Breakfast19 vacation rentals
- Hostel12 vacation rentals

Points of interests in South Loop

South Loop has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in South Loop:
- Skydeck Chicago: 17,383 vacation rentals
- Buckingham Fountain: 17,383 vacation rentals
- Cloud Gate: 17,383 vacation rentals
- Shedd Aquarium: 8,730 vacation rentals
- The Art Institute of Chicago: 8,730 vacation rentals
- Navy Pier: 8,730 vacation rentals
- Grant Park: 8,730 vacation rentals
- Millennium Park: 8,730 vacation rentals
- Rookery Building: 8,204 vacation rentals
- Chicago Cultural Center: 8,204 vacation rentals