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 483 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 $81/night. Or if you are willing to splurge on a luxury vacation in South Loop, there are 48 between $360 and $1,000/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 80 there are short term home and apartment rentals in South Loop to fit your Illinois vacation needs. The most popular types of short-term rental homes in South Loop are apartments, private rooms and hotels. 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:
- Condo392 vacation rentals
- Apartment392 vacation rentals
- Private Room65 vacation rentals
- Hotel29 vacation rentals
- House12 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:
- The Art Institute of Chicago: 17,662 vacation rentals
- Agora: 483 vacation rentals
- Rookery Building: 483 vacation rentals
- Segway Experience of Chicago: 332 vacation rentals
- Buckingham Fountain: 252 vacation rentals
- Roosevelt Park: 154 vacation rentals
- Coliseum Park: 148 vacation rentals
- Willow Chicago: 148 vacation rentals
- Chicago Recovery Room: 110 vacation rentals
- Second Presbyterian Church: 104 vacation rentals