505+ Rental Villas and Private Getaways in South Loop |
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South Loop Vacation Rentals & One Degree Stays Homes

About South Loop Vacation Rentals

There are more than 505 vacation rentals that are available in South Loop. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in South Loop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays South Loop, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in South Loop. Places to stay near South Loop are 946.76 ft² on average, with prices averaging US $436 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in South Loop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in South Loop

Type Count
Holiday Apartments 428
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in South Loop

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Loop.

Weather in South Loop, IL

View the weather forecast for South Loop before booking your South Loop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in South Loop, IL


Pontiac Building 4,073 Properties
Mergenthaler Lofts 4,056 Properties
Second Franklin Building 4,054 Properties
Dearborn St Station 4,040 Properties
Printers Row 4,021 Properties
Spertus Institute of Jewish Studies 3,953 Properties
Columbia College Chicago 3,947 Properties
Museum of Contemporary Photography 3,946 Properties
Dearborn Park 3,938 Properties
South Side 375 Properties
Near South Side 357 Properties
Prairie District 267 Properties

Frequently Asked Questions About South Loop?

What are the top vacation rentals in South Loop?

There are a lot of options in South Loop. If you plan on staying in the South Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Loop:

How many vacation rentals have private pools in South Loop?

There are 2 vacation rentals with private pools near South Loop. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in South Loop are best for families?

If you are looking for a family-friendly vacation home in South Loop, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Loop:

How many onedegreestays vacation rentals are available in South Loop?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 505 in the South Loop area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in South Loop. 

Nearby Neighborhood (7) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1641
The Loop Vacation Rentals in Chicago, Illinois 749
Near South Side Vacation Rentals in Chicago, Illinois 357
Prairie District Vacation Rentals in Chicago, Illinois 267
Printers Row Vacation Rentals in Chicago, Illinois 4021
Ickes Praire Homes Vacation Rentals in Chicago, Illinois 2027
Chicago Museum Campus Vacation Rentals in Chicago, Illinois 3407

People Also Ask

There are 505 South Loop, IL Vacation Rentals

Recently Booked Vacation Rentals in South Loop