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The Loop Vacation Rentals & One Degree Stays Homes

About The Loop Vacation Rentals

There are more than 1031 vacation rentals that are available in The 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 The Loop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays The 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 The Loop. Places to stay near The Loop are 604.81 ft² on average, with prices averaging US $373 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in The 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 The Loop

Type Count
Holiday Apartments 608
Vacation Homes 111

Use these Quick Filters to Find a Vacation Rental in The 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 The Loop.

Weather in The Loop, IL

View the weather forecast for The Loop before booking your The 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 The Loop, IL


Chicago 7,271 Properties
333 West Wacker Drive 4,290 Properties
Civic Opera House 4,251 Properties
Cadillac Palace Theatre 4,224 Properties
Chicago City Hall 4,216 Properties
Chicago 4,209 Properties
Monument with Standing Beast 4,207 Properties
Printers Row 4,021 Properties
Central Chicago 1,800 Properties
Downtown Chicago 1,641 Properties
Lakeshore East 735 Properties
Near East Side 735 Properties

Frequently Asked Questions About The Loop?

What are the top vacation rentals in The Loop?

There are a lot of options in The Loop. If you plan on staying in the The 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 The Loop:

How many vacation rentals have private pools in The Loop?

There are 31 vacation rentals with private pools near The Loop. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in The Loop are best for families?

If you are looking for a family-friendly vacation home in The 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 The Loop:

How many onedegreestays vacation rentals are available in The Loop?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 1031 in the The 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 The Loop. 

Nearby Neighborhood (10) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1641
Near North Side Vacation Rentals in Chicago, Illinois 692
South Loop Vacation Rentals in Chicago, Illinois 368
River North Vacation Rentals in Chicago, Illinois 356
West Loop Vacation Rentals in Chicago, Illinois 200
West Loop Gate Vacation Rentals in Chicago, Illinois 2257
Lakeshore East Vacation Rentals in Chicago, Illinois 735
Near East Side Vacation Rentals in Chicago, Illinois 735
Printers Row Vacation Rentals in Chicago, Illinois 4021
Chicago Museum Campus Vacation Rentals in Chicago, Illinois 3407

People Also Ask

There are 1031 The Loop, IL Vacation Rentals

Recently Booked Vacation Rentals in The Loop