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The Loop Vacation Rentals & Execstays Homes

About The Loop Vacation Rentals

There are more than 1138 vacation rentals that are available in The Loop. These rentals, including vacation rentals, Execstays Homes (Execstays) 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 Execstays 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 Execstays The Loop, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays 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 Execstays, and other popular Airbnb-style properties in The Loop. Places to stay near The Loop are 639.56 ftยฒ on average, with prices averaging $372 a night.

Execstays 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 714
Vacation Homes 189

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

โ˜… Pro Tip: Execstays makes it easy to compare the best listings on Execstays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Execstays 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 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Other Places to Stay in The Loop, IL


Chicago 7,510 Properties
Chicago 4,402 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
Monument with Standing Beast 4,207 Properties
Printers Row 4,021 Properties
Central Chicago 1,863 Properties
Downtown Chicago 1,679 Properties
Lakeshore East 735 Properties
Near East Side 735 Properties

Frequently Asked Questions About The Loop?

What are the top hotels and resorts 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 28 vacation rentals with private pools near The Loop. Top-rated Execstays 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 Execstays vacation rentals are available in The Loop?

Currently, the total number of properties listed by Execstays in 2025 is over 1138 in the The Loop area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in The Loop.โ€ฏ

Nearby Neighborhood (10)โ€ฏ
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1679
Near North Side Vacation Rentals in Chicago, Illinois 768
River North Vacation Rentals in Chicago, Illinois 431
South Loop Vacation Rentals in Chicago, Illinois 396
West Loop Vacation Rentals in Chicago, Illinois 202
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 1138 The Loop, IL Vacation Rentals

Recently Booked Vacation Rentals in The Loop