West Loop Holiday Rentals

We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Holiday Rentals, Villas & Resorts in West Loop

319 villas and rentals
Sort by
See More Properties

About Casai's Private Villas and Holiday Rentals in West Loop

Discover more than 319 vacation rentals available in West Loop. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in West Loop.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in West Loop, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near West Loop. On average, places to stay near West Loop offer 668.45 ft², with nightly prices averaging US $316.

With Casai, finding and comparing holiday rentals in West Loop is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in West Loop, IL


Greektown 4,566 Properties
Fulton Market 4,292 Properties
Mars Gallery 4,290 Properties
Union Park 4,287 Properties
Packer Schopf Gallery 4,269 Properties
Pitchfork Music Festival 4,268 Properties
Threewalls 4,213 Properties
Mary Bartelme Park 4,192 Properties
Batcolumn 4,148 Properties
Old St Patrick’s Church 4,133 Properties
Union Station 4,072 Properties
West Loop Gate 39 Properties

There are 319 West Loop, IL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in West Loop

Frequently Asked Questions About West Loop?

What are the top holiday rentals in West Loop?

With numerous options available in West Loop, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in West Loop:

How many Casai.nz holiday rentals are available in West Loop?

As of 2026, Casai boasts over 319 properties listed in the West Loop area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in West Loop.

Nearby Neighborhood (12)

NeighborhoodProperty Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1352
The Loop Vacation Rentals in Chicago, Illinois 613
Near North Side Vacation Rentals in Chicago, Illinois 556
River North Vacation Rentals in Chicago, Illinois 324
Near West Side Vacation Rentals in Chicago, Illinois 314
West Town Vacation Rentals in Chicago, Illinois 308
University Village / Little Italy Vacation Rentals in Chicago, Illinois 85
Lower West Side Vacation Rentals in Chicago, Illinois 53
West Loop Gate Vacation Rentals in Chicago, Illinois 39
Chinatown Vacation Rentals in Chicago, Illinois 3261
Greektown Vacation Rentals in Chicago, Illinois 4566
Fulton Market Vacation Rentals in Chicago, Illinois 4292