Compare Cottages, Resorts, & Rentals in The Loop, Chicago, Illinois, USA
About The Loop Vacation Rentals
There are over 1100 amazing vacation rentals available in The Loop. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in The Loop.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in The Loop, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in The Loop. The average size of places to stay near The Loop is approximately 597.84 ft², with prices averaging US $347 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in The Loop. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods The Loop, IL
Frequently Asked Questions About The Loop?
What are the top cottages, summer homes, and lake houses in The Loop?
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- 55th Floor Penthouse with Award-Winning Views
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- 52nd Floor Penthouse with Skyline Views & Pool
- 50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
- Smart Home in Logan Square by the 606 Trail
- Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow
How many rentals, hotels, or resorts are available in The Loop?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1100 properties listed by Vacation Cottage in the The Loop area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in The Loop.
Nearby Neighborhood (10)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Rental Cottages and Private Getaways in Chicago, Illinois | 1548 |
| Near North Side Rental Cottages and Private Getaways in Chicago, Illinois | 617 |
| South Loop Rental Cottages and Private Getaways in Chicago, Illinois | 366 |
| River North Rental Cottages and Private Getaways in Chicago, Illinois | 332 |
| West Loop Rental Cottages and Private Getaways in Chicago, Illinois | 214 |
| West Loop Gate Rental Cottages and Private Getaways in Chicago, Illinois | 38 |
| Printers Row Rental Cottages and Private Getaways in Chicago, Illinois | 3802 |
| Lakeshore East Rental Cottages and Private Getaways in Chicago, Illinois | 3659 |
| Near East Side Rental Cottages and Private Getaways in Chicago, Illinois | 735 |
| Chicago Museum Campus Rental Cottages and Private Getaways in Chicago, Illinois | 3119 |
