Compare Villas, Resorts, & Rentals in Central Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Central Chicago
Discover more than 2821 vacation rentals available in Central Chicago. 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 Central Chicago.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Central Chicago, 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 Central Chicago. On average, places to stay near Central Chicago offer 726.7 ft², with nightly prices averaging US $389.
With Casai, finding and comparing holiday rentals in Central Chicago 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 Central Chicago, IL
Frequently Asked Questions About Central Chicago?
What are the top holiday rentals in Central Chicago?
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- 55-56 Mag Mile Penthouse
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Magic Factory Loft 2West
- Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
- 52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
How many Casai.nz holiday rentals are available in Central Chicago?
As of 2026, Casai boasts over 2821 properties listed in the Central Chicago area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Central Chicago.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1541 |
| The Loop Vacation Rentals in Chicago, Illinois | 711 |
| Near North Side Vacation Rentals in Chicago, Illinois | 613 |
| Near West Side Vacation Rentals in Chicago, Illinois | 375 |
| South Loop Vacation Rentals in Chicago, Illinois | 367 |
| Near South Side Vacation Rentals in Chicago, Illinois | 352 |
| River North Vacation Rentals in Chicago, Illinois | 329 |
| West Town Vacation Rentals in Chicago, Illinois | 305 |
| West Loop Vacation Rentals in Chicago, Illinois | 217 |
| Streeterville Vacation Rentals in Chicago, Illinois | 156 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 155 |
| Bronzeville Vacation Rentals in Chicago, Illinois | 84 |
| Old Town Vacation Rentals in Chicago, Illinois | 59 |
| River West Vacation Rentals in Chicago, Illinois | 50 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 35 |
| Printers Row Vacation Rentals in Chicago, Illinois | 3802 |
