Compare Villas, Resorts, & Rentals in Jackson Park, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Jackson Park
Discover more than 609 vacation rentals available in Jackson Park. 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 Jackson Park.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Jackson Park, 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 Jackson Park. On average, places to stay near Jackson Park offer 680.8 ft², with nightly prices averaging US $350.
With Casai, finding and comparing holiday rentals in Jackson Park is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Frequently Asked Questions About Jackson Park?
What are the top holiday rentals in Jackson Park?
- 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
- Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
- Penthouse, Lux stay near Downtown, McComick & Lake
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- 1 Mi to University of Chicago: Urban Escape!
- Modern Apt Near U of Chicago!
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- University of Chicago Condo-Upgraded and Spacious w/Parking
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- Spacious unit in historic gem
How many Casai.com holiday rentals are available in Jackson Park?
As of 2025, Casai boasts over 609 properties listed in the Jackson Park area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Jackson Park.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 2325 |
| The Loop Vacation Rentals in Chicago, Illinois | 1334 |
| Near North Side Vacation Rentals in Chicago, Illinois | 752 |
| South Loop Vacation Rentals in Chicago, Illinois | 388 |
| River North Vacation Rentals in Chicago, Illinois | 386 |
| Lakeview Vacation Rentals in Chicago, Illinois | 316 |
| West Loop Vacation Rentals in Chicago, Illinois | 239 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 176 |
| Hyde Park Vacation Rentals in Chicago, Illinois | 110 |
| Wrigleyville Vacation Rentals in Chicago, Illinois | 60 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 45 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4128 |
