Compare Villas, Resorts, & Rentals in Kenwood, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Kenwood
Discover more than 654 vacation rentals available in Kenwood. 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 Kenwood.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kenwood, 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 Kenwood. On average, places to stay near Kenwood offer 660.92 ft², with nightly prices averaging CA $501.
With Casai, finding and comparing holiday rentals in Kenwood 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 Kenwood, IL
Frequently Asked Questions About Kenwood?
What are the top holiday rentals in Kenwood?
- 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
- 4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena
- Penthouse, Lux stay near Downtown, McComick & Lake
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Large historic home minutes from downtown Chicago and the lakefront.
- Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- Modern Apt Near U of Chicago!
- 1 Mi to University of Chicago: Urban Escape!
- University of Chicago Condo-Upgraded and Spacious w/Parking
How many Casai.ca holiday rentals are available in Kenwood?
As of 2025, Casai boasts over 654 properties listed in the Kenwood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kenwood.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| East Hyde Park Vacation Rentals in Chicago, Illinois | 35 |
| North Kenwood Vacation Rentals in Chicago, Illinois | 660 |
| Indian Village Vacation Rentals in Chicago, Illinois | 550 |
