Compare Villas, Resorts, & Rentals in Oakland, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Oakland
Discover more than 1034 vacation rentals available in Oakland. 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 Oakland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakland, 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 Oakland. On average, places to stay near Oakland offer 787.95 ft², with nightly prices averaging US $393.
With Casai, finding and comparing holiday rentals in Oakland 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 Oakland, IL
Frequently Asked Questions About Oakland?
What are the top holiday rentals in Oakland?
- 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
- MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
- Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
- 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.
- 1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Large historic home minutes from downtown Chicago and the lakefront.
- 1 Mi to University of Chicago: Urban Escape!
How many Casai.nz holiday rentals are available in Oakland?
As of 2025, Casai boasts over 1034 properties listed in the Oakland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakland.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bronzeville Vacation Rentals in Chicago, Illinois | 110 |
| North Kenwood Vacation Rentals in Chicago, Illinois | 660 |
