Cook County Holiday Rentals
About Casai's Private Villas and Holiday Rentals in Cook County
Discover more than 9450 vacation rentals available in Cook County. 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 Cook County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cook County, 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 Cook County. On average, places to stay near Cook County offer 719.59 ft², with nightly prices averaging US $364.
With Casai, finding and comparing holiday rentals in Cook County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Cook County
| Type | Count |
|---|---|
| Holiday Apartments | 5433 |
| Vacation Homes | 1976 |
| Villas | 18 |
| Cottages | 12 |
Use these Quick Filters to Find a Holiday Rental in Cook County
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Cook County.
Weather in Cook County, IL
View the weather forecast for Cook County before booking your Cook County Vacation Rentals to confirm your best time to go.
Top Attractions Around Cook County, IL
Casai offers a large selection of top attractions around Cook County . Research things to do on your vacation before you visit Cook County.
Other Places to Stay in Cook County, IL
Frequently Asked Questions About Cook County?
What are the top holiday rentals in Cook County?
With numerous options available in Cook County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cook County:
- The Sono Chicago
- 52nd Floor MagMile Penthouse Views Fireplace Pool
- Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
- 55th Floor Penthouse with Award-Winning Views
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
- 51st Floor MagMile Penthouse Views Balcony Pool
- 2-Story Penthouse Views, Fireplace, Pool, Gym
- NEW LUXURY PENTHOUSE CONDO
How many holiday rentals have private pools in Cook County?
Discover a selection of holiday rentals with private pools near Cook County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
- Lux Apts with Lake Views and Top Amenities
- Stay One Chicago
- Spacious 1 bd sleeps 4 quiet and near Michigan Ave. free gift
Which holiday homes in Cook County are best for families?
If you're searching for a family-friendly holiday home in Cook County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cook County:
How many Casai.com holiday rentals are available in Cook County?
As of 2026, Casai boasts over 9450 properties listed in the Cook County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cook County.
