513+ Private Villas and Holiday Rentals in Cookstown |
  1. Canada
  2. Ontario
  3. Barrie - Orillia
  4. Cookstown

Cookstown Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Cookstown

Discover more than 513 vacation rentals available in Cookstown. 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 Cookstown.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cookstown, 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 Cookstown. On average, places to stay near Cookstown offer 972.48 ft², with nightly prices averaging US $280.

With Casai, finding and comparing holiday rentals in Cookstown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Cookstown

Type Count
Vacation Homes 314
Cottages 72
Holiday Apartments 69
Villas 6

Use these Quick Filters to Find a Holiday Rental in Cookstown

★ 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 Cookstown.

Weather in Cookstown, ON

View the weather forecast for Cookstown before booking your Cookstown Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Cookstown, ON

Casai offers a large selection of top attractions around Cookstown . Research things to do on your vacation before you visit Cookstown.


Tanger Outlets
Innisfil Creek Golf Course
Nottawasaga Inn Resort Golf Club
Georgian College
Snow Valley Ski Resort
Barrie Molson Centre
Royal Victoria Hospital
Upper Canada Mall
Bayfield Mall
Earl Rowe Provincial Park
Georgian Mall
CFB Borden Military Museum
Orchard Beach Golf and Country Club
Sibbald Point Provincial Park
400 Market
Barrie Centennial Park
Caledon Equestrian Park
Allandale Recreation Centre
Barrie Farmers Market
Newmarket Theatre

Other Places to Stay in Cookstown, ON


Tanger Outlets 30 Properties
Innisfil Creek Golf Course 28 Properties

Frequently Asked Questions About Cookstown?

What are the top holiday rentals in Cookstown?

With numerous options available in Cookstown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cookstown:

How many holiday rentals have private pools in Cookstown?

Discover a selection of holiday rentals with private pools near Cookstown 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.

Which holiday homes in Cookstown are best for families?

If you're searching for a family-friendly holiday home in Cookstown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cookstown:

How many Casai.nz holiday rentals are available in Cookstown?

As of 2025, Casai boasts over 513 properties listed in the Cookstown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cookstown.


People Also Ask

There are 513 Cookstown, ON Holiday Rentals

Recently Booked Holiday Rentals in Cookstown