517+ Rental Villas and Private Getaways in Cookstown |
  1. Canada
  2. Ontario
  3. Barrie - Orillia
  4. Cookstown

Cookstown Villa Rentals

About Cookstown Vacation Rentals

There are more than 517 incredible getaway rentals that are available in Cookstown. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Cookstown.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Cookstown, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Cookstown. Places to stay near Cookstown are 975.71 ft² on average, with prices averaging CA $385 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Cookstown. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Cookstown

Type Count
Vacation Homes 314
Cottages 73
Holiday Apartments 71
Cabin Rentals 12
Villas 7
Others 6
B&B 4
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Cookstown

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Cookstown with BedroomVillas.

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

Stay Near Cookstown's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Cookstown's Research Top Attractions For Your Vacation


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Tanger Outlets 30 Properties
Innisfil Creek Golf Course 28 Properties

Frequently Asked Questions About Cookstown?

What are the top hotels or resorts in Cookstown?

We provide an array of great vacation destinations in Cookstown. If you are looking to stay in or around the Cookstown area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Cookstown:

How many vacation rentals have private pools in Cookstown?

We have 10 luxury villas and vacation rentals featuriung a private pool in and near Cookstown. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Cookstown is best for families?

Searching for a family-friendly getaway in Cookstown? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Cookstown?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 517 in the Cookstown area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Cookstown. 


People Also Ask

There are 24 hotels in Cookstown and 404 rentals

Recently Booked Hotels, Resorts, or Rentals in Cookstown