Search Villas in Cookstown

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 10 Villas in Cookstown with updated reviews, rates, and availability.

Luxury Estate Home getaway in Caledon, Pet Friendly
Exterior
Luxury Estate Home getaway in Caledon, Pet Friendly
7.0 out of 10, Good, (4)
"During our wedding, we stayed at this property and it exceeded our expectations. The host, Sam, was exceptionally helpful with both the house and the event. The location is peaceful and ideal for a staycation or any event. Highly recommend, thanks to Sam's outstanding support!"
Luxury Estate Home getaway in Caledon, Pet Friendly
Elegant & Cozy English Villa with beautiful fenced backyard
Dining
Elegant & Cozy English Villa with beautiful fenced backyard
10.0 out of 10, Exceptional, (13)
"Great stay!"
Elegant & Cozy English Villa with beautiful fenced backyard
Relaxing Chalet Retreat at Sharon, ON
Room
Relaxing Chalet Retreat at Sharon, ON
10.0 out of 10, Exceptional, (1)
"The property was perfect for our purposes. The host and property manager were lovely."
Relaxing Chalet Retreat at Sharon, ON
Luxury Villa 5BR-4.5 Bath
Exterior
Luxury Villa 5BR-4.5 Bath
4.0 star property
8.0 out of 10, Very Good, (3)
"Very clean, all needs were covered. I wish we could have checked in earilier 5pm is too late. Surprised to see the landscaping unfinished...no outside amenties."
Luxury Villa 5BR-4.5 Bath
Enjoy your stay!
Interior
Enjoy your stay!
10.0 out of 10, Exceptional, (1)
"Leo was the best host! The home was exactly as pictured, beautiful and spacious. We enjoyed ourselves immensely.Thank you again for everything Leo. "
Enjoy your stay!
GLOBALSTAY Cozy 4 Bedroom House
Living area
GLOBALSTAY Cozy 4 Bedroom House
4.0 star property
2.0 out of 10, (1)
"1. I do not recommend booking with GlobalStay. I would not do it again. 2. Pay attention: a) prices in USD; b) they ask for a deposit before arrival; c) you have to pay for any extra guests per night; d) at this location, AC/Heat was not functioning. 3. They did not return my deposit in full because they claimed that I caused damages to the property, which I definitely disagree with. So far, I have not found a way to get my money back. "
GLOBALSTAY Cozy 4 Bedroom House
Breathtaking Rosemont Villa Near Earl Rowe Provincial Park
Exterior
Breathtaking Rosemont Villa Near Earl Rowe Provincial Park
8.0 out of 10, Very Good, (1)
"Our overall experience was good."
Breathtaking Rosemont Villa Near Earl Rowe Provincial Park
Black Water Golf Villa, Jackson's Point Harbour is 10 min drive
Golf
Black Water Golf Villa, Jackson's Point Harbour is 10 min drive
10.0 out of 10, Exceptional, (1)
"Great place not far from the city, big place and picture don’t do it justice. Pool was great, lots of area to play outdoors games check in was a breeze."
Black Water Golf Villa, Jackson's Point Harbour is 10 min drive
Stunning modern and upscale house.
Exterior
Stunning modern and upscale house.
3.0 star property
Stunning modern and upscale house.
Georgina. New 4 Bedroom House Near Lake Simcoe
Exterior
Georgina. New 4 Bedroom House Near Lake Simcoe
Georgina. New 4 Bedroom House Near Lake Simcoe
Don't see what you're looking for?
See all available properties in Cookstown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Cookstown

PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
Exterior
PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
9.8 out of 10, Exceptional, (7)
"The property is gorgeous inside and out! The home is cozy, modern, clean and has everything you need. The amenities outside are incredible and the grounds are stunning, private and so well maintained. Kirill makes himself available for easy communication. We had a wonderful stay!"
PRIVATE COTTAGE Resort & SPA POOL SPA HOT TUB SAUNA 20 Wooded Acrs GRASSLAND
Parkside House
Front of property
Parkside House
3.5 star property
9.4 out of 10, Exceptional, (260)
"Clean and comfortable 👍"
The price is SAR 328
SAR 391 total
includes taxes & fees
24 Sep - 25 Sep
Parkside House
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
*Winter Wonderland Book early as Winter is a very popular time at The Cabin!
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
9.8 out of 10, Exceptional, (88)
"The host Marie was awesome, she helped with a special request and introduced us to her horses and entertained all our questions. The cabin was clean and as advertised a romantic cabin in the woods. The hot tub was great. "
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your villa in Cookstown with Expedia?
Expedia makes it easy to find your dream villa in Cookstown. Traveling with the family? Make use of our filters to search for stays with amenities like free WiFi. If you need to stick to a budget, decide on how much you want to spend and your preferred star rating. We’ll help you find the right place in tune with your taste and style.
How can I find cheap villas in Cookstown?
Expedia can help you easily locate cheap villas in Cookstown. Use our handy filter tool to choose budget, amenities and star rating to refine your search and find a great place to stay in a couple of quick clicks.