Cookstown Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 24 - Oct 26
In two weeks
Oct 31 - Nov 2

Vacation Rentals in Cookstown

Interior
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
10.0 out of 10, Exceptional, (12)
"Super clean and cozy, very comfortable bed, would definitely stay again!"
Lisa Z.
$120 nightly
The price is $135
Nov 3 - Nov 4
Total with taxes and fees
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Fridge, microwave, oven, stovetop
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
10.0 out of 10, Exceptional, (1)
"Nice place"
mike
$123 nightly
The price is $139
Oct 30 - Oct 31
Total with taxes and fees
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Private kitchen
The Chieftain Suite
The Chieftain Suite
9.6 out of 10, Exceptional, (8)
"Thank you for the great accommodations! Bed was super comfortable and location was perfect!"
Melanie M.
$130 nightly
The price is $147
Oct 24 - Oct 25
Total with taxes and fees
The Chieftain Suite
Property grounds
New, Clean and Comfortable Apartment with Private Entrance.
New, Clean and Comfortable Apartment with Private Entrance.
10.0 out of 10, Exceptional, (2)
"Clean apartment, spacious, nice neighbourhood"
Peter v.
$144 nightly
The price is $162
Oct 20 - Oct 21
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
Marina
Friday Harbour, 2BR pet friendly
Friday Harbour, 2BR pet friendly
8.8 out of 10, Excellent, (3)
"Visiting family "
Elizabeth T.
$200 nightly
The price is $211
Oct 19 - Oct 20
Total with taxes and fees
Friday Harbour, 2BR pet friendly
Microwave, oven, stovetop
Private Guest House- A Beautiful Walkout Basement
Private Guest House- A Beautiful Walkout Basement
10.0 out of 10, Exceptional, (2)
"Quiet. Very niceVery clean room. Kitchen was well equipped "
GERARD B.
$131 nightly
The price is $147
Oct 25 - Oct 26
Total with taxes and fees
Private Guest House- A Beautiful Walkout Basement
Private kitchen
Modern comfy brand new basement apartment in a convenient place, pet friendly.
Modern comfy brand new basement apartment in a convenient place, pet friendly.
10.0 out of 10, Exceptional, (1)
"The location was perfect for me. The unit was really nice, reminded me of a hotel I stayed at once in NYC. Hostess is supper friendly, quick to respond and was able to accommodate a little request I had. Would stay again. "
Ashley O.
$148 nightly
The price is $167
Oct 31 - Nov 1
Total with taxes and fees
Modern comfy brand new basement apartment in a convenient place, pet friendly.
Fridge, microwave, oven, stovetop
Modern 4 Bedroom Townhouse in Barrie South
Modern 4 Bedroom Townhouse in Barrie South
9.2 out of 10, Wonderful, (17)
"Was great!"
Patrick K.
$212 nightly
The price is $240
Oct 22 - Oct 23
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
Exterior
Wonderful place of Lake Simkoe
Wonderful place of Lake Simkoe
8.8 out of 10, Excellent, (8)
"We only stayed 1 night but it was perfect "
William O.
$218 nightly
The price is $246
Oct 31 - Nov 1
Total with taxes and fees
Wonderful place of Lake Simkoe
Fridge, microwave, oven, stovetop
Cozy house at south end Barrie
Cozy house at south end Barrie
9.8 out of 10, Exceptional, (9)
"Excellent, clean property with all the necessary amenities. "
John
$226 nightly
The price is $256
Oct 23 - Oct 24
Total with taxes and fees
Cozy house at south end Barrie
Property grounds
Lakeview resort style suite (Twin or King)
Lakeview resort style suite (Twin or King)
9.2 out of 10, Wonderful, (5)
"Very friendly host. Quiet, peaceful surroundings. Nice galley kitchen. Enjoyed the lake access for sitting around and for fishing. "
Henry
$117 nightly
The price is $133
Oct 26 - Oct 27
Total with taxes and fees
Lakeview resort style suite (Twin or King)
Terrace/patio
Adorable waterfront escape
Adorable waterfront escape
8.0 out of 10, Very Good, (1)
"Very nice stay."
Julie R.
$268 nightly
The price is $303
Oct 20 - Oct 21
Total with taxes and fees
Adorable waterfront escape
Interior
Utopia villa and spa
Utopia villa and spa
10.0 out of 10, Exceptional, (8)
"Utopia villa is truly a utopia. We had a wonderful and relaxing time in nature. The cottage had everything we needed. It was so nice, we didn’t leave the place for our entire stay. Loved every moment. Maryam and Shahrzad were both very responsive and helpful. They regularly checked in to make sure things were going smoothly. Thanks for being such great hosts. Would highly recommend this place."
Alka I.
$423 nightly
The price is $478
Oct 20 - Oct 21
Total with taxes and fees
Utopia villa and spa
Private kitchen
Chic Staycation Condo at FH
Chic Staycation Condo at FH
7.8 out of 10, Good, (10)
"Amazing stay! It was very beautiful and the place was kept very clean. Had a balcony with seating. Really close walking distance to the boardwalk. Just bring your own shower amenities (ex; body wash)"
Sargun
$186 nightly
The price is $211
Oct 20 - Oct 21
Total with taxes and fees
Chic Staycation Condo at FH
Fridge, microwave, oven, stovetop
Barrie house close to all amenities
Barrie house close to all amenities
9.0 out of 10, Wonderful, (25)
"Came for a kids sporting event, house was exactly as shown in listing and covered all we needed. Def would stay again."
Scotty M.
$245 nightly
The price is $276
Oct 27 - Oct 28
Total with taxes and fees
Barrie house close to all amenities
Property grounds
3BR 2bth home@Barrie10min toCentennial beach Entire townhouse in Barrie,Ontario
3BR 2bth home@Barrie10min toCentennial beach Entire townhouse in Barrie,Ontario
10.0 out of 10, Exceptional, (1)
"This townhouse was a needed landing for us as we attended a family celebration. We were grateful for an early check-in since we got to town earlier than expected. The home was clean and we had everything we needed. Thank you. "
Marian K.
$285 nightly
The price is $323
Oct 20 - Oct 21
Total with taxes and fees
3BR 2bth home@Barrie10min toCentennial beach Entire townhouse in Barrie,Ontario
Terrace/patio
Cozy Cabin with Hot Tub and Fire Pit
Cozy Cabin with Hot Tub and Fire Pit
10.0 out of 10, Exceptional, (1)
"saved our day!"
darion
$305 nightly
The price is $345
Oct 20 - Oct 21
Total with taxes and fees
Cozy Cabin with Hot Tub and Fire Pit
Smart TV, books
Rise & Shine Sassafras – 5 Min to Snow Valley | 4BR+4BA, Sleeps 14
Rise & Shine Sassafras – 5 Min to Snow Valley | 4BR+4BA, Sleeps 14
8.8 out of 10, Excellent, (3)
"Out of town family get together found it a very comfortable stay, with lots of room. Well equipped kitchen. Would definitely stay here again."
Mary F.
$351 nightly
The price is $397
Oct 24 - Oct 25
Total with taxes and fees
Rise & Shine Sassafras – 5 Min to Snow Valley | 4BR+4BA, Sleeps 14
Terrace/patio
Luxurious Spacious Dream Home with Parking!
Luxurious Spacious Dream Home with Parking!
8.6 out of 10, Excellent, (10)
"Property was located in a nice neighborhood with park nearby for the kids in between traveling. Close enough to Niagara Falls and Toronto attractions to be a good point to stay for a couple of days."
Jason K.
$214 nightly
The price is $241
Oct 22 - Oct 23
Total with taxes and fees
Luxurious Spacious Dream Home with Parking!
Fridge, microwave, oven, stovetop
Bright 2 Bedroom Entire Basement Apartment
Bright 2 Bedroom Entire Basement Apartment
9.4 out of 10, Exceptional, (6)
"Stayed 2 nights during a course at CFB Borden. Was exactly what we needed. "
Gordon S.
$160 nightly
The price is $181
Oct 27 - Oct 28
Total with taxes and fees
Bright 2 Bedroom Entire Basement Apartment
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cookstown Hotel Reviews

The Postmark Hotel

The Postmark Hotel

10/10 Excellent
"gym was very good although small. place was great! area amazing. 10 out of 10!"
Saul 9-night trip
Posted 3 days ago
The Postmark Hotel

Find out more about Cookstown

Everything you need to know about Cookstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cookstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cookstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cookstown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cookstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cookstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $211 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cookstown rentals

At Expedia, we put the best Cookstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cookstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cookstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cookstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Cookstown?

Yes, you can find vacation rentals near the most popular attractions in Cookstown, or you can select a more remote option if you're looking for a relaxing stay. Cookstown is known for its golf courses and shopping.

What's the top vacation rental that Cookstown has to offer?

Sunny Side Retreat: Located near Cookstown, this vacation home rental comes with free WiFi so you can feel at home during your trip.

What’s there to see and do in Cookstown?

Explore the area and family-friendly sights such as Splashon Water Park Barrie, or get out into nature at a spot like Claredon Beach Park. Tanger Outlets and Innisfil Creek Golf Course are other places to visit while you're in town.

What’s a vacation rental in Cookstown like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Cookstown. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.