Cookstown Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Cookstown holiday rentals

Terrace/patio

Cozy Cabin with Hot Tub and Fire Pit

Cozy Cabin with Hot Tub and Fire Pit
Innisfil
7.4 out of 10, Good, (3 reviews)
"saved our day!"
Canada
darion
The price is HK$1,295
HK$2,791 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Cabin with Hot Tub and Fire Pit
Fridge, microwave, oven, stovetop

New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
8.6 out of 10, Excellent, (8 reviews)
"Clean apartment, spacious, nice neighbourhood"
Canada
Peter v.
The price is HK$827
HK$1,304 total
includes taxes & fees
14 Feb - 15 Feb
New, Clean and Comfortable Apartment with Private Entrance.
Terrace/patio

Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Barrie
9.2 out of 10, Wonderful, (17 reviews)
"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "
Canada
Elna S.
The price is HK$867
HK$2,077 total
includes taxes & fees
17 Feb - 18 Feb
Modern 4 Bedroom Townhouse in Barrie South
Interior

Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
10.0 out of 10, Exceptional, (3 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is HK$689
HK$1,570 total
includes taxes & fees
9 Mar - 10 Mar
Clean & Cozy Home Near Downtown
Exterior

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Georgina
9.8 out of 10, Exceptional, (7 reviews)
"Great location! Rental was clean and exactly as listed. "
Canada
Laura W.
The price is HK$1,148
HK$2,076 total
includes taxes & fees
17 Feb - 18 Feb
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Smart TV

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
10.0 out of 10, Exceptional, (1 review)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
The price is HK$1,680
HK$2,171 total
includes taxes & fees
17 Feb - 18 Feb
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Fridge, microwave, oven, stovetop

Barrie house close to all amenities

Barrie house close to all amenities
Barrie
9.0 out of 10, Wonderful, (30 reviews)
"Great location. Very clean and quiet. The host is responsive and accommodating "
Canada
Sue S.
The price is HK$858
HK$2,371 total
includes taxes & fees
16 Feb - 17 Feb
Barrie house close to all amenities
Interior

Cozy house at south end Barrie

Cozy house at south end Barrie
Barrie
9.8 out of 10, Exceptional, (10 reviews)
"Excellent, clean property with all the necessary amenities. "
Canada
John
The price is HK$850
HK$2,200 total
includes taxes & fees
4 Mar - 5 Mar
Cozy house at south end Barrie
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
Kettleby, King City
10.0 out of 10, Exceptional, (1 review)
"Nice place"
Canada
mike
The price is HK$546
HK$1,116 total
includes taxes & fees
14 Feb - 15 Feb
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Interior

Bright 2 Bedroom Entire Basement Apartment

Bright 2 Bedroom Entire Basement Apartment
Angus
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and bright. I would definitely stay here again. Our host was very responsive."
Canada
Robert
The price is HK$649
HK$1,798 total
includes taxes & fees
16 Feb - 17 Feb
Bright 2 Bedroom Entire Basement Apartment
Beach

Brand New! Luxury Retreat!

Brand New! Luxury Retreat!
Barrie
10.0 out of 10, Exceptional, (8 reviews)
"It was an excellent place to stay, Hosts are nice and even give us some welcome gifts"
Canada
bob g.
The price is HK$2,291
HK$4,069 total
includes taxes & fees
16 Feb - 17 Feb
Brand New! Luxury Retreat!
Exterior detail

Utopia villa and spa

Utopia villa and spa
Innisfil
10.0 out of 10, Exceptional, (9 reviews)
"Lots to do a great property."
Canada
Holly S.
The price is HK$1,550
HK$3,854 total
includes taxes & fees
16 Feb - 17 Feb
Utopia villa and spa
Smart TV, fireplace

Luxurious Spacious Dream Home with Parking!

Luxurious Spacious Dream Home with Parking!
Richmond Hill
9.0 out of 10, Wonderful, (14 reviews)
"Had a great time - thank you!"
Canada
Curtis B.
The price is HK$930
HK$1,947 total
includes taxes & fees
16 Feb - 17 Feb
Luxurious Spacious Dream Home with Parking!
Private kitchen

The Allandale Residence

The Allandale Residence
Barrie
9.6 out of 10, Exceptional, (5 reviews)
"Clean pet friendly would be pleased to stay again "
Canada
Michael P.
The price is HK$861
HK$2,226 total
includes taxes & fees
16 Feb - 17 Feb
The Allandale Residence
Exterior detail

The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is HK$320
HK$1,511 total
includes taxes & fees
22 Feb - 23 Feb
The Luxe Haven
Smart TV

Wonderful place of Lake Simkoe

Wonderful place of Lake Simkoe
Innisfil
8.8 out of 10, Excellent, (8 reviews)
"Nice clean interior with full kitchen and living room space. Very close to Lake Simcoe. Perfect for our brief weekend stay. "
Canada
Jeremy O.
The price is HK$747
HK$2,076 total
includes taxes & fees
28 Feb - 1 Mar
Wonderful place of Lake Simkoe
Fridge, microwave, oven, stovetop

Spacious 4 Bedroom House in Angus

Spacious 4 Bedroom House in Angus
Angus
9.4 out of 10, Exceptional, (3 reviews)
"Like i mentioned to our host it was on our top 3 list of places we stayed . The beds, livingroom and location was great. I commented to our host a few suggestion that could help in future guests. Iwould definitely recommend this location to friends and family."
Canada
Mary W.
The price is HK$922
HK$2,294 total
includes taxes & fees
17 Feb - 18 Feb
Spacious 4 Bedroom House in Angus
Outdoor dining

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club

Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Mulmur
The price is HK$1,148
HK$2,226 total
includes taxes & fees
15 Feb - 16 Feb
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
WiFi, bed sheets

Cozy Lake Simcoe Waterfront Escape for 10

Cozy Lake Simcoe Waterfront Escape for 10
Innisfil
The price is HK$1,143
HK$3,108 total
includes taxes & fees
17 Feb - 18 Feb
Cozy Lake Simcoe Waterfront Escape for 10
Property grounds

Lakeview resort style suite (Twin or King)

Lakeview resort style suite (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is HK$804
HK$1,278 total
includes taxes & fees
1 Mar - 2 Mar
Lakeview resort style suite (Twin or King)
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.
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Top Cookstown Hotel Reviews

The Postmark Hotel

The Postmark Hotel

10/10 Excellent
"Amazing staff and suite. Loved it!!"
dustin 1-night trip
Posted 3 days ago
The Postmark Hotel

Find out more about Cookstown

Search for holiday rentals in Cookstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Cookstown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cookstown!

Frequently asked questions

Are there holiday rentals in Cookstown?

Yes, there are holiday rentals close to the most popular sights in Cookstown, or you can select a more secluded option if you're looking for a relaxing stay. Cookstown is known for its golf courses and shopping.

What are some of the best holiday rentals that Cookstown has to offer?

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park: This holiday home rental outside of Cookstown is located on a lake, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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 Holland Landing Prairie Provincial Park. Tanger Outlets and Innisfil Creek Golf Course are other places to visit while you're in town.

What’s a holiday rental in Cookstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cookstown. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.