Cookstown Vacation Rentals

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Check prices for these dates

Tonight
Jun 18 - Jun 19
Tomorrow
Jun 19 - Jun 20
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Cookstown

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Outdoor spa tub

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

9.6 out of 10, Exceptional, (14)
"Our stay was beautiful. Nice quiet area. The house was clean and looked exactly like the pictures. All the amenities worked. I would definitely come back here. "
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Residence & Conference Centre - King City
Terrace/patio

Residence & Conference Centre - King City

2.0 star property
8.2 out of 10, Very Good, (403)
"Really enjoyed the stay here! Perfect place for a family visiting wonderland. "
The price is ￥11,948
￥13,502 total
includes taxes & fees
Jun 19 - Jun 20
Residence & Conference Centre - King City
Residence & Conference Centre - Barrie
Balcony

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (622)
"The staff were outstanding!"
Residence & Conference Centre - Barrie
Parkside House
Premium Apartment, 1 Queen Bed, Non Smoking, City View | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (300)
"Nice unit, quiet, easy access. "
The price is ￥13,837
￥16,574 total
includes taxes & fees
Jul 8 - Jul 9
Parkside House
GLOBALSTAY Cozy 4 Bedroom House
Terrace/patio

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. "
The price is ￥15,448
￥59,342 total
includes taxes & fees
Jun 22 - Jun 23
GLOBALSTAY Cozy 4 Bedroom House
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Fridge, microwave, oven, stovetop

Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

9.6 out of 10, Exceptional, (4)
"Beautiful, spacious house exactly as advertised with lovely grounds and view of the water. Great for a large group. "
The price is ￥60,222
￥139,715 total
includes taxes & fees
Jul 9 - Jul 10
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
King Bed*Pool*Fireplace*BBQ*Smart TV
Terrace/patio

King Bed*Pool*Fireplace*BBQ*Smart TV

9.4 out of 10, Exceptional, (3)
"Beautiful, well maintained, host was very quick to respond. Would stay here again. "
The price is ￥13,276
￥30,724 total
includes taxes & fees
Jul 13 - Jul 14
King Bed*Pool*Fireplace*BBQ*Smart TV
4 Bedroom Cottage #2: Innisfil Resort
Exterior

4 Bedroom Cottage #2: Innisfil Resort

The price is ￥29,654
￥51,992 total
includes taxes & fees
Jun 22 - Jun 23
4 Bedroom Cottage #2: Innisfil Resort
Large Estate with Luxury Collection of Amenities
Fridge, microwave, oven, stovetop

Large Estate with Luxury Collection of Amenities

9.8 out of 10, Exceptional, (47)
"property was beautiful for our family gathering but house had rules posted everywhere which seemed unnecessary, to the point we felt as if anything we did could result in a lawsuit"
The price is ￥223,041
￥354,891 total
includes taxes & fees
Jun 22 - Jun 23
Large Estate with Luxury Collection of Amenities
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Exterior

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

9.6 out of 10, Exceptional, (109)
"My new husband and I took advantage of the Valentine/family day weekend and booked this little cabin to stay in. We came here on our honeymoon in October and loved it. And we had booked it before we even stayed the first time for this weekend. We even got to meet her new baby horse - so adorable and as we affectionately called him ‘extra spicy’ little attitude. Can’t wait for our next stay!"
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
4 Bedroom Cottage #1: Innisfil Resort
Exterior

4 Bedroom Cottage #1: Innisfil Resort

The price is ￥37,067
￥61,569 total
includes taxes & fees
Jun 22 - Jun 23
4 Bedroom Cottage #1: Innisfil Resort
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Fridge, microwave, oven, stovetop

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

9.4 out of 10, Exceptional, (73)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Luxurious Lake front Island Twnhome Friday Harbour
Outdoor dining

Luxurious Lake front Island Twnhome Friday Harbour

8.8 out of 10, Excellent, (9)
"We enjoyed our stay here during a major storm. The home was very welcoming and suited our needs . "
Luxurious Lake front Island Twnhome Friday Harbour
The Mansion, Wasaga beach, Blue mountain
Exterior

The Mansion, Wasaga beach, Blue mountain

10.0 out of 10, Exceptional, (3)
"Beautiful view fun experience"
The price is ￥139,097
￥248,356 total
includes taxes & fees
Jun 23 - Jun 24
The Mansion, Wasaga beach, Blue mountain
Private recreational basement in Holland Landing
Terrace/patio

Private recreational basement in Holland Landing

9.2 out of 10, Wonderful, (17)
"Very accommodating was a great place to stay."
The price is ￥13,382
￥24,363 total
includes taxes & fees
Jun 23 - Jun 24
Private recreational basement in Holland Landing
Adorable waterfront escape
Terrace/patio

Adorable waterfront escape

The price is ￥15,988
￥41,192 total
includes taxes & fees
Jul 6 - Jul 7
Adorable waterfront escape
Comfy private and quiet retreat in the center of town.
Interior

Comfy private and quiet retreat in the center of town.

9.0 out of 10, Wonderful, (14)
"Excellent stay, just what I was looking for "
Comfy private and quiet retreat in the center of town.
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Smart TV, fireplace

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (77)
"Very nice"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Luxurious Spacious Dream Home with Parking!
Terrace/patio

Luxurious Spacious Dream Home with Parking!

8.4 out of 10, Very Good, (6)
"House was perfect. Stayed for hockey tournament. Close to arenas and all other amenities. Small driveway but everything else was great. Would definitely stay again. "
The price is ￥17,206
￥36,005 total
includes taxes & fees
Jun 30 - Jul 1
Luxurious Spacious Dream Home with Parking!
Luxury & Spacious 5BR Modern Villa | Stylish Stay Near Toronto
Exterior

Luxury & Spacious 5BR Modern Villa | Stylish Stay Near Toronto

The price is ￥50,896
￥110,320 total
includes taxes & fees
Jun 22 - Jun 23
Luxury & Spacious 5BR Modern Villa | Stylish Stay Near Toronto
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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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?

Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit: This vacation home rental near Cookstown offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room.

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 Marsh. 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.