Cookstown Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Cookstown vacation rentals

Hiking

Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.4 out of 10, Very Good, (527 reviews)
"Clean rooms, friendly staff, free parking, great overall experience!"
Canada
Jaclyn
The price is ￥8,798
￥9,942 total
includes taxes & fees
May 24 - May 25
Residence and Conference Centre – King City
Front of property - evening/night

Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.2 out of 10, Good, (724 reviews)
"The rooms were clean and staff were friendly. No complaints. Would stay here again."
United States
Andrew
The price is ￥8,165
￥9,226 total
includes taxes & fees
May 24 - May 25
Residence & Conference Centre - Barrie
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 ￥33,817
￥43,440 total
includes taxes & fees
May 21 - May 22
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Fridge, microwave, oven, stovetop

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.6 out of 10, Exceptional, (15 reviews)
"Great weekend with several other families. Thanks."
Canada
David E.
The price is ￥54,916
￥145,536 total
includes taxes & fees
May 25 - May 26
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Smart TV, fireplace

Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
10.0 out of 10, Exceptional, (2 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
The price is ￥16,648
￥22,340 total
includes taxes & fees
May 21 - May 22
Relax in 5 Cronsberry
Exterior detail

Utopia villa and spa

Utopia villa and spa
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"The hosts were very accommodating and communication was good. The outside of the property is VERY deceiving but once inside it is beautiful and very cozy."
Canada
Krista K.
The price is ￥26,013
￥70,547 total
includes taxes & fees
May 21 - May 22
Utopia villa and spa
Interior

Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park
Innisfil
10.0 out of 10, Exceptional, (23 reviews)
"Excellent communication. 8 of us stayed for a fishing weekend on Simcoe and it accommodated us perfectly. Place was clean, functional and everything was in good working order."
United States
KEVIN P.
The price is ￥24,394
￥68,457 total
includes taxes & fees
May 21 - May 22
Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park
Smart TV, fireplace

Farm House Oasis: Hot Tub, Pool, Horses sleeps 12

Farm House Oasis: Hot Tub, Pool, Horses sleeps 12
Minesing
9.6 out of 10, Exceptional, (5 reviews)
"Very enjoyable stay! "
Canada
Stefan A.
The price is ￥72,568
￥137,846 total
includes taxes & fees
May 24 - May 25
Farm House Oasis: Hot Tub, Pool, Horses sleeps 12
Fridge, microwave, oven, stovetop

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
Richmond Hill
10.0 out of 10, Exceptional, (4 reviews)
"Quick easy check-in, host was quick responding, location was quiet. This place was comfortable, immaculate with very beautiful features. I would definitely stay here again. It’s also close to grocery store and other sights. "
Canada
Velma N.
The price is ￥25,042
￥47,241 total
includes taxes & fees
May 21 - May 22
Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO
TV

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
The price is ￥17,342
￥29,917 total
includes taxes & fees
Jun 3 - Jun 4
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Terrace/patio

Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Barrie
9.0 out of 10, Wonderful, (18 reviews)
"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "
Canada
Elna S.
The price is ￥14,914
￥40,107 total
includes taxes & fees
Jun 4 - Jun 5
Modern 4 Bedroom Townhouse in Barrie South
Property grounds

Luxury Beach Spa w/ Private Sauna!

Luxury Beach Spa w/ Private Sauna!
Innisfil
9.8 out of 10, Exceptional, (7 reviews)
"We just wanted to get out of town and enjoy some peaceful and relaxing time away, and that’s exactly what we got. "
Canada
Dragisa
The price is ￥23,504
￥52,299 total
includes taxes & fees
May 21 - May 22
Luxury Beach Spa w/ Private Sauna!
Lobby

SUNSEEKER at FRIDAY HARBOUR RESORT

SUNSEEKER at FRIDAY HARBOUR RESORT
Innisfil
The price is ￥57,807
￥88,968 total
includes taxes & fees
May 21 - May 22
SUNSEEKER at FRIDAY HARBOUR RESORT
Smart TV, fireplace

Luxurious Spacious Dream Home with Parking!

Luxurious Spacious Dream Home with Parking!
Richmond Hill
9.2 out of 10, Wonderful, (15 reviews)
"Great communication and comfortable stay"
United States
Franklin L.
The price is ￥18,729
￥39,062 total
includes taxes & fees
May 21 - May 22
Luxurious Spacious Dream Home with Parking!
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 ￥20,810
￥41,805 total
includes taxes & fees
May 21 - May 22
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
Interior

Fire & Ice Spa w/ Private Sauna!

Fire & Ice Spa w/ Private Sauna!
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Canada
Craig
The price is ￥21,525
￥47,674 total
includes taxes & fees
May 26 - May 27
Fire & Ice Spa w/ Private Sauna!
Beach

ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (9 reviews)
"Great spot for families"
Canada
Lesa W.
The price is ￥17,342
￥44,811 total
includes taxes & fees
May 25 - May 26
ARCA Cozy Cabin-Innisfil Beach
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)
"Excellent property close to our event and family. Really enjoyed our stay. "
Canada
Jeff
The price is ￥23,123
￥41,806 total
includes taxes & fees
May 25 - May 26
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Fridge, microwave, oven, stovetop

Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.2 out of 10, Wonderful, (17 reviews)
"This was a great stay at this beautiful location!Easy check-in, great communication, big, clean house!Highly recommended!"
United States
Adrian B.
The price is ￥33,297
￥63,362 total
includes taxes & fees
May 21 - May 22
Woodspring Vacation Home
Terrace/patio

4 Season Log Chalet Home with Hot Tub

4 Season Log Chalet Home with Hot Tub
Mulmur
10.0 out of 10, Exceptional, (17 reviews)
"Our group had a great time spending the weekend. Very tidy and lovely place equipped with everything you need. Karen & Todd are great host. We had a great stay. "
Canada
Ras D.
The price is ￥92,491
￥141,487 total
includes taxes & fees
May 21 - May 22
4 Season Log Chalet Home with Hot Tub
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

Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie

8/10 Good
"Breakfast was good and close to all amenities enjoyed stay"
Mike 2-night trip
Posted 3 hours ago
Travelodge by Wyndham Barrie

Find out more about Cookstown

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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?

Luxurious Spacious Dream Home with Parking!: This vacation home near Cookstown offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the 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 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.