Cookstown Holiday Rentals

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Holiday Rentals in Cookstown

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

9.0 out of 10, Wonderful, (16)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage-Hot Tub, Sauna, Swimming Pool, 20 Wooded Acres of Grassland

Residence & Conference Centre - King City

2.0 star property
8.4 out of 10, Very good, (465)
"I really enjoy staying there."
The price is AU$193
includes taxes & fees
6 Aug - 7 Aug
Residence & Conference Centre - King City

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (672)
"Was very convenient for us, will definitely be staying again next time we come down."
Residence & Conference Centre - Barrie

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (305)
"Great hosts"
The price is AU$177
includes taxes & fees
10 Aug - 11 Aug
Parkside House

4 Bedroom Cottage #2: Innisfil Resort

2.0 out of 10, (1)
"We were not able to stay on the cottage. It was messy and uncleaned when we came. Host is not answering. Expedia is also not too helpful with our experience. "
The price is AU$657
includes taxes & fees
4 Aug - 5 Aug
4 Bedroom Cottage #2: Innisfil Resort

Cozy 2BR Highpoint located at the Friday Harbour

9.4 out of 10, Exceptional, (15)
"Wonderful area and host was very helpful "
Cozy 2BR Highpoint located at the Friday Harbour

Luxury 3BR Villa

2.0 star property
The price is AU$9,340
includes taxes & fees
3 Aug - 4 Aug
Luxury 3BR Villa

Vacation Home on Simcoe lake

Vacation Home on Simcoe lake

Black Water Golf Villa, Jackson's Point Harbour is 10 min drive

6.0 out of 10, (2)
"DO NOT BOOK THIS PROPERTY. There is a family of 10 people living in the house. "
Black Water Golf Villa, Jackson's Point Harbour is 10 min drive

Large Estate with Luxury Collection of Amenities

9.8 out of 10, Exceptional, (48)
"Everything that we needed for a great getaway was available! The house was clean, spacious and the host was very accommodating. We spent most of our time on site in the pool and hot tub. And our group of 14 enjoyed every moment!"
The price is AU$4,094
includes taxes & fees
13 Aug - 14 Aug
Large Estate with Luxury Collection of Amenities

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

9.4 out of 10, Exceptional, (77)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

Welcome to our luxurious villa in the heart of downtown Newmarket!

8.8 out of 10, Excellent, (6)
"Great location and a beautiful house. Very spacious and everything I needed for my stay was there. I will book here again if I ever need to be in the area."
The price is AU$901
includes taxes & fees
4 Aug - 5 Aug
Welcome to our luxurious villa in the heart of downtown Newmarket!

2 Bedroom Cabin Across Lake Simcoe

8.0 out of 10, Very good, (6)
"Clean, nice, close to lake. Very cozy Highly recommend "
2 Bedroom Cabin Across Lake Simcoe

*HotTub*Pool*FirePit*King Bed*

The price is AU$731
includes taxes & fees
3 Aug - 4 Aug
*HotTub*Pool*FirePit*King Bed*

Lake Simcoe Beach Oasis with Backyard and Firepit

9.2 out of 10, Wonderful, (5)
"Awesome place and location for this ice fisherman. Clean and very comfortable beds . Will book again. "
Lake Simcoe Beach Oasis with Backyard and Firepit

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

9.8 out of 10, Exceptional, (10)
"Good communication from the host and was able to accommodate a large group with kids. Private dock and activities is a plus. "
The price is AU$2,012
includes taxes & fees
1 Sept - 2 Sept
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (80)
"Amazing owner, quick to reply to any questions. Fabulous house and large enough we didn’t feel under each others feet. Lovely little beach area at the bottom of the road and lots of places to visit from using the house as a central location. The intersection is quite busy but we rarely heard the traffic inside and sat on the veranda in the warm sunshine. Lovely little cafe next door too. "
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

10.0 out of 10, Exceptional, (2)
"Wonderful stay — clean, comfortable, and exactly as described. Great host, smooth check-in, quiet and convenient location. Highly recommend and would gladly return!"
The price is AU$556
includes taxes & fees
27 Aug - 28 Aug
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

Wonderful place of Lake Simkoe

9.0 out of 10, Wonderful, (7)
"We only stayed 1 night but it was perfect "
The price is AU$390
includes taxes & fees
12 Aug - 13 Aug
Wonderful place of Lake Simkoe

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
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

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?

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH: This holiday home rental outside of Cookstown offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.