Holiday Rentals in Cookstown

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Holiday Rentals in Cookstown

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

9.8 out of 10, Exceptional, (8)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (268)
"I would recommend this property! It was nice and clean and quiet."
The price is €89
includes taxes & fees
27 Nov - 28 Nov
Parkside House

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

9.2 out of 10, Wonderful, (19)
"The property manager was exceptionally helpful. Thanks so much."
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

Residence & Conference Centre - King City

2.0 star property
8.0 out of 10, Very good, (377)
"Very quiet place to stay that offered 2 seperate rooms with small kitchen and fairly sized bathroom. The mattresses were pretty soft which didnt offer the ideal support."
Residence & Conference Centre - King City

6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

9.6 out of 10, Exceptional, (70)
"12 longtime friends who want to catch up. We chat, eat, drink, dance, sing, shop, do crafts, take walks and laugh and laugh and laugh. We had an awesome time and loved our accommodations. Thank you."
6 Bedroom Executive Cottage near Innisfil Beach - Special Winter Discount 20-35%

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

9.8 out of 10, Exceptional, (96)
"It was a nice space to share with a partner for a few days. Conveniently close to a town and not far from the big city. Easy to get to and the hottub was nice. Could use some curtains in the bedroom with all the windows to sleep easier, and a bigger hot water tank, but overall really nice "
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Paradise Suites - Peaceful Getaway

10.0 out of 10, Exceptional, (3)
"We enjoyed this house very much. House was very clean and well furnished. I highly recommend this house."
The price is €701
includes taxes & fees
24 Nov - 25 Nov
Paradise Suites - Peaceful Getaway

Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

10.0 out of 10, Exceptional, (15)
"I decided to have our annual golf weekend in Innisfil this year. I was very fortunate to find this large modern home to accommodate our eight golfers. Everyone enjoyed thie spacious, clean and comfortable surroundings."
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

❤️Cozy 1 Bedroom Suite Basement with FREE Parking

8.4 out of 10, Very good, (6)
"key code for apartment (in basement) not given until phone call made. No indication on entering house as to where my room was (blackboard had wrong name), bare light bulb as overhead light, curtain on window did not block light, bathroom sink very small and soap dispenser did not work."
The price is €152
includes taxes & fees
8 Dec - 9 Dec
❤️Cozy 1 Bedroom Suite Basement with FREE Parking

The Mansion, Wasaga beach, Blue mountain

10.0 out of 10, Exceptional, (3)
"We had an absolutely delightful stay at this property! The house was clean, spacious, and beautifully maintained, providing us with all the comfort we could ask for. The exterior amenities, including the pool and the well-kept patio area, made for perfect mornings and evenings spent outdoors. The property owner was incredibly attentive and hospitable, ensuring our stay was smooth and enjoyable from start to finish. Highly recommend this gem for anyone seeking a relaxing and luxurious getaway!"
The price is €1,752
includes taxes & fees
25 Nov - 26 Nov
The Mansion, Wasaga beach, Blue mountain

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (11)
"Excellent property and hosts have very quick communication. 10/10!"
Cute family cottage getaway near Lake Simcoe!

Residence & Conference Centre - Barrie

2.0 star property
7.0 out of 10, Good, (586)
"Good location. "
Residence & Conference Centre - Barrie

Where Luxury Retreat meets Convenience!

5.6 out of 10, (7)
"utilities was not as required and also the barbecue was not working over all the stay was nice and my friends and family really like"
The price is €963
includes taxes & fees
30 Nov - 1 Dec
Where Luxury Retreat meets Convenience!

Large Estate with Luxury Collection of Amenities

9.8 out of 10, Exceptional, (46)
"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 €2,069
includes taxes & fees
25 Nov - 26 Nov
Large Estate with Luxury Collection of Amenities

Private recreational basement in Holland Landing

9.2 out of 10, Wonderful, (11)
"Amazing place host is great will be visiting there again for sure "
The price is €180
includes taxes & fees
23 Nov - 24 Nov
Private recreational basement in Holland Landing

Friday Harbour Resort

4.0 star property
10.0 out of 10, Exceptional, (1)
"Great layout with three bedrooms, each with their own bathrooms, plus a guest bathroom on the main floor. The kitchen/dinning area was great and well equipped."
Friday Harbour Resort

Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.

The price is €304
includes taxes & fees
28 Nov - 29 Nov
Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.

A Gorgeous Victorian Country Style Farm Stay!

9.2 out of 10, Wonderful, (7)
"We were really looking forward to enjoying what looked like a really magical place to stay, and probably at one point was! What we found was a really run down and neglected property being rented out while owners attempt to sell. The biggest issue overall was certainly cleanliness. Many portions of the property haven’t been maintained or cared for in years. There was no hot tub as listed. The BBQ wouldn’t light (not due to propane). The stove hadn’t been cleaned in many uses and was quite...
A Gorgeous Victorian Country Style Farm Stay!

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

8.6 out of 10, Excellent, (10)
"We had a wonderful stay at this condo It was very clean and comfortable, close to the harbour and restaurants. The owners were very responsive, they answered my questions very quickly. Highly recommended, we would definitely stay here again. "
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

Exclusive Lakefront House on Private Lake

9.8 out of 10, Exceptional, (13)
"The property was an hour drive from home and all the amenities close by. Cathy answered my questions immediately and was a perfect hostess. Unfortunately, we stayed during a heat wave, so it was hot, but there was an A/C unit in the main part of the cottage and ceiling fans all over the place. Had a wonderful time. Thanks Cathy."
Exclusive Lakefront House on Private Lake
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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Other types of properties in Cookstown you may be interested in

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

9.8 out of 10, Exceptional, (8)
"Great property and house - very much enjoyed our time there"
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

Super 8 by Wyndham Barrie South

2.0 star property
7.6 out of 10, Good, (1230)
"I enjoyed my stay! I would return to Super 8 if needed."
The price is €57
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Barrie South

Travelodge by Wyndham Barrie

2.0 star property
7.6 out of 10, Good, (1011)
"Great hotel for the price!"
The price is €53
includes taxes & fees
22 Dec - 23 Dec
Travelodge by Wyndham Barrie
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.

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?

❤️Cozy 1 Bedroom Suite Basement with FREE Parking: This holiday home rental outside of Cookstown has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly.

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 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.