Cookstown Holiday Rentals

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Holiday Rentals in Cookstown

Residence & Conference Centre - Barrie
2.0 star property
7.2 out of 10, Good, (722)
"Great place "
Kimani
Residence & Conference Centre - Barrie
Parkside House
3.5 star property
9.4 out of 10, Exceptional, (315)
"Great walking location to downtown "
wayne
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. "
Paullyn
The price is AU$643
includes taxes & fees
22 Oct - 23 Oct
4 Bedroom Cottage #2: Innisfil Resort
Cozy 2BR Highpoint located at the Friday Harbour
9.0 out of 10, Wonderful, (19)
"Wonderful area and host was very helpful "
Graeme
Cozy 2BR Highpoint located at the Friday Harbour
Vacation Home on Simcoe lake
2.0 out of 10, (1)
"The owner had removed the property and we apparently booked with some kind of zombie account. VRBO had not validated the listing but kept communicating everything was good to go. VRBO did book our party of nine hotel rooms. These were over a half hour from the property and no where near the beach. We had no facility to prepare the food we had brought and were forced to eat at restaurants the whole weekend. VRBO did ensure the accomodation was financially neutral, but it was still, overall, a...
Dave S.
Vacation Home on Simcoe lake
Cozy Cabin with Hot Tub and Fire Pit
10.0 out of 10, Exceptional, (1)
"saved our day!"
darion
The price is AU$537
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin with Hot Tub and Fire Pit
Chic Staycation Condo at FH
7.8 out of 10, Good, (10)
"Amazing stay! It was very beautiful and the place was kept very clean. Had a balcony with seating. Really close walking distance to the boardwalk. Just bring your own shower amenities (ex; body wash)"
Sargun
The price is AU$328
includes taxes & fees
20 Oct - 21 Oct
Chic Staycation Condo at FH
Sunny Side Retreat
2.0 star property
Sunny Side Retreat
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
9.2 out of 10, Wonderful, (50)
"Great time as always!"
Marta K.
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Adorable waterfront escape
8.0 out of 10, Very good, (1)
"Very nice stay."
Julie R.
The price is AU$472
includes taxes & fees
20 Oct - 21 Oct
Adorable waterfront escape
Luxury 3BR Villa
2.0 star property
Luxury 3BR Villa
Welcome to our luxurious villa in the heart of downtown Newmarket!
8.8 out of 10, Excellent, (9)
"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."
Michelle P.
The price is AU$876
includes taxes & fees
19 Oct - 20 Oct
Welcome to our luxurious villa in the heart of downtown Newmarket!
Luxury Lakehouse · 6BR · Private Sandy Beach · Hot Tub · Sunset View Lake Simcoe
10.0 out of 10, Exceptional, (43)
"Excellent property to stay at!!! The host went above expectations with the little things Would definitely stay there again Thank you "
Bimal
Luxury Lakehouse · 6BR · Private Sandy Beach · Hot Tub · Sunset View Lake Simcoe
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
9.6 out of 10, Exceptional, (125)
"Another wonderful stay at the cabin!It was wonderful to get to spend time with the horses and Marie.Can’t wait to go back."
Scott M.
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
The Mansion, Wasaga beach, Blue mountain
10.0 out of 10, Exceptional, (4)
"Beautiful view fun experience"
Anonymous traveller
The price is AU$2,432
includes taxes & fees
27 Oct - 28 Oct
The Mansion, Wasaga beach, Blue mountain
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
9.8 out of 10, Exceptional, (7)
"Excellent property close to our event and family. Really enjoyed our stay. "
Jeff
The price is AU$400
includes taxes & fees
20 Oct - 21 Oct
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
10.0 out of 10, Exceptional, (1)
"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!!!"
Ashna
The price is AU$371
includes taxes & fees
19 Oct - 20 Oct
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
4 Bedroom Spacious Enclave near Lake Wilcox
The price is AU$755
includes taxes & fees
20 Oct - 21 Oct
4 Bedroom Spacious Enclave near Lake Wilcox
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
9.8 out of 10, Exceptional, (12)
"The house was spacious and had great indoor and outdoor spaces. I would stay there again and recommend it to others!"
Willie B.
The price is AU$2,041
includes taxes & fees
19 Oct - 20 Oct
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
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

Find out more about Cookstown

Everything you need to know about Cookstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cookstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cookstown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cookstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cookstown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cookstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cookstown holiday rentals we have selected for you start as low as AU$328 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cookstown rentals

At Expedia, we put the best Cookstown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cookstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cookstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cookstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Sunny Side Retreat: This holiday home rental outside of Cookstown comes with free WiFi so that you can feel at home during your trip.

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.