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Cookstown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Cookstown vacation rentals

Bungalow, 3 Bedrooms, Fireplace | Living area

Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
10.0 out of 10, Exceptional, (1 review)
"Very nice place! Would stay here again."
Canada
chris
$109 nightly
The price is $123
Jul 16 - Jul 17
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
Smart TV, fireplace

Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Everything was exactly as advertised. Great spot, we will use again if we need something in the area. "
Canada
Greg M.
$142 nightly
The price is $160
Jul 16 - Jul 17
Total with taxes and fees
Relax in 5 Cronsberry
Hiking

Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (602 reviews)
"Great stay will defiantly stay here again with my family."
Canada
Patricia
$58 nightly
The price is $66
Jul 26 - Jul 27
Total with taxes and fees
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, (758 reviews)
"It was very easy to access off the highway and close to where we were going!"
Canada
Nancy
$50 nightly
The price is $56
Jul 26 - Jul 27
Total with taxes and fees
Residence & Conference Centre - Barrie
TV, fireplace

The Chieftain Suite

The Chieftain Suite
Barrie
9.4 out of 10, Exceptional, (15 reviews)
"Just a great stay, backyard for the dog, parking on driveway, close to everything I needed, was just in town for Lasik. 10/10 would stay again"
Canada
Francis
$134 nightly
The price is $151
Aug 6 - Aug 7
Total with taxes and fees
The Chieftain Suite
Property grounds

Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
$127 nightly
The price is $143
Jul 16 - Jul 17
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
Interior

Cozy house at south end Barrie

Cozy house at south end Barrie
Painswick
10.0 out of 10, Exceptional, (11 reviews)
"Excellent, clean property with all the necessary amenities. "
Canada
John
$257 nightly
The price is $291
Jul 20 - Jul 21
Total with taxes and fees
Cozy house at south end Barrie
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
$226 nightly
The price is $255
Aug 13 - Aug 14
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Interior

Stylish 4BR Getaway. Family Friendly. Mins to Hwy

Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Barrie
7.2 out of 10, Good, (7 reviews)
"Very clean, tidy and quiet."
Canada
nyl
$284 nightly
The price is $321
Jul 16 - Jul 17
Total with taxes and fees
Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Dining

Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge

Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
Barrie
$126 nightly
The price is $142
Jul 18 - Jul 19
Total with taxes and fees
Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
Interior

Luxury, Brand-New, Spacious , Modern Apartment with One Parking.

Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
Richmond Hill
10.0 out of 10, Exceptional, (4 reviews)
"Host was very accommodating place was very clean and spacious bathroom and shower were absolutely perfect definitely will be back again!"
Canada
Keyonna G.
$115 nightly
The price is $130
Aug 3 - Aug 4
Total with taxes and fees
Luxury, Brand-New, Spacious , Modern Apartment with One Parking.
TV, fireplace

Luxury Townhouse | Barrie Hideaway

Luxury Townhouse | Barrie Hideaway
Barrie
$290 nightly
The price is $328
Jul 20 - Jul 21
Total with taxes and fees
Luxury Townhouse | Barrie Hideaway
Property grounds

Private Guest House- A Beautiful Walkout unit

Private Guest House- A Beautiful Walkout unit
Aurora
10.0 out of 10, Exceptional, (3 reviews)
"The host was always quick to respond. The accommodation was spotlessly clean and it was very quiet. We enjoyed our stay. The grocery store is just a 12 minute walk away."
United States
Jacky S.
$241 nightly
The price is $272
Jul 28 - Jul 29
Total with taxes and fees
Private Guest House- A Beautiful Walkout unit
Private kitchen

The Allandale Residence

The Allandale Residence
Barrie
9.8 out of 10, Exceptional, (13 reviews)
"Very nice place"
Canada
Melissa
$259 nightly
The price is $292
Aug 3 - Aug 4
Total with taxes and fees
The Allandale Residence
Terrace/patio

Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (20 reviews)
"Was great!"
Canada
Patrick K.
$218 nightly
The price is $247
Jul 23 - Jul 24
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
Beach

ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"Great spot for families"
Canada
Lesa W.
$277 nightly
The price is $313
Aug 9 - Aug 10
Total with taxes and fees
ARCA Cozy Cabin-Innisfil Beach
1 bedroom, travel crib, free WiFi, bed sheets

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Aurora
10.0 out of 10, Exceptional, (14 reviews)
"My daughter and I stayed here for one week and we had the most amazing time. The owner answered all our questions so that everything went smoothly - from the moment of check-in to how to get to the neighbourhood grocery shop. This area was very safe and quiet and most of all, this very well-kept and welcoming place made our trip so memorable and pleasurable. She even shared her fresh baked croissants with us!! We are so satisfied to be able to stay here."
Canada
Hitomi
$134 nightly
The price is $151
Jul 22 - Jul 23
Total with taxes and fees
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
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.
$174 nightly
The price is $197
Aug 10 - Aug 11
Total with taxes and fees
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Interior

Cozy & Modern 2BR Smart Home—Minutes to Innisfil Beach Park, Shops & Restaurants

Cozy & Modern 2BR Smart Home—Minutes to Innisfil Beach Park, Shops & Restaurants
Innisfil
8.8 out of 10, Excellent, (3 reviews)
"We had a great trip! The place was very clean and the host was easy to contact. It was also right next to a plaza with a No Frills and many other places to eat."
Canada
Isabella S.
$271 nightly
The price is $306
Jul 19 - Jul 20
Total with taxes and fees
Cozy & Modern 2BR Smart Home—Minutes to Innisfil Beach Park, Shops & Restaurants
Smart TV

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Innisfil
10.0 out of 10, Exceptional, (2 reviews)
"Very clean facility and new building. Will rent it again."
Canada
Francis
$200 nightly
The price is $226
Jul 16 - Jul 17
Total with taxes and fees
Stunning 1BR w Pool ~ Free Parking & Self Check-In
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

Best Western Voyageur Place Hotel

Best Western Voyageur Place Hotel

8/10 Good
"Very accommodating as we requested 2 rooms due to bringing our elderly mother and was given joining rooms on the main floor (accessible); very clean; staff helpful and pleasant; close to health centre which was our reason for the visit. Walking distance to shopping/restaurants. Will return/stay again."
Camille 1-night trip
Posted 4 hours ago
Best Western Voyageur Place Hotel

Find out more about Cookstown

Everything you need to know about Cookstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cookstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cookstown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cookstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $56 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cookstown rentals

At Expedia, we put the best Cookstown vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Relax in 5 Cronsberry: This vacation home rental near Cookstown is located in a rural location and has a fireplace, a patio, and air-conditioning to put you at ease 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 Ardagh Bluffs, 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.