Cookstown Holiday Rentals

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Check prices for these dates

Tonight
26 Jul - 27 Jul
Tomorrow
27 Jul - 28 Jul
Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug

Holiday Rentals in Cookstown

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

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 - Barrie
Balcony

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (665)
"amazing.affordable"
Residence & Conference Centre - Barrie
Residence & Conference Centre - King City
Terrace/patio

Residence & Conference Centre - King City

2.0 star property
8.2 out of 10, Very good, (457)
"Amazing stay "
The price is HK$768
HK$868 total
includes taxes & fees
28 Jul - 29 Jul
Residence & Conference Centre - King City
Parkside House
Private kitchen

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (304)
"This was a nice big place, clean and good value for the money. Better than a hotel room at any of the cheap hotels in town. Mark and Steve had some excellent freshly ground coffee, sugar and creamers for us to enjoy in the morning. Great location near downtown and the lake, but quieter than where the chain hotels are."
The price is HK$757
HK$907 total
includes taxes & fees
12 Aug - 13 Aug
Parkside House
Cozy 2BR Highpoint located at the Friday Harbour
Marina

Cozy 2BR Highpoint located at the Friday Harbour

9.4 out of 10, Exceptional, (15)
"We had fantastic stay and would absolutely book again. Highly recommended! The host was friendly, responsive, and provided helpful local tips. Easy parking and check-in process."
Cozy 2BR Highpoint located at the Friday Harbour
Luxury 3BR Villa
Private kitchen

Luxury 3BR Villa

2.0 star property
The price is HK$38,667
HK$47,747 total
includes taxes & fees
31 Jul - 1 Aug
Luxury 3BR Villa
Vacation Home on Simcoe lake
Beach

Vacation Home on Simcoe lake

Vacation Home on Simcoe lake
Luxury Spacious Sweet Home
Outdoor dining

Luxury Spacious Sweet Home

4.0 out of 10, (1)
The price is HK$1,129
HK$2,855 total
includes taxes & fees
29 Jul - 30 Jul
Luxury Spacious Sweet Home
Large Estate with Luxury Collection of Amenities
Fridge, microwave, oven, stovetop

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 HK$13,231
HK$20,789 total
includes taxes & fees
28 Jul - 29 Jul
Large Estate with Luxury Collection of Amenities
Welcome to our luxurious villa in the heart of downtown Newmarket!
Exterior

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

8.4 out of 10, Very good, (5)
"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 HK$2,578
HK$4,408 total
includes taxes & fees
29 Jul - 30 Jul
Welcome to our luxurious villa in the heart of downtown Newmarket!
2 Bedroom Cabin Across Lake Simcoe
Beach

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*
Terrace/patio

*HotTub*Pool*FirePit*King Bed*

The price is HK$2,291
HK$3,696 total
includes taxes & fees
31 Jul - 1 Aug
*HotTub*Pool*FirePit*King Bed*
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (9)
"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 HK$5,757
HK$10,758 total
includes taxes & fees
19 Aug - 20 Aug
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Smart TV, fireplace

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
Lake Simcoe Beach Oasis with Backyard and Firepit
Exterior

Lake Simcoe Beach Oasis with Backyard and Firepit

10.0 out of 10, Exceptional, (3)
"Awesome place and location for this ice fisherman. Clean and very comfortable beds . Will book again. "
Lake Simcoe Beach Oasis with Backyard and Firepit
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
Exterior detail

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 HK$1,088
HK$2,796 total
includes taxes & fees
6 Aug - 7 Aug
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON
Wonderful place of Lake Simkoe
Exterior

Wonderful place of Lake Simkoe

9.0 out of 10, Wonderful, (7)
"Thanks so much for letting us stay at your place, it was great, just what we needed for visiting in town for the night for a wedding."
The price is HK$745
HK$2,071 total
includes taxes & fees
12 Aug - 13 Aug
Wonderful place of Lake Simkoe
Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
Outdoor pool, a heated pool

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Terrace/patio

CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH

9.8 out of 10, Exceptional, (23)
"Excelent Property. Peter was an excelent communicator I would stay there again"
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Interior

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

9.2 out of 10, Wonderful, (31)
"Rooms with multiple bed made it really easy and nice for our group of friends to stay. The main sitting area was nice to hang out. The extra fee for extra people was tough cause not everyone was able to come. "
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
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

Days Inn by Wyndham Barrie

Days Inn by Wyndham Barrie

10/10 Excellent
"Close to the hwy"
JOCELYN 1-night trip
Posted 1 day ago
Days Inn by Wyndham Barrie

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 Barrie Centennial 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.