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Compare 223 Vacation Homes in Cookstown with updated reviews, rates, and availability.

10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups

10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups

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

9.4 out of 10, Exceptional, (26)
"Great stay everything was as described and good neighborhood "
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

9.4 out of 10, Exceptional, (3)
"The property was fantastic to stay at. We had a beautiful fire, lots of open space Frank was a pleasure to deal with the house was nice and big.Everything was provided for us that we needed"
House with 4.5 bedrooms,10 Acres of forest creek and trails, lots of parking

Luxurious Spacious Dream Home with Parking!

7.4 out of 10, Good, (3)
"House was perfect. Stayed for hockey tournament. Close to arenas and all other amenities. Small driveway but everything else was great. Would definitely stay again. "
The price is SAR 393
SAR 847 total
includes taxes & fees
31 Mar - 1 Apr
Luxurious Spacious Dream Home with Parking!

Charming 3-bedroom house with AC, WiFi in lovely Barrie

6.0 out of 10, (1)
"Good location. Host was very fast and responsive. We and a good stay! "
The price is SAR 917
SAR 1,182 total
includes taxes & fees
10 Apr - 11 Apr
Charming 3-bedroom house with AC, WiFi in lovely Barrie

"Luxury Event House with Pool, Hot Tub, and Outdoor Bar"

"Luxury Event House with Pool, Hot Tub, and Outdoor Bar"

Barrie house close to all amenities

9.4 out of 10, Exceptional, (20)
"The bedrooms and beds were comfortable and clean, the bathrooms clean, and the water was good and hot. The kitchen was "bare bones" without even salt and peper. As we were cooking at home, we brought everything we needed, but didn't expect to find no salt and pepper, or even a little oil. The host was very responsive, and had already arranged for a maintenance person to fix something the cleaning person identified while preparing for our visit. They were very quick to respond and looked after...
The price is SAR 349
SAR 1,028 total
includes taxes & fees
1 Apr - 2 Apr
Barrie house close to all amenities

Welcome to Lake House by Lis, where stunning lake views and serene sunsets await

9.4 out of 10, Exceptional, (9)
"Lots of space for our group of 8. Beds were comfortable. Close to the lake for ice fishing, and a short drive into town. Only suggestion would be to have more silverware - we did not have enough forks. Otherwise things were well stocked and clean. "
Welcome to Lake House by Lis, where stunning lake views and serene sunsets await

Entire Cheerful House

9.0 out of 10, Wonderful, (7)
"Ideally located only 10 minutes from my son’s wedding venue in a quiet neighborhood close to amenities (read, walking distance to Starbucks!). Clean and comfortable with a kind and responsive host."
Entire Cheerful House

Tranquil Haven

3.0 star property
Tranquil Haven

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

9.4 out of 10, Exceptional, (73)
"We cannot say enough good things about this property. It is clean, spacious, beautifully decorated and has everything you could possibly need. The views are exceptional and the amenities are second to none. We look forward to booking another stay soon. "
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

5 Bedroom Countryside-Cottage King ON - 35% Winter & Long Stay Discount.

9.6 out of 10, Exceptional, (19)
"Communication with Kaleem was great. Home was clean, well equipped and spacious. "
5 Bedroom Countryside-Cottage King ON - 35% Winter & Long Stay Discount.

Affordable 1BR Newmarket

7.2 out of 10, Good, (5)
"the property is quit and suits my needs."
The price is SAR 131
SAR 382 total
includes taxes & fees
5 Apr - 6 Apr
Affordable 1BR Newmarket

This house is a 4 bedroom(s), 2.5 bathrooms, located in Barrie, ON.

8.8 out of 10, Excellent, (3)
"This 4 bedroom townhouse was conveniently located near shopping, arenas and about half hour to ski resorts. Home reflected as pictured and was warm during our stay. Beds and pillows were also comfy. Additional hand and bath towels and extra bed linen would have been appreciated. There was only one bath towel per bedroom except for the Master, where there were two. This would have been a bigger issue had our entire group of 8, we initially booked for, all came. A larger front entrance mat...
The price is SAR 362
SAR 951 total
includes taxes & fees
30 Mar - 31 Mar
This house is a 4 bedroom(s), 2.5 bathrooms, located in Barrie, ON.

New 4 Bedroom Townhouse in Barrie South

9.6 out of 10, Exceptional, (13)
"Muhammed was very accommodating with early check-in. The townhome met our needs for a quick family stay in Barrie for a family gathering. "
The price is SAR 390
SAR 906 total
includes taxes & fees
30 Mar - 31 Mar
New 4 Bedroom Townhouse in Barrie South

A family-friendly getaway, with outdoor pool and beautiful view!

10.0 out of 10, Exceptional, (1)
"2nd time in this home-lovely place, delightful pool and beautiful views of a small marsh. Very comfortable and fully outfitted."
A family-friendly getaway, with outdoor pool and beautiful view!

A Comfort House in Barrie

7.4 out of 10, Good, (3)
"We had a lovely time staying in Barrie for our son’s wedding. The house is dated but equipped with everything you need for family to stay for a little getaway. Lenny was lovely and quickly responded to our questions. Thx for a lovely, reasonably priced mini vacation x"
A Comfort House in Barrie

Live large in a cozy space

Live large in a cozy space

New 4 Bedroom House in Angus

10.0 out of 10, Exceptional, (1)
"The house was located in a very nice neighborhood, just a five minute drive to many amenities. The house is spacious and comfortable with plenty of bedrooms. Beautiful walking trails right across the street!"
The price is SAR 417
SAR 936 total
includes taxes & fees
27 Apr - 28 Apr
New 4 Bedroom House in Angus

Private Boyne River Cottage- steps to great fishing

The price is SAR 786
SAR 1,353 total
includes taxes & fees
3 Apr - 4 Apr
Private Boyne River Cottage- steps to great fishing
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 property types in Cookstown

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

9.4 out of 10, Exceptional, (13)
"Our stay was beautiful. Nice quiet area. The house was clean and looked exactly like the pictures. All the amenities worked. I would definitely come back here. "
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (292)
"Was very happy with my stay. Room was clean and quiet. Maid service was there when we wanted it, but not when we didn't. Kitchen was everything we needed for the week to eat. All in all, very happy, and quite likely to return."
The price is SAR 283
SAR 339 total
includes taxes & fees
29 Apr - 30 Apr
Parkside House

Residence & Conference Centre - King City

2.0 star property
8.0 out of 10, Very Good, (378)
"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
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.