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Cookstown Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Cookstown vacation homes

1. Spacious | Private | Quiet | 2 BR Walkout Suite

Spacious | Private | Quiet | 2 BR Walkout Suite
Aurora
10.0 out of 10, Exceptional, (1 review)
"This property is an amazing, family-friendly retreat located in a peaceful, quiet neighborhood. The spacious unit is impeccably clean and features a fully equipped kitchen. The host provides outstanding, responsive service, making this an ideal choice for both short-term and long-term stays. Highly recommended."
Canada
Ayla
The price is CA $105
CA $342 total
includes taxes & fees
Sep 21 - Sep 22
Spacious | Private | Quiet | 2 BR Walkout Suite

2. Villa in the Forest

Villa in the Forest
King
The price is CA $603
CA $1,131 total
includes taxes & fees
Sep 7 - Sep 8
Villa in the Forest
A modern living room with a sofa, a TV, and large windows.

3. 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.
The price is CA $151
CA $270 total
includes taxes & fees
Aug 31 - Sep 1
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
A spacious hallway with a neutral color scheme, a beige sofa, and a shower area with a glass door.

4. Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
8.4 out of 10, Very good, (6 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is CA $140
CA $298 total
includes taxes & fees
Aug 24 - Aug 25
Clean & Cozy Home Near Downtown
A sauna room with wooden walls and a bench, a caution hot stove, and a view of trees through a semi-circular opening.

5. Cottage Retreat, Sauna, campfire, full disconnect

Cottage Retreat, Sauna, campfire, full disconnect
Bradford West Gwillimbury
The price is CA $216
CA $479 total
includes taxes & fees
Aug 31 - Sep 1
Cottage Retreat, Sauna, campfire, full disconnect
A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

6. 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.
The price is CA $123
CA $333 total
includes taxes & fees
Aug 26 - Aug 27
Modern 4 Bedroom Townhouse in Barrie South
A living room with a sofa, two armchairs, a coffee table, and a lamp.

7. Warm & Cozy 3BR Retreat!

Warm & Cozy 3BR Retreat!
Bradford West Gwillimbury
10.0 out of 10, Exceptional, (1 review)
"Clean. As described. Perfect for what we needed.There were people outside at neighboring houses in the evening (not loud just enjoying the evening). You could not hear them inside.Know that there is one set of steps to get to the main floor and another set of steps to get to the bedroom level. Great for most people but it would be hard for some.We would stay again."
United States
Erica L.
The price is CA $220
CA $410 total
includes taxes & fees
Aug 25 - Aug 26
Warm & Cozy 3BR Retreat!
A modern kitchen with white cabinetry, a black refrigerator, a stove, and a microwave.

8. The Allandale Residence

The Allandale Residence
Barrie
9.8 out of 10, Exceptional, (15 reviews)
"Clean and comfortable house."
Canada
Karla
The price is CA $150
CA $386 total
includes taxes & fees
Sep 7 - Sep 8
The Allandale Residence
A living room with a sofa, two armchairs, a coffee table, and a lamp.

9. Family/Group: Cozy 3BR Entire Home

Family/Group: Cozy 3BR Entire Home
Bradford West Gwillimbury
The price is CA $220
CA $410 total
includes taxes & fees
Aug 24 - Aug 25
Family/Group: Cozy 3BR Entire Home
A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

10. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is CA $117
CA $408 total
includes taxes & fees
Sep 8 - Sep 9
The Luxe Haven
A wooden staircase with black balusters and a white door at the bottom.

11. 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
The price is CA $185
CA $426 total
includes taxes & fees
Sep 21 - Sep 22
Cozy house at south end Barrie

12. 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
8.0 out of 10, Very good, (1 review)
"Unit served our needs One small issue, no towels could be found Likely an oversight Other than it was a perfect layover to Georgian bay"
Canada
Patrick
The price is CA $125
CA $201 total
includes taxes & fees
Aug 23 - Aug 24
Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
A modern interior with a kitchen, dining area, and living room.

13. 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
The price is CA $146
CA $165 total
includes taxes & fees
Aug 23 - Aug 24
Cozy 3BR Cottage Near Lake Simcoe
A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

14. Innisfil Getaway

Innisfil Getaway
Innisfil
The price is CA $314
CA $530 total
includes taxes & fees
Sep 12 - Sep 13
Innisfil Getaway
A beach with a clear sky and calm sea.

15. Brand New! Luxury Retreat!

Brand New! Luxury Retreat!
Barrie
10.0 out of 10, Exceptional, (8 reviews)
"It was an excellent place to stay, Hosts are nice and even give us some welcome gifts"
Canada
bob g.
The price is CA $379
CA $680 total
includes taxes & fees
Aug 27 - Aug 28
Brand New! Luxury Retreat!
A modern kitchen with white cabinetry, a dishwasher, and a dining area with two chairs.

16. Woodspring Vacation Home

Woodspring Vacation Home
Newmarket
9.2 out of 10, Wonderful, (21 reviews)
"This property provided a nice place for our family to stay while in town for a wedding. There was ample space for everyone to spread out. Rooms were clean and all the necessities you would expect were provided."
Canada
Lisa H.
The price is CA $288
CA $546 total
includes taxes & fees
Sep 2 - Sep 3
Woodspring Vacation Home
A modern kitchen with stainless steel appliances, white cabinetry, and a central island with bar stools.

17. Spacious 4 Bedroom House in Angus

Spacious 4 Bedroom House in Angus
Angus
9.0 out of 10, Wonderful, (8 reviews)
"Hassan was a fabulous host and the place was a great stay for our group! Would use again!"
Canada
Jesse
The price is CA $151
CA $372 total
includes taxes & fees
Aug 26 - Aug 27
Spacious 4 Bedroom House in Angus
A spacious living area with a wooden floor, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a dining area visible through a glass door.

18. Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
The price is CA $175
CA $229 total
includes taxes & fees
Sep 7 - Sep 8
Relax in 5 Cronsberry

19. Nice and clean cosy apartment basement

Nice and clean cosy apartment basement
Newmarket
The price is CA $157
CA $266 total
includes taxes & fees
Aug 31 - Sep 1
Nice and clean cosy apartment basement
A living room with a fireplace, a television, a couch, and a small dining area.

20. Two luxury bedroom basement .

Two luxury bedroom basement .
Barrie
4.0 out of 10, (2 reviews)
"We were not allowed in to the apartment due to a plumbing issue. A plumber was coming but we were not contacted when the problem was fixed. We found other accommodation so we could get to the show we were in town for. All attempts to reach the host were ignored. It has taken 10 days and 5 Vrbo agents to hopefully get a refund.This has left a very negative experience for using vrbo. I have always been very happy with vrbo, but it will be a while before I use them again. The support team from vrbo...
United States
Judy L.
The price is CA $177
CA $288 total
includes taxes & fees
Sep 11 - Sep 12
Two luxury bedroom basement .
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

Residence and Conference Centre – King City

Residence and Conference Centre – King City

10/10 Excellent
"The place was nice, quiet, clean and the receptionists were friendly"
Khaled 2-night trip
Posted less than an hour ago
Residence and Conference Centre – King City

Find out more about Cookstown

Cookstown Vacation Homes information

Number of reviews
104
Accommodation
152 Vacation Homes
Lowest Price
CA $165
Highest Price
CA $1,131

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