Cookstown Vacation Homes

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Our top choices for Cookstown holiday homes

A spacious hallway with a neutral color scheme, a beige sofa, and a shower area with a glass door.

1. Clean & Cozy Home Near Downtown

New Tecumseth

Suzanne

HK$1,484 total

includes taxes & fees

19 Nov - 20 Nov

A balcony with a view of a residential street.

2. Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Bond head

A A.

HK$1,510 total

includes taxes & fees

30 Nov - 1 Dec

A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

3. Modern 4 Bedroom Townhouse in Barrie South

Painswick

Patrick K.

HK$1,776 total

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a brown sofa, a coffee table, and a TV. There's a kitchen area with a fridge and a sink in the background.

4. Crazy Farm C-Can Chalet

Innisfil

Hannah

HK$806 total

includes taxes & fees

17 Nov - 18 Nov

A room with a wooden ceiling, a black entertainment unit, and a fireplace.

5. Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

Georgina

Sorina

HK$1,998 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

6. Innisfil Getaway

Innisfil

HK$2,062 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

7. West Oak @ Barrie H&ME Tech Build

Barrie

"We had a group of five staying here, and it was great to have enough bedrooms and bathrooms for everyone. The house was clean, spacious, and comfortable. The owner was very responsive to our messages and answered all of our questions promptly. We would definitely look to book this house again, as it worked very well for our larger group and was conveniently located near the Barrie Ice Arena. Everyone had a great stay!"

Rhea T.

HK$3,508 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a dining area with a table and chairs.

8. Brand New! Luxury Retreat!

Barrie

bob g.

HK$3,509 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with stainless steel appliances, white cabinetry, and a central island with bar stools.

9. Spacious 4 Bedroom House in Angus

Angus

Jesse

HK$1,865 total

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with a fireplace, a dining table set for four, and a staircase leading to an upper level.

10. Peaceful Parkside End Unit | 3 Bedrooms | Sleeps 8

Ardagh Bluffs

HK$2,452 total

includes taxes & fees

14 Nov - 15 Nov

A spacious dining area with a large table set for six, surrounded by high-backed chairs. A chandelier hangs above, and the room features a staircase leading to an upper level.

11. The Mansion, Wasaga beach, Blue mountain

Utopia

Jesse Y.

HK$14,838 total

includes taxes & fees

3 Nov - 4 Nov

A room with a large sliding glass door leading to a deck with a view of a lake and autumn foliage.

12. Luxury Lakeview Stay with Jacuzzi | Downtown Barrie

Barrie

Eve D.

HK$1,987 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinetry, a dishwasher, and a dining area with two chairs.

13. Woodspring Vacation Home

Newmarket

Lily

HK$2,609 total

includes taxes & fees

8 Nov - 9 Nov

A living room with a fireplace, a television, a couch, and a small dining area.

14. Two luxury bedroom basement .

Barrie

"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...

Judy L.

HK$1,319 total

includes taxes & fees

9 Nov - 10 Nov

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

Aurora

Ayla

HK$1,500 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with a wooden deck, white chairs, and string lights.

16. Sofi House in Barrie, 5 bedroom, Pool Table, PS4, Foosball

The Grove

HK$3,426 total

includes taxes & fees

2 Nov - 3 Nov

A dining area with a round table, four chairs, a window with blinds, and a door with a view of greenery outside.

17. Full House, 4KM near waterfront

Letitia Heights

HK$2,112 total

includes taxes & fees

2 Nov - 3 Nov

A wooden staircase with a handrail, leading to a landing with a chandelier.

18. Peaceful country home on 25 acres of wooded land

Loretto

Bev C.

HK$4,161 total

includes taxes & fees

3 Nov - 4 Nov

A wooden outdoor bar area with a covered seating space and string lights.

19. Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

East Gwillimbury

HK$2,436 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a garage, surrounded by trees and a clear sky.

20. Villa in the Forest with Tesla charger

King

HK$5,098 total

includes taxes & fees

2 Nov - 3 Nov

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Top Cookstown Hotel Reviews

Days Inn by Wyndham Barrie

10/10 Excellent

"Clean place with decent breakfast to wake up to and a nice refreshing pool and hot tub to come back to! Excellent location too! Nice people working here."

The Briars Resort & Spa

8/10 Good

"Excellent customer service from all the staff - friendly, knowledgeable, helpful. The spa was closed, which wasn't obvious when we booked, which was a bit disappointing. The room was clean and quiet, but a bit rundown. We weren't able to use the TV in the room, as the wifi was too weak to access the roku, which was also a bit disappointing. The food was delicious, both at breakfast and in the bar lounge. Overall, very happy with our stay, and hope they are able to make a few improvements."

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