Title: Cookstown Vacation Rentals from CA $194: Short-Term Rentals for 2026 | Expedia.ca

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# Cookstown Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cookstown vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/668cc41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/7d6b4fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/68ca401a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/26f27079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 4 Bedroom Townhouse in Barrie South

[](https://www.expedia.ca/Barrie-Hotels-New-4-Bedroom-Townhouse-In-Barrie-South.h93258261.Hotel-Information)

Barrie

9.2/10

Wonderful

(17)

"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elna S.

CA $143

CA $339 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Barrie-Hotels-New-4-Bedroom-Townhouse-In-Barrie-South.h93258261.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101430000/101420500/101420493/ec8e5615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101420500/101420493/44f3ea0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101430000/101420500/101420493/a90081cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101430000/101420500/101420493/4b21294b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright 2 Bedroom Entire Basement Apartment

[](https://www.expedia.ca/Essa-Hotels-New-2-Bedroom-Basement-Apartment.h101420493.Hotel-Information)

Angus

9.4/10

Exceptional

(6)

"Very clean and bright. I would definitely stay here again. Our host was very responsive."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Robert

CA $98

CA $254 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Essa-Hotels-New-2-Bedroom-Basement-Apartment.h101420493.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/f5b49484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/65e7f56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/fe42aa22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/82b0ee7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy house at south end Barrie

[](https://www.expedia.ca/Barrie-Hotels-Cozy-House-At-South-End-Barrie.h105693625.Hotel-Information)

Barrie

9.8/10

Exceptional

(10)

"Excellent, clean property with all the necessary amenities. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

John

CA $143

CA $379 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Barrie-Hotels-Cozy-House-At-South-End-Barrie.h105693625.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108440000/108437600/108437538/a5a1a09a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108440000/108437600/108437538/1b5f468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108440000/108437600/108437538/7e43b37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108440000/108437600/108437538/66c886a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New, Clean and Comfortable Apartment with Private Entrance. 

[](https://www.expedia.ca/Toronto-Hotels-New.h108437538.Hotel-Information)

East Gwillimbury

10/10

Exceptional

(6)

"Clean apartment, spacious, nice neighbourhood"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Peter v.

CA $144

CA $227 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Toronto-Hotels-New.h108437538.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119940000/119931800/119931756/3f214c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119940000/119931800/119931756/95eaaf6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119940000/119931800/119931756/3c78c804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119940000/119931800/119931756/37c9e9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Allandale Residence

[](https://www.expedia.ca/Barrie-Hotels-The-Allandale-Residence.h119931756.Hotel-Information)

Barrie

10/10

Exceptional

(3)

"Clean pet friendly would be pleased to stay again "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Michael P.

CA $150

CA $385 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Barrie-Hotels-The-Allandale-Residence.h119931756.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113090000/113086600/113086505/f98aabd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/114000000/113090000/113086600/113086505/853699cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113090000/113086600/113086505/17f02a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113090000/113086600/113086505/11501316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

[](https://www.expedia.ca/King-Hotels-Studio-Apartment-3mins-From-Carrying-Place-Golf-Club-The-Manor-Off-HW-400.h113086505.Hotel-Information)

Kettleby, King City

10/10

Exceptional

(1)

"Nice place"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

mike

CA $95

CA $194 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/King-Hotels-Studio-Apartment-3mins-From-Carrying-Place-Golf-Club-The-Manor-Off-HW-400.h113086505.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/0e4b80fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/06d24b6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/3fca4c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/f075dfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious Spacious Dream Home with Parking!

[](https://www.expedia.ca/Toronto-Hotels-Luxurious-Spacious-Dream-Home-With-Parking.h108360022.Hotel-Information)

Richmond Hill

9.0/10

Wonderful

(13)

"Had a great time - thank you!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Curtis B.

CA $162

CA $339 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Toronto-Hotels-Luxurious-Spacious-Dream-Home-With-Parking.h108360022.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121730000/121725600/121725559/df0ce821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121730000/121725600/121725559/9bcd2961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121730000/121725600/121725559/7a9b3bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121730000/121725600/121725559/d24dd638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 2BR Basement Apt – 5 Mins to Beach

[](https://www.expedia.ca/Innisfil-Hotels-Spacious-2BR-Basement-Apt-5-Mins-To-Beach.h121725559.Hotel-Information)

Innisfil

CA $66

CA $196 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Innisfil-Hotels-Spacious-2BR-Basement-Apt-5-Mins-To-Beach.h121725559.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/101000000/100390000/100388000/100388000/3720d290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100390000/100388000/100388000/b5f6943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/101000000/100390000/100388000/100388000/077f7c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100390000/100388000/100388000/8cffe3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Friday Harbour, 2BR pet friendly

[](https://www.expedia.ca/Innisfil-Hotels-This-Condominium-Is-A-1-Bedroom.h100388000.Hotel-Information)

Innisfil

9.0/10

Wonderful

(4)

"Visiting family "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elizabeth T.

[](https://www.expedia.ca/Innisfil-Hotels-This-Condominium-Is-A-1-Bedroom.h100388000.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96400000/96394100/96394043/60c85f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96400000/96394100/96394043/5796d3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96400000/96394100/96394043/d842e714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96400000/96394100/96394043/287086b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

[](https://www.expedia.ca/Innisfil-Hotels-Lake-Simicoe-Renovated-Spacious-2-Storey-Vacation-Home-Near-Innisfil-Beach-Park.h96394043.Hotel-Information)

Innisfil

10/10

Exceptional

(22)

"Homey with ample space. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daphne

CA $140

CA $504 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Innisfil-Hotels-Lake-Simicoe-Renovated-Spacious-2-Storey-Vacation-Home-Near-Innisfil-Beach-Park.h96394043.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109060000/109052400/109052398/6ab73fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109060000/109052400/109052398/920df97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109060000/109052400/109052398/604a6a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109060000/109052400/109052398/b6c22293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview resort style suite (Twin or King)

[](https://www.expedia.ca/Adjala-Tosorontio-Hotels-Lakeview-Resort-Style-Suite.h109052398.Hotel-Information)

Loretto

8.6/10

Excellent

(7)

"Beautiful spot to stay! Highly recommended "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick S.

CA $126

CA $207 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Adjala-Tosorontio-Hotels-Lakeview-Resort-Style-Suite.h109052398.Hotel-Information)

![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/b5c7e8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/28e9eaac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/2170c42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/f0db54b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4 Bedroom House in Angus

[](https://www.expedia.ca/Essa-Hotels-New-4-Bedroom-House-In-Angus.h104915817.Hotel-Information)

Angus

9.4/10

Exceptional

(3)

"Like i mentioned to our host it was on our top 3 list of places we stayed . The beds, livingroom and location was great. I commented to our host a few suggestion that could help in future guests. Iwould definitely recommend this location to friends and family."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Mary W.

CA $152

CA $350 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Essa-Hotels-New-4-Bedroom-House-In-Angus.h104915817.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946320/1d104eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946320/edcc21bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946320/f404856f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/83000000/82950000/82946400/82946320/4a5796fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central & Cozy 2BR Townhome—Steps to Plaza, 5 Min Drive to Innisfil Beach Park!

[](https://www.expedia.ca/Innisfil-Hotels-Modern-Comfy-2BR-TownhomeMins-To-Innisfil-Beach-Park-Friday-Harbour-Resort.h82946320.Hotel-Information)

Innisfil

8.8/10

Excellent

(3)

"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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Isabella S.

CA $133

CA $360 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Innisfil-Hotels-Modern-Comfy-2BR-TownhomeMins-To-Innisfil-Beach-Park-Friday-Harbour-Resort.h82946320.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/8d710df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/ae708fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/a944dcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/fbbe5ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wonderful place of Lake Simkoe

[](https://www.expedia.ca/Innisfil-Hotels-Wonderful-Place-Of-Lake-Simkoe.h90949800.Hotel-Information)

Innisfil

8.8/10

Excellent

(8)

"Nice clean interior with full kitchen and living room space. Very close to Lake Simcoe. Perfect for our brief weekend stay. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Jeremy O.

CA $117

CA $345 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Innisfil-Hotels-Wonderful-Place-Of-Lake-Simkoe.h90949800.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41280000/41271600/41271545/e4de6026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/42000000/41280000/41271600/41271545/94965ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/42000000/41280000/41271600/41271545/3b85bada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41280000/41271600/41271545/0a8fd671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Barrie house close to all amenities

[](https://www.expedia.ca/Barrie-Orillia-Hotels-Barrie-House-Close-To-All-Amenities.h41271545.Hotel-Information)

Barrie

9.0/10

Wonderful

(29)

"The accommodations were very comfortable and met our needs. Very close to shops and highways to access any part of the city. Quick response by host. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Heather B.

CA $167

CA $434 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Barrie-Orillia-Hotels-Barrie-House-Close-To-All-Amenities.h41271545.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100800000/100796600/100796570/09bc8968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100800000/100796600/100796570/009f6b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100800000/100796600/100796570/307be80d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100800000/100796600/100796570/00e2cc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chieftain Suite

[](https://www.expedia.ca/Barrie-Hotels-The-Chieftain-Suite.h100796570.Hotel-Information)

Barrie

9.6/10

Exceptional

(11)

"Thank you for the great accommodations! Bed was super comfortable and location was perfect!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Melanie M.

CA $110

CA $206 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Barrie-Hotels-The-Chieftain-Suite.h100796570.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/102000000/101570000/101565300/101565215/3209e198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/102000000/101570000/101565300/101565215/acabc43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101570000/101565300/101565215/f5e7c5e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101570000/101565300/101565215/fbe678f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

[](https://www.expedia.ca/Georgina-Hotels-5-Minutes-From-The-Lake-Brand-New-Condo-At-Jacksons-Point.h101565215.Hotel-Information)

Georgina

9.8/10

Exceptional

(7)

"Great location! Rental was clean and exactly as listed. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Laura W.

CA $200

CA $362 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Georgina-Hotels-5-Minutes-From-The-Lake-Brand-New-Condo-At-Jacksons-Point.h101565215.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93830000/93829800/93829722/02a69171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/94000000/93830000/93829800/93829722/1b10caac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93830000/93829800/93829722/8375dba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93830000/93829800/93829722/3aa689a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Utopia villa and spa

[](https://www.expedia.ca/Innisfil-Hotels-Utopia-Villa-And-Spa.h93829722.Hotel-Information)

Innisfil

10/10

Exceptional

(8)

"Lots to do a great property."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Holly S.

CA $260

CA $656 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Innisfil-Hotels-Utopia-Villa-And-Spa.h93829722.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119030000/119022900/119022856/aaf788b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119030000/119022900/119022856/d95f3bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119030000/119022900/119022856/ec3a9223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119030000/119022900/119022856/b2679c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 2BR/2BA Retreat + Netflix + Free Parking –Lake Wilcox-Richmond Hill-VRBO

[](https://www.expedia.ca/Toronto-Hotels-Luxury-2BR2BA-Retreat-Netflix-Free-Parking-Lake-Wilcox-Richmond-Hill-VRBO.h119022856.Hotel-Information)

Richmond Hill

10/10

Exceptional

(2)

"This was our first time in a VRBO and what a fabulous experience! From booking to check out the communication with the owner was fantastic. They were pleasant, friendly and very accommodating! We highly recommend this property to stay at for yourself or a family! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Lisa T.

CA $170

CA $347 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Toronto-Hotels-Luxury-2BR2BA-Retreat-Netflix-Free-Parking-Lake-Wilcox-Richmond-Hill-VRBO.h119022856.Hotel-Information)

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

![Monte Carlo Inn Barrie Suites](https://images.trvl-media.com/lodging/3000000/2340000/2335300/2335224/52126cb1_y.jpg)

### Monte Carlo Inn Barrie Suites

10/10 Excellent

"Clean, well equipped. "

[](https://expedia.ca/Barrie-Hotels-Monte-Carlo-Inn-Barrie-Suites.h2335224.Hotel-Information)

![Travelodge by Wyndham Barrie](https://images.trvl-media.com/lodging/1000000/450000/441200/441189/68759f64_y.jpg)

### Travelodge by Wyndham Barrie

10/10 Excellent

"Not there yet coming Dec 24th "

[](https://expedia.ca/Barrie-Hotels-Travelodge-By-Wyndham-Barrie-On-Bayfield.h441189.Hotel-Information)

![Comfort Inn Newmarket](https://images.trvl-media.com/lodging/1000000/20000/13700/13696/1d566e0c_y.jpg)

### Comfort Inn Newmarket

10/10 Excellent

"Everything about this hotel is great. Feels like home to us."

[](https://expedia.ca/Toronto-Hotels-Comfort-Inn-Newmarket.h13696.Hotel-Information)

![The Postmark Hotel](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/d763d477_y.jpg)

### The Postmark Hotel

10/10 Excellent

"Staff were friendly and courteous, room was clean to expected standards, great tea and coffee. Would stay again. "

[](https://expedia.ca/Toronto-Hotels-The-Postmark-Hotel.h99436603.Hotel-Information)

![Holiday Inn Express & Suites Aurora by IHG](https://images.trvl-media.com/lodging/46000000/45190000/45180900/45180829/68de470d_y.jpg)

### Holiday Inn Express & Suites Aurora by IHG

10/10 Excellent

"Friendly staff, clean room. Good. Variety for breakfast. "

[](https://expedia.ca/Toronto-Hotels-Holiday-Inn-Express-Suites-Aurora.h45180829.Hotel-Information)

![Fairfield Inn & Suites by Marriott Barrie](https://images.trvl-media.com/lodging/10000000/9810000/9807500/9807487/3e17df0b_y.jpg)

### Fairfield Inn & Suites by Marriott Barrie

10/10 Excellent

"I was very impressed with the inclusion of gluten-free breads as well as higher quality Greek yogurt. The baked goods and fruit were fresh. Definitely a pleasant surprise."

[](https://expedia.ca/Barrie-Hotels-Fairfield-Inn-Suites-By-Marriott-Barrie.h9807487.Hotel-Information)

![Comfort Inn & Suites Barrie](https://images.trvl-media.com/lodging/1000000/10000/4100/4010/347581ff_y.jpg)

### Comfort Inn & Suites Barrie

10/10 Excellent

"Quick, courteous, informative. "

[](https://expedia.ca/Barrie-Hotels-Comfort-Inn-And-Suites.h4010.Hotel-Information)

![Best Western Voyageur Place Hotel](https://images.trvl-media.com/lodging/1000000/30000/24100/24036/0ca38df3_y.jpg)

### Best Western Voyageur Place Hotel

10/10 Excellent

"Didn’t have breakfast there. "

[](https://expedia.ca/Toronto-Hotels-Best-Western-Voyageur-Place-Hotel.h24036.Hotel-Information)

![Super 8 by Wyndham Barrie South](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668451/90fb9ab6_y.jpg)

### Super 8 by Wyndham Barrie South

10/10 Excellent

"The entire hotel was very clean and the room was comfortable. Wilma at the front desk was charming, courteous and helpful. Would definately stay again. "

[](https://expedia.ca/Barrie-Hotels-Super-8-By-Wyndham-Barrie.h1668451.Hotel-Information)

## Find out more about Cookstown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cookstown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Cookstown ](https://expedia.ca/Cookstown-Private-Vacation-Homes.d6085066-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Cookstown ](https://expedia.ca/Cookstown-Cottages.d6085066-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Cookstown ](https://expedia.ca/Cookstown-Apartments.d6085066-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Cookstown ](https://expedia.ca/Cookstown-Condos.d6085066-aaCondos.Travel-Guide-Accommodation)
- [Villas in Cookstown ](https://expedia.ca/Cookstown-Villas.d6085066-aaVillas.Travel-Guide-Accommodation)
- [Cabin Rentals in Cookstown ](https://expedia.ca/Cookstown-Cabins.d6085066-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Cookstown ](https://expedia.ca/Cookstown-Agritourism.d6085066-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Cookstown ](https://expedia.ca/Cookstown-Guest-Houses.d6085066-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Cookstown ](https://expedia.ca/Cookstown-Apart-Hotels.d6085066-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Cookstown ](https://expedia.ca/Cookstown-Bed-And-Breakfast.d6085066-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Cookstown ](https://expedia.ca/Cookstown-Chalets.d6085066-aaChalets.Travel-Guide-Accommodation)
- [Motels in Cookstown ](https://expedia.ca/Cookstown-Motels.d6085066-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Cookstown ](https://expedia.ca/Cookstown-Resort-Hotels.d6085066-aaResortHotels.Travel-Guide-Accommodation)
- [Lodges in Cookstown ](https://expedia.ca/Cookstown-Lodges.d6085066-aaLodges.Travel-Guide-Accommodation)
- [Houseboats in Cookstown ](https://expedia.ca/Cookstown-Houseboats.d6085066-aaHouseboats.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Cookstown?

### What's the top vacation rental that Cookstown has to offer?

### What’s there to see and do in Cookstown?

### What’s a vacation rental in Cookstown like?

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