Title: Cookstown Vacation Home Rentals from CA $277: Search Top Private Vacation Homes for Rent | Expedia.ca [Cookstown Travel Guide](https://expedia.ca/Cookstown.dx6085066)[Hotels in Cookstown](https://expedia.ca/Cookstown-Hotels.d6085066.Travel-Guide-Hotels)[Vacation Rentals in Cookstown](https://expedia.ca/Cookstown-Vacation-Rentals.d6085066.Travel-Guide-VacationRentals)[Cookstown Car Rentals](https://expedia.ca/Car-Rentals-In-Cookstown.d6085066.Car-Rental-Guide)[Cookstown Vacation Packages](https://expedia.ca/Cookstown.d6085066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6085066&startDate=2026-06-05&endDate=2026-06-07&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 homes ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119329100/119329054/cf112644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119329100/119329054/ea6bbcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119329100/119329054/w1920h1077x0y0-446b61e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119329100/119329054/457dee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean & Cozy Home Near Downtown [](https://www.expedia.ca/New-Tecumseth-Hotels-Clean-Cozy-Home-Near-Downtown.h119329054.Hotel-Information) New Tecumseth 10/10 Exceptional (3 reviews) "Very cozy stay for a weekend hockey tournament." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Suzanne CA $120 CA $277 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/New-Tecumseth-Hotels-Clean-Cozy-Home-Near-Downtown.h119329054.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) ![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/120000000/119940000/119931800/119931756/60502724.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) ### The Allandale Residence [](https://www.expedia.ca/Barrie-Hotels-The-Allandale-Residence.h119931756.Hotel-Information) Barrie 9.6/10 Exceptional (5 reviews) "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 $383 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Barrie-Hotels-The-Allandale-Residence.h119931756.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/124000000/123370000/123365700/123365666/b5f0f222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123370000/123365700/123365666/f38a1190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123370000/123365700/123365666/8e54319f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123370000/123365700/123365666/489f3c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful [](https://www.expedia.ca/Bradford-West-Gwillimbury-Hotels-Brand-New-Luxury-Modern-Above-Ground-Suite-Bond-Head-RetreatPeaceful.h123365666.Hotel-Information) Bond head 10/10 Exceptional (2 reviews) "Beautiful home and the host was very accommodating. One of the best places to stay in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) A A. CA $99 CA $199 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Bradford-West-Gwillimbury-Hotels-Brand-New-Luxury-Modern-Above-Ground-Suite-Bond-Head-RetreatPeaceful.h123365666.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/88bc5d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/5c70470b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/b810ee5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105700000/105693700/105693625/56ef1542.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 reviews) "Excellent, clean property with all the necessary amenities. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $148 CA $383 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Barrie-Hotels-Cozy-House-At-South-End-Barrie.h105693625.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/7f6f3ab6.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/46e6f1df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90949800/90949800/db2d0dd3.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 reviews) "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 $130 CA $359 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Innisfil-Hotels-Wonderful-Place-Of-Lake-Simkoe.h90949800.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/26f27079.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) ![Dining](https://images.trvl-media.com/lodging/94000000/93260000/93258300/93258261/beaa7706.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) ### 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 reviews) "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 $151 CA $362 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Barrie-Hotels-New-4-Bedroom-Townhouse-In-Barrie-South.h93258261.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114980000/114975900/114975816/w1125h1125x0y26-146999af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114980000/114975900/114975816/e4a20b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114980000/114975900/114975816/b7c6d68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114980000/114975900/114975816/5d21e8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Luxe Haven [](https://www.expedia.ca/Toronto-Hotels-The-Luxe-Haven.h114975816.Hotel-Information) East Gwillimbury CA $56 CA $290 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Toronto-Hotels-The-Luxe-Haven.h114975816.Hotel-Information) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125660000/125653900/125653844/33543b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/126000000/125660000/125653900/125653844/bf0eb87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/126000000/125660000/125653900/125653844/d7ca66e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/126000000/125660000/125653900/125653844/11abc316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Simcoe Waterfront Escape for 10 [](https://www.expedia.ca/Innisfil-Hotels-Cozy-Lake-Simcoe-Waterfront-Escape-For-10.h125653844.Hotel-Information) Innisfil CA $169 CA $497 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Innisfil-Hotels-Cozy-Lake-Simcoe-Waterfront-Escape-For-10.h125653844.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) ![Interior](https://images.trvl-media.com/lodging/42000000/41280000/41271600/41271545/63c1ae0e.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 (30 reviews) "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 $149 CA $411 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Barrie-Orillia-Hotels-Barrie-House-Close-To-All-Amenities.h41271545.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124720000/124713700/124713674/ab2690e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124720000/124713700/124713674/2ecff545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124720000/124713700/124713674/a1849505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124720000/124713700/124713674/f06e5b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Givi’s Cozy Camper [](https://www.expedia.ca/Adjala-Tosorontio-Hotels-Givis-Cozy-Camper.h124713674.Hotel-Information) Lisle CA $80 CA $121 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Adjala-Tosorontio-Hotels-Givis-Cozy-Camper.h124713674.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/9fca4356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/5abfeb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/8075e1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/109000000/108370000/108360100/108360022/14bd2745.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 (14 reviews) "Had a great time - thank you!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Curtis B. CA $162 CA $337 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Toronto-Hotels-Luxurious-Spacious-Dream-Home-With-Parking.h108360022.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/947f979d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/36815430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/4e0eb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104920000/104915900/104915817/832cb86c.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 reviews) "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 $161 CA $396 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Essa-Hotels-New-4-Bedroom-House-In-Angus.h104915817.Hotel-Information) ![Smart TV, fireplace, music library](https://images.trvl-media.com/lodging/120000000/119950000/119941000/119940912/8ed30e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119941000/119940912/748606b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119950000/119941000/119940912/15d1b9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119941000/119940912/5bfb9c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heaven Beach House. 2 min Drive. [](https://www.expedia.ca/Georgina-Hotels-Heaven-Beach-House-2-Min-Drive.h119940912.Hotel-Information) Georgina 10/10 Exceptional (1 review) "the house was beautiful, im so thankful that janice let me host my birthday here! the beds were very comfortable as well" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) silvana b. CA $378 CA $730 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Georgina-Hotels-Heaven-Beach-House-2-Min-Drive.h119940912.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116240000/116235300/116235203/a6c3db81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116240000/116235300/116235203/f3f13813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116240000/116235300/116235203/092f0708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116240000/116235300/116235203/f4161529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bedroom Spacious Enclave near Lake Wilcox [](https://www.expedia.ca/Toronto-Hotels-4-Bedroom-Spacious-Enclave-Near-Lake-Wilcox.h116235203.Hotel-Information) Richmond Hill CA $190 CA $631 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Toronto-Hotels-4-Bedroom-Spacious-Enclave-Near-Lake-Wilcox.h116235203.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/98000000/97020000/97018900/97018831/9ce2a2ee_edited_850b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/98000000/97020000/97018900/97018831/w750h498x0y0-fd3174de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97020000/97018900/97018831/2150d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/98000000/97020000/97018900/97018831/w1357h902x0y0-dec4a356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All-Season Chalet Retreat | Sleeps 14 | Ski & Spa [](https://www.expedia.ca/Springwater-Hotels-All-Season-Chalet-Retreat-Sleeps-14-Ski-Spa.h97018831.Hotel-Information) Minesing 9.2/10 Wonderful (5 reviews) "Place was really great for a big group Not to far from places " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tia C. CA $200 CA $625 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Springwater-Hotels-All-Season-Chalet-Retreat-Sleeps-14-Ski-Spa.h97018831.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/122000000/121230000/121222500/121222402/a1e3b283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121230000/121222500/121222402/f23da886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121230000/121222500/121222402/06a5eb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121230000/121222500/121222402/05b24a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly built and perfect for vacations. In the middle of both hwy 400&40 [](https://www.expedia.ca/Bradford-West-Gwillimbury-Hotels-Newly-Built-And-Perfect-For-Vacations-In-The-Middle-Of-Both-Hwy-40040.h121222402.Hotel-Information) Bradford West Gwillimbury 10/10 Exceptional (2 reviews) "Fabulous stay! Great Host, super clean house, everything as described. Highly recommend." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jennifer C. CA $264 CA $597 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Bradford-West-Gwillimbury-Hotels-Newly-Built-And-Perfect-For-Vacations-In-The-Middle-Of-Both-Hwy-40040.h121222402.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113910000/113906500/113906481/54c337bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113910000/113906500/113906481/e611def8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113910000/113906500/113906481/9b6ad9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113910000/113906500/113906481/23892cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodspring Vacation Home [](https://www.expedia.ca/Toronto-Hotels-Woodspring-Vacation-Home.h113906481.Hotel-Information) Newmarket 9.2/10 Wonderful (15 reviews) "This was a great stay at this beautiful location!Easy check-in, great communication, big, clean house!Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian B. CA $288 CA $548 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Toronto-Hotels-Woodspring-Vacation-Home.h113906481.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/29c71ad5_edited_d10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/61943316.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/102000000/101410000/101406900/101406871/f913e1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101410000/101406900/101406871/54955bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New! Luxury Retreat! [](https://www.expedia.ca/Innisfil-Hotels-Brand-New-Luxury-Retreat.h101406871.Hotel-Information) Barrie 10/10 Exceptional (8 reviews) "It was an excellent place to stay, Hosts are nice and even give us some welcome gifts" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) bob g. CA $359 CA $651 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Innisfil-Hotels-Brand-New-Luxury-Retreat.h101406871.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116710000/116702400/116702386/c16b9403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116710000/116702400/116702386/5d174dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116710000/116702400/116702386/820efdef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116710000/116702400/116702386/8fa743d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Nature, Sleep Under The Stars [](https://www.expedia.ca/Uxbridge-Hotels-Escape-To-Nature.h116702386.Hotel-Information) Zephyr CA $350 CA $450 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Uxbridge-Hotels-Escape-To-Nature.h116702386.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/w1999h1330x1y1-cb215d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/b719394f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/20216942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123240000/123231600/123231562/w1998h1331x1y1-3f8980b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Oak @ Barrie H&ME Tech Build [](https://www.expedia.ca/Barrie-Hotels-West-Oak-Barrie-HME-Tech-Build.h123231562.Hotel-Information) Barrie CA $271 CA $656 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Barrie-Hotels-West-Oak-Barrie-HME-Tech-Build.h123231562.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24®ionId=6085066&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Cookstown%2C+Innisfil%2C+Ontario%2C+Canada®ionId=6085066&latLong=44.201327%2C-79.670248&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCookstown-Private-Vacation-Homes.d6085066-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCookstown-Private-Vacation-Homes.d6085066-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Cookstown Hotel Reviews ![The Postmark Hotel](https://images.trvl-media.com/lodging/100000000/99440000/99436700/99436603/d763d477_y.jpg) ### The Postmark Hotel 10/10 Excellent "Great place" [](https://expedia.ca/Toronto-Hotels-The-Postmark-Hotel.h99436603.Hotel-Information) ![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 "Staff was very accomodating , room was nice and private . " [](https://expedia.ca/Barrie-Hotels-Monte-Carlo-Inn-Barrie-Suites.h2335224.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 "Great hot breakfast and was good to use the pool. " [](https://expedia.ca/Barrie-Hotels-Fairfield-Inn-Suites-By-Marriott-Barrie.h9807487.Hotel-Information) ![Best Western Plus Barrie](https://images.trvl-media.com/lodging/7000000/6620000/6618300/6618231/c8f8fcb4_y.jpg) ### Best Western Plus Barrie 10/10 Excellent "Wonderful staff, clean and just lovely" [](https://expedia.ca/Barrie-Hotels-Best-Western-Plus-Barrie.h6618231.Hotel-Information) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/115000000/114590000/114583600/114583569/b8c90d77_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "The staff was very helpful and and cheerful. The room was clean and the bed comfortable" [](https://expedia.ca/Bradford-West-Gwillimbury-Hotels-Comfort-Inn-Suites.h114583569.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 "The staff were great! Clean and comfortable." [](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 "Very private and quiet place. Close to the malls and any store you may wish or need. " [](https://expedia.ca/Toronto-Hotels-Best-Western-Voyageur-Place-Hotel.h24036.Hotel-Information) ![Comfort Inn Newmarket](https://images.trvl-media.com/lodging/1000000/20000/13700/13696/1d566e0c_y.jpg) ### Comfort Inn Newmarket 10/10 Excellent "Quick check-in and check-out. Good breakfast. Clean room" [](https://expedia.ca/Toronto-Hotels-Comfort-Inn-Newmarket.h13696.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/30000/23600/23598/0ff26301_y.jpg) ### Quality Inn 10/10 Excellent "Staff was great an really injoyed the breakfast " [](https://expedia.ca/Barrie-Hotels-Comfort-Inn-Barrie.h23598.Hotel-Information) ## Find out more about Cookstown ## Cookstown Vacation Homes information | Number of reviews | 118 | | ----------------- | ------------------ | | Accommodation | 196 Vacation Homes | | Lowest Price | CA $277 | | Highest Price | CA $730 | ## Explore a world of travel with Expedia - Lodging - Flights - [Farmstay in Beaverton ](https://www.expedia.ca/Beaverton-Agritourism.d58578-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Beaverton ](https://www.expedia.ca/Beaverton-Apartments.d58578-aaApartments.Travel-Guide-Accommodation) - [B&B in Beaverton ](https://www.expedia.ca/Beaverton-Bed-And-Breakfast.d58578-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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