Title: Simcoe County Cottages | Expedia.ca [Simcoe County Hotels](https://expedia.ca/Destinations-In-Simcoe-County.d553248635976432418.Hotel-Destinations)[Vacation Rentals in Simcoe County](https://expedia.ca/Destinations-In-Simcoe-County.d553248635976432418.Vacation-Rental-Destinations)[Things to do in Simcoe County](https://expedia.ca/Things-To-Do-In-Simcoe-County.d553248635976432418.Travel-Guide-Activities)[Simcoe County Car Rentals](https://expedia.ca/Destinations-In-Simcoe-County.d553248635976432418.Car-Rental-Destinations)[Simcoe County Vacations](https://expedia.ca/Simcoe-County.d553248635976432418.Destination-Travel-Guides) ![Collingwood which includes a bridge, cycling and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/83000/83077-Barrie-Orillia-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Simcoe County Cottage Rentals ## Compare and save - ![](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 Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976432418&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976432418&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976432418&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976432418&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Simcoe County ![Wasaga Beach Provincial Park showing a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/83000/83440-Wasaga-Beach-Provincial-Park.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wasaga Beach [](https://expedia.ca/Wasaga-Beach-Cottages.d181914-aaCottages.Travel-Guide-Accommodation) ![Collingwood which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/83000/83072-Barrie-Orillia-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Collingwood [](https://expedia.ca/Collingwood-Cottages.d11938-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/3fff0332e4b45368cdac3c6d03e83dec.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oro-Medonte [](https://expedia.ca/Oro-Medonte-Cottages.d6288963-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/0e85fe6f49a1df9fcd11ec91d1618e70.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Essa [](https://expedia.ca/Essa-Cottages.d553248635740518697-aaCottages.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/74bd4a56ef2df06b8386e4fc337f04d6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Springwater [](https://expedia.ca/Springwater-Cottages.d553248635740519504-aaCottages.Travel-Guide-Accommodation) ## Featured Cottages in Simcoe County ## Find vacation rentals that suit your style Cottages [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CABIN) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CHALET) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Simcoe+County%2C+Ontario%2C+Canada®ionId=553248635976432418&latLong=44.447586%2C-79.733624&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VILLA) ![](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%2FSimcoe-County-Cottages.d553248635976432418-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSimcoe-County-Cottages.d553248635976432418-aaCottages.Travel-Guide-Accommodation) ## Top Simcoe County Hotel Reviews ![Midland Inn & Suites](https://images.trvl-media.com/lodging/7000000/6580000/6570800/6570799/b2b85c66_y.jpg) ### Midland Inn & Suites 10/10 Excellent "Room was clean and ready for us. Staff was wonderful at check in. Very quick and easy. We always stay here when in town. " [](https://expedia.ca/Midland-Hotels-Midland-Inn-Suites.h6570799.Hotel-Information) ![Hampton Inn Midland, On](https://images.trvl-media.com/lodging/77000000/76900000/76891600/76891569/21448630_y.jpg) ### Hampton Inn Midland, On 10/10 Excellent "The property was very nice. Rooms are modern and clean. Staff are very accommodating, nice and helpful. Breakfast was great! " [](https://expedia.ca/Midland-Hotels-Hampton-Inn-Midland.h76891569.Hotel-Information) ![Living Water Resort and Spa](https://images.trvl-media.com/lodging/7000000/6990000/6986300/6986293/02afa7d6_y.jpg) ### Living Water Resort and Spa 10/10 Excellent "Great room" [](https://expedia.ca/Collingwood-Hotels-Living-Water-Resort-And-Spa.h6986293.Hotel-Information) ![Living Stone Golf Resort](https://images.trvl-media.com/lodging/2000000/1600000/1590700/1590687/a399f0f2_y.jpg) ### Living Stone Golf Resort 10/10 Excellent "The rooms were amazing and the staff as well. Loved the experience." [](https://expedia.ca/Collingwood-Hotels-Living-Stone-Golf-Resort.h1590687.Hotel-Information) ![Georgian Bay Hotel Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802744/98efd129_y.jpg) ### Georgian Bay Hotel Trademark Collection by Wyndham 10/10 Excellent "M" [](https://expedia.ca/Collingwood-Hotels-Georgian-Bay-Hotel-Trademark-Collection-By-Wyndham.h1802744.Hotel-Information) ![Days Inn & Suites by Wyndham Collingwood](https://images.trvl-media.com/lodging/2000000/1380000/1374700/1374609/8d176f45_y.jpg) ### Days Inn & Suites by Wyndham Collingwood 10/10 Excellent "NO ISSUES. STAFF WERE GREAT. SPECIAL THANKS TO PATRICIA. WOULD STAY AGAIN." [](https://expedia.ca/Collingwood-Hotels-Days-Inn-Suites-By-Wyndham-Collingwood.h1374609.Hotel-Information) ![Days Inn by Wyndham Orillia](https://images.trvl-media.com/lodging/1000000/910000/908200/908140/205be5a9_y.jpg) ### Days Inn by Wyndham Orillia 10/10 Excellent "Was a great stay! " [](https://expedia.ca/Ramara-Hotels-Days-Inn-By-Wyndham-Orillia.h908140.Hotel-Information) ![Candlewood Suites Collingwood by IHG](https://images.trvl-media.com/lodging/100000000/99430000/99424800/99424748/452819e9_y.jpg) ### Candlewood Suites Collingwood by IHG 10/10 Excellent "Wonderful helpful staff, extremely clean room, quiet, I’ve stayed here four times this year, always my favourite hotel in this area " [](https://expedia.ca/Collingwood-Hotels-Candlewood-Suites-Collingwood.h99424748.Hotel-Information) ![Carriage Ridge Resort, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1180000/1177200/1177104/5cd2058c_y.jpg) ### Carriage Ridge Resort, an Ascend Collection Resort 10/10 Excellent "Yes room was great and staff super " [](https://expedia.ca/Oro-Medonte-Hotels-Carriage-Ridge-Hills-Resorts.h1177104.Hotel-Information) ## Find out more about Simcoe County ## Simcoe County Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - 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