Title: Windsor County Villas | Expedia.ca [Windsor County Hotels](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Car Rentals](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations)[Windsor County Vacations](https://expedia.ca/Windsor-County.d553248635976432508.Destination-Travel-Guides) ![Weston showing interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93824-Central-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Windsor County Villa Rentals ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Villas in Windsor County ![Exterior](https://images.trvl-media.com/lodging/65000000/64990000/64987400/64987390/6fe2f409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64990000/64987400/64987390/74679b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/65000000/64990000/64987400/64987390/6d46f95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64990000/64987400/64987390/f9945c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private wing of the Largest Colonial Revival Mansion in the US Windsor [](https://www.expedia.ca/Windsor-Hotels-Private-Wing-Of-The-Largest-Colonial-Revival-Mansion-In-The-US.h64987390.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/16000000/15370000/15361300/15361261/2e21878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms, Mountain View, Mountainside | In-room dining](https://images.trvl-media.com/lodging/16000000/15370000/15361300/15361261/7d1dac35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms, Mountain View, Mountainside](https://images.trvl-media.com/lodging/16000000/15370000/15361300/15361261/e9f2311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms, Mountain View, Mountainside | Private kitchen](https://images.trvl-media.com/lodging/16000000/15370000/15361300/15361261/678bfcf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hakuna Matata - GetAway Bridgewater Corners 6.0/10 (1) [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Hakuna-Matata-To-Hakuna-Matata-GetAway.h15361261.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=2025-10-10&endDate=2025-10-11®ionId=553248635976432508&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWindsor-County-Villas.d553248635976432508-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Villas.d553248635976432508-aaVillas.Travel-Guide-Accommodation) ## Top Windsor County Hotel Reviews ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Great little motel. Clean, well appointed, friendly staff and walkable location. We did not have good weather, but great fire pits and chairs near river. " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Clean room. Staff very polite and helpful " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Kedron Valley Inn](//images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/7e388eb9_y.jpg) ### Kedron Valley Inn 10/10 Excellent "Kind and professional. " [](https://expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "The perfect hotel, Rachael the owner is beyond nice, she is always helpful and accommodating. Chelsea and Bill at the front desk could not be more helpful and kind. The rooms are impeccably clean and comfortable. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Overall there were no issues with my stay. " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "The property was beautiful and well-maintained, and the staff were helpful and friendly. I had a great stay and will definitely be returning in the future. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Excellent Vintage style B&B. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "One day stay all went well" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Lincoln Inn & Gallery](//images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa_y.jpg) ### Lincoln Inn & Gallery 10/10 Excellent "Loved our stay here! Beautiful!" [](https://expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ## Find out more about Windsor County ## Windsor County Villas information | Number of reviews | | | --- | --- | | Accommodation | 2 Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Billings Farm and Museum](https://www.expedia.ca/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bridgewater](https://www.expedia.ca/Bridgewater-Agritourism.d553248635975851833-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Bridgewater](https://www.expedia.ca/Bridgewater-Bed-And-Breakfast.d553248635975851833-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bridgewater](https://www.expedia.ca/Bridgewater-Guest-Houses.d553248635975851833-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Bridgewater](https://www.expedia.ca/Bridgewater-Hostels.d553248635975851833-aaHostels.Travel-Guide-Accommodation) - 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