Title: Shepherdstown Villas from CA $3,319 | Expedia.ca [Hotels in Shepherdstown](https://expedia.ca/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.ca/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Shepherdstown Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide)[Shepherdstown Vacation Packages](https://expedia.ca/Shepherdstown.d56114.Destination-Travel-Guides) ![Shepherdstown showing a small town or village, street scenes and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135498-Shepherdstown.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Shepherdstown Villa Rentals from CA $3,319 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shepherdstown Villas ![Exterior](https://images.trvl-media.com/lodging/48000000/47020000/47013000/47012952/afc8f189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/48000000/47020000/47013000/47012952/cebfd397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/48000000/47020000/47013000/47012952/c8b5cf36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/48000000/47020000/47013000/47012952/4937f6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Mansion in the Country & Wedding Venue Waynesboro 9.8/10 Exceptional (9) "The stay and place was awesome and my family and I will definitely be booking again " CA $1,674 CA $3,319 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Waynesboro-Hotels-Beautiful-Mansion-In-The-Country-Wedding-Venue.h47012952.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=2025-10-23&endDate=2025-10-24®ionId=56114&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FShepherdstown-Villas.d56114-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Villas.d56114-aaVillas.Travel-Guide-Accommodation) ## Top Shepherdstown Hotel Reviews ![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg) ### Days Inn by Wyndham Charles Town/Harpers Ferry 10/10 Excellent "Nice place to stay" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Convenient " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Comfort Inn Frederick - Ballenger Creek](//images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/047bd49c_y.jpg) ### Comfort Inn Frederick - Ballenger Creek 10/10 Excellent "Clean, well equipped room with extra towels,hair dryer and many great room amenities " [](https://expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information) ![Hampton Inn Martinsburg](//images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "St" [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](//images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "way better than we expected in all areas. great service , very clean , very nice attached restaurant " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Country Inn & Suites by Radisson, Hagerstown, MD](//images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/31529ad2_y.jpg) ### Country Inn & Suites by Radisson, Hagerstown, MD 10/10 Excellent "Nice hotel, but Ken at the front desk was awesome. Id come back just because of the front desk employee, ken." [](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information) ![Country Inn & Suites by Radisson, Frederick, MD](//images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 10/10 Excellent "Had a nice stay in a quiet area with helpful staff. Great job." [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Fairfield Inn & Suites by Marriott Hagerstown](//images.trvl-media.com/lodging/75000000/74090000/74089100/74089042/ba43674a_y.jpg) ### Fairfield Inn & Suites by Marriott Hagerstown 10/10 Excellent "Very clean room and restroom. Excellent breakfast food and facilities. Comfortable bed and quiet air conditioner." [](https://expedia.ca/Hagerstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Hagerstown.h74089042.Hotel-Information) ![Quality Inn Shepherdstown](//images.trvl-media.com/lodging/1000000/480000/474700/474628/55aabeb4_y.jpg) ### Quality Inn Shepherdstown 10/10 Excellent "Front desk staff was wonderful and friendly. Can’t wait to come back! " [](https://expedia.ca/Shepherdstown-Hotels-Quality-Inn-Shepherdstown.h474628.Hotel-Information) ## Find out more about Shepherdstown ## Shepherdstown Villas information | Number of reviews | | | --- | --- | | Accommodation | 4 Villas | | Lowest Price | CA $3,319 | | Highest Price | CA $3,319 | ## Frequently asked questions ### Why book your villa in Shepherdstown with Expedia? > Reserving a villa in Shepherdstown is as simple as working out your travel dates and selecting an option suited to your needs. Want something affordable or upmarket, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results and find your perfect match. ### How can I find cheap villas in Shepherdstown? > A wonderful way to get cheap villas in Shepherdstown is with Expedia's filter tool. Narrow down your search by budget, star rating and amenities to find unbeatable deals in only a few keystrokes. ### What is there to do near my villa in Shepherdstown? > You'll find tons of fun things to fill your itinerary with in Shepherdstown. Explore renowned attractions like [Shepherdstown Opera House](https://www.expedia.ca/Shepherdstown-Opera-House-Shepherdstown.d553248621532662480.Vacation-Attraction), [Shepherdstown Museum](https://www.expedia.ca/Shepherdstown-Museum-Shepherdstown.d553248621532662479.Vacation-Attraction) and [Morgan's Grove Park](https://www.expedia.ca/Morgans-Grove-Park-Shepherdstown.d553248621561196357.Vacation-Attraction). [Cress Creek Golf Club](https://www.expedia.ca/Cress-Creek-Golf-Club-Shepherdstown.d553248621532662481.Vacation-Attraction), [Rumsey Monument](https://www.expedia.ca/Rumsey-Monument-Shepherdstown.d553248621561196355.Vacation-Attraction) and [Elmwood Cemetery](https://www.expedia.ca/Elmwood-Cemetery-Shepherdstown.d553248621561196358.Vacation-Attraction) also lure many visitors. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Harpers Ferry](https://www.expedia.ca/4Star-Harpers-Ferry-Hotels.s40-0-d7561.Travel-Guide-Filter-Hotels) - [Aparthotels in Bedington](https://www.expedia.ca/Bedington-Apart-Hotels.d553248635975875967-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Bedington](https://www.expedia.ca/Bedington-Cabins.d553248635975875967-aaCabins.Travel-Guide-Accommodation) - [Bedington Hotels](https://www.expedia.ca/Bedington-Hotels.d553248635975875967.Travel-Guide-Hotels) - 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