Title: Shepherdstown Vacation Home Rentals from CA $235: Search Top Private Vacation Homes for Rent | 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) # Shepherdstown Vacation Rentals ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shepherdstown Vacation Homes ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/d8eff4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/93817e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/b0a4e945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100931900/100931806/180fe4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exclusive Wooded Chalet w Magnificent River Views Shepherdstown 10/10 Exceptional (7) "This property was super nice and the property managers were super awesome and accommodating! " CA $354 CA $656 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Shepherdstown-Hotels-Exclusive-Wooded-Chalet-W-Magnificent-River-Views.h100931806.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102160000/102152700/102152616/7e5c0253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102160000/102152700/102152616/213b929b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102160000/102152700/102152616/23b0edd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102160000/102152700/102152616/2c6ba0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Charm: Pets Welcome Frederick 10/10 Exceptional (1) "House was nice and cozy. And short trip to downtown area. Would definately stay here again." CA $170 CA $461 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Frederick-Hotels-Downtown-Charm-Pets-Welcome.h102152616.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/0a9b0be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/e7bdddc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/3c6203e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/43000000/42350000/42342000/42341954/ef52040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming "Cream of the Crop" Cape ~❤️of Middletown Middletown 10/10 Exceptional (137) "The property is wonderful! Very cozy and convenient to local attractions." CA $140 CA $348 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Frederick-Hotels-Vrbo-Property.h42341954.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/673a797f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/7a2de5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/e64ccd7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/bd6cf7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick Frederick 9.8/10 Exceptional (30) "This place was very clean and had all necessary amenities. The host communicated well. Walkable to town and the park! " CA $145 CA $364 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Frederick-Hotels-Gorgeous-Boho-Chic-Apt.h82490728.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/7d596de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/eb57c296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/277ce86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117240000/117233200/117233126/a3e48399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront House w/ Modern Comforts! Harpers Ferry 8.8/10 Excellent (3) "The house is lovely. Very much enjoyed the stay. Looking forward to going back!!" CA $181 CA $554 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Lakefront-House-W-Modern-Comforts.h117233126.Hotel-Information) ![Dining tables](https://images.trvl-media.com/lodging/96000000/95480000/95476100/95476079/w905h683x60y0-69cd861e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/96000000/95480000/95476100/95476079/w904h683x60y0-62dfd450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95480000/95476100/95476079/w525h683x259y0-986db5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95480000/95476100/95476079/w905h683x60y0-6c1fca10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kalia’s Mountain Momma Getaway Harpers Ferry 10/10 Exceptional (11) "Location was nice" CA $153 CA $248 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Kalias-Mountain-Momma-Getaway.h95476079.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/e9b96744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/0f701f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/debee502.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/60000000/59860000/59852500/59852480/e401ef53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Luxury Condo In Downtown Frederick\* Downtown Frederick 9.0/10 Wonderful (68) "Great time. Everything was perfect and place was just what we needed. " CA $143 CA $368 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Frederick-Hotels-Luxury-Condo-In-Downtown-Frederick.h59852480.Hotel-Information) ![](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/0ed0ba48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7c41d2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/afee337d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT. Downtown Frederick 9.4/10 Exceptional (117) "Clean and comfortable, quiet and perfectly located, this the perfect place for enjoying downtown " CA $171 CA $412 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118270000/118267200/118267149/fd08566a.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/119000000/118270000/118267200/118267149/w1199h799x1y1-f498db8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/119000000/118270000/118267200/118267149/a9d674d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/119000000/118270000/118267200/118267149/e73750a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home Away From Home Getaway 7mins to Downtown & More Frederick 10/10 Exceptional (1) "Great place" CA $190 CA $545 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Frederick-Hotels-Home-Away-From-Home-Getaway-7mins-To-Downtown-More.h118267149.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92200000/92195500/92195453/b0eece97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92200000/92195500/92195453/9fa36e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/93000000/92200000/92195500/92195453/7fa80337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92200000/92195500/92195453/7f9a5e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inns of Whitetail #209 Mercersburg 10/10 Exceptional (1) "Love the natural beauty all around." CA $184 CA $338 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Mercersburg-Hotels-Inns-Of-Whitetail-209.h92195453.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/beb9f8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/d6ab4bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/630d5570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113840000/113835900/113835823/f0a9c087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes! Harpers Ferry 10/10 Exceptional (5) CA $176 CA $509 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountain-Chic-Retreat-Harpers-Ferry.h113835823.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/db59b128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/ea8e6e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/f67f3dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42190000/42190000/42189911/c8f26a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home Myersville 9.4/10 Exceptional (109) "Great little farm house in a quaint little town " CA $223 CA $415 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Myersville-Hotels-Historic-Cozy-Farmhouse-In-The-Of-Myersville.h42189911.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109580000/109573800/109573719/dd7a711b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109580000/109573800/109573719/5f950644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109580000/109573800/109573719/22a4cb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109580000/109573800/109573719/4f0fe881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Camp Patowmack - Riverfront, Hot Tub, and Sauna! Harpers Ferry 9.6/10 Exceptional (4) "We thoroughly enjoyed this property. It is a beautiful cabin located directly on the Potomac river near Harpers Ferry. We would stay here again. It has everything you could possibly need for a quiet escape! " CA $145 CA $752 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Camp-Patowmack-Riverfront-Cabin-W-Hot-Tub.h109573719.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/09dfb369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/7ba5d157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/8170dd44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46560000/46559800/46559723/5199a400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terra Alta - Incredible River Views and Hot Tub! Charles Town 9.6/10 Exceptional (63) "We had a great time! The house overlooks the river and we loved the hot tub and fire pit! " CA $140 CA $563 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Charles-Town-Hotels-Terra-Alta-Hilltop-House-Overlooking-Shenandoah-Rapids.h46559723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119329300/119329233/a1966474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119330000/119329300/119329233/ef388354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119330000/119329300/119329233/1db6610c.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/120000000/119330000/119329300/119329233/12914df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Easy Self Check-in 4BR Escape • Prime Walkable Location • Dining & Shops Nearby Frederick CA $185 CA $481 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Frederick-Hotels-Easy-Self-Check-In-4BR-Escape-Prime-Walkable-Location-Dining-Shops-Nearby.h119329233.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/033f7a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/6acb952a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/953be3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/3c107926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub! Sharpsburg 10/10 Exceptional (39) "The house was very clean, the hot tub felt great, and sitting out on the back deck at night was wonderful. The only negative I had about the house was that it only had one bathroom. Jordan communicated well, he was always available to answer questions. People in town knew him and they all seem to like him. We would definitely recommend this house." CA $154 CA $416 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sharpsburg-Hotels-Incredible-Views-Steps-To-Battlefield-Winery.h89349390.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/34101a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/f28b8a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/244e60dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66250000/66249900/66249867/f5bcc5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD Jefferson 9.8/10 Exceptional (56) "Very conveniently located for our visit with an amazing bakery and awesome meat market across the street. " CA $139 CA $356 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Frederick-Hotels-Welcome-To-The-Rusty-Rose-Restored-Farmhouse-Feel-In-The-Heart-Of-Jefferson.h66249867.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118060000/118050500/118050499/ad04a84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/119000000/118060000/118050500/118050499/6753ff2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118060000/118050500/118050499/478f55e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/119000000/118060000/118050500/118050499/ce98b34a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FREE Amenities 4Bd 2 Bath Oasis 8mins to Downtown Frederick CA $194 CA $555 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Frederick-Hotels-FREE-Amenities-4Bd-2-Bath-Oasis-8mins-To-Downtown.h118050499.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041325/w846h564x1y1-618a6445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041325/ea3d2d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041325/b820a2e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30050000/30041400/30041325/eceb4795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath Sharpsburg 9.8/10 Exceptional (189) "Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay" CA $194 CA $235 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hagerstown-Hotels-Sharpsburg-Retreat-Civil-War-Home-Near-Antietam-Battlefield.h30041325.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121530000/121524600/121524565/w2558h1705x2y2-509a3ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121530000/121524600/121524565/bc949600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121530000/121524600/121524565/9bdccb11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121530000/121524600/121524565/775bd5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D Hagerstown CA $174 CA $314 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hagerstown-Hotels-Luxurious-Large-Condo.h121524565.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=2025-10-30&endDate=2025-10-31®ionId=56114&adults=2&lodging=VACATION_HOME&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%2FShepherdstown-Private-Vacation-Homes.d56114-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Private-Vacation-Homes.d56114-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Shepherdstown Hotel Reviews ![Holiday Inn Express Charles Town by IHG](//images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Parking was clean and safe. Staff were pleasant and eager to help. Breakfast buffet was better than a paid breakfast at a restaurant. Staff kept buffet clean and food refilled." [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Tru By Hilton Martinsburg](//images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/0ce58ab1_y.jpg) ### Tru By Hilton Martinsburg 10/10 Excellent "Tru worked out for us very well. The property and the rooms were clean, the workout room was excellent and it was near several dining option. It had easy access to major highways. I would not hesitate to stay there again, and the staff were very friendly and helpful" [](https://expedia.ca/Martinsburg-Hotels-Tru-By-Hilton-Martinsburg.h102710055.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 "I work in Hagerstown and only stay at the Fairfield Inn. The staff is lovely, rooms impeccable and the breakfast the best. I particularly love the oatmeal and all the choices to put in it❣️" [](https://expedia.ca/Hagerstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Hagerstown.h74089042.Hotel-Information) ![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 "I" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![Days Inn by Wyndham Frederick](//images.trvl-media.com/lodging/1000000/20000/13000/12946/5af4bff3_y.jpg) ### Days Inn by Wyndham Frederick 10/10 Excellent "Yes " [](https://expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Frederick.h12946.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg) ### Quality Inn 10/10 Excellent "On the Appalachian Trail, staff is kind and helpful. " [](https://expedia.ca/Martinsburg-Hotels-Quality-Inn.h25179.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 "Not what I would have expected from a Radisson property. " [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Hilton Garden Inn Frederick](//images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Yes clean room and praking was safe " [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.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 "Wonderful staff" [](https://expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information) ## Find out more about Shepherdstown ## Shepherdstown Vacation Homes information | Number of reviews | 801 | | --- | --- | | Accommodation | 290 Vacation Homes | | Lowest Price | CA $235 | | Highest Price | CA $752 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - 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