Shepherdstown Holiday Rentals, West Virginia: Private House Rentals

A street lined with brick buildings, including a bank and a restaurant.

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Our top choices for Shepherdstown hotels

A hotel room with a bed, a desk, a chair, a desk lamp, a flat-screen TV, a bathroom with a sink and mirror, and a patterned carpet.

A long, narrow hotel corridor with patterned carpet, a closed elevator, and a door at the end.

A hotel with a central entrance, multiple floors, and a sign indicating it is a Quality Inn & Suites.

A modern kitchen with grey cabinets, a central island, and a coffee station.

1. Quality Inn Shepherdstown

Shepherdstown

Jeff

฿2,800

฿3,136 total

includes taxes & fees

1 Nov - 2 Nov

A large house with a prominent tower, surrounded by lush greenery and a vast landscape.

A house with a green roof and white walls, a flag, and a vase with flowers in the foreground.

A room with two chairs facing a large window, a chandelier, and a table with candles.

A covered outdoor seating area with a view of a lake and mountains.

2. Antietam Overlook Farm

Keedysville

jossely

฿6,533

฿7,990 total

includes taxes & fees

8 Oct - 9 Oct

A reception desk with a 'Quality by Choice Hotels' sign, a potted plant, and a door to the right.

A modern living room with a grey sofa, green armchairs, and a black office chair. There are two lamps, a flat-screen TV, and a small table. The room has a wooden floor and a grey rug.

A hotel room with two beds, a desk, a chair, a TV, and a painting on the wall.

A gym with treadmills, an elliptical, dumbbells, and a bench.

3. Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

Mark

฿3,012

฿3,374 total

includes taxes & fees

26 Oct - 27 Oct

A Holiday Inn Express hotel with a covered entrance, outdoor seating, and a landscaped area.

A fitness center with treadmills, elliptical machines, and a mirrored wall.

A hotel room with a bed, two bedside tables, a desk with a chair, a sofa, a small table, and a TV.

A hotel dining area with multiple tables and chairs, a television, and a coffee station.

4. Holiday Inn Express Charles Town by IHG

Charles Town

Rhonda

฿3,126

฿3,533 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with a metal ladder, lounge chairs, and a seating area with a view of the outdoors.

A spacious hotel lobby with multiple seating areas, a long communal table, and large windows offering views.

A building with classical architecture, featuring columns and a symmetrical facade.

A lobby with a reception desk, seating area, and a patterned carpet.

5. Hampton Inn & Suites Charles Town

Charles Town

lu ann

฿4,107

฿4,600 total

includes taxes & fees

14 Oct - 15 Oct

A staircase with a stone wall, wooden steps, and a red carpet leading to a room with a wooden table and chairs.

A red brick building with a black door, two wall-mounted lanterns, and a sign for Light Horse Inn.

A bedroom with a bed, curtains, a ceiling fan, a dresser, and a rustic wall.

A red brick building with a white door, a welcome sign, and outdoor seating with metal chairs and tables.

6. Light Horse Inn

Harpers Ferry

Howard

฿4,992

฿5,342 total

includes taxes & fees

2 Nov - 3 Nov

A bar area with wooden bar counters, red stools, and a red bench. There are shelves with bottles and a chalkboard menu.

A group of people playing slot machines in a casino.

A bar area with wooden chairs, a brick wall, and a variety of bottles and glasses on shelves.

7. Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Michael

฿3,052

฿3,418 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

A modern hotel room with a kitchenette, a bed, a desk, and a chair.

A modern kitchen with a refrigerator, microwave, and sink. There is a dining area with a table and chairs, and a small seating area with a lamp.

8. Home2 Suites by Hilton Charles Town

Charles Town

Scott

฿4,245

฿4,755 total

includes taxes & fees

14 Oct - 15 Oct

A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.

A lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

A building with a sign reading "HOLLYWOOD Casino at Charles Towne RV Park".

A bar area with a buffalo-themed mural, multiple screens, and bar stools.

9. The Inn at Charles Town - Hollywood Casino

Charles Town

Kira

฿3,429

฿4,176 total

includes taxes & fees

20 Oct - 21 Oct

A modern dining area with tables and chairs, a blue and white striped rug, and a large window offering a view of buildings outside.

A spacious lobby with a wooden floor, yellow and blue sofas, a coffee table, and a reception desk.

A hotel room with a bed, a kitchenette, a seating area with a chair and table, and a desk.

A hotel lobby with a reception desk, yellow and blue sofas, a coffee table, and framed artwork on the walls.

10. Comfort Inn Aikens Center

Martinsburg

Krystle

฿2,748

฿3,077 total

includes taxes & fees

1 Nov - 2 Nov

A reception area with a blue door, a reception desk, and two armchairs.

A breakfast area with a counter, seating, and a Daybreak sign.

A motel with a covered parking area, a small lobby, and a building with a flat roof.

A hotel room with two beds, a TV, a desk, and a wardrobe.

11. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Catherine

฿2,362

฿2,669 total

includes taxes & fees

21 Oct - 22 Oct

An outdoor patio with a fire pit, seating, and a covered area.

A Fairfield by Marriott Inn & Suites building with a modern architectural design, featuring a prominent entrance and multiple floors.

A modern living room with a fireplace, wooden ceiling, and a flat-screen TV.

A modern living room with a fireplace, a flat-screen TV, and a dining area with a large window.

12. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Susan

฿3,720

฿4,167 total

includes taxes & fees

13 Oct - 14 Oct

A multi-level interior with wooden staircases, a flat-screen TV, a fireplace, and a seating area with a coffee table.

A hotel reception desk with a sign for guest courtesy telephone, a framed picture on the wall, and a counter with various items.

A modern living room with a fireplace, leather chairs, a glass coffee table, and a flat-screen TV mounted on the wall.

A hotel room with a flat-screen TV mounted on the wall, a microwave, a coffee maker, a lamp, and a desk with a chair.

13. Quality Inn & Suites

Kearneysville

James

฿1,857

฿2,080 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a chair, a window with a view of greenery, and a patterned ceiling.

A hotel with a modern facade, a prominent 'tru by Hilton' sign, and a flagpole with an American flag.

A modern lounge area with seating arrangements, including a blue sofa, red chairs, and a hanging chair.

14. Tru By Hilton Martinsburg

Martinsburg

Crystal

฿2,972

฿3,358 total

includes taxes & fees

1 Nov - 2 Nov

A buffet setup with various food items, a decorative tree, and a window with natural light.

A spacious lobby with a purple sofa, a dining area with chairs and tables, and a large potted plant.

A conference room with a long table, blue chairs, a fireplace, and large windows offering a view of greenery.

A modern kitchen with a bar area featuring wooden stools and a large island.

15. Hilton Garden Inn Martinsburg

Martinsburg

Robert

฿3,829

฿4,288 total

includes taxes & fees

14 Oct - 15 Oct

A modern two-story building with a flat roof and a covered front porch.

A laundry area with a front-loading washer and dryer, a control panel, and a tiled wall.

A bathroom with a sink, toilet, and bathtub.

A hotel lobby with a reception desk, wooden cabinets, a ceiling fan, and a framed picture on the wall.

16. Hillside Inn & Suite

Martinsburg

Thomas

฿1,943

฿2,176 total

includes taxes & fees

14 Oct - 15 Oct

A two-story house with a front porch, American flags, and a mailbox.

A bedroom with a four-poster bed, a fireplace, a television, and a large window with curtains.

A garden with a statue, flowering shrubs, and a brick pathway.

A two-story house with a porch, illuminated by string lights and a Christmas tree.

17. The Carriage Inn B&B

Charles Town

Meredith

฿5,664

฿6,400 total

includes taxes & fees

8 Oct - 9 Oct

An outdoor patio area with a long wooden table and chairs, a red umbrella, and a grill station.

A modern lounge area with seating, a television, and a bar area.

A modern hotel room with a dining area, a sofa, a desk, and a kitchen area.

An indoor swimming pool with wooden beams on the ceiling, a tiled border, and several chairs and umbrellas outside.

18. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Lynn Anne

฿3,832

฿4,330 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with seating areas, a reception desk, and a 'Welcome' sign.

A gym with stationary bikes, a rowing machine, and a variety of exercise balls.

19. Hampton Inn Martinsburg

Martinsburg

Matthew

฿2,829

฿3,197 total

includes taxes & fees

1 Nov - 2 Nov

A bar area with high stools, a counter, and a patterned carpet.

A hotel reception area with a wooden reception desk, a sign reading "STORE", and a view of the lobby.

A casino with slot machines, red chairs, and a colorful carpet.

A hotel room with a dining area, kitchenette, and a TV mounted on the wall.

20. Rodeway Inn & Suites Charles Town

Charles Town

Biju

฿2,143

฿2,421 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Shepherdstown attractions

Shepherdstown Opera House

10.0/10 (1 review)

This intimate historic theatre hosts diverse performances from indie films to live music in a beautifully preserved setting. Arrive early to enjoy Shepherdstown's dining scene before your show.

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Shepherdstown Historic District

Wander through America's oldest West Virginia town, where 18th-century architecture tells stories from the 1730s. Explore German Street's unique shops and historic venues like the Shepherdstown Opera House.

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Rumsey Steamboat Museum

2.0/10 (1 review)

This intimate museum showcases James Rumsey's revolutionary 1787 steamboat, predating Fulton by decades. Explore the working replica and a vivid historical mural depicting the original Potomac River demonstration.

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Scarborough Library

Scarborough Library houses over 158,000 volumes and serves as Shepherd University's academic heart. Its solar-paneled roof showcases the institution's commitment to sustainability while providing a research space.

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Ram Stadium

Catch an event at Ram Stadium during your trip to Shepherdstown. While you're in the area, stroll along the riverfront.

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Morgan's Grove Park

This peaceful 20-acre park offers walking trails, sports fields, and a spring-fed stream amid mature trees. Enjoy a picnic in the shade or let children explore the playgrounds in this local West Virginia retreat.

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Rumsey Monument

This 75-foot stone tribute honours James Rumsey, who demonstrated a steamboat in 1787, predating Fulton's famous vessel. From its hilltop perch, enjoy sweeping views of the Potomac River and Blue Ridge Mountains.

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Bane Harris Community Park

Bane Harris Community Park is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the riverfront.

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Learn more about Shepherdstown

Stroll down German Street to discover charming shops and the historic Shepherdstown Opera House, a local gem for films and live performances. Nearby, Harpers Ferry National Historical Park offers scenic hiking trails and Civil War history lessons along the Potomac and Shenandoah rivers.

See all hotels in Shepherdstown

A historic street with red brick buildings, a church steeple, and a sign for a local shop.

Top Shepherdstown Hotel Reviews

Days Inn by Wyndham Frederick

10/10 Excellent

"Room was comfortable. Slight moldy smell in bathroom. There was some remolding or roof repairs being done so there was some construction noise. Staff was extremely kind and courteous."

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Na"

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"The cable television was pretty lame, no movie channels. There was a constant dripping with the air conditioning and it was a little musty smelling."

Best Western Historic Frederick

10/10 Excellent

"Comfortable beds. Nice breakfast. Pleasant helpful staff. Great location."

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent

"The property and room were very clean and it is convenient on/off freeway."

Quality Inn Shepherdstown

10/10 Excellent

"Need vending machine for drinks and snacks!!"

Comfort Inn Frederick - Ballenger Creek

8/10 Good

"1. It was a great value compared to other hotels in the area 2. The rooms could use updating 3. The breakfast was not great. The eggs and sausage were not good, but there are other options, so all in all, breakfast was okay at best."

Mirror Villas - Modern Retreat with private hot tubs and mountain view

10/10 Excellent

"This space provided such a beautiful, serene experience. Could not have asked for anything more. They had everything we needed from fire starter to bottled water. There are so many delicate touches that made the space that much more comfortable. The bed was incredibly cozy, the heated floors were a dream and the outdoor space was perfect. Beyond grateful for this weekend full of relaxation and peace."

More cheap stays in Shepherdstown

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

฿2,602

฿2,888 total

25 Oct - 26 Oct

includes taxes & fees

8/10 Very good! (1,000 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

฿2,729

฿3,057 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,000 reviews)

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV

฿2,829

฿3,197 total

1 Nov - 2 Nov

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

฿2,965

฿3,291 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

฿3,012

฿3,374 total

26 Oct - 27 Oct

includes taxes & fees

8.8/10 Excellent! (1,002 reviews)

Hampton Inn & Suites Frederick-Fort Detrick

1565 Opossumtown Pike Frederick MD

฿3,556

฿3,947 total

18 Oct - 19 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Shepherdstown?

Quality Inn Shepherdstown is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Two other options for your visit to the area are Quality Inn Harpers Ferry - Charles Town and Best Western Historic Frederick. See all available top hotels, or vacation rentals in Shepherdstown.

If I need to cancel my hotel reservation in Shepherdstown, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shepherdstown.

What's the best family accommodation in Shepherdstown?

Quality Inn Shepherdstown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as John Brown Wax Museum and For the Kids, By George Children's Museum are fun for children of all ages. Find more child-friendly accommodations in Shepherdstown.

What's the best dog-friendly place to stay in Shepherdstown?

Quality Inn Shepherdstown is a top hotel for people travelling with their pets and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Shepherdstown.

What's the best accommodation for a golf trip to Shepherdstown?

Bavarian Inn is a top hotel that has an adjacent golf course and features a health club. You can tee off at Cress Creek Golf Club or Cress Creek Country Club Golf Course while you're in town. See more golf hotels in Shepherdstown.

What are some hotels with pools in Shepherdstown?

Best Western Historic Frederick: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hampton Inn Martinsburg and Fairfield Inn & Suites by Marriott Hagerstown are two additional hotels that offer an on-site pool. View all hotels with pools in Shepherdstown.

What is staying in Shepherdstown like?

Visitors to Shepherdstown will definitely enjoy the university setting and riverfront. Tourists can also enjoy so much more including its gardens. In Shepherdstown, there are 19 hotels and other accommodation options to choose from. Find out more about Shepherdstown.

What should I do while I'm visiting Shepherdstown?

Cultural venues include Shepherdstown Opera House and Shepherdstown Museum. Landmarks like Shepherdstown Historic District, Rumsey Monument and Elmwood Cemetery might be worth a visit. The university setting is a highlight and Shepherd University is worth a campus tour. Take a look at what more there is to see and do in Expedia's Shepherdstown guide.

What's the seasonal weather in Shepherdstown?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Shepherdstown is 1201 mm.

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Book Hotels in Shepherdstown on Expedia.com

Find hotels in Shepherdstown, WV from ฿1,799

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shepherdstown

Check prices for these dates

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Our top choices for Shepherdstown hotels

1. Quality Inn Shepherdstown

2. Antietam Overlook Farm

3. Quality Inn Harpers Ferry - Charles Town

4. Holiday Inn Express Charles Town by IHG

5. Hampton Inn & Suites Charles Town

6. Light Horse Inn

7. Clarion Inn Harpers Ferry - Charles Town

8. Home2 Suites by Hilton Charles Town

9. The Inn at Charles Town - Hollywood Casino

10. Comfort Inn Aikens Center

11. Days Inn by Wyndham Charles Town/Harpers Ferry

12. Fairfield Inn & Suites by Marriott Hagerstown

13. Quality Inn & Suites

14. Tru By Hilton Martinsburg

15. Hilton Garden Inn Martinsburg

16. Hillside Inn & Suite

17. The Carriage Inn B&B

18. Home2 Suites by Hilton Martinsburg, WV

19. Hampton Inn Martinsburg

20. Rodeway Inn & Suites Charles Town

Stay near popular Shepherdstown attractions

Shepherdstown Opera House

Shepherdstown Historic District

Rumsey Steamboat Museum

Scarborough Library

Ram Stadium

Morgan's Grove Park

Rumsey Monument

Bane Harris Community Park

Learn more about Shepherdstown

Top Shepherdstown Hotel Reviews

Days Inn by Wyndham Frederick

Quality Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

Best Western Historic Frederick

Fairfield Inn & Suites by Marriott Hagerstown

Quality Inn Shepherdstown

Comfort Inn Frederick - Ballenger Creek

Mirror Villas - Modern Retreat with private hot tubs and mountain view

More cheap stays in Shepherdstown

Best Western Historic Frederick

Comfort Suites Hagerstown Southeast

Hampton Inn Martinsburg

Comfort Inn Frederick - Ballenger Creek

Quality Inn Harpers Ferry - Charles Town

Hampton Inn & Suites Frederick-Fort Detrick

Frequently asked questions

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