Shepherdstown Holiday Rentals, West Virginia: Private House Rentals

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

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Go beyond your typical stay in Shepherdstown

Pet friendly

Pool

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Hot tub

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Cottage

Family friendly

Waterpark

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Our top choices for Shepherdstown hotels

Breakfast included

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Bed & breakfast

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Pet-friendly

1. Quality Inn Shepherdstown

Shepherdstown

Michael J

Rp1.807.746

Rp2.024.676 total

includes taxes & fees

20 Sept - 21 Sept

2. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Salina

Rp1.931.807

Rp2.163.624 total

includes taxes & fees

30 Aug - 31 Aug

3. Hampton Inn Hagerstown

Hagerstown

Carrie

Rp2.121.266

Rp2.375.818 total

includes taxes & fees

9 Sept - 10 Sept

4. Holiday Inn Express Charles Town by IHG

Charles Town

IRIS

Rp2.321.713

Rp2.623.534 total

includes taxes & fees

31 Aug - 1 Sept

5. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Nathaniel

Rp1.151.416

Rp1.301.098 total

includes taxes & fees

30 Aug - 31 Aug

6. Holiday Inn Martinsburg by IHG

Martinsburg

Laura

Rp1.790.023

Rp2.022.725 total

includes taxes & fees

31 Aug - 1 Sept

7. Comfort Inn Aikens Center

Martinsburg

Melanie

Rp1.575.752

Rp1.764.842 total

includes taxes & fees

20 Sept - 21 Sept

8. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Marlin

Rp2.020.068

Rp2.282.677 total

includes taxes & fees

3 Sept - 4 Sept

Suite, 1 King Bed with Sofa bed, Non Smoking

9. Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Timothy

Rp1.898.133

Rp2.125.909 total

includes taxes & fees

2 Sept - 3 Sept

10. Tru By Hilton Martinsburg

Martinsburg

larry

Rp1.656.746

Rp1.872.124 total

includes taxes & fees

6 Sept - 7 Sept

11. Springhill Suites by Marriott Hagerstown

Hagerstown

Darren

Rp2.284.317

Rp2.558.435 total

includes taxes & fees

6 Sept - 7 Sept

12. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

kim

Rp1.943.327

Rp2.195.960 total

includes taxes & fees

6 Sept - 7 Sept

13. Hampton Inn Martinsburg

Martinsburg

Homerlee

Rp1.818.380

Rp2.054.770 total

includes taxes & fees

3 Sept - 4 Sept

Standard Room, 2 Queen Beds, Accessible (Mobil Tub)

14. Holiday Inn Express & Suites Clear Spring by IHG

Clear Spring

ganesh

Rp1.488.732

Rp1.667.380 total

includes taxes & fees

6 Sept - 7 Sept

15. Hillside Inn & Suite

Martinsburg

Marcy

Rp1.108.574

Rp1.241.496 total

includes taxes & fees

7 Sept - 8 Sept

16. Country Inn & Suites by Radisson, Hagerstown, MD

Hagerstown

Susan

Rp1.762.574

Rp1.974.082 total

includes taxes & fees

27 Sept - 28 Sept

17. Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

John

Rp1.752.273

Rp1.962.546 total

includes taxes & fees

2 Sept - 3 Sept

18. Home2 Suites BY Hilton Hagerstown

Hagerstown

Rochana

Rp2.238.060

Rp2.506.628 total

includes taxes & fees

6 Sept - 7 Sept

19. Hilton Garden Inn Martinsburg

Martinsburg

Christie

Rp1.947.403

Rp2.181.093 total

includes taxes & fees

6 Sept - 7 Sept

20. Tru By Hilton Hagerstown

Hagerstown

Heather

Rp1.802.278

Rp2.018.550 total

includes taxes & fees

13 Sept - 14 Sept

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Stay near popular Shepherdstown attractions

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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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 Museum

8.0/10 (1 review)

Housed in the historic Entler Hotel, this museum showcases Shepherdstown's rich past through local artefacts and documents. The James Rumsey Boathouse features a working replica of the inventor's pioneering steamboat.

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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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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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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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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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Shepherdstown City Hall

This historic building serves as the administrative heart of Shepherdstown's charming historic district. Admire its regional architectural style while exploring nearby heritage sites and local shops.

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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 building with a clock tower, columns, and a classic architectural style.

Top Shepherdstown Hotel Reviews

Fairfield Inn & Suites by Marriott Frederick

10/10 Excellent

"We just did a quick overnight stay. Great location right off 270 and close to rt 70. Very clean with great breakfast. Cheerful lady helping in the breakfast room. Will plan staying again on our frequent trip from Ohio to DC area."

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"All was good, only issue was the front desk lady, she did not speak clear or speak up, it was like talking to your 15 year old kid who still mumbles. I had to keep having her repeat herself, about basic things, but I really couldn’t follow or understand her. The kick was she never spoke a bit louder or more clear, she kept repeating herself in the same monotone, low volume mumbles lol…..but everything else was good!"

SpringHill Suites by Marriott Frederick

10/10 Excellent

"Beautiful hotel and lovely suite with great pillows and bef"

Comfort Suites Hagerstown Southeast

10/10 Excellent

"Clean room no pet smell loud bathroom exhaust fan"

Holiday Inn Express Charles Town by IHG

10/10 Excellent

"Great location, easy check in, and friendly staff They have the cheapest security deposit l have ever seen."

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Cleanliness and staff"

More cheap stays in Shepherdstown

The Plaza Inn & Suites

931 Dual Highway, Building A Hagerstown MD

Rp1.116.548

Rp1.250.534 total

28 Aug - 29 Aug

includes taxes & fees

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

Rp1.356.518

Rp1.505.736 total

2 Sept - 3 Sept

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

Rp1.563.169

Rp1.735.117 total

20 Sept - 21 Sept

includes taxes & fees

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

Rp1.653.920

Rp1.852.390 total

27 Sept - 28 Sept

includes taxes & fees

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

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

Rp1.752.273

Rp1.962.546 total

2 Sept - 3 Sept

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

Rp2.217.147

Rp2.461.033 total

7 Sept - 8 Sept

includes taxes & fees

9.2/10 Wonderful! (907 reviews)

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 Country Inn & Suites by Radisson, Hagerstown, MD and Country Inn & Suites by Radisson, Frederick, MD. 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?

Country Inn & Suites by Radisson, Hagerstown, MD: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Plaza Inn & Suites and Best Western Historic Frederick 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 17 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 Museum and Shepherdstown Opera House. 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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Find hotels in Shepherdstown, WV from Rp1.241.496

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shepherdstown

Check prices for these dates

Filter by

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Guest rating

Our top choices for Shepherdstown hotels

1. Quality Inn Shepherdstown

2. Fairfield Inn & Suites by Marriott Hagerstown

3. Hampton Inn Hagerstown

4. Holiday Inn Express Charles Town by IHG

5. Days Inn by Wyndham Charles Town/Harpers Ferry

6. Holiday Inn Martinsburg by IHG

7. Comfort Inn Aikens Center

8. Home2 Suites by Hilton Martinsburg, WV

9. Clarion Inn Harpers Ferry - Charles Town

10. Tru By Hilton Martinsburg

11. Springhill Suites by Marriott Hagerstown

12. Fairfield Inn & Suites by Marriott Martinsburg

13. Hampton Inn Martinsburg

14. Holiday Inn Express & Suites Clear Spring by IHG

15. Hillside Inn & Suite

16. Country Inn & Suites by Radisson, Hagerstown, MD

17. Quality Inn Harpers Ferry - Charles Town

18. Home2 Suites BY Hilton Hagerstown

19. Hilton Garden Inn Martinsburg

20. Tru By Hilton Hagerstown

Stay near popular Shepherdstown attractions

Shepherdstown Historic District

Shepherdstown Opera House

Shepherdstown Museum

Rumsey Steamboat Museum

Rumsey Monument

Scarborough Library

Morgan's Grove Park

Shepherdstown City Hall

Learn more about Shepherdstown

Top Shepherdstown Hotel Reviews

Fairfield Inn & Suites by Marriott Frederick

Country Inn & Suites by Radisson, Frederick, MD

SpringHill Suites by Marriott Frederick

Comfort Suites Hagerstown Southeast

Holiday Inn Express Charles Town by IHG

Quality Inn Harpers Ferry - Charles Town

More cheap stays in Shepherdstown

The Plaza Inn & Suites

Best Western Historic Frederick

Comfort Inn Frederick - Ballenger Creek

Comfort Suites Hagerstown Southeast

Quality Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Frederick

Frequently asked questions

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