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BEST LOCATION: Historic Shepherdstown Getaway

Riverside holiday home with kitchen and patio

Photo gallery for BEST LOCATION: Historic Shepherdstown Getaway

Terrace/patio
Plenty of parking in front of the house.
Living room with sofa and two large chairs and three ottomans.
Living room with smart TV and a view of the garden.
Living room with sofa and two large chairs and three ottomans.

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8241.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill
  • Air conditioning

Explore the area

View map
Shepherdstown, WV
  • Place, Shepherdstown Opera House
    ‪2 min walk‬
  • Place, Shepherd University
    ‪3 min walk‬
  • Place, Shepherdstown Visitors Center
    ‪5 min walk‬
  • Airport, Hagerstown, MD (HGR-Hagerstown Regional)
    ‪33 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bed and 1 Child Bed

Bedroom 3

2 Double Beds

Bedroom 4

1 Single Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

BEST LOCATION: Historic Shepherdstown Getaway

The only listing in the historic district of Corporate Shepherdstown, WV!

Enjoy our spacious, modern three-bedroom brick home while staying in the heart of the oldest town in West Virginia.

Stay steps away from local restaurants and shops. Stroll across the street to visit the Opera House, the Press Room Restaurant, and Shepherd University.

Outdoor activities, like rafting, tubing, kayaking, golf, and hiking are all within walking distance. We are only short drive to Charles Town Casinos and Antietam Battlefield.

This two-story modern brick home is situated in the backyard of the historic Michael Yeasley House. Newly refinished wood floors throughout the public spaces and master bedroom. Fresh paint throughout. Carpet in the front bedroom. Two full baths with all of the amenities: one with a large soaker tub and the other with a shower.

New beds, bedding, and towels. Large laundry room with iron and ironing board. Kitchen is stocked with cooking implements, plates, utensils, and spices.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
High chair, pack-and-play, toddler bed in house.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Smoking is allowed outside.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Shepherdstown

Located in Shepherdstown, this holiday home is in the city centre and on a river. Shepherdstown Opera House and Shepherdstown Museum are cultural highlights, and some of the area's landmarks include Shepherdstown Historic District and Rumsey Monument. Travelling with kids? Consider Hagerstown Model Railroad Museum at Antietam Station, or check out an event or a game at Ram Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Shepherdstown, WV

What's nearby

  • Shepherdstown Opera House - 2 min walk - 0.2 km
  • Shepherd University - 3 min walk - 0.3 km
  • Shepherdstown Historic District - 3 min walk - 0.3 km
  • Shepherdstown Visitors Center - 5 min walk - 0.5 km
  • Chesapeake and Ohio Canal - 13 min walk - 1.1 km

Getting around

  • Martinsburg Station - 15 min drive
  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 22 min drive

Restaurants

  • ‪McDonald's - ‬17 min walk
  • ‪Blue Moon Cafe - ‬6 min walk
  • ‪King's Pizza - ‬18 min walk
  • ‪Battleview Market - ‬7 min drive
  • ‪Dairy Queen - ‬17 min walk

Frequently asked questions

Is BEST LOCATION: Historic Shepherdstown Getaway pet-friendly?

No, pets are not allowed at this property.

How much is parking at BEST LOCATION: Historic Shepherdstown Getaway?

On-site parking is available at the property.

What time is check-in at BEST LOCATION: Historic Shepherdstown Getaway?

Check-in begins at 4:00 PM.

What time is check-out at BEST LOCATION: Historic Shepherdstown Getaway?

Checkout is at 11:00 AM.

Where is BEST LOCATION: Historic Shepherdstown Getaway located?

This family-friendly Shepherdstown holiday home is located on a river, steps away from Shepherdstown Opera House, Shepherdstown Museum and Shepherdstown Historic District. Shepherd University and Shepherdstown Public Library are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 87 out of 94 reviews
Rating 8 - Good. 7 out of 94 reviews
Rating 6 - Okay. 0 out of 94 reviews
Rating 4 - Poor. 0 out of 94 reviews
Rating 2 - Terrible. 0 out of 94 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

8/10 Good

Karen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, responsive host, cute house
Stayed 3 nights in Sep 2025

10/10 Excellent

Sharon F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location for attending the Contemporary American Theater Festival (CATF) - close to restaurants, the Farmer's Market, wonderful Shepardstown shops and an easy walk or drive to the theaters. The house was spacious and easily accomodated our crew. We enjoyed eating and playing board games in the spacious kitchen and relaxing in the living room.
Stayed 2 nights in Aug 2025

10/10 Excellent

Carmen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our second time staying here. Excellent!!
Stayed 2 nights in Jul 2025

10/10 Excellent

Michael M., Maryland

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful clean comfy home

Loved my stay!!
Stayed 2 nights in May 2023

10/10 Excellent

Niran A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home. Convenient location.

My family enjoyed all the space in which to spread out. Plenty of beds, great sitting room and love the large closets too.
Stayed 2 nights in Jun 2023

10/10 Excellent

Mark B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My third stay at this property. We like it because the variety of bed sizes and sleeping areas. Also where it’s proximity to Shepherdstown. Couldn’t be more convenient. The house it really is set up for relaxing and just chilling. Lots of indoor seating set up for long pleasant conversations, and outdoor seating also. The host is wonderful and incredibly skilled at communicating exactly what is needed. Checking out here is a breeze. I’ve never experienced and ease of checking out like at this very nice property.
Stayed 2 nights in Aug 2025

10/10 Excellent

gail w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shepherdstown, West Virginia Getaway

This house is located in the center of town, and walkable to many places, or a short drive away. The owner was helpful before and during our stay. We look forward to returning for another visit soon. This was a great place to stay during the Contemporary American Theater Festival.
Stayed 4 nights in Jul 2023

10/10 Excellent

Michael H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Shepherdstown stay

We stayed here to attend the Contemporary American Theater Festival. The house is very comfortable with lots of room and a well set-up kitchen. Terrific location - walking distance to everything in the center of Shepherdstown and to Shepherd University. Great communication with the owner.
Stayed 2 nights in Jul 2023

10/10 Excellent

Susan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend wedding trip

Wonderful home to stay at. Amy was very responsive to us. Walking distance to most everything. Highly recommend.
Stayed 2 nights in Oct 2019

10/10 Excellent

Mark B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shepherdstown

2nd time staying here. Very nice with lots of space and beds. Convenient to everything in Shepherdstown, easy walk anywhere. Amy is an excellent host and is willing to help with any questions. Would highly recommend Amy’s house and would be very happy to stay again sometime,
Stayed 2 nights in Jun 2024

10/10 Excellent

Laura S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay here, both for the comfortable space that provided our home base and for the great location that allowed us to explore the surrounding area. We would happily stay here again.
Stayed 3 nights in Oct 2025

10/10 Excellent

Bonnie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! Amy, our host, could not have been more welcoming. She was very considerate of and responsive to all our needs. The house itself is charming, spacious, and very clean. The location is ideal for walking to restaurants and shops. Highly recommend this Sheperdstown Getaway!
Stayed 2 nights in Oct 2025

10/10 Excellent

Jeanna S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home and perfect for our needs. Very convenient to walk to restaurants and shops.
Stayed 3 nights in Sep 2025

10/10 Excellent

Judy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A wonderful, spacious home walkable to Shepherdstown shops, restaurants, and more. Very well equipped kitchen, lots of good sleeping space.
Stayed 2 nights in Aug 2025

8/10 Good

Anna P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and welcoming home!
Stayed 3 nights in Jul 2025

10/10 Excellent

Sarah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the happiest place right in the middle of Shepherdstown. The location could not have been better, and the home is so cozy!! We hope to be back!
Stayed 2 nights in May 2025

10/10 Excellent

Rachel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shepherdstown Adventure

Lovely, clean, updated and spacious property in the heart of the downtown area! Within walking distance to sops and restaurants. Would definitely recommend! Thank you so much for a wonderful visit!
Stayed 3 nights in Jul 2025

10/10 Excellent

Eleanor B P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The C&O bike adventure that got flooded out.

Despite the flooded C&O canal, my visit w 4 other biking friends allowed us to see Shepardstown rather than the C&O canal bike paths. What a great town to visit. And it e VRBO was the PERFECT location and size! It was my 1st time to use VRBO and our hostess Amy was so helpful before we arrived. Love this property!
Stayed 2 nights in May 2025

10/10 Excellent

Leslie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and thoughtful accompaniment

Amy thought of every comfort - including earplugs for noisy bedmates! The home is well located for all the delights of downtown and well appointed for comfort
Stayed 2 nights in Apr 2025

8/10 Good

Ron H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good option for exploring the charming town

We enjoyed being in town and an easy walk to shops and restaurants. The house is very large and can accommodate a good size group. Amy is a friendly and helpful host. We found the house to have a bit of an awkward layout and rather dark except for the front bedroom and living area. Our sense is that the kitchen and bathrooms could use updating
Stayed 3 nights in Aug 2024

10/10 Excellent

Laurie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Shepherdstown

A thoroughly enjoyable stay at Amy’s VRBO while attending a weekend of plays at CATF. The property was just as described in the listing—accessible, well-appointed, welcoming and convenient.
Stayed 2 nights in Jul 2024

10/10 Excellent

Christina D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

This house is a hidden gem! Steps form everything, with plenty of parking and a lovely outdoor sitting area! We really enjoyed how the house was set up for kids! It was a great stay!
Stayed 2 nights in Jul 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

It was very clean had everything we needed we could walk to all the shops & restaurants we loved staying there would do it again.
Stayed 3 nights in Jun 2024

10/10 Excellent

Lee Ann B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The best!

This is one of the best places I’ve ever stayed. Nice, clean home with comfortable beds. Kitchen is stocked, if you want to cook, but I suggest eating at ALL the restaurants on German Street. Amy, the hostess, is a very nice woman and she’s easy to work with. She really goes above and beyond for her guests. For our stay, she contacted me to see when we would arrive. She gave us an earlier check in time. She has this place stocked. If we needed paper towels or toilet paper, she has it. She has extra light bulbs. She has laundry detergent, cleaners, soaps, shampoo and conditioner. I was shocked and thankful. She’s so thoughtful, she has earplugs on the nightstand. Amy and her husband are the BEST hosts a traveler could ask for. Definitely recommend. 5 stars. 10/10. We would/will stay here again.
Stayed 2 nights in May 2024

10/10 Excellent

Connie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Great Weekend Getaway!

The home was very clean and had everything we needed for the weekend! The location was great as we could walk downtown to shop and eat. We will definitely stay here again!
Stayed 2 nights in Dec 2023

About the host

Hosted by Amy Bowman

Host profile image
I'm a West Virginian by way of Houston, Los Angeles, and DC. Southern at heart, I love to host intimate dinner parties for friends. Long drives in the beautiful West Virginia countryside is one of my favorite past-times, along with shopping and home decorating.

Why they chose this property

We purchased the Michael Yeasley House and they guesthouse you will be staying in because of the historic nature of the home. The main house was built in 1795. The guesthouse was build in 2004 and has all of the modern conveniences. The main-house fronts onto German Street, which is the main drag. All of the town's amenities are just a short stroll away.

What makes this property unique

You'll love staying in a modern home smack-dab in the middle of a historic town. Walk to local restaurants & antique shops. Across the street from Shepherd University. Rafting, kayaking, and hiking within walking distance. A short drive to Charles Town Casinos and Antietam Battlefield. Ninety minutes from DC and Baltimore.

Languages:

English

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