Shepherdstown Vacation Rentals

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Vacation Rentals in Shepherdstown

Exclusive Wooded Chalet w Magnificent River Views

10.0 out of 10, Exceptional, (5)
"This property was super nice and the property managers were super awesome and accommodating! "
The price is CA $400
CA $708 total
includes taxes & fees
Jul 20 - Jul 21
Exclusive Wooded Chalet w Magnificent River Views

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

9.4 out of 10, Exceptional, (109)
"This property is perfectly situated if your goal is to be able to walk through Frederick and enjoy the parks, shopping, and restaurants"
The price is CA $137
CA $358 total
includes taxes & fees
Jul 29 - Jul 30
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

*Luxury Condo In Downtown Frederick*

9.0 out of 10, Wonderful, (64)
"Clean & plenty of room. "
The price is CA $225
CA $446 total
includes taxes & fees
Aug 12 - Aug 13
*Luxury Condo In Downtown Frederick*

Downtown Charm: Pets Welcome

10.0 out of 10, Exceptional, (1)
"House was nice and cozy. And short trip to downtown area. Would definately stay here again."
The price is CA $191
CA $477 total
includes taxes & fees
Jul 21 - Jul 22
Downtown Charm: Pets Welcome

Chic, pets, walk to downtown

10.0 out of 10, Exceptional, (13)
"Beautiful home with all desired ammenaties and very professional owners"
The price is CA $215
CA $426 total
includes taxes & fees
Jul 24 - Jul 25
Chic, pets, walk to downtown

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

9.8 out of 10, Exceptional, (50)
"Visiting family over the holidays. Our trip was great. Location was perfect. Rental house accommodations fulfilled our needs, was clean and had everything we needed. Will definitely stay again. "
The price is CA $171
CA $387 total
includes taxes & fees
Jul 21 - Jul 22
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Charming "Cream of the Crop" Cape ~❤️of Middletown

10.0 out of 10, Exceptional, (123)
"The property is wonderful! Very cozy and convenient to local attractions."
The price is CA $212
CA $422 total
includes taxes & fees
Aug 17 - Aug 18
Charming "Cream of the Crop" Cape ~❤️of Middletown

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (100)
"The house is very cool and great effort was put into the decor and arrangement. Very comfortable beds and everything you need is there. great communication!"
The price is CA $204
CA $380 total
includes taxes & fees
Jul 28 - Jul 29
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Beautiful setting with wonderful indoor and outdoor spaces. The house is charming, renovated, updated, clean, and comfortable. Great location for a family gathering to bike, visit the battlefield or visit Shepherdstown. Hosts went above and beyond to be sure we had all we needed. Would definitely stay again if in the area. "
The price is CA $411
CA $660 total
includes taxes & fees
Jul 28 - Jul 29
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"The house was lovely and the pool was divine !! We all had a great time and would highly recommend this place for any occasion!"
The price is CA $416
CA $1,521 total
includes taxes & fees
Jul 31 - Aug 1
Buckskin Manor - Historic, Pool, 66 Acre Vineyard

4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Yard Games

10.0 out of 10, Exceptional, (12)
"We loved the night out at this property. A beautiful house in a great spot. The hosts were so accommodating and really friendly. "
The price is CA $258
CA $726 total
includes taxes & fees
Jul 22 - Jul 23
4 King Suites w/ Hot Tub, Fire Pit, Ping Pong, Arcade, Yard Games

Enchanting Cottage, walk to Downtown Harpers Ferry

9.8 out of 10, Exceptional, (39)
"This is definitely an historic house. Its like going back in time. House is old but charming. It was a good stay with a good location. Walkbto town. "
The price is CA $265
CA $443 total
includes taxes & fees
Jul 22 - Jul 23
Enchanting Cottage, walk to Downtown Harpers Ferry

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (32)
"We very much enjoyed our stay at this property. Walking distance to Harper's ferry attractions and plenty of room for 5 adults to spread out. We anticipate renting this property in the future for more ladies weekends!"
The price is CA $261
CA $726 total
includes taxes & fees
Jul 28 - Jul 29
White House Inn - Historic Home in Harpers Ferry!

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (136)
"Wonderful house for a great weekend away"
The price is CA $309
CA $598 total
includes taxes & fees
Aug 10 - Aug 11
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

10.0 out of 10, Exceptional, (2)
"My husband and I stayed for two nights at this brand new home. It was so new that we were only the second clients to stay. This home exceeded expectations by a long shot. It was beautifully decorated in a very comfortable fashion. All of the furniture (couch, beds, chairs) were very comfy. I liked some of the furniture so much that I may purchase something similar for my home. My husband enjoyed the sauna very much.Ben, the owner, was very easy to communicate with and was very nice about...
The price is CA $321
CA $689 total
includes taxes & fees
Jul 22 - Jul 23
Brand new home in Historic Harpers Ferry - Barrel Sauna - Fire Pit - Luxury!

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great place and good location."
The price is CA $214
CA $382 total
includes taxes & fees
Jul 21 - Jul 22
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Camp Patowmack - Riverfront, Hot Tub, and Sauna!

10.0 out of 10, Exceptional, (2)
"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! "
The price is CA $578
CA $1,328 total
includes taxes & fees
Jul 27 - Jul 28
Camp Patowmack - Riverfront, Hot Tub, and Sauna!

near Snow Riders Park, 500 daffodils Mar, Spa bath, movie rm, picture patio, EV

10.0 out of 10, Exceptional, (30)
"Good location with quick access to Harpers Ferry. Owner provided helpful things to do in the area."
The price is CA $270
CA $575 total
includes taxes & fees
Jul 27 - Jul 28
near Snow Riders Park, 500 daffodils Mar, Spa bath, movie rm, picture patio, EV

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

9.6 out of 10, Exceptional, (20)
"We visited Harper’s Ferry just for a few days and Paul’s place was perfect for that. It was clean, comfortable, close to town, and close to trails. We had a wonderful time! Paul was very responsive and told us everything we needed to know. "
The price is CA $342
CA $663 total
includes taxes & fees
Aug 1 - Aug 2
Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

Family Cottage - 6 Mins to River, Hiking & Wineries

10.0 out of 10, Exceptional, (9)
"This property had everything we could ever need. It was beautiful, clean and totally up to date. I highly recommend this house for your visit!"
The price is CA $208
CA $538 total
includes taxes & fees
Jul 22 - Jul 23
Family Cottage - 6 Mins to River, Hiking & Wineries
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.
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Frequently asked questions

Are there vacation rentals in Shepherdstown?

Yes, we have vacation rentals near well known local attractions in Shepherdstown, or you can go with a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Shepherdstown. Make sure you have time to check out the university setting and gardens during your trip.

What's the top vacation rental in Shepherdstown?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This vacation home rental near Shepherdstown is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the private yard in this rental home to help you unwind.

How many vacation rentals will I find in Shepherdstown?

Expedia has 8 vacation rentals for your stay in Shepherdstown.

What’s there to see and do in Shepherdstown?

Cultural attractions include Shepherdstown Opera House and Shepherdstown Museum, whereas Morgan's Grove Park is one spot to enjoy nature. While here, Shepherdstown Visitors Center and Rumsey Steamboat Museum are other places worth a visit.

What’s a vacation rental in Shepherdstown like?

Vacation rentals are private properties you can stay in for a couple of days or more in Shepherdstown. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.