Shepherdstown Vacation Rentals

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Vacation Rentals in Shepherdstown

Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (63)
"We truly loved this location and definitely will be back!"
United States
Astrid
$95 nightly
The price is $105
Nov 10 - Nov 11
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior detail
The River House: Charming 2-bedroom home on riverfront in Shepherdstown
The River House: Charming 2-bedroom home on riverfront in Shepherdstown
10.0 out of 10, Exceptional, (1)
"Host was awesome and very accommodating. Location was great, close to town and on the river. Beautiful view from the large deck. Nice personal touches. "
United States
Nikki H.
The River House: Charming 2-bedroom home on riverfront in Shepherdstown
Property grounds
Hidden Gem in the woods with hot tub
Hidden Gem in the woods with hot tub
9.6 out of 10, Exceptional, (83)
"Outstanding property was just what the doctor ordered for a rejuvenating time of R&R. Clean and comfortable, all of the amenities—including the hot tub— made for a lovely stay. "
United States
Scott A.
Hidden Gem in the woods with hot tub
Smart TV, fireplace
Private, light filled retreat space... with your own pickleball court!
Private, light filled retreat space... with your own pickleball court!
10.0 out of 10, Exceptional, (58)
"We loved this place! The view was beautiful. Enjoyed the pickleball court. Would highly recommend it to anyone looking for a relaxing getaway!"
United States
Denise H.
Private, light filled retreat space... with your own pickleball court!
Dining
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
10.0 out of 10, Exceptional, (77)
"Absolutely delightful!"
United States
John M.
$249 nightly
The price is $277
Nov 5 - Nov 6
Total with taxes and fees
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Property grounds
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (125)
"We LOVED our stay at Surrey Cabin! Quaint, clean, quiet, and the property is breathtaking! The bed was super comfortable and we had everything we needed. We will definitely be coming back! "
United States
Nicole D.
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Terrace/patio
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Mirror Villas - Modern Retreat with private hot tubs and mountain view
3.5 star property
10.0 out of 10, Exceptional, (1)
"Great "
United States
Jarmy
$557 nightly
The price is $602
Dec 1 - Dec 2
Total with taxes and fees
Mirror Villas - Modern Retreat with private hot tubs and mountain view
Microwave
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
9.4 out of 10, Exceptional, (19)
"Good location for visiting historic town. Freshly remodeled. Comfortable for couple or family with child."
United States
chad
$168 nightly
The price is $187
Nov 5 - Nov 6
Total with taxes and fees
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
1 bedroom, iron/ironing board, free WiFi, bed sheets
Silo Tiny House Cabin
Silo Tiny House Cabin
9.6 out of 10, Exceptional, (8)
"Very nice place. Staying in a silo was a unique experience. It snowed while we were there and it was beautiful. We would definitely stay again. There is a lot to see and do in Harper's Ferry and the surrounding area."
United States
Teresa B.
$266 nightly
The price is $296
Nov 5 - Nov 6
Total with taxes and fees
Silo Tiny House Cabin
3 bedrooms, free WiFi, bed sheets
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
2.0 star property
9.6 out of 10, Exceptional, (10)
"Exactly what we expected from the listing. Nice, clean, well appointed cabin on the lake with comfortable beds. Easy check-in and check-out procedures and good communication with management. "
United States
Kimberly J.
$296 nightly
The price is $329
Nov 10 - Nov 11
Total with taxes and fees
Lakefront Log Cabin w/ Dreamy Waterfront Patio!
Fridge, microwave, oven, stovetop
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
7.6 out of 10, Good, (26)
"Basement was musty. Washer & dryer full of linens. Not enough linens supplied for number in our party. A microwave would be a great addition. Stove handle is broken. Bathroom sink didn’t drain properly. Hot water stinky. Grass needs cut, though I understand it had been raining. Beds were uncomfortable, though living room was. "
United States
Barbara
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.2 out of 10, Wonderful, (61)
"We had a get-together with our bridal party folks from out of town, and this was a great place to relax and play games. Cute decor, nice amenities. "
United States
Ashley Lynn C.
$263 nightly
The price is $274
Nov 11 - Nov 12
Total with taxes and fees
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Exterior detail
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
10.0 out of 10, Exceptional, (15)
"This is a very comfortable, quiet, and clean home, easily accessible by GPS. Great for our family of 6 with plenty of room and the home is stocked with essentials and conveniences (books, games, extra air mattress, crib, booster seat, etc.) Would definitely stay again for a get away to Berkeley Springs."
United States
Margaret Z.
$371 nightly
The price is $413
Nov 6 - Nov 7
Total with taxes and fees
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Exterior
Blue Ridge Getaway - Sunset Views, A.T. Access
Blue Ridge Getaway - Sunset Views, A.T. Access
10.0 out of 10, Exceptional, (60)
"We had a great visit. The house was comfortable and had a beautiful vista."
United States
Margo S.
$332 nightly
The price is $369
Nov 12 - Nov 13
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
Fridge, microwave, oven, stovetop
The River House
The River House
10.0 out of 10, Exceptional, (9)
"Excellent experience. Super clean house. Excellent location right on the river! Would definitely rent again!!"
United States
Casey W.
$245 nightly
The price is $272
Nov 5 - Nov 6
Total with taxes and fees
The River House
Terrace/patio
RIVERKEEPER INN, Waterfront Property on the Potomac River
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (130)
"Riverkeeper Inn is located in a peaceful and quiet area of Harpers Ferry, equally perfect in early mornings and late nights. The check-in and check-out process were very easy, and the property itself had everything we could've asked for, and then some."
United States
Eric L.
RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
9.8 out of 10, Exceptional, (131)
"Nice quaint cottage, perfect for our visit to the area. "
United States
Diane C.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Property grounds
Galloping Getaway on the rolling hills of GemStone Stable
Galloping Getaway on the rolling hills of GemStone Stable
10.0 out of 10, Exceptional, (13)
"We stayed here to visit family locally and loved it. The property had horses on site and a nice private patio to enjoy the views at the beginning and end of days. The owners while on site were accommodating and very friendly. Couldn’t say enough good things as the family and myself enjoyed our stay. "
United States
Mark M.
$167 nightly
The price is $186
Nov 4 - Nov 5
Total with taxes and fees
Galloping Getaway on the rolling hills of GemStone Stable
Terrace/patio
Two King Beds, Cozy Chalet Style Cabin in The Woods Resort, Lvl 1 EV
Two King Beds, Cozy Chalet Style Cabin in The Woods Resort, Lvl 1 EV
9.8 out of 10, Exceptional, (15)
"Our family with 2 adult couples and 3 children stayed for 3 nights. We had plenty of space and enjoyed the peaceful environment."
United States
Angela B.
Two King Beds, Cozy Chalet Style Cabin in The Woods Resort, Lvl 1 EV
Outdoor spa tub
Terra Alta - Incredible River Views and Hot Tub!
Terra Alta - Incredible River Views and Hot Tub!
9.6 out of 10, Exceptional, (64)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
United States
Cherilyn M.
$361 nightly
The price is $402
Nov 12 - Nov 13
Total with taxes and fees
Terra Alta - Incredible River Views and Hot Tub!
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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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Everything was beautiful and clean and great hospitality "
Mona 1-night trip
Posted 12 hours ago
Country Inn & Suites by Radisson, Frederick, MD

Find out more about Shepherdstown

Everything you need to know about Shepherdstown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shepherdstown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shepherdstown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shepherdstown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shepherdstown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shepherdstown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shepherdstown rentals

At Expedia, we put the best Shepherdstown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shepherdstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shepherdstown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shepherdstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

The River House: Charming 2-bedroom home on riverfront in Shepherdstown: Visitors give good reviews to this Shepherdstown vacation home rental, which is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Shepherdstown?

Expedia has 10 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 Shepherdstown Historic District 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.