Shepherdstown Vacation Rentals

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Vacation Rentals in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is ￥11,615
per night
Jun 23 - Jun 24
❤️ Secluded 1940s Romantic Tiny House on the River
Cozy Cottage
Exterior
Cozy Cottage
9.2 out of 10, Wonderful, (18)
"Cottage is quaint, with modern design. Perfect for my husband and I and our pup. Very clean, with tasteful decor. Within walking distance to town. Had everything you need."
The price is ￥14,558
per night
Jun 11 - Jun 12
Cozy Cottage
Plum Lazy on the Potomac
Property grounds
Plum Lazy on the Potomac
9.4 out of 10, Exceptional, (20)
"My friends and I loved this house can’t wait to go back."
Plum Lazy on the Potomac
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Welcome to this patch of serenity on the river's edge, to this hideaway.
Fridge, microwave, oven, stovetop
Welcome to this patch of serenity on the river's edge, to this hideaway.
9.8 out of 10, Exceptional, (57)
"We had a really lovely time at this space, Amy was such a good host, and we hope to return!"
Welcome to this patch of serenity on the river's edge, to this hideaway.
Hidden Gem in the woods with hot tub
Property grounds
Hidden Gem in the woods with hot tub
9.6 out of 10, Exceptional, (50)
"We had a great time. Cabin was clean, spacious and well maintained. The fire pit and hot tub were what we looked forward to the most... We were not disappointed."
Hidden Gem in the woods with hot tub
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is ￥22,456
per night
Jun 6 - Jun 7
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
Fridge, microwave, oven, stovetop
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
9.8 out of 10, Exceptional, (33)
"We had a great time."
The price is ￥26,328
per night
Jun 17 - Jun 18
Waterfront Cabin overlooking the Potomac River W/ Hot Tub
Antietam Toll House~ an historic waterfront cabin
Property grounds
Antietam Toll House~ an historic waterfront cabin
9.8 out of 10, Exceptional, (52)
"House was very clean and relaxing. Beautiful scenery and lots of birds."
Antietam Toll House~ an historic waterfront cabin
Cabin w Hot Tub, Indoor Pool / Gym Access, & Grill
TV, fireplace, books, stereo
Cabin w Hot Tub, Indoor Pool / Gym Access, & Grill
9.6 out of 10, Exceptional, (8)
"Beautiful property, quiet, and very spacious. This property had everything we were looking for in a getaway. My family enjoyed our time together here. We did have a power outage and I let Tony know as soon as the power went out. He was quick to respond and even gave updates. Loved the communication from Tony throughout our whole experience. Definitely would stay here again and at another one of his properties."
The price is ￥21,527
per night
Jun 6 - Jun 7
Cabin w Hot Tub, Indoor Pool / Gym Access, & Grill
Charming "Cream of the Crop" Cape ~❤️of Middletown
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (101)
"This is our 2nd stay at the "Cape Cod". The house is quiet, clean, and modern. Heather is very responsive. The Middletown location provided us with convenient access for our outings to Gettysburg, Emmitsburg, MD and Frederick."
The price is ￥22,645
per night
Jun 9 - Jun 10
Charming "Cream of the Crop" Cape ~❤️of Middletown
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (104)
"We had a wonderful time, even in the rain! Easy river access and beautiful views of both the water and green spaces."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (57)
"Not much to say other than it was a great stay. Scott was super responsive for the few questions we had and everything was clean and comfortable."
The price is ￥22,456
per night
Jun 6 - Jun 7
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Exterior
Countryside Cabin with Mountain Views near Surreybrooke Gardens
10.0 out of 10, Exceptional, (61)
"Beautiful views from the wrap around porch. Comfortable inside including the bed. Lots of neat things to look at. Highly recommend!"
Countryside Cabin with Mountain Views near Surreybrooke Gardens
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Interior
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
9.8 out of 10, Exceptional, (18)
"We had previously visited Frederick last November and had only been able to spend a little bit of our visit in Historic Frederick. We loved staying in historic Frederick and the property was unique, very clean and well laid out. I should have realized was that 'penthouse' in a historic home would mean steps. I am blind in one eye and have poor physical balance so carrying luggage up stairs is challenging. Nonetheless, we loved the layout and amenities of the property. The view from the deck was...
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Interior detail
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
9.8 out of 10, Exceptional, (207)
"Had a great time at this property and were able to take advantage of the screened in porch and fireplace. Neighborhood was very nice and checkin was easy. They were very accommodating for the three dogs that also visited the property with us."
Beautiful Cottage At 'the Woods' Resort, Golf, Spa, Swimming & Resort Amenities
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We enjoyed our stay at this historic home in the middle of town. We loved sitting on the porch and we slept great both nights."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Couples Cabin - 5 Mi to DT Berkeley Springs!
1 bedroom, internet, bed sheets
Couples Cabin - 5 Mi to DT Berkeley Springs!
10.0 out of 10, Exceptional, (57)
"Our stay was outstanding. The accommodations were perfect for a weekend couple get-away in the woods. Our unit was clean and very well furnished and decorated. The surrounding property was spectacular. We had the pleasure to meet the really nice hosts, and even got to tour the other rentals on the property. We will definitely be returning in a future visit to Berkely Springs. Fun little town. Take a hot mineral bath at the Spa just like George Washington."
Couples Cabin - 5 Mi to DT Berkeley Springs!
The Oculus - Huge Cabin with a Hot Tub!
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (12)
"The oculus was a great place to stay for our family over the holiday weekend. We had more than enough room for the kids and the location was close to many areas to hike, as well as mountain lake club. The beds were comfortable and the outdoor area was fantastic. We would stay again!"
The Oculus - Huge Cabin with a Hot Tub!
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
9.8 out of 10, Exceptional, (97)
"The house was spotless was walking distance to everything we wanted to do. Would definitely coming back here to stay!"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (43)
"My family and I enjoyed our weekend at this comfortable cabin in the mountains. The six of us co-habited for a few days and there was plenty of room to move around comfortably without being on top of each other. The bedrooms are good sized and the game room kept my kids occupied for hours. The hot tub was an added bonus and it was warm and ready for use upon our arrival. The bathrooms are well stocked with all the necessary toiletries and we found all the equipment we needed in the kitchen to...
The price is ￥25,863
per night
Jul 1 - Jul 2
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Don't see what you're looking for?
See all available properties in Shepherdstown
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.

Other types of properties in Shepherdstown you may be interested in

❤️ Secluded 1940s Romantic Tiny House on the River
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is ￥11,615
per night
Jun 23 - Jun 24
❤️ Secluded 1940s Romantic Tiny House on the River
Country Inn & Suites by Radisson, Frederick, MD
Room, 2 Queen Beds, Non Smoking | Premium bedding, down comforters, pillowtop beds, in-room safe
Country Inn & Suites by Radisson, Frederick, MD
3.0 star property
8.6 out of 10, Excellent, (1009)
"Good breakfast selections near to evething"
The price is ￥12,949
per night
Jun 26 - Jun 27
Country Inn & Suites by Radisson, Frederick, MD
Hilton Garden Inn Frederick
Exterior
Hilton Garden Inn Frederick
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Room was clean and hotel staff very nice "
The price is ￥17,324
per night
Jun 9 - Jun 10
Hilton Garden Inn Frederick
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.

Search for holiday rentals in Shepherdstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Shepherdstown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Shepherdstown!

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?

Welcome to this patch of serenity on the river's edge, to this hideaway.: Visitors give good reviews to this Shepherdstown vacation home rental, which is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Shepherdstown?

Expedia has 9 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.

Recent reviews of Shepherdstown properties
Expedia verified reviews

Apm Inn & Suites

Apm Inn & Suites

5/5 Excellent
APM!
"I always enjoy my stay at APM! The staff is amazing && very friendly. On site laundry available stores up the road it’s in a very convenient location plus it’s affordable! If you’re ever in the area check them out"
A verified traveler stayed at Apm Inn & Suites
Posted 15 hours ago
Apm Inn & Suites