Vacation rentals in Shepherdstown

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Shepherdstown vacation rentals

Stay near Shepherdstown's top sights

Bavarian Inn, Resort and Brewing Company24 locals recommend
Blue Moon Cafe17 locals recommend
Press Room16 locals recommend
Maria's Taqueria9 locals recommend
The Mecklenburg Inn5 locals recommend
Opera House4 locals recommend

Other great vacation rentals in Shepherdstown

Top guest favourite
Cabin in Great Cacapon
5 out of 5 average rating, 30 reviews

Mountain/River View * Hot Tub * King

NicholasRating, 5 stars5 days ago
We had an amazing time at Maureen’s place! The place itself is incredibly well stocked and the view was spectacular, will definitely be returning!
Guest favourite
Home in Mercersburg
4.93 out of 5 average rating, 40 reviews

Gorgeous Mountain Home at Whitetail Resort

AlviraRating, 5 stars3 months ago
Went on a trip with our family after many years and was so glad to choose this place as our getaway — we loved the home and can’t wait to get back. The hosts were extremely kind and helpful, their home was comfortable for all ages.
Guest favourite
Home in Cross Junction
4.87 out of 5 average rating, 125 reviews

The Little Red Schoolhouse

CatharineRating, 5 stars1 week ago
SUCH a cute place! Super clean inside and out! The hot tub was perfect and ready to go when I got there. It's also an easy commute to Winchester and farmers markets. Perfect for a girls night or a couples get away.
Guest favourite
Cabin in Berkeley Springs
5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

ScottRating, 5 stars6 months ago
Great stay at a wonderful cabin nestled back into the woods. Well furnished and maintained with a phenomenal deck and screened patio.
Top guest favourite
Home in Berkeley Springs
5 out of 5 average rating, 25 reviews

Magic Mountain Retreat - Mountain View, EV charger

ScottRating, 5 stars3 months ago
Truly a beautiful home. Spotless, well-equipped, and perfectly maintained. Beautiful views of the mountains. Even though we were able to do less exploring and hiking in the area than we would have liked due to the snow and cold, we had a wonderful, cozy time up atop the hill there. (Rana warned us about the snow several days in advance, so we were mentally prepared). Hope to get back again sometime in spring, summer, or fall.
Top guest favourite
Home in Fairfield
4.96 out of 5 average rating, 73 reviews

Tree Top Tranquility.

BrandiRating, 5 stars2 weeks ago
Amazing location in the mountains. Great location to everything we needed during our stay as we were back and forth to Gettysburg, Emmitsburg, Mount St. Mary and Thurmont. His home had everything we needed and more. We will definitely be back. Thank you very much for sharing your airbnb with our family.
Top guest favourite
Farm stay in Blue Ridge Summit
5 out of 5 average rating, 26 reviews

Historic Stone Farmhouse-circa 1798

DanielRating, 5 stars2 weeks ago
Lovely old house. Impeccably clean. Happy to return in the future.
Superhost
Cabin in Hedgesville
4.85 out of 5 average rating, 193 reviews

Stylish Retreat w Fireplace, Games & Pool Access

AlyssaRating, 5 stars6 days ago
A great find! This is a really cute and cozy place that is just as pictured. It was very clean and had all we needed for a perfect get away. The sports complex amenities are very nice and close by. I would definitely recommend and will likely return for another stay!

Quick stats about vacation rentals in Shepherdstown

  • Total rentals

    10 properties

  • Nightly prices starting at

    $138 CAD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Self check-in, Gym, and BBQ grill

Destinations to explore