Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Shepherdstown
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Lake
Cabins
Rooms
National parks
Amazing views
Amazing pools
Farms
Vineyards
Skiing
Play
Trending
Tiny homes
Bed & breakfasts
Chef's kitchens
Lakefront
Camping
New
Design
A-frames
Golfing
Mansions
Off-the-grid
Ski-in/out
Barns
Treehouses
Grand pianos
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Shepherdstown
Over 1,000 places in Shepherdstown
Guest favorite
Guest favorite
44
Reviews
4.98
Rating
2
Years hosting
Room in Shepherdstown
Stay with Sharon
Stay with Sharon
Casual homemaker!
,
·
Casual homemaker!
Little Big Sky! A cozy bedroom in the country!
Apr 20 – 25
Apr 20 – 25
G$9,476 GYD
night
G$9,476 GYD per night
4.98 out of 5 average rating, 44 reviews
4.98 (44)
Guest favorite
Guest favorite
89
Reviews
5.0
Rating
2
Years hosting
Room in Shepherdstown
Stay with Donna
Stay with Donna
Isn’t it romantic? Charming— with all the feels
Apr 21 – 26
Apr 21 – 26
G$11,301 GYD
night
G$11,301 GYD per night
5.0 out of 5 average rating, 89 reviews
5.0 (89)
Guest favorite
Guest favorite
Cottage in Shepherdstown
The GW Hollida Cottage of Shepherdstown
1 queen bed
1 queen bed
May 5 – 10
May 5 – 10
G$23,607 GYD
night
G$23,607 GYD per night
4.96 out of 5 average rating, 181 reviews
4.96 (181)
Guest favorite
Guest favorite
Guest suite in Shepherdstown
Historic Scrabble, Shepherdstown
1 king bed
1 king bed
Apr 26 – May 1
Apr 26 – May 1
G$21,043 GYD
night
G$21,043 GYD per night
4.95 out of 5 average rating, 566 reviews
4.95 (566)
Guest favorite
Guest favorite
Loft in Shepherdstown
The German Street Loft | Pet Friendly | Downtown
2 beds
2 beds
Apr 27 – May 2
Apr 27 – May 2
G$36,838 GYD
night
G$36,838 GYD per night
4.9 out of 5 average rating, 94 reviews
4.9 (94)
Guest favorite
Guest favorite
Tiny home in Shepherdstown
Studio: Downtown Hideaway & Waterside Garden Oasis
1 double bed
1 double bed
May 20 – 25
May 20 – 25
G$36,170 GYD
night
G$36,170 GYD per night
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Guest favorite
Guest favorite
Apartment in Shepherdstown
1 Bedroom Apt in Historic Downtown Shepherdstown
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
G$32,368 GYD
night
G$32,368 GYD per night
4.95 out of 5 average rating, 255 reviews
4.95 (255)
Guest favorite
Guest favorite
Guest suite in Shepherdstown
Private Suite in Shepherdstown WV
1 queen bed
1 queen bed
Apr 23 – 28
Apr 23 – 28
G$26,228 GYD
night
G$26,228 GYD per night
4.99 out of 5 average rating, 207 reviews
4.99 (207)
Guest favorite
Guest favorite
Apartment in Shepherdstown
The 1763 House - Stay in Downtown Shepherdstown
2 beds
2 beds
Apr 26 – May 1
Apr 26 – May 1
G$41,607 GYD
night
G$41,607 GYD per night
4.98 out of 5 average rating, 116 reviews
4.98 (116)
Guest favorite
Guest favorite
Cabin in Shepherdstown
The Log Cabin
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
G$27,629 GYD
night
G$27,629 GYD per night
4.95 out of 5 average rating, 422 reviews
4.95 (422)
Guest favorite
Guest favorite
Apartment in Shepherdstown
Charming Studio Apt in Downtown Shepherdstown
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
G$28,792 GYD
night
G$28,792 GYD per night
4.95 out of 5 average rating, 200 reviews
4.95 (200)
Guest favorite
Guest favorite
Apartment in Shepherdstown
Downtown Modern 2BR step from dining and shopping
3 beds
3 beds
Apr 21 – 26
Apr 21 – 26
G$36,122 GYD
night
G$36,122 GYD per night
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Guest favorite
Guest favorite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
5 beds
5 beds
Apr 28 – May 3
Apr 28 – May 3
G$47,475 GYD
night
G$47,475 GYD per night
4.94 out of 5 average rating, 213 reviews
4.94 (213)
Cottage in Shepherdstown
Riverfront Cottage in Shepherdstown, WV
3 beds
3 beds
May 9 – 14
May 9 – 14
G$45,892 GYD
night
G$45,892 GYD per night
4.9 out of 5 average rating, 229 reviews
4.9 (229)
Guest favorite
Guest favorite
Cottage in Shepherdstown
The Creekside Cottage: Downtown | Pet-Friendly
3 beds
3 beds
May 12 – 17
May 12 – 17
G$47,455 GYD
G$43,276 GYD
night
G$43,276 GYD per night, originally G$47,455 GYD
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
Apartment in Shepherdstown
New - Loft Studio in Historic Shepherdstown
1 queen bed
1 queen bed
Apr 26 – May 1
Apr 26 – May 1
G$33,799 GYD
night
G$33,799 GYD per night
4.91 out of 5 average rating, 43 reviews
4.91 (43)
Guest favorite
Guest favorite
Home in Shepherdstown
Historic Charm- Adventure and Relaxation awaits!
4 beds
4 beds
Apr 28 – May 3
Apr 28 – May 3
G$57,991 GYD
night
G$57,991 GYD per night
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Guest favorite
Guest favorite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
4 beds
4 beds
Apr 30 – May 5
Apr 30 – May 5
G$55,794 GYD
night
G$55,794 GYD per night
4.96 out of 5 average rating, 107 reviews
4.96 (107)
1
2
3
4
…
15