Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Shepherdstown
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
Show map
Search results; Over 1,000 homes in Shepherdstown
Over 1,000 homes in Shepherdstown
Top guest favourite
Guest favourite
Guest suite in Shepherdstown
Historic Scrabble, Shepherdstown
1 bedroom
,
·
1 bed
,
·
1 private bathroom
7–12 Sept
7–12 Sept
$717 SGD
Show price breakdown
for 5 nights
$717 SGD for 5 nights
,
·
4.96 out of 5 average rating, 745 reviews
4.96 (745)
Guest favourite
Guest favourite
Flat in Shepherdstown
Charming Studio Apt on German St
4.92 out of 5 average rating, 280 reviews
4.92 (280)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,028 SGD
Show price breakdown
for 5 nights
$1,028 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Shepherdstown
The Creekside Cottage: Downtown | Pet-Friendly
5.0 out of 5 average rating, 178 reviews
5.0 (178)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
13–18 Aug
13–18 Aug
$1,952 SGD
Show price breakdown
for 5 nights
$1,952 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Shepherdstown
Isn’t it romantic? Charming— with all the feels
4.97 out of 5 average rating, 253 reviews
4.97 (253)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$400 SGD
Show price breakdown
for 5 nights
$400 SGD for 5 nights
Top guest favourite
Guest favourite
Treehouse in Shepherdstown
Cozy West Virginia Treehouse
4.97 out of 5 average rating, 422 reviews
4.97 (422)
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$1,219 SGD
Show price breakdown
for 5 nights
$1,219 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Shepherdstown
Shepherd's Rest
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$1,170 SGD
Show price breakdown
for 5 nights
$1,170 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Room in Shepherdstown
Idyllic bedroom in peaceful rural setting
4.97 out of 5 average rating, 202 reviews
4.97 (202)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$455 SGD
Show price breakdown
for 5 nights
$455 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Shepherdstown
LeLe’s Landing: Come take a Scrabble Sabatical
4.96 out of 5 average rating, 57 reviews
4.96 (57)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$1,914 SGD
Show price breakdown
for 5 nights
$1,914 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Shepherdstown
Downtown: Explore Shepherdstown from cozy 1br apar
4.96 out of 5 average rating, 441 reviews
4.96 (441)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,280 SGD
Show price breakdown
for 5 nights
$1,280 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Shepherdstown
The 1763 House - Stay in Downtown Shepherdstown
4.97 out of 5 average rating, 269 reviews
4.97 (269)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$1,713 SGD
$1,500 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Shepherdstown
Downtown Modern 2BR step from dining and shopping
4.94 out of 5 average rating, 184 reviews
4.94 (184)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,448 SGD
$1,274 SGD
Show price breakdown
for 5 nights
Free cancellation
Superhost
Superhost
Flat in Shepherdstown
Quaint 1BR on E. German St.
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,067 SGD
Show price breakdown
for 5 nights
$1,067 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Shepherdstown
Comfortable and Large Historic House in Shep
4.88 out of 5 average rating, 132 reviews
4.88 (132)
,
·
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
4 bathrooms
4 bathrooms
3–8 Aug
3–8 Aug
$2,876 SGD
Show price breakdown
for 5 nights
$2,876 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Shepherdstown
Downtown Modern Studio apartment | History & Dining steps away
4.92 out of 5 average rating, 254 reviews
4.92 (254)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,241 SGD
$1,086 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Shepherdstown
The Log Cabin
4.96 out of 5 average rating, 535 reviews
4.96 (535)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,087 SGD
Show price breakdown
for 5 nights
$1,087 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cottage in Shepherdstown
NEW * The Getaway Cottage at Rocky Marsh Farm
4.97 out of 5 average rating, 210 reviews
4.97 (210)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$2,277 SGD
$1,998 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Shepherdstown
Small Town Living: Historic District Guesthouse
4.96 out of 5 average rating, 290 reviews
4.96 (290)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,699 SGD
Show price breakdown
for 5 nights
$1,699 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Shepherdstown
WV Blue AND Gold (entire property)
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
·
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$2,332 SGD
Show price breakdown
for 5 nights
$2,332 SGD for 5 nights
Guest favourite
Guest favourite
Home in Shepherdstown
Exclusive Wooded Chalet w Magnificent River Views
4.96 out of 5 average rating, 92 reviews
4.96 (92)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–10 Jul
5–10 Jul
$2,871 SGD
$2,601 SGD
Show price breakdown
for 5 nights
Free cancellation
1
2
3
4
…
15