Airbnb Properties for Sale in Shepherdstown, WV

Looking for a vacation rental investment in Shepherdstown, WV with high ROI ?

Explore a range of newly added short-term rental homes in Shepherdstown, WV. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Shepherdstown, WV

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
103 W High St SHEPHERDSTOWN, WV Price Reduction! Sellers are motivated. Charming, fabulously upgraded home has it all! A l...	3 beds \| 2 baths \| 2,445 sq.ft.	$675,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 1.11% Airbnb Rental Income: $2210 Traditional Rental Income: $1642 Airbnb ROI: 1.13% Traditional ROI: 1.11%
Lot #20 Shepherds Cove Swift River Way SHEPHERDSTOWN, WV Lot #20 Shepherds Cove Swift River Way, SHEPHERDSTOWN, WV 25443 \| Other	N/A beds \| N/A baths \| N/A	$209,000	Airbnb cash on cash: 0.89% Traditional cash on cash: -1.41% Airbnb Rental Income: $1198 Traditional Rental Income: $353 Airbnb ROI: 0.89% Traditional ROI: -1.41%
Swift River Way, Lot 6 SHEPHERDSTOWN, WV Swift River Way, Lot 6, SHEPHERDSTOWN, WV 25443 \| Other	N/A beds \| N/A baths \| N/A	$215,000	Airbnb cash on cash: 0.82% Traditional cash on cash: -1.25% Airbnb Rental Income: $1198 Traditional Rental Income: $386 Airbnb ROI: 0.82% Traditional ROI: -1.25%
Lot #14 (North Hills) Briar Mountain Dr SHEPHERDSTOWN, WV Lot #14 (North Hills) Briar Mountain Dr, SHEPHERDSTOWN, WV 25443 \| Other	N/A beds \| N/A baths \| N/A	$179,900	Airbnb cash on cash: 2.28% Traditional cash on cash: -0.19% Airbnb Rental Income: $1198 Traditional Rental Income: $386 Airbnb ROI: 2.28% Traditional ROI: -0.19%
7341 Martinsburg Pike SHEPHERDSTOWN, WV 3 Bedroom 1 Bath home conveniently located in Shepherdstown. Convenient to shops, restaura...	3 beds \| 1 baths \| 1,224 sq.ft.	$162,900	Airbnb cash on cash: 8.34% Traditional cash on cash: 6.31% Airbnb Rental Income: $2210 Traditional Rental Income: $1337 Airbnb ROI: 8.34% Traditional ROI: 6.31%
17 Old Prospect Ave SHEPHERDSTOWN, WV 17 Old Prospect Ave, SHEPHERDSTOWN, WV 25443 \| Single Family Residential	3 beds \| 1 baths \| 1,560 sq.ft.	$399,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 0.79% Airbnb Rental Income: $2210 Traditional Rental Income: $978 Airbnb ROI: 2.59% Traditional ROI: 0.79%
35 Oatfield Ct SHEPHERDSTOWN, WV 35 Oatfield Ct, SHEPHERDSTOWN, WV 25443 \| Single Family Residential	3 beds \| 2 baths \| 1,536 sq.ft.	$369,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 1.91% Airbnb Rental Income: $2210 Traditional Rental Income: $1349 Airbnb ROI: 2.78% Traditional ROI: 1.91%
104 E German St SHEPHERDSTOWN, WV 104 E German St, SHEPHERDSTOWN, WV 25443 \| Multi Family	5 beds \| N/A baths \| 4,416 sq.ft.	$579,900	Airbnb cash on cash: 1.3% Traditional cash on cash: 0.82% Airbnb Rental Income: $2210 Traditional Rental Income: $1390 Airbnb ROI: 1.3% Traditional ROI: 0.82%
7628 Martinsburg Pike SHEPHERDSTOWN, WV 7628 Martinsburg Pike, SHEPHERDSTOWN, WV 25443 \| Single Family Residential	3 beds \| 1 baths \| 1,000 sq.ft.	$275,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 2.05% Airbnb Rental Income: $2210 Traditional Rental Income: $1035 Airbnb ROI: 4.44% Traditional ROI: 2.05%
312 Potomac Ridge Ln SHEPHERDSTOWN, WV 312 Potomac Ridge Ln, SHEPHERDSTOWN, WV 25443 \| Single Family Residential	3 beds \| 2 baths \| 1,727 sq.ft.	$599,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 1.01% Airbnb Rental Income: $2210 Traditional Rental Income: $1570 Airbnb ROI: 1.16% Traditional ROI: 1.01%

Vacation Rentals in Shepherdstown

There are 11 vacation rental properties available for sale in the city of Shepherdstown . The median list price of Airbnb properties available for sale in Shepherdstown is $583,708 and the average price per square foot is $230. The cash on cash return on vacation rentals in Shepherdstown is 1.00%. The average monthly short term rental income in Shepherdstown is $2,210.

Shepherdstown, WV Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 11 Airbnb properties available for sale in Shepherdstown.

In 2026, the best neighborhood to buy short term rental property is SHEPHERDSTOWN.

In September 2026, the average Airbnb occupancy rate in Shepherdstown is 30%.

Airbnb data on vacation rentals in Shepherdstown, WV is available at Mashvisor. You can access data such as listings, real-time pricing trends, Shepherdstown, WV market insights, guest information and booking details, seasonality trends and historical Shepherdstown, WV Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Shepherdstown, WV

103 W High St

SHEPHERDSTOWN, WV

3 beds | 2 baths | 2,445 sq.ft.

$675,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 1.11%

Airbnb Rental Income: $2210

Traditional Rental Income: $1642

Airbnb ROI: 1.13%

Traditional ROI: 1.11%

Lot #20 Shepherds Cove Swift River Way

SHEPHERDSTOWN, WV

N/A beds | N/A baths | N/A

$209,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: -1.41%

Airbnb Rental Income: $1198

Traditional Rental Income: $353

Airbnb ROI: 0.89%

Traditional ROI: -1.41%

Swift River Way, Lot 6

SHEPHERDSTOWN, WV

N/A beds | N/A baths | N/A

$215,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: -1.25%

Airbnb Rental Income: $1198

Traditional Rental Income: $386

Airbnb ROI: 0.82%

Traditional ROI: -1.25%

Lot #14 (North Hills) Briar Mountain Dr

SHEPHERDSTOWN, WV

N/A beds | N/A baths | N/A

$179,900

Airbnb cash on cash: 2.28%

Traditional cash on cash: -0.19%

Airbnb Rental Income: $1198

Traditional Rental Income: $386

Airbnb ROI: 2.28%

Traditional ROI: -0.19%

7341 Martinsburg Pike

SHEPHERDSTOWN, WV

3 beds | 1 baths | 1,224 sq.ft.

$162,900

Airbnb cash on cash: 8.34%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $2210

Traditional Rental Income: $1337

Airbnb ROI: 8.34%

Traditional ROI: 6.31%

17 Old Prospect Ave

SHEPHERDSTOWN, WV

3 beds | 1 baths | 1,560 sq.ft.

$399,000

Airbnb cash on cash: 2.59%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $2210

Traditional Rental Income: $978

Airbnb ROI: 2.59%

Traditional ROI: 0.79%

35 Oatfield Ct

SHEPHERDSTOWN, WV

3 beds | 2 baths | 1,536 sq.ft.

$369,900

Airbnb cash on cash: 2.78%

Traditional cash on cash: 1.91%

Airbnb Rental Income: $2210

Traditional Rental Income: $1349

Airbnb ROI: 2.78%

Traditional ROI: 1.91%

104 E German St

SHEPHERDSTOWN, WV

5 beds | N/A baths | 4,416 sq.ft.

$579,900

Airbnb cash on cash: 1.3%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $2210

Traditional Rental Income: $1390

Airbnb ROI: 1.3%