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View PropertiesAs of Apr, 27 2026
Rabbu ROI Score
Shepherdstown offers attractive short-term rental potential, with a balance of healthy demand and revenue relative to property values.
Shepherdstown, WV presents an intriguing niche opportunity for short-term rental investors drawn to West Virginia's Eastern Panhandle. With just 32 active Airbnb listings and an above-average supply/demand balance, the market remains relatively uncrowded. Average annual revenue sits at $26,674, and while the 26% occupancy rate trails the state average of 38%, the small inventory suggests room for well-positioned properties to capture outsized demand during peak months like July and August, when monthly revenue climbs above $3,000.
According to Rabbu market data, the Shepherdstown short-term rental market shows:
| Metric | Context | Value |
|---|---|---|
| Active Airbnb Listings | As of Apr, 27 2026 | 32 |
| Average Daily Rate (ADR) | vs. $242 state avg. | $189 |
| Average Occupancy Rate | vs. 38% state avg. | 26% |
| RevPAN | ADR * Occupancy Rate | $48 |
| Average Monthly Revenue | Historical 12-month average | $2,222 |
| Average Annual Revenue | Historical 12-month average | $26,674 |
Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.
Investors are drawn to Shepherdstown for its favorable supply/demand dynamics, small-town charm near the Potomac River, and a compact inventory that limits direct competition.
Key investment factors
"Shepherdstown earns an Attractive Opportunity designation, reflecting a market where healthy demand dynamics and manageable competition offset a below-average revenue-to-price ratio. Seasonality is pronounced — revenue nearly triples from January's $1,234 to August's $3,131 — so investors should plan cash flow around a distinct peak season running roughly May through October. The compact listing pool and favorable supply/demand balance create genuine upside for operators who can differentiate on amenities and guest experience, but the elevated average home value of $670,573 relative to annual revenue means careful underwriting is essential."
— Rabbu Market Analysis Team
Revenue in Shepherdstown follows a clear seasonal arc, peaking in August at $3,131 and bottoming out in January at $1,234 — a spread of nearly $1,900. The strongest earning window runs May through October, with October's $2,703 suggesting that fall tourism provides a meaningful revenue extension beyond the traditional summer peak.
| Month | Trend | Revenue |
|---|---|---|
| January |
|
$1,234 |
| February |
|
$1,253 |
| March |
|
$1,892 |
| April |
|
$2,075 |
| May |
|
$2,458 |
| June |
|
$2,605 |
| July |
|
$3,037 |
| August |
|
$3,131 |
| September |
|
$2,467 |
| October |
|
$2,703 |
| November |
|
$2,285 |
| December |
|
$1,529 |
The market's supply is heavily weighted toward smaller properties, with 1-bedroom listings (12) outnumbering 2-bedroom units (8). The absence of larger 3+ bedroom listings in the tracked data could signal an underserved niche for investors willing to offer group-friendly accommodations.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
12 |
| 2 bedrooms |
|
8 |
ADR scales meaningfully from $111 for 1-bedroom properties to $171 for 2-bedrooms — a 54% premium for just one additional bedroom. This pricing jump suggests strong guest willingness to pay more for extra space, making 2-bedroom units an appealing option for maximizing nightly rate relative to acquisition cost.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$111 |
| 2 bedrooms |
|
$171 |
RevPAN is remarkably close across property sizes, with 1-bedrooms at $40 and 2-bedrooms at $38. Despite the higher ADR for 2-bedroom units, their lower occupancy (23% vs. 36%) narrows the revenue-per-available-night gap, indicating that 1-bedrooms are slightly more efficient at converting available nights into income.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$40 |
| 2 bedrooms |
|
$38 |
One-bedroom listings maintain a notably higher occupancy rate of 36% compared to 23% for 2-bedroom properties, suggesting that solo travelers and couples make up a significant share of the guest base. Investors in larger units should plan for more vacant nights and consider dynamic pricing or minimum-stay strategies to improve fill rates.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
36% |
| 2 bedrooms |
|
23% |
Two-bedroom properties lead in monthly revenue at $2,403 versus $1,427 for 1-bedrooms, driven by their significantly higher nightly rate despite lower occupancy. This nearly $1,000 monthly gap makes 2-bedroom units the stronger revenue generators in absolute terms, though investors should weigh this against higher operating and acquisition costs.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$1,427 |
| 2 bedrooms |
|
$2,403 |
On an annual basis, 2-bedroom listings generate roughly $28,845 compared to $17,130 for 1-bedrooms — a 68% revenue advantage. For investors targeting total return, 2-bedroom configurations offer the best revenue potential in this market, though the higher entry price relative to the overall revenue-to-price ratio warrants careful financial modeling.
| Size | Trend | Value |
|---|---|---|
| 1 bedroom |
|
$17,130 |
| 2 bedrooms |
|
$28,845 |
Parking is a universal offering at 100% of listings, and kitchens (88%) and patios or balconies (75%) round out the top three, reflecting guest expectations for self-sufficient, home-like stays. Outdoor amenities like backyards (59%), BBQ grills (56%), and outdoor furniture (69%) are heavily represented, signaling that Shepherdstown guests prioritize outdoor living — investors who lean into this with features like fire pits or waterfront access (currently just 28%) could gain a competitive edge.
| Amenity | Trend | Value |
|---|---|---|
| Parking |
|
100% |
| Kitchen |
|
88% |
| Patio or Balcony |
|
75% |
| Self Check-in |
|
72% |
| Outdoor Furniture |
|
69% |
| Backyard |
|
59% |
| BBQ Grill |
|
56% |
| Workspace |
|
53% |
| Dryer |
|
50% |
| Washer |
|
47% |
| Pets |
|
41% |
| Waterfront |
|
28% |
| Hot Tub |
|
13% |
| EV Charger |
|
6% |
Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.
| Factor | Shepherdstown Performance | Weight |
|---|---|---|
| Revenue-to-Price Ratio | Below average | 40% |
| Occupancy Stability | Average | 30% |
| Market Growth Trend | Average | 15% |
| Supply/Demand Balance | Above average | 15% |
Shepherdstown's ROI Score of 58 out of 100 places it in the Attractive Opportunity band, reflecting a market where favorable supply/demand dynamics and steady seasonal demand partially offset a below-average revenue-to-price ratio. The occupancy stability and market growth trend both register as average, while the supply/demand balance scores above average — a meaningful advantage in a market with just 32 active listings. Investors should pair this data with thorough local regulatory research and realistic cash-flow modeling, especially given the gap between average home values and annual rental revenue.
Understanding local STR regulations is essential before investing in Shepherdstown. Here's the current regulatory landscape:
Short-term rental operators in Shepherdstown, West Virginia may be required to obtain a local business license or STR permit before listing their property. Investors should verify current requirements directly with the Town of Shepherdstown and Jefferson County, as regulations in smaller municipalities can change with limited notice.
Common STR restrictions in West Virginia communities can include occupancy limits, noise ordinances, parking requirements, and HOA covenants that may prohibit or limit short-term rentals. Some jurisdictions also impose minimum stay requirements or cap the number of permits issued, so it's important to review both municipal and any neighborhood-level rules before purchasing.
West Virginia imposes a state sales tax and a hotel occupancy tax on short-term rental income, and Jefferson County may levy additional local lodging taxes. Platforms like Airbnb often collect and remit some of these taxes automatically, but hosts should confirm their full obligations with a tax professional to ensure compliance.
Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Shepherdstown can provide current regulatory guidance.
Financing an Airbnb investment in Shepherdstown requires lenders who understand STR income. Rabbu partner lenders offer:
"Over the next 12–18 months, Shepherdstown's STR market is expected to see continued seasonal demand concentrated in the summer and fall months, with August historically generating the highest revenue at $3,131 per month. Year-over-year listing growth of 117% signals rising investor interest, though occupancy could face modest downward pressure if supply outpaces demand. Investors should anticipate ADR holding in the $180–$200 range market-wide, with monthly revenue estimates likely fluctuating between $1,200 and $3,200 depending on seasonality. Pairing a strong listing strategy with off-season pricing adjustments will be key to maximizing returns in this small but growing market."
— Rabbu Market Analysis Team
Rabbu provides Airbnb and short-term rental market data and statistics across the United States. Our mission is to empower investors with accurate insights and easy-to-use tools, so they can confidently identify and act on the best opportunities in the Airbnb market.
Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026. Revenue projections are estimates based on comparable properties and do not guarantee future performance. Data reflects trailing 12-month performance as of April 2026 and may not capture very recent market shifts. Local regulations, tax obligations, and permit requirements vary and should be independently verified before investing.
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