Middleburg, VA Airbnb Market Data, Statistics, and Occupancy Rates

As of Apr, 27 2026

Rabbu ROI Score

44 / 100

Middleburg presents a competitive opportunity: investor interest and demand are strong, but higher prices or tighter competition may require more selective deal sourcing.

Middleburg Short-Term Rental Market Overview

Middleburg, VA is a boutique short-term rental market nestled in Virginia's horse and wine country, where just 26 active Airbnb listings command an impressive average daily rate of $465—well above the $339 state average. While the market's high home values ($2,263,199 average) and 24% occupancy rate create a challenging revenue-to-price dynamic, the 77% year-over-year growth in listings signals rising investor interest and strengthening demand. With average annual revenue of $53,488 per listing and pronounced summer seasonality, Middleburg rewards operators who can capture premium weekend and seasonal bookings from the affluent DC-area traveler base.

Key Market Statistics

According to Rabbu market data, the Middleburg short-term rental market shows:

Key Airbnb and short-term rental market statistics.
Metric Context Value
Active Airbnb Listings As of Apr, 27 2026 26
Average Daily Rate (ADR) vs. $339 state avg. $465
Average Occupancy Rate vs. 34% state avg. 24%
RevPAN ADR * Occupancy Rate $110
Average Monthly Revenue Historical 12-month average $4,457
Average Annual Revenue Historical 12-month average $53,488

Data sources: Rabbu proprietary analytics as of Apr, 27 2026 and Zillow Home Value Index (ZHVI) as of Apr, 27 2026.

Why Investors Consider Middleburg

Middleburg attracts STR investors because its luxury-rural positioning near Washington, DC delivers premium nightly rates in a market with very limited competition.

Key investment factors

  • Average daily rate of $465 significantly exceeds Virginia's $339 state average, reflecting strong willingness to pay among guests
  • Only 26 active listings create a low-supply environment where well-managed properties can capture outsized demand
  • Proximity to DC drives weekend and holiday getaway traffic from an affluent traveler demographic
  • 77% year-over-year listing growth suggests rising recognition of Middleburg as a viable STR market
  • Wine country, equestrian events, and scenic countryside provide year-round experiential demand drivers

Expert Market Assessment

"Middleburg presents a competitive but selective opportunity for STR investors comfortable with luxury-tier entry prices and lower occupancy rates. The market's strength lies in its pricing power—$465 ADR and $110 RevPAN reflect genuine demand from travelers seeking upscale countryside escapes—rather than volume-driven returns. Seasonality is pronounced, with August peaking at $6,682 in average monthly revenue and the winter trough in February dipping to $2,371, creating a nearly 3:1 spread that investors must plan around. For operators who secure the right property at a reasonable basis and execute a premium guest experience, Middleburg can deliver meaningful supplemental income, but the below-average revenue-to-price ratio means deal sourcing discipline is essential."

— Rabbu Market Analysis Team

Understanding Middleburg's ROI Score: 44/100

Rabbu's ROI Score is a proprietary metric that evaluates short-term rental investment potential based on multiple factors.

How the ROI Score is Calculated

Factor Middleburg Performance Weight
Revenue-to-Price Ratio Below average 40%
Occupancy Stability Average 30%
Market Growth Trend Above average 15%
Supply/Demand Balance Average 15%

What This Means for Investors

Middleburg's ROI score of 44 out of 100 places it in the "Competitive Opportunity" band, meaning the market offers genuine appeal but demands selective deal sourcing. The below-average revenue-to-price ratio—driven by home values averaging over $2.2 million against $53,488 in annual revenue—is the primary drag, while average occupancy stability and above-average market growth partially offset that challenge. Investors should pair this data with thorough local regulatory research and focus on properties where acquisition cost allows the market's premium ADR and growing demand to translate into acceptable returns.

Short-Term Rental Regulations in Middleburg

Understanding local STR regulations is essential before investing in Middleburg. Here's the current regulatory landscape:

Permit Requirements

Operators looking to run a short-term rental in Middleburg, Virginia should verify whether a local business license, zoning approval, or STR-specific permit is required by the Town of Middleburg or Loudoun County. Virginia does not impose a statewide STR permit, so requirements vary—investors should confirm current rules with local planning and zoning offices before listing.

Key Restrictions

Common restrictions in Virginia's small-town and rural STR markets can include occupancy caps tied to septic or well capacity, minimum stay requirements, noise ordinances, and off-street parking mandates. HOA covenants and deed restrictions in certain Middleburg-area developments may further limit or prohibit short-term rentals, so reviewing property-level restrictions is essential before purchasing.

Tax Obligations

Virginia requires short-term rental operators to collect and remit the state's transient occupancy tax, and Loudoun County may levy an additional local lodging tax. Many booking platforms handle tax collection automatically, but hosts should confirm compliance with both state and local tax authorities to avoid penalties.

Regulations subject to change. Always verify with local authorities before purchasing. A Rabbu partner agent specializing in Middleburg can provide current regulatory guidance.

Short-Term Rental Financing for Middleburg

Financing an Airbnb investment in Middleburg requires lenders who understand STR income. Rabbu partner lenders offer:

  • DSCR Loans: Qualify based on property income, not personal income
  • Low Down Payment: As low as 10–15% for investment properties
  • Fast Closing: 21–30 day average close times
  • STR Experience: Lenders who understand vacation rental underwriting
Connect with a Middleburg Lender →

Future Outlook & Long-Term Forecast

"Over the next 12–18 months, Middleburg's short-term rental market is likely to see continued supply growth as investors respond to the area's above-average market growth trend, though the pace may moderate from the 77% surge observed this past year. ADR could hold steady or inch up 1–3% given the luxury positioning and limited inventory, while occupancy may settle in the 22–26% range—typical for a high-rate, low-density leisure destination. Summer months from June through August should remain the strongest booking window, with shoulder-season events like fall wine and equestrian weekends continuing to support October revenue near $5,000. Investors should plan for softer January and February months where revenue dips below $2,500 and budget accordingly."

— Rabbu Market Analysis Team

Frequently asked questions about Airbnb in Middleburg, VA

What is the average Airbnb occupancy rate in Middleburg?
The average Airbnb occupancy rate in Middleburg is currently 24%, which falls below the Virginia state average of 34%. This reflects Middleburg's nature as a premium leisure destination where hosts command high nightly rates but may have fewer booked nights overall. Occupancy is relatively consistent across property sizes, ranging from 22% for 2-bedroom listings to 24% for 3-bedroom properties.
How much do Airbnb hosts make in Middleburg?
Airbnb hosts in Middleburg earn an average of $4,457 per month, which translates to roughly $53,488 in annual revenue based on trailing 12-month performance. Revenue varies by property size: 1-bedroom listings average $39,651 annually, 2-bedrooms earn about $53,455, and 3-bedroom properties lead at $56,808 per year. Actual results depend on property quality, pricing strategy, amenities, and how well operators capture peak-season demand from May through October.
Is Middleburg a good market for Airbnb investment?
Middleburg earns an ROI score of 44 out of 100, placing it in the "Competitive Opportunity" category. The market's strengths include above-average growth trends and a premium ADR of $465, but the below-average revenue-to-price ratio—driven by average home values exceeding $2.2 million—means investors need to source deals carefully. This market tends to reward those who find properties at a favorable cost basis and deliver a high-quality guest experience that justifies the area's luxury positioning.
What is the average daily rate (ADR) for Airbnb in Middleburg?
The average daily rate for Airbnb listings in Middleburg is $465, which is 37% higher than the Virginia state average of $339. ADR scales with property size: 1-bedroom listings average $267 per night, 2-bedrooms command $399, and 3-bedroom properties reach $426. These premium rates reflect Middleburg's appeal as an upscale destination in Virginia's horse and wine country.
Are short-term rentals legal in Middleburg?
Short-term rentals are generally permitted in Virginia, but local regulations in the Town of Middleburg and surrounding Loudoun County may impose specific requirements such as permits, zoning restrictions, or occupancy limits. Investors should consult with local planning and zoning offices to confirm current rules and any licensing or tax obligations before operating an STR in this market.
When is peak season for Airbnb in Middleburg?
Peak season in Middleburg runs from May through August, with August generating the highest average monthly revenue at $6,682. June and July also perform strongly at $5,872 and $5,804 respectively. A secondary peak occurs in October ($5,068), likely driven by fall foliage and wine-country tourism. The slowest months are January and February, when average revenue drops to around $2,400—about one-third of the summer peak.
How many Airbnbs are there in Middleburg?
As of April 2026, there are 26 active Airbnb listings in Middleburg. This is a small market by any measure, with supply concentrated across 1-bedroom (9 listings), 2-bedroom (7 listings), and 3-bedroom (5 listings) properties. The market experienced 77% year-over-year growth in active listings, suggesting increasing investor interest and awareness.
How is Airbnb revenue calculated in Middleburg?
The annual and monthly revenue figures for Middleburg are derived from the trailing 12 months of historical booking performance for active comparable Airbnb listings in the market—not a forward-looking projection. We average each comparable listing's actual revenue per available night (RevPAN) by month over the past year, remove regional outliers, and aggregate the results into a market-level historical average. Because each month uses its own historical performance data, the figures naturally reflect seasonal peaks (like August's $6,682) and slower periods (like February's $2,371). Individual results can vary based on property quality, pricing strategy, and how effectively a host manages their listing.

About Rabbu Market Data

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.

What this data includes

  • Regularly updated active Airbnb and STR listing counts for Middleburg and surrounding areas
  • Average daily rates, occupancy rates, and RevPAN tracked over time by property size
  • Monthly and annual revenue estimates based on trailing 12-month booking performance
  • Home value benchmarks sourced from the Zillow Home Value Index (ZHVI)
  • Data aggregated from multiple providers including Rabbu proprietary analytics for consistency

Sources and disclaimers

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 averages as of April 2026 and may not capture very recent market shifts. Local regulations, HOA restrictions, and tax obligations vary and should be independently verified before investing.

Next Steps

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