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Leesburg, VA
Generally Investor Friendly
Local STR Agent
Local STR Agent

Yes, short-term rentals are explicitly allowed in Leesburg, Virginia, subject to specific regulations at the city, county, and state levels. Leesburg classifies these rentals as "Homestay Rentals" and operates under both town-specific ordinances and Loudoun County regulations. The Virginia State Code § 15.2-983 provides the foundational legal framework, defining short-term rentals as accommodations for fewer than 30 consecutive days in exchange for compensation.
Investors must navigate a dual regulatory environment: Loudoun County's short-term rental ordinances apply county-wide, while the Town of Leesburg has its own homestay rental regulations that supersede county rules within town limits. Both systems require registration, permits, and compliance with zoning requirements.
Leesburg hosts earn a median $38,139/year with $254 ADR and 53% occupancy.
Top performers pull in $62,117+ per year.
See the full Leesburg market breakdownBefore listing your property, conduct a comprehensive zoning analysis using Loudoun County's online mapping system to determine which zoning ordinance applies to your specific property. This will dictate whether you follow the current (2023) Loudoun County Zoning Ordinance or the 1972 ordinance (primarily applicable to Sterling's Countryside community).
Verify whether your intended rental model—whole house, room rental, or accessory structure—complies with local zoning requirements. Some configurations may require minor special exceptions or special exceptions, which involve additional legislative review processes.
Apply for Homestay Home Occupation Permit
Pre-Inspection Scheduling
Business License Registration
Annual Registration
Zoning Permit Application
Business Tax Registration
Homestay Home Occupation Permit Application:
Additional Town Requirements:
Annual Property Registration:
Zoning Permit Application Package:
Business Tax Documentation:
Virginia Code § 15.2-983 Compliance:
Operational Limits:
Property Use Restrictions:
Parking Requirements:
Compliance and Enforcement:
Registration Requirements:
Zoning Compliance:
Business Operations:
Additional Considerations:
Community Development Department - Zoning Division
Business Tax Office
Public Works Department (Parking Permits)
Town Main Contact
Building & Development Department
Commissioner of the Revenue - Business Tax Division
Loudoun County General Contact
Environmental Health Department
This comprehensive guide provides investors with the essential regulatory framework for operating short-term rentals in Leesburg, Virginia. Success requires careful attention to both county and town requirements, proper permit acquisition, and ongoing compliance with all applicable regulations.
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Leesburg is the seat of Loudoun County in northern Virginia, set among the rolling hills roughly 35 miles northwest of Washington, D.C. The town has a population of about 53,000, giving it a small-town feel even as the Washington metropolitan area presses in around it. Brick sidewalks, preserved eighteenth- and nineteenth-century architecture, and a compact historic core give the town an unhurried, traditional Virginia character. Leesburg is perhaps best known as a gateway to Loudoun's celebrated wine country, its rolling horse country, and the foothills of the Blue Ridge Mountains, and it draws visitors who want a quieter, more pastoral experience within easy reach of the capital.
Downtown Leesburg anchors the experience, with its tree-lined streets, locally owned shops, breweries, and restaurants clustered around the Loudoun County Courthouse. The historic district is walkable and dense with restored Federal- and Victorian-era buildings, making it a natural gathering point for visitors exploring the area. Just outside the town center, the Washington and Old Dominion Railroad Regional Park, a paved multi-use trail that runs more than 45 miles from Arlington out through Loudoun County, offers a flat, scenic route for cyclists and walkers passing directly through town.
A few miles west of downtown lies Morven Park, a roughly one-thousand-acre historic estate that includes a museum complex, formal gardens, walking trails, and active equestrian facilities. The grounds host a range of events throughout the year, from equestrian competitions to seasonal garden tours, and offer visitors a glimpse of the county's Gilded-Age country-house tradition. South of Leesburg, about a ten-minute drive, Oatlands Historic House and Gardens preserves a Greek Revival mansion surrounded by terraced gardens and farmland, providing a quieter, more contemplative stop that complements the busier in-town attractions.
Loudoun's wine country radiates outward from Leesburg in nearly every direction, with dozens of tasting rooms and vineyards scattered through the surrounding countryside within about a fifteen- to thirty-minute drive. Routes 9, 15, and 7 thread through tasting destinations, many of which pair their wines with vineyard views of the Blue Ridge to the west and horse country estates to the north. Together, these surroundings make Leesburg a flexible base for travelers who want a historic, walkable town paired with countryside, vineyards, and easy access to both the Shenandoah foothills and the broader Washington, D.C. region.
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