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

Short-term rentals (STRs) are allowed in Gloucester, Virginia. Gloucester County has not enacted a countywide short-term rental licensing scheme; instead, STR operations are governed by the county’s zoning districts (Appendix B of the County Code) and any town/city-level rules that apply within the unincorporated county. As of this writing, no Gloucester‑specific town or city STR ordinance is provided in the sources; if your property is inside the Town of Gloucester, you must confirm that town’s local rules separately. The county adopted a comprehensive Zoning Ordinance Update on September 3, 2024, which consolidates districts and clarifies permitted uses, but it does not introduce STR permits, occupancy caps, or fees beyond standard zoning compliance and safety inspections where applicable. Virginia statutes define an STR as occupancy for fewer than 30 consecutive days, and local business licensing and state/local taxes apply. See the zoning ordinance documents for permissible uses in specific districts and the contact information at the end for local authority confirmation.
If your property lies within the Town of Gloucester, contact the town administrator for any local STR permit or registration requirements before operating.
Gloucester hosts earn a median $38,837/year with $221 ADR and 62% occupancy.
Top performers pull in $51,561+ per year.
See the full Gloucester market breakdownNote: State-level proposals (e.g., SB 544) have sought to limit new municipal restrictions on STR platforms, but investors should confirm current law before relying on such proposals.
If your property is inside the Town of Gloucester, contact the town administrator or planning department for local STR requirements.
If your property is located inside the Town of Gloucester, the town may impose separate STR permits, occupancy limits, or fees not addressed in the county zoning ordinance. Confirm municipal rules with the town before operation.
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Gloucester is the county seat of Gloucester County, Virginia, a mostly rural community situated on the Middle Peninsula between the York and Piankatank Rivers, roughly fifty miles east of Richmond and about an hour's drive from the Hampton Roads metropolitan area. The county has a population of approximately thirty-seven thousand residents spread across small villages, farmland, and a network of tidal creeks and coves. Gloucester has a quiet, historically rooted character, with a quaint courthouse-era downtown, deep roots in colonial-era Virginia, and miles of riverfront that draw boaters, anglers, and birdwatchers. It serves as a convenient and more affordable base for visitors exploring Virginia's Historic Triangle as well as the broader Chesapeake Bay watershed.
A short drive southeast of the courthouse area, Beaverdam Park is a 635-acre Gloucester County park centered on a 635-acre reservoir and offers fishing, kayaking, hiking trails, and a network of mountain biking paths that wind through pine forest. It is one of the most popular outdoor recreation spots in the county and is generally under twenty minutes from most parts of Gloucester.
Across the York River, roughly a thirty- to forty-minute drive from the courthouse, the Colonial Williamsburg historic area draws millions of visitors each year with its restored eighteenth-century town, living-history interpreters, and the linked attractions of Jamestown Settlement and the Yorktown Battlefield. Staying in Gloucester allows visitors to be close enough for a day trip to the Historic Triangle while paying noticeably less than Williamsburg-area lodging.
Northwest of Gloucester, about forty-five minutes by car, George Washington Birthplace National Monument preserves the site of the first president's birthplace along Popes Creek in Westmoreland County. The park includes a colonial-style farmhouse, walking trails through meadows and shoreline, and a visitor center that interprets the colonial Chesapeake plantation landscape.
Within Gloucester itself, the historic Main Street district around the colonial courthouse anchors a small but appealing cluster of locally owned shops, restaurants, and the Gloucester Museum of History. Nearby Gloucester Point, where the York River meets the Chesapeake Bay, is home to the Virginia Institute of Marine Science and a public beach that offers some of the most accessible bayfront views in the region.
For short-term rental investors, Gloucester offers a compelling combination: a peaceful, distinctly Virginian setting with waterfront character, proximity to one of the state's heaviest tourism corridors, and a noticeably lower cost basis than Williamsburg or the coast. Visitors who want history, boating, and small-town atmosphere without the crowds and prices of the Hampton Roads beaches often find Gloucester an attractive and uncrowded home base.
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