Gloucester, VA

  • Overview
  • Performance
  • Listings
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Key Performance Metrics

Market snapshot

Performance indicators for the Gloucester short-term rental market based on reliable data.

Listings

70 / 110

Reliable / Active

Cap Rate

10%

Middle-Earners Gross Yield

Revenue

$38,837

Middle-Earners Revenue

Occupancy

62%

Middle-Earners Occupancy

Home Value

$383,607

Median Home Sale Price

Top Earners

$67,426

Top-Earners Revenue

Gloucester

Market Revenue Seasonality

Top Listings

Highest revenue

The highest-performing listings in Gloucester.

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B

Generally Investor friendly

Gloucester Regulations

STRs are permitted under county zoning with no dedicated STR permits or caps, requiring only standard zoning compliance, VUSBC safety checks, and a business license plus tax registration; operations may need a CUP in certain districts, which adds moderate cost and process but remains manageable for investors.

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About Gloucester

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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