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The highest-performing listings in Sundance.
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Very Investor friendly
Allowed citywide with no city STR permits, licenses, or caps; only standard tax registrations and potential county zoning checks are needed, creating a clear, low-cost compliance environment.
Local STR Agent
STR specialist · Sundance, WY
Sundance is a small town in Crook County, Wyoming, with a population of roughly 1,000 residents. It serves as the county seat and sits in the Bear Lodge Mountains, a subrange of the larger Black Hills that straddle the Wyoming–South Dakota border. The town has a quiet, frontier-era character, with a compact main street and an open, high-plains feel that reflects its ranching heritage. Sundance is best known for its role in the region's history and as a gateway to some of the most striking natural landmarks in the northern Black Hills. The nearest major city is Rapid City, South Dakota, located approximately 100 miles to the northeast, or about a two-hour drive.
The closest major attraction is Devils Tower National Monument, the country's first designated national monument, an imposing igneous rock formation that rises about 867 feet above the Belle Fourche River. It sits roughly 20 to 25 miles east of Sundance, a drive of about 30 to 40 minutes. Visitors come for the hiking loops around its base, the world-class rock climbing routes on its columnar walls, and its cultural significance to multiple Northern Plains Indigenous nations. The monument's visitor center and nearby campgrounds make it easy to spend a full day exploring the area.
A short drive beyond Devils Tower, the rolling ponderosa pine forests of the Black Hills National Forest extend into Wyoming, offering miles of hiking, horseback riding, and scenic drives. The forest is also popular for wildlife viewing, with elk, deer, and wild turkey common throughout the warmer months. Closer to town, the Bear Lodge Mountains themselves provide quieter alternatives for outdoor recreation, including fishing streams, dispersed camping, and access to the Black Hills scenic byway system.
Sundance carries its own small but genuine dose of Old West history. The town took its name from Harry Longabaugh, the outlaw better known as the Sundance Kid, who was imprisoned in the local jail in 1887 before eventually joining Butch Cassidy's Wild Bunch. The historic Crook County Courthouse still anchors the town center, and the surrounding countryside preserves a sense of the late-nineteenth-century cattle-ranching era. Travelers interested in regional history will find the area layered with tales of outlaws, ranchers, and homesteaders.
For short-term rental owners, Sundance offers a compelling combination of small-town character and access to marquee regional attractions. Its position near Devils Tower and the Black Hills, paired with its quieter, less commercialized feel, makes it an attractive base for travelers who want proximity to major draws without the crowds of the more developed South Dakota destinations.