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Chesterfield, SC
Generally Investor Friendly
Local STR Agent
Local STR Agent

Overview: Are STRs allowed in Chesterfield, SC?
How to start a short-term rental business in this market (Chesterfield, SC)
Required documents, permits, licenses, and guidelines
Specific regulations (Chesterfield and State)
Statewide legal definition and core obligations (SC Vacation Rental Act)
State and local taxation
No Chesterfield-specific STR rules identified in the provided sources
Insurance
Contact information (STR-related authorities)
Links to source pages
Notes and risk considerations
Chesterfield hosts earn a median $22,048/year with $111 ADR and 77% occupancy.
Top performers pull in $28,243+ per year.
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Free brief
Revenue data, top neighborhoods, seasonal trends, and the key regulations for Chesterfield, South Carolina in one email.


Chesterfield is a small rural town that serves as the county seat of Chesterfield County in northeastern South Carolina, with a population of roughly 1,400 residents. The town has a quiet, traditional small-town character defined by its historic courthouse square, surrounding farmland, and easy access to the longleaf pine landscapes of the Sandhills region. It is best known as a gateway to outdoor recreation in the surrounding countryside, including nearby state parks and a large national wildlife refuge. Chesterfield sits about 60 miles southeast of Charlotte, North Carolina, and roughly 40 miles northwest of Florence, placing it within a comfortable drive of both larger Piedmont and Pee Dee destinations.
Just east of town, Cheraw State Park offers visitors a peaceful retreat centered on a spring-fed lake, with opportunities for fishing, canoeing, swimming, hiking, and camping beneath tall pines. The park is only about a 15-minute drive from Chesterfield and provides a quintessential South Carolina outdoor experience for families and nature lovers. The adjacent town of Cheraw also draws visitors with its well-preserved historic district and connection to jazz great Dizzy Gillespie.
To the south and west, the Carolina Sandhills National Wildlife Refuge protects more than 46,000 acres of rare longleaf pine forest and wiregrass habitat that once dominated the region. Roughly 30 minutes from Chesterfield, the refuge offers wildlife drives, hiking, and exceptional birding, with wild turkey, quail, and red-cockaded woodpeckers among the species that can be spotted. It is one of the most ecologically distinctive landscapes in the eastern United States.
For travelers interested in small-town history, the town of Cheraw's downtown features an antebellum main street lined with restored 19th-century storefronts, while the surrounding Chesterfield County countryside is dotted with old country churches, cotton-era farmsteads, and quiet country roads well suited to scenic drives. McBee, about 20 miles southwest, anchors a quieter corner of the county known for its agricultural roots and proximity to additional refuge lands.
Chesterfield is a compelling base for short-term rentals because of its blend of small-town character, authentic South Carolina atmosphere, and proximity to varied outdoor and historical attractions. Visitors who choose to stay here can enjoy uncrowded natural spaces, easy day trips to Cheraw and Florence, and a slower pace of life, all within about an hour of the dining, shopping, and air service of Charlotte. The combination of affordability, accessibility, and genuine regional character makes the area an appealing option for travelers seeking a quieter alternative to the busier coastal and mountain destinations in the Carolinas.
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