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The highest-performing listings in Coffeyville.
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Generally Investor friendly
STRs are allowed citywide as lodging uses (hotel/motel or bed‑and‑breakfast) with straightforward, low‑cost permits (e.g., $50 special/conditional use) and defined processes; no caps or ban are evident. The main friction is treating STRs under standard lodging rules—conditional/special use approvals, parking minimums, and potential change‑of‑use/occupancy permits add steps and uncertainty.
Local STR Agent
STR specialist · Coffeyville, KS
Coffeyville is a small city in Montgomery County in southeastern Kansas, with a population of approximately 9,000 residents. The community carries a strong Old West identity, most famously tied to the 1892 daylight raid by the Dalton Gang on the town's banks, and it retains a quiet, small-town atmosphere built around a historic brick downtown. It sits about 75 miles north of Tulsa, Oklahoma, and roughly 130 miles southeast of Wichita, placing it within easy reach of two larger regional markets.
The Dalton Defenders Museum is the city's marquee attraction, housed in a former Masonic temple near the town square. The museum preserves the story of the October 1892 attempted double-bank robbery in which the Dalton Gang was defeated by armed townspeople, and it displays artifacts from the raid alongside a recreated late-nineteenth-century streetscape. It is within walking distance of the actual sites of the two banks, allowing visitors to combine the museum with a short self-guided walking tour of the historic downtown.
A short walk from the museum, the Brown Mansion stands as one of the most elegant Victorian-era residences in Kansas. Built in the early twentieth century by a prominent local industrialist, the mansion is noted for its ornate woodwork, stained glass, and period furnishings, and it offers guided tours that provide a glimpse into the prosperity of early Coffeyville. Together with its surrounding historic neighborhood, it anchors the city's heritage tourism appeal.
Just outside the city, the rolling prairie and wooded draws of Montgomery County offer opportunities for hiking, fishing, and quiet countryside drives. Nearby reservoirs in southeastern Kansas, including Big Hill Lake, draw anglers, campers, and wildlife watchers, while the broader transition zone toward the Ozarks to the southeast adds regional variety for visitors interested in outdoor recreation.
For short-term rental operators, Coffeyville offers a niche but distinctive appeal. The town draws heritage travelers exploring the Old West, families tracing regional history, and road-trippers moving between Tulsa, Wichita, and the broader four-state region. Its compact historic core, walkable downtown, and proximity to outdoor recreation give it a layered draw that rewards longer stays, while the affordable cost of doing business in southeastern Kansas makes it a practical market to enter.