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Plentywood, MT
Generally Investor Friendly
Local STR Agent
Local STR Agent

Yes—short-term rentals (STRs) are allowed in Plentywood, MT, subject to Montana state regulations and any applicable county/city requirements. There are no city-specific STR regulations in the Plentywood municipal code that would restrict or require permits for STRs. Therefore, an STR in Plentywood must comply with state-level requirements (notably Montana’s public accommodation rules and state lodging taxes) and any general county-level controls that might apply to commercial lodging, zoning, or building/health standards.
Plentywood hosts earn a median $17,527/year with $176 ADR and 57% occupancy.
Top performers pull in $23,313+ per year.
See the full Plentywood market breakdownA practical, compliance-forward approach to launching and operating an STR in Plentywood:
Mandatory requirements and practical documentation:
Public Accommodation License (annual)
Guest register
Tax administration
Zoning and land-use compliance
Operational compliance records
Note: In addition to the PAL, ensure the property meets local building, fire, and wastewater rules applicable to your site. If operating a home-based lodging, confirm any county restrictions on signage, parking, or occupancy.
Statewide (Montana) – what applies to Plentywood STRs:
County – Sheridan County:
City – Plentywood:
For zoning, building, and county planning:
For state-level licensing and public accommodation rules:
For statewide lodging tax information:
Public Accommodation License (application and rules)
Montana Lodging Taxes (statewide)
Montana State-Level STR Context (Hostaway article)
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Free brief
Revenue data, top neighborhoods, seasonal trends, and the key regulations for Plentywood, Montana in one email.

Plentywood is a small, tight-knit community in the far northeastern corner of Montana, serving as the seat of Sheridan County just a short drive south of the Canadian border. With a population of approximately 1,700 residents, it has the feel of a classic High Plains agricultural town, surrounded by rolling wheat fields, ranchland, and big, open skies that have long drawn visitors seeking solitude and a sense of the real American prairie. The town functions as a regional hub for the surrounding ranching and farming community and as a convenient stopover for travelers exploring the Northern Great Plains or crossing between Montana and Saskatchewan. Because of its remote location, the nearest sizable city is Williston, North Dakota, which sits roughly 90 miles to the east and offers a fuller range of services, while larger regional centers such as Minot, North Dakota and Glasgow, Montana lie well over a hundred miles in either direction.
Just a short drive south of town, Medicine Lake National Wildlife Refuge offers one of the area's most rewarding natural attractions. Centered on the saline Medicine Lake and a network of smaller wetlands, the refuge provides habitat for waterfowl, shorebirds, and a variety of prairie wildlife, making it a popular destination for birdwatchers, hunters, and photographers, particularly during the spring and fall migrations. The drive from Plentywood is roughly 20 to 25 miles, generally under half an hour, and the refuge is a major reason outdoor enthusiasts choose to base themselves in the area.
Plentywood also serves as a natural gateway to the Canadian Prairies. The Raymond border crossing into Saskatchewan lies only about 30 to 40 miles to the north, opening up an entirely different landscape of grain farms, small prairie towns, and quiet back roads for day-trippers. Travelers crossing into Canada often find that the unhurried pace of the border region, with its long horizons and sparse population, makes the journey itself part of the experience, and Plentywood provides a comfortable place to rest, refuel, and prepare for the trip.
A little farther afield, the Fort Peck country to the southwest and the Missouri River breaks offer additional regional appeal for guests willing to make a longer day trip. While not within easy commuting distance, the area's mix of reservoir recreation, badlands scenery, and paleontology heritage makes it a worthwhile excursion for visitors who treat Plentywood as a base for a broader exploration of northeastern Montana.
Taken together, Plentywood's small-town character, its proximity to prime wildlife habitat, and its position near the international border give it a distinctive draw for travelers looking to step away from busier tourist corridors. For short-term rental owners, the appeal lies in offering guests a quiet, authentic prairie experience paired with access to some of the least-visited and most scenically striking country in the northern United States.
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