Central Oregon has long been a popular destination for tourists and vacationers, drawn by its stunning natural beauty, outdoor recreation opportunities, and small-town charm. The history of short-term rentals in this region reflects broader trends in tourism and technology, as well as the unique character of Central Oregon communities.

Early Vacation Rentals
In the mid-20th century, as Central Oregon’s tourism industry began to grow, vacation homes and cabins became increasingly common. These were often privately owned properties rented out through local real estate agencies or by word of mouth. Popular areas like Sunriver, which was developed in the late 1960s, were specifically designed with vacation rentals in mind.
The Rise of Resorts
The 1970s and 1980s saw the development of major resort communities in Central Oregon, such as Black Butte Ranch and Eagle Crest. These resorts offered a mix of privately owned homes and managed rental units, providing visitors with amenities and a more structured rental experience.
Internet Era and Vacation Rental Websites
The late 1990s and early 2000s brought significant changes to the short-term rental landscape. Websites like VRBO (Vacation Rentals by Owner), founded in 1995, allowed property owners to list their homes directly to potential renters. This expanded the market beyond traditional vacation areas and resorts, bringing short-term rentals into residential neighborhoods.
The Airbnb Revolution
The launch of Airbnb in 2008 marked a turning point for short-term rentals globally, and Central Oregon was no exception. The platform’s ease of use and broad reach led to a surge in short-term rental listings across the region, particularly in popular tourist destinations like Bend.
Regulatory Response
As short-term rentals proliferated, local governments began to take notice. In 2015, the City of Bend adopted new regulations for short-term rentals, including licensing requirements and density restrictions. Other communities in Central Oregon have since implemented their own rules to balance the economic benefits of short-term rentals with concerns about housing availability and neighborhood character.
Current Landscape
Today, short-term rentals are a significant part of Central Oregon’s tourism economy. While platforms like Airbnb and VRBO dominate the market, traditional vacation rental management companies continue to play an important role. The industry faces ongoing challenges, including regulatory compliance, competition for housing, and maintaining community relationships.
As Central Oregon continues to grow and evolve, the short-term rental industry will undoubtedly adapt to new technologies, regulations, and visitor preferences. Understanding this history provides valuable context for property owners, visitors, and policymakers as they navigate the future of short-term rentals in this beautiful region.