Welcome to Pioneer Property Management
When you partner with a property management company you are literally handing them the keys to the front door of your real estate – BE CAUTIOUS!
There is only one Greater Oregon property management company that offers:
- The integrity of a family owned business
- The professionalism of a team of experts
- The kindness of people who care
- The trust earned over 25 years
- The satisfaction of serving our community
- The peace of mind that you are working with the best
- The transparency of no hidden fees
- A relationship you can depend on
Property Management is not just our business - it is a relationship between us, our owner-clients and our tenant-residents. If these are important to you, then we may be a good fit to provide you, your property, and your tenant-resident with our award-winning property management service.
Contact UsDiscover What We Do As Your Property Manager

Roseburg Property Management News & Happenings
September 29, 2025
Top 10 Tax Deductions Rental Property Owners Shouldn’t OverlookOwning rental property offers excellent opportunities for building long-term wealth—but only if you take full advantage of the tax deductions available to you. Each year, thousands of landlords overpay their taxes simply because they don’t know what deductions they qua...
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August 29, 2025
From Airbnb to Long-Term Rental: Why More Owners in Bend & Eugene Are Making the Switch
The Growing Trend: From Nightly Guests to Year-Round ResidentsOver the past few years, short-term rentals like Airbnb and VRBO have exploded in popularity, especially in high-demand Oregon markets like Bend and Eugene. These platforms gave property owners an opportunity to earn strong nightly rates, especially during peak tourist seasons. But in 20...
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July 25, 2025
The True Cost of Self-Managing Rental Properties (And How to Know When It’s Time to Hire Help)
Owning rental property is often seen as a passive income stream, but self-managing your properties is anything but passive. While handling things yourself might save money upfront, many landlords underestimate the true costs—both financial and emotional—of DIY property management.In this post, we’ll break down the real costs of s...
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June 30, 2025
How to Maximize Tenant Retention and Reduce Vacancy Losses in Your Rental Portfolio
As a rental property owner, keeping your units occupied with reliable, long-term tenants is one of the most effective ways to maximize profits and minimize headaches. While acquiring new tenants is necessary at times, turnover comes with real costs—lost rental income, marketing expenses, make-ready repairs, and administrative time.Fortunately...
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