Sisters Oregon Property Management 541-977-9898

We believe it is important to put a face with a name. 

Matthew & Angela Tesdall - Owners

Family is why we started this business and family is what continues to drive us to build our business. 

After receiving my degree in advertising & marketing, I dove into the corporate world. I was working hard, starting a family, but also realizing that we weren't spending enough time as a family. So, in 2004, we purchased a cabin in rural Southern Utah to escape what I call the "cement playground" of Las Vegas and enjoy some quality family time. After experiencing the financial pressures of the late 2000s, we started renting our cabin out to help cover monthly expenses. And we soon found we could help others do the same. As thus, Family Time Vacation Rentals was born in 2008. Our goal was two-fold: 1. to help cabin owners generate income and 2. to help guests get away with their family and friends and create their own memories. 

My wife, Angela, and I started our business and have worn every "hat" as we built it from housekeeping to maintenance, from reservations to marketing. So, we feel we understand what homeowners and guests value and expect. What started out as a means to generate some additional income has now become our passion and full-time vocation. As the Industry has evolved, so has our business.

We have five children and currently reside near Portland, Oregon. When we aren't cheering on our children on at a soccer game, you'll find us enjoying a hike. We manage properties in So. Utah, close to the beautiful national parks (Zion & Bryce Canyon) and in Central Oregon (in Sisters near Bend, OR). We feel fortunate that we can run our business with so many great employees that all work together in supporting our home owners and guests alike. 

We are blessed that we can run our business with so many great employees that are like family.  Together we support our home owners and guests alike, all while raising our families and teaching them about entrepreneurship and the value of hard work.
Some of our best family memories have been enjoyed at our family cabin. We have a phrase we share with our children and that is...

Work harder, play harder! We all work hard, doing what we have to do to to provide for our families.

Remember, to make time to play together too and create memories! Come stay at one of our cabins or condos and let it be your home away from home.

Janelle Molloy
Oregon Regional Manager/Sales & Guest Services Manager

Throughout my career, I've gained extensive knowledge in property management, including maintenance, leasing, and financial management. But what I truly enjoy most about my job is working with families and helping them create memories that they'll cherish for a lifetime.
 I understand that a home is more than just a physical structure - it's a place where families come together to share special moments and make memories that will last a lifetime. That's why I take great pride in providing exceptional property care, ensuring that each home is well-maintained and ready to serve as the backdrop for these precious family moments. Whether it's a cozy apartment or a spacious family home, I'm committed to creating a family-oriented environment that fosters warmth, comfort, and a sense of community. So, if you're looking for a property manager who understands the importance of family memories and takes pride in providing exceptional property care, I'm here for you!


Sisters Vacation Rentals LLC, is a locally owned and operated property  management business providing service only a local can provide. Specializing in  exceptional service and clean comfortable accommodations. 

We are here to ensure you have a relaxing and hassle-free vacation! We truly believe  that renting one of our fully equipped homes or condos is the best way to have a relaxing vacation, more room, more privacy, and we make it easy.  From custom homes to simple cabin getaways, we offer a great variety of lodging options and we are committed to helping you find a rental that best suits your vacationing lodging needs at an affordable and competitive price. No cramped hotel rooms or tip toeing around in the mornings or evenings if everyone isn't on the same schedule. Stretch out, be comfortable, get up early and enjoy that morning coffee or stay up late, leave the light on and read a book or watch a movie, knowing you can close the door and not disturb another soul.


Hello, my name is Matthew Tesdall, owner and operator of Sisters Vacation Rentals LLC. We are the only Local Sisters based company, and because we are licensed with the State of Oregon, in addition to renting your home for shorter stays, weekends and weeks, who can rent your home for more than 30 days too. What that means for the property owner is you have more options and flexibility, which can be very helpful, especially in the slower off-season. Stop by our Sisters office, we would love to meet and chat with you about your ideas and hopes for your second home.

The Pros and Cons of using your second home as a vacation rental: If you are new to owning a second home, you are probably wondering whether or not renting it out as a vacation rental makes sense to you in your situation and the plans you have for your home. We would like to offer a list of pros and cons that might help a little in making that decision and if it is right for you. Since 2004 we have developed relationships with local maintenance


  • Provides income to help offset your expenses, i.e. property tax and or HOA fees, allowing you to you use it without a full time tenant

  • Income from a vacation rental can be as much or more than income from a full time rental

  • Our eyes are on it regularly and we keep you apprised of maintenance issues that may come up
    so they can be taken care of in a timely manner

  • The property is cleaned regularly

  • Less wear and tear than a full time rental with a permanent tenant


  • The homeowner pays for utilities, yard maintenance and snow removal

  • Vacation rental income is seasonal, more in the summer high season months  and less in the winter low season months

More Info about us and our services to consider: Unlike many property management companies, our office is in Sisters and our local management staff live in Sisters,ensuring service that only locals can provide. We offer personal, hands-on service to property owners in the Sisters, Black Butte Ranch and surrounding areas. We believe in developing a strong relationship with both you, the property owner, and the paying guest who rents your home. Property management is our business, not a side business; we give our full attention to managing homes for the absentee homeowner. We will market, rent and partner with you, the homeowner, to maintain your property for you to help maximize your income while keeping your property in tip top shape.We know the area intimately and the rental market well.

Some of the services we offer:

  • Accounting
  • Reservations
  • Security deposits
  • Supply requisition
  • Cleaning
  • General maintenance
  • Housekeeping
  • Spring/Fall Deep Cleaning
  • We live here and are available to guests should the need arise during their stay
  • Entertainment arrangements for guests - including restaurant reservations, and outdoor activities such as rafting, horseback riding, etc.
  • Firewood delivery
  • Arrange for or make recommendations for yard maintenance, pine cone/needle clean up

And more...we welcome your suggestions and are at your service to make your rental property something you never, ever have to worry about.

Please feel free to give me a call to discuss your property, your needs and concerns. There is no obligation, consultation is free. Give us a chance to show you how easy owning a rental property can be!

Call 541-977-9898 
email [email protected]