Locally owned and operated, we offer handpicked vacation rentals across Oregon’s most beautiful destinations.
Providing quality homes, thorough cleaning, and excellent customer and concierge service sets us apart from others. Whether you are renting with us or putting your rental in our hands as an owner, you can be sure that you are working with the best.
Learn more about our property management services and how we can help!
Meet the Team
Ryan Rabideau
Co-Founder & Revenue
With 10+ years in Revenue Management and Entrepreneurship, Ryan helps our owners earn more!
Gerard Lester
Co-Founder & Owner Relations
With 20+ years in partnerships, owner care programs and hospitality, Gerard advocates and supports our owner partners.
Stephanie Whitmore
Co-Founder & Operations
8+ year licensed STR property manager, Stephanie cares for our owner’s homes and guests.
Our Values
The World deserves more hospitality.
At Cascadia Getaways, we believe hospitality is more than a service—it’s a way of life. Rooted in Oregon, we are redefining what it means to host with care, integrity, and intention.
- We assume best intentions: Whether it’s a guest, a homeowner, or a teammate—we lead with trust and openness. We believe empathy creates better experiences and stronger relationships.
- We always do the right thing: We don’t take shortcuts. From how we care for homes to how we serve guests, we operate with honesty, transparency, and heart.
- We act like owners: Our team treats every property as if it were their own. We take pride in the details, protect your investment, and deliver excellence—because this is personal to us.
- We are stewards of the community: Our neighborhoods matter. We partner with local businesses, respect our neighbors, and actively contribute to the places that make Oregon special.
- We are here for the long haul: We build for the future. As a locally owned and employee-powered business, our approach is sustainable—both environmentally and economically. We’re not chasing trends. We’re creating legacy.
What are people saying?
Homeowners love us
Cascadia Getaways takes pride in managing your home and treats it like their own!
“The Cascadia Getaways team is incredibly responsive and goes above and beyond with cleanliness and maintenance. They’ve helped us remedy everything from roof leaks to trees falling on our property. I could not recommend them more as a great partner / manager for vacation rental properties.” – Homeowner Jesse
Fantastic and Easy to Work With
“They have been phenomenal in all aspects of management. Quick response time and couldnt be happier with Marketing. Usage is up significantly from other providers I have used.” – Homeowner A.Jay
Very responsive and talented team!
“Cascadia Getaways has been a fabulous partner for us with our Black Butte home. They have spent time to get to know us and our place, and have worked hard to ensure that guests have the highest quality experience when staying in our home. They are fabulous!” – Homeowner Mark
Guests love staying with us
Join the team
Have a passion for hospitality and looking for a new opportunity? At Cascadia Getaways we have learned by putting people first, results always follow. We are currently looking for passionate hospitality professionals for operational and housekeeping careers. If you are interested let us know!
