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Cascadia Getaways

About Cascadia Getaways

Experience Oregon Like a Local

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!

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.

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.

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.

“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

“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

“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

Gearhart Getaway: Hot Tub + Walk to the Beach

We had a great stay. It was clean and quiet. We loved being outside the hustle and bustle of Seaside but close enough to still enjoy it. The house is laid out well. The huge couch made for comfortable movie nights (along with a large selection of DVD’s) and the kitchen was excellent for cooking meals. Would stay again!

Gearhart Getaway: Hot Tub + Walk to the Beach
Airbnb · 1 month ago
Berghuttlein Getaway - Cozy family alpine retreat with creek access

Beautiful home in government camp. Lots and lots of beds, mostly twin beds and 3 Queens. The Main bedroom with bathroom is on the main floor. The two other queens are up the stairs. The one to the pest has a door and the one to the right has a door but then there are 6 twin beds beyond it - so if the kids wake up that might not be the bed to choose. There’s also a game room back that way. The bathrooms are all on the bottom floor so make sure the kids don’t drink too much before bed or depending on age you might need to wake up and escort them to the bathroom. The living room fire place is very nice. There’s one on the dining room too that we didn’t use. Large space - a bit like a labyrinth but fun. Two minute walk to Govy General (grocery store) and restaurants. 5 min walk upward to one trail. Lots of trails nearby. Skibowl West has a level 3 fast charger for EV users. They also had helpful add-ons like coffee, etc. Definitely recommend the place.

Berghuttlein Getaway - Cozy family alpine retreat with creek access
Airbnb · 1 month ago
Bergstrasse Getaway - Cozy A-Frame Sauna

Fantastic space. A quintessential A-frame experience. Really enjoyed the space with a family of four. The sauna is top notch.

Bergstrasse Getaway - Cozy A-Frame Sauna
Airbnb · 1 month ago
Sand & Sea (402) Water's Edge Panoramic Views

Obsessed with this place and will stay again and again! Positive: Loved being so close to the beach and within walking distance to everything! The room had the most beautiful view of the ocean! Added bonus was having a pool & sauna too! Will definitely stay again!

Trisha
Sand & Sea (402) Water's Edge Panoramic Views
Booking.com · 1 month ago
Mac Haven - Single level golf view wine escape

This was a repeat stay for us and our 2nd grader. Home is in a great location for us and we alway see deer in the backyard. Access to the garage is a handy feature and they provide yummy coffee beans &grinder as well as good size coffee mugs (not as common as you'd think). We could also tell the hosts acted on feedback from our previous stays and they continue to communicate quickly and kindly. Thank you!

Mac Haven - Single level golf view wine escape
Airbnb · 1 month ago

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!