This is Your Story
We exist to help you make it your family’s favorite chapter.
Every family deserves time to step away—away from the noise, the screens, the schedules, and the strain. Time to reconnect. To laugh. To play. To rest. Time to rediscover what matters most. That’s why we’re here.
Bennington Properties began not as a business plan, but as a family tradition—weekends in Sunriver, kids on bikes, pine-scented air, board games by the fire, and conversations that deepened year after year.
What we found in those getaways changed how we lived back home. It connected us. It grounded us. It reminded us that life’s richness is found not in more, but in being present with the people we love.
So we built a company to give that gift to others.
Today, Bennington Properties exists to help you and your loved ones slow down and reconnect. Whether you’re staying in one of our homes or trusting us to care for your own, we treat your vacation like it’s our own family’s.
Our mission is simple: To give you space to step away and reconnect with what truly matters.
And we do it through the spirit of Ho’okipa—the Hawaiian art of hospitality rooted in the beauty of Sunriver and the warmth of aloha. It’s in everything we do:
- Exceptional cleanliness and comfort
- Prompt, personal communication
- Thoughtful details that anticipate your needs
We are not just a vacation rental company. We’re your partners in creating memories—whether it’s your first Sunriver getaway or the next chapter in a family tradition. Because when your story includes rest, joy, and connection, the rest of life gets better too.
“The most beautiful things in life are not things; they are moments and memories that we keep close to our hearts forever.”
— Unknown