About Bennington Properties

There is no better place to plan your next vacation than Sunriver.  Bennington Properties offers over 150 high quality homes in Sunriver & Caldera Springs; over 60% are Dog Loving Vacation Rentals™.

Let the Bennington family create the perfect experience for your family.  Whether you desire a cozy cabin in the woods or a Luxury Mountain Retreat,  our Vacation Planners will guide you to the best spot – all you have to do is show up, ready for fun.  Imagine…riding bikes along miles of paved pathways, paddle boarding the Deschutes River, BBQ-ing on the back deck, star gazing at the Oregon Observatory, and soaking the stress away in the hot tub all before settling in for a good night’s sleep at your private Vacation Home.


Bennington Properties is taking vacation rental management to the next level. You will appreciate the difference!


  • Upon arrival, your kids will be given a Camp Bennington Ranger Guide filled with fun activities to help them identify local flowers, trees and wildlife.  They can even earn prizes!
  • And don’t forget the dog! We welcome each dog with a personalized gift, because we know that your pooch is part of the family, too.
  • Complimentary dog wash and off-leash park
  • Free Wi-Fi, DVD’s and sporting equipment
  • Private Hot tubs, BBQ’s and Bikes
  • Bennington’s Golden Advantage for special savings on Sunriver fun!