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56842 Venture Lane
PO Box 3367 – Mailing
Sunriver, Oregon 97707

(888) 894-4902


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About Bennington Properties

A full-service property management company

Bennington Properties is an Oregon-based vacation rental company, currently catering to Sunriver and surrounding areas. Bennington offers arrangements for homestays, family vacations, and weekend getaways. Bennington also offers property management services to future and present Sunriver homeowners who wish to rent a vacation home out for profit.

When you book your Sunriver vacation through Bennington, you’re booking a trouble-free getaway for you and your family. On the rare occasion something does go wrong, we provide concierge-style services to keep their vacation on track. Whether it’s assisting you with finding the perfect home for your family’s trip, or guaranteeing your home is well-cared for and marketed effectively, Bennington Properties doesn’t stop until we get it just right.

Our story so far

Our story starts in 1985, when the Bennington family first began traveling to Sunriver. Fast forward to 1995, when the Bennington’s purchased their first vacation rental. With only one vacation home in 1998, Bennington Properties was born.

Now, 22 years later, our community has grown to 450+ homeowners and 50,000 guests per year. Our difference is in the details – from comfy beds to exceptional communication. Our entire team works hard to anticipate and meet your every need, from the moment you visit our website until you return home. We look forward to continuing to write our story with your support.


Happy homeowners


Min. average response time to guest needs


Guests served per year

What people think about us

Shannon at Bennington Properties was on top of her game. I felt she worked in the best interest of the party she was representing, which was us in this case. We have both been buyer and seller with her and found her to be very professional. Out of many one of her best qualities is her communication skills. She responds quickly and with pertinent information. I highly recommend Shannon, and we will be using her services again in the near future.

We were happy property owners in Sunriver for many years--and loving property management with Bennington Properties. When changes in our lives deemed it time to sell our Sunriver home, we contacted Bennington. Shannon Gleasman effortlessly and competently helped us through from start to finish--a great experience throughout. We have sold other homes. This was the fastest and easiest home sale ever for us. We received over our asking price, with no delays. We have always appreciated the professionalism of the Bennington Management team that cared for our home, and we were happy that it extended over into the sale of our home to a wonderful couple. I would recommend Bennington Properties to anyone looking to buy or sell a home.

Bennington was fantastic to work with and we were highly satisfied with them. They are excellent and timely communicators. The selling process was very easy and we felt well informed and taken care of throughout. Bennington answered all our questions and provided helpful insight and guidance.

Get to know us better

Explore our 200+ Sunriver vacation home rentals.

Learn how we can help you find your dream vacation home.

Learn how we can make your vacation home pay for itself.

Learn how we can help you sell your Sunriver vacation home.

Contact us

Become a part of our story

If you’re passionate about hospitality, property management, and the Sunriver community, we invite you to help us continue our company’s story; and let us be a part of your career story.

Full-service vacation rental sales and management company in Sunriver, Oregon

56842 Venture Lane
PO Box 3367 – Mailing
Sunriver, Oregon 97707




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