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

(888) 894-4902


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Go on the Sunriver vacation YOU deserve

A great vacation is guaranteed when you book with Bennington

You saved all year for this. Whether you’re planning a solo getaway, honeymoon retreat, or family adventure, you deserve nothing less than an amazing Sunriver vacation.

Your trip shouldn’t add more stress to your stress. When you book your Sunriver vacation with Bennington Properties, you can leave your worries at the door of any one of our 200+ properties.

No matter which vacation home you choose, you’ll receive concierge-style service that goes above and beyond what other rental companies provide. For one, our homes come with fully-stocked kitchens.

So, what are you waiting for? It’s time to book with Bennington. We can’t wait to meet you, your family, and your dog too!

Vacation Homes We Think You’ll Love

Stay your way

200+ rental properties to choose from

From cozy cabins to lounging in luxury, Bennington Properties has the perfect vacation home for you.

Our work is your play

We take care of your fun, food and fixes

We know all the best local hotspots. Plus, we’re available 24/7 to deal with any maintenance issues.

Escape your every day

An Oregonian oasis

Get lost in the views from the comfort of your backyard, or drive minutes to the best lakes and trails in Sunriver.

What guests have been saying

Bennington Properties went over and above any service we have experienced in the 40 years we have been renting homes in vacation areas.

Laurie Hynson

Bennington Properties made our family trip at Christmas spectacular! When there was a problem with our original rental, Jessica found us several comparable options to choose from and then later offered us a free upgrade when our choice wasn’t available. The house we ended up in was clean, well appointed, and super convenient to everything. Check-in/out was also super easy. Lastly, when the rental’s has fireplace suddenly stopped working on Christmas Eve, I made a quick call to the management company and they sent a maintenance technician to fix it within the hour! We had such a wonderful experience and would happily rent from Bennington Properties again.

Veronica Wagner

We have rented through Bennington many times over the years. We really appreciate their great selection of dog friendly homes. They are always responsive and helpful.

Ahnawake K

The property management company staff that helped us before and during our stay were super helpful, professional and friendly. We had a wonderful experience and we hope to come back some day soon!!

Stephanie Roberts

Truly enjoy the vacation rental experience with Bennington. Great communication, clean homes with thoughtful touches and easy check in/out procedures are just a few of the reasons we choose Bennington when we visit Sunriver.

Shawn Edwards

Bennington is always our go to for lodging in Sunriver. We have never had a complaint of any kind. Clean comfortable homes, excellent service and wonderful for traveling with the pups. During COVID we had to cancel two trips and they were kind and helpful in rescheduling. We are so glad to be back and appreciate the efforts they go to helping visitors stay safe and have a great time!

Jeff Paul

Delightful to work with and so welcoming, they really go above and beyond giving a new meaning to pet friendly too. Have stayed in the past, we have another vacation booked with them for next month, and will definitely stay for other future trips.

I have been vacationing annually in SR for many years. Bennington Properties is hands down the best property management company in SR. It's like being in Disneyland; they make sure all of the little details are taken care of and that you have everything you need or want to make your stay as memorable and comfortable as possible. The staff is friendly, warm and accommodating. I have used other property management companies in the past and will never go back. My dogs and I highly recommend Bennington Properties.

5 star. Beautiful, clean and cozy home in Sunriver. Very impressed with the staff and great communication. Will definitely come again.

We have stayed in Bennington Properties vacation rentals a few times over the years and the cabins are always clean, well-maintained and well-stocked. We especially like how pet-friendly they are because we like to bring our dogs with us on vacation. They make it really easy to be relaxed and comfortable. We highly recommend and will stay with Bennington Properties again.

Experience a better way to get away

Book your next Sunriver vacation with Bennington

A full-service property management company

About Bennington Properties

For 30 years, we’ve helped families turn their dream of owning a vacation home into a reality. From offsetting expenses, to finding renters and caring for the property, we can guide you from sale to service. Discover the difference with Bennington Properties as your trusted property management company.

Rent your property

Let us help you rent out your Sunriver vacation home when you’re not enjoying it yourself.

Buy a property

Looking to buy a Sunriver vacation home or move to Oregon? Explore our available Sunriver listings.

Sell your property

When you list with Bennington, we help stage and market your Sunriver home to sell like hotcakes.

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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