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Bennington Properties

Bennington hospitality starts with the comforts of home.

You’ve spent the entire year saving up for this special trip. Months searching for the right destination – the perfect mix of recreation and relaxation that will allow you to reconnect with friends, family and loved ones. Now, you have one chance to get it right when choosing your home-away-from-home for the long weekend or week, with Bennington Properties.

Welcome to Bennington Properties. There’s something different about a vacation planned through Bennington Properties. It’s personal and unique.  Family owned and operated, Bennington Properties offers over 175 high-quality homes in Sunriver & Caldera Springs.

Because your dog is part of your family, they are just as welcome here as you are. Over 60% of those properties are Dog Loving Vacation Rentals ™.  At Bennington Properties, we even go as far as providing an off-leash play area and on-site dog wash at our management offices for your dog to exercise or clean up after a day of frolicking in the wilderness.

Whether you’re booking a romantic escape for two, a family getaway for four, or a reunion for 16, Bennington Properties is there every step of the way to help you create a lifetime of memories from a single vacation. Ensuring that perfect “Remember the time we went to Sunriver?” moment for your family, your friends and yourself.

Traveling with children can be rewarding and it can also be challenging. Our goal at Bennington Properties is to make your time in Sunriver as worry free as possible and to keep your whole family safe.  For a home on our program to qualify to be a Family Loving Vacation Rental™, it must have the following:

– At least one quality pack-n-play
– At least two kids stools available, one in the kitchen and one in a bathroom
– At least one quality high chair
– If the home has stairs, a baby gate that fits at the top and bottom of your stairs.
– A bowl of outlet covers available for parent use
– A set of at least 2 night lights
– A set of plastic kids cups and dishware
– First aid kit
– A large family game such as ping-pong, foosball, air hockey, pool table, or cornhole

Whether you desire a cozy cabin in the woods or a Luxury Mountain Retreat, our Bennington Properties Vacation Planners will guide you to the best spot – all you have to do is show up, ready for fun. Imagine… Hiking the Cascade Lakes region, rafting down the Deschutes River, discovering hundreds of miles of bike trails or skiing and snowshoeing with your children under the clear blue skies of Central Oregon.

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