Welcome to Bennington Properties - Vacation Rentals in Sunriver & Caldera Springs 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. Welcome to Bennington Properties. There’s something different about a vacation planned through Bennington Properties. It’s personal and unique.