Looking for a specific home?
Why Choose Two Pines?

We're Local

Our neighbors to the right own the local coffee shop and our neighbors to the left own one of the largest local retail shops. When we make recommendations we aren't just sending you to the best, we are sending you to friends.

Family Values

Two Pines Properties takes great pride in the Big Sky community and we love sharing it with others on their vacation. That’s why guests continue to book with Two Pines Properties and consider our rentals their “home-away-from-home." At Two Pines Properties, it’s our goal to make your time in Big Sky an incredible experience. We have a little saying in our company, 'Guests into friends, friends into family.'

Put Down Roots

You finally have your dream home in the mountains. And oh, how sweet it is. But who takes care of your prized possession when you’re away? Who helps you rent it out? And most importantly, who’s offering you the peace of mind you need when sharing your home with others? At Two Pines Properties we are happy to learn about your property care preferences, and would love to partner with you as you share your home in Big Sky with guests!


"Between every two pines is a doorway to a new world."  - John Muir

At Two Pines Vacation Rentals we understand what makes a luxury vacation home right for you. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations. By providing the finest in vacation rentals we can ensure that your vacation is a success no matter where you decide to stay. Providing quality homes, cleaned by quality employees, and providing quality customer and concierge service is what sets us apart from the rest. Whether you are renting with us or putting your rental in our hands you can be sure that you working with the best.