“Choose Local” goes deeper than a phrase you hear during Black Friday or see on a storefront sticker. “Choose Local” means investing in a one-of-a-kind experience you can only find in a local community, one steeped in tradition, culture, and community. So if you’re planning a Big Sky getaway, the choice of where you stay and who’s managing your trip matters more than you think.
Choosing locally-owned vacation rentals for your Big Sky trip connects you to the heart of this truly unique Montana community. With Two Pines Properties, you not only get the largest selection of high-quality Big Sky vacation rentals to choose from. You get a boots-on-the-ground team who lives, breathes, and loves the Big Sky community.
That means you get a better trip experience. Period.
If you want to see the difference locally-owned vacation rentals can make for your trip to Big Sky, keep reading and enjoy the adventure! Ready to book your stay in Big Sky? Browse through our available vacation rentals in Big Sky today.
What Does it Mean to be a “Locally-Owned Business?”
Being locally owned isn’t only about having a physical presence in Big Sky. It’s about being part of the community. So when we say we’re a locally owned business, we’re not talking about being a business that started in Montana but is now so large that it has no ties to the local community. We’re the real deal.
Two Pines Properties is Big Sky’s largest locally-owned and operated rental company with team members who live, work, and thrive in this community. Our co-owners Wes and Alex Hoecker are proud Big Sky residents who brave through our infamous snowstorms to pen hand-written cards to our guests (Watch this video if you don’t believe us). Our deep roots in the community allow us to offer a truly personalized experience, ensuring that every guest feels like part of our Big Sky family.
How We Live Up to the “Locally-Owned” Label
Our local connection enables our team to provide a level of care and attention to guests that larger, corporate competitors simply can’t match. From offering insider tips on the best trails in Yellowstone National Park to recommending family-friendly activities in and around the Big Sky area, our team members’ local expertise ensures every guest has a memorable stay, every rental is comfortable, and every reservation goes smoothly. So when you choose Two Pines, you’re not just renting a property—you’re gaining a trusted friend and local guide to all that Big Sky has to offer.
How You Benefit From Local Big Sky Vacation Rentals
To put it simply, staying with a locally owned vacation rental company means a better, more personalized Big Sky experience for you. At Two Pines Properties, our deep connection to the Big Sky community allows us to offer a level of care and service that sets us apart from corporate competitors. Our team is more than property managers. We’re your neighbors, guides, and trusted hosts who are here to make your trip exceptional in every way. Here’s what you get when you choose local vacation rentals with Two Pines Properties:
1. A Team that Genuinely Cares
In Montana, hospitality is a way of life, and our team embodies that spirit. From the moment you book with Two Pines, you’ll feel the difference. We’re here to answer your questions, provide guidance, and ensure every aspect of your trip is seamless.
Whether it’s delivering firewood during a snowstorm or helping you book a last-minute reservation at a local favorite restaurant, we enjoy making your time in Big Sky unforgettable. It’s the little moments, like providing thoughtful suggestions tailored to your interests, that make your trip feel as welcoming as the community we call home.
2. No Long-Distance Relationships
Unlike big corporate rental companies, we don’t manage properties from hundreds of miles away. Our team lives and works right here in Big Sky, breathing the same crisp mountain air and enjoying the same breathtaking views that brought you here. This means we’re steeped in local knowledge and deeply connected to the community.
Because we’re local, we can respond quickly to your needs—whether it’s fixing a minor issue in your rental, recommending a dinner spot that fits your vibe, or sharing real-time updates on weather and conditions. You’re never left waiting for an answer from a distant call center.
3. Available On-Site Support
Things can come up while traveling, and having on-site support makes all the difference. At Two Pines, we’re here when you need us. Maybe you need help figuring out how to use the hot tub after a long day of skiing, or perhaps you’re curious about where to rent snowshoes for tomorrow’s adventure. Whatever the need, our team is just a call or a short drive away to ensure everything goes smoothly.
This on-site presence gives you peace of mind. If something unexpected happens—a power outage, a lost key, or even just needing a few extra blankets—you’re not left scrambling for help. Our team is here to ensure your vacation stays stress-free and enjoyable.
4. You Get the Insider Scoop
One of the best parts of staying with a locally owned company is access to the kind of insider knowledge you can’t get from a quick Google search. We love sharing our favorite Big Sky secrets, like the best time to hit the slopes for fewer crowds, the quietest trails for a morning snowshoe, or the coziest spot for après-ski cocktails.
We love helping you discover the hidden gems that make Big Sky feel like home. Think tucked-away cafes, family-owned restaurants, or local events that give you a true taste of Montana culture. These personalized tips help you experience Big Sky in a way that feels authentic and unique.
Book Your Stay, Experience the Big Sky Way
Your Big Sky adventure deserves the personal touch that only a locally-owned company provides. The Twin Pines team truly loves and lives in this community, so we’re excited to share the joys of our community with you.
Experience Big Sky the way it’s meant to be. Browse our vacation rentals and book your stay with Two Pines Properties today!
