Headwaters Hosting defines the “Big Sky way of Life.” We are professionals in the hospitality industry, specializing in luxury vacation rentals. Our management focuses on marketing and booking guests into our signature homes while maintaining the homeowner’s property at levels current with leading industry standards. Our fresh perspective on the vacation rental industry translates to more bookings at a higher price per night and an overall better guest experience.  

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Our Style

Big Sky is our home; with world class skiing, endless mountains, wild rivers, and Yellowstone National Park out our backdoor; the opportunities for life here is endless. Our excitement to share the wonders of this place is what drives our passion in the luxury vacation rental industry. We take pride in making the little things right. With a full service team that calls Big Sky home we are at the ready 24/7 to service our guests and homeowners. With a foundation in luxury home property management, we take the time to ensure everything is up to snuff. All of our properties exemplify a signature Montana experience, leaving everyone who is hosted by Headwaters in a Big Sky state of mind.


Our Culture

We are passionate about creating an experience of a lifetime for our guests and our homeowners, going above and beyond when it comes to accommodating not only the needs in-house but also the entire Big Sky experience. As true locals to Big Sky, our team is well versed in the opportunities and resources of the community. Whether you want to know the current snow conditions on the mountain, local happenings and events, or recommendations on trails to hike, we’ve got you covered. We embody a personal relationship with you, fostering a friendship. With Headwaters you become a local, you’re a part of our family and we love showing off our beautiful backyard.


Our Homes

Headwaters Hosting represents properties in Big Sky’s most attractive neighborhoods with homes both on the mountain of Big Sky Resort, Moonlight Basin and in the constantly growing Meadow Village. All of our properties have a Montana ascetic finish with a designers eye. Once you stay with us you will feel the cozy yet clean style we embellish on each property.

Headwaters Hosting would welcome the privilege and responsibility of serving as your property manager. We provide holistic property management services for properties in the Mountain Village, Moonlight Basin and Meadow Village of Big Sky.



Big Sky is not only a place, it is an experience. The mountains here are a little bit bigger, the wilderness a little bit wilder, and the activities are overwhelmingly endless. Let us help you step into our culture, where life is a bit more unrefined. We know this territory better than the back of our weathered hands and truly believe living like a local is much more interesting than traveling like a tourist. Our goal is to leave you in a Big Sky state of mind : )




Headwaters Hosting has +500 Five-Star Reviews

Want hands off, hassle free, Luxury Vacation Rental Management? We manage your bookings, look after your guests and Safeguard your home.



This is my second year booking with Headwaters Hosting. I stayed for nine days and I wish I could have stayed for ninety. It is a unique experience anywhere in the country and I hope to hit Big Sky for a third year for 2019! A++++ will rent again!
— Erik
No words to describe how beautiful our stay was; what a place to come home to after a long day in Yellowstone. We came from all over the world (England, NYC, Oregon and Utah) to relax here... Big Sky, Montana. You have to come and see it to believe it. Thank you Corey and Alison for being so accommodating and welcoming!
— Kat
Awesome hosts, great communication, easy directions. Our stay was very cozy and warm, we will be back again soon. I highly recommend staying with Headwaters in Big Sky or the Bozeman area.
— Fahim


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