Two Pines Vacation Rentals

There's adventure between every Two Pines

Montana Winter

How to Celebrate the Holidays at Big Sky Rentals

Who says you have to stay home for the holidays? This year, make your celebrations extra magical by planning a getaway with Two Pines Properties. Our well-appointed Big Sky rentals are the perfect holiday home base for everyone from families to couples to groups of friends. Being away from home doesn’t mean you can’t enjoy all the usual holiday fun! Keep reading to learn more about how to celebrate on a Big Sky vacation.

Check Out Local Events

The Big Sky calendar of events is filled with memorable happenings no matter the time of year, including Christmas and the holidays. In mid-December, the annual Christmas Stroll features a tree lighting ceremony, illuminated cross-country ski and fat bike trails, sleigh rides, and holiday films on the big screen. On Fridays during the winter, head to Big Sky Town Center to take part in Winter Lights & Delights. Big Sky Resort is known for hosting various holiday events throughout December, like the Enchanted Forest Lighting Ceremony, cookie decorating classes, and more.

Enjoy Family Traditions at Your Big Sky Rental

The holidays are a time for making memories with loved ones, and one of the best ways to do that is with your favorite traditions. Staying at one of our luxurious Big Sky vacation rentals means you have plenty of room to enjoy your tried-and-true traditions. Spend a day making delicious holiday cookies in your rental’s fully equipped kitchen, or have a gingerbread house decorating competition. Put on your matching pajamas and curl up in the living room to watch classic holiday movies; don’t forget the popcorn and hot chocolate!

Book Your Montana Holiday Getaway Today

The outside of one of the rentals in Big sky perfect for a holiday vacation.

Winter is a popular time in Montana. If you’re planning on spending time in Big Sky this holiday season, now is the time to browse rentals from Two Pines. From modern condos to spacious cabins, our inventory has a little bit of everything. Most importantly, our Big Sky vacation rentals have everything you need to feel right at home. 

Our Montana vacation rentals are located in some of the best Big Sky neighborhoods and locations. If you’re planning to make your getaway part skiing vacation, part holiday escape, we recommend reserving one of our fantastic ski-in/ski-out units. Take your time browsing our inventory to find the rental that best fits your snowy getaway. Call 406-995-2299 to learn more about a specific unit or ways to save.

Explore a Winter Wonderland Snowmobiling in Big Sky

Unlike some parts of the country, Big Sky doesn’t slow down when the snow starts falling. Instead, it comes to life. While a popular vacation destination during the summer, there’s nothing like visiting this Montana town in the winter. There are endless adventures to embark on, most of which are only a short drive from your Two Pines Properties rental. For a thrilling way to explore all of Mother Nature’s beauty, set off on a snowmobiling tour with reputable Big Sky guides.

3 Top Snow-Filled Big Sky Guided Tours

While Big Sky is known as a top destination for skiers and snowboarders, there are endless things to do. An excellent option for anyone looking for a fun way to explore the scenery in a memorable way is snowmobiling. Here are three of our top choices for guided outings.

  1. Canyon Adventures offers numerous excursions, including snowmobile tours. The guided outings take you to the top of Buck Creek Ridge, which offers views of the Spanish Peaks, Lone Peak, and Sphinx Mountains. Tours are offered from about December to mid-April, but this is weather-dependent.
  2. Since 1970, See Yellowstone has been a go-to option for anyone looking to explore Yellowstone National Park. Make your way to Old Faithful on a roughly eight-hour expedition. There is also an option to drive around the “Grand Canyon of Yellowstone.”
  3. Backcountry Adventures is a family-owned company with a staff that has several years of experience in the West Yellowstone area. There are two trips to Old Faithful a day as well as one trip to the Canyon on Thursdays.

When reserving your trip, be sure to ask about age restrictions to see if your children are old enough to ride on their own or not.

Plan the Ultimate Winter Escape to Big Sky

The view of Big Sky vacation rental near snowmobiling trails.

Before booking your Big Sky snowmobiling tour, you need to reserve a place to call home. For the best selection of vacation rentals, turn to Two Pines. From ski-in,ski-out rentals to homes in the heart of Big Sky Resort, our vacation rentals are found all over town.
Best of all, you’ll have a relaxing and luxurious place to call home, no matter which lodging option you reserve. All of our Big Sky vacation rentals have all the comforts of home. They also come with additional amenities ranging from hot tubs to cozy fireplaces. Call 406-995-2299 for help reserving your top choice or to learn more about our current specials.

Embrace Winter on a Montana Getaway in Big Sky

Big Sky is the perfect destination for anyone looking to spend as much time outdoors as possible. No matter the time of year, there is always something to do that will surround you with Mother Nature’s beauty. This is especially true during the winter. Get the most out of your Montana winter escape by reserving a vacation rental from Two Pines Properties. 

Our cozy Big Sky rentals put you close to some of the best things to do. They’re also the perfect place to rest up after a long day out in the snow. To help you have the best time possible, our team has put together a list of memorable activities. Because our team is made up of those who call Big Sky home, we have tried many of these things to do ourselves. We feel confident you’ll love them as much as we did! If you plan on bringing your own equipment, check out Ship Skis, which offers our guests door-to-door shipment.

7 Top Big Sky Winter Activities

  1. Big Sky is a top destination for skiers. Read our post about how to plan for a ski vacation, which includes all the tips you need to make the most of your time at Big Sky Resort.
  2. Explore the snow-covered landscape on an outing with Spirit of the North Dog Sled Adventures. Your outing will take you through Moonlight Basin.
  3. Make your reservation for a Sleigh Ride Dinner at Lone Mountain Ranch. The horse-drawn sleigh will bring you to a cabin where you’ll enjoy a family-style prime rib dinner.
  4. Another popular activity at Lone Mountain Ranch is cross-country skiing, also referred to as Nordic skiing. With more than 50 miles worth of trails, there are paths for skiers of all skill levels.
  5. See what Yellowstone National Park looks like when blanketed with snow on an outing with Back Country Adventure. In addition to snowmobile tours, they also offer snowcoach tours.
  6. In addition to beautiful nature, the national park is also home to countless animals. Reserve your spot on a winter wildlife safari with Backcountry Safaris to see how many of these majestic creatures you can see.
  7. For another unique dining experience, check out the Montana Dinner Yurt. Enjoy a three-course meal inside a cozy yurt, complete with a crackling wood fire stove and live music.

Stay Cozy at Your Two Pines Rental

The bedroom of a Big Sky vacation rental to stay in on a Montana winter vacation.

After a long day out in the snow, there’s nothing better than curling up with a big cup of hot cocoa and your favorite movie. By staying at a Two Pines rental for your Montana winter vacation, you can do just that and more. Each of our Big Sky rentals has all the comforts of home, making the perfect home base for everyone from families to couples.

If you’re staying with us over the winter, we highly recommend checking out our ski-in, ski-out rentals. To learn more about these properties or other Big Sky accommodations, call 406-995-2299. When you’re ready to book your stay, check out our special offers for ways to save.