• Skip to main content
  • Skip to footer
  • facebook icon
  • instagram icon
  • LinkedIn
  • Guest Portal
  • Owner Portal
  • 406-995-2299
  • 406-995-2299

Two Pines Vacation Rentals

There's adventure between every Two Pines

  • Book now
    • All Big Sky Vacation Rentals
    • Properties by Location
    • Neighborhoods
    • 2 Bedroom
    • 3 Bedroom
    • 4 Bedroom
    • 5 Bedroom
    • 6 Bedroom
    • Ski In Ski Out Rentals
    • Tiny Homes
    • Single Family
    • Townhomes
    • Condo Rentals
  • SPECIALS
  • Join Our Catalog
  • logo
  • PLAN YOUR ADVENTURE
    • Attractions and Activities in Big Sky
    • Winter Activities
    • Summer Activities
    • Local Area Guide
    • Area Map
    • How to Get Here
    • Blog
  • ABOUT US
    • About
    • Meet the Team
    • Testimonials
    • Frequently Asked Questions
    • Terms and Conditions
    • Careers
  • facebook icon
  • instagram icon
  • Contact Us

SEO Atlas

Nov 06 2024

Flying or Driving | How to Get to Big Sky

Big Sky is known for being an outdoor enthusiast’s playground, and for good reason. From world-class skiing once the resort opens at the end of November to being the perfect base camp for a Yellowstone vacation, this popular Montana town is surrounded by adventure. However, before you can enjoy all the fun, you need to take care of a couple of logistical items. One is reserving your rental from Two Pines Properties. The other is figuring out how you’re going to get to Big Sky.

Option 1: Flying

If you’re traveling from afar, your best bet is to catch a flight to Big Sky. The Bozeman Yellowstone International Airport is less than 45 minutes from town. Depending on the time of year, there are several nationwide direct flights, so you don’t have to spend all day in airports. Another option is the West Yellowstone Airport, which has seasonal flights from Denver and Salt Lake City. 

If you are flying, there are plenty of shuttle services that can get you to and from the airport, including Skyline Bus and Karst Stage. The airport also has several rental car options for those looking to have a car with them for the duration of their vacation. Guests at our Big Sky cabins can enjoy a discount code for a car from Explore Rentals.

Option 2: Driving

Driving to Big Sky is a great way to enjoy a vacation within your vacation. No matter how long of a drive you have, there are sure to be attractions to explore along the way. Take your time to stop at some of these roadside spots to add a bit of extra fun to your vacation. Before heading out, be sure you have a car emergency kit packed, snacks ready, and your favorite playlist queued up.

Turn to Two Pines for Your Big Sky Rental Needs

The living area of a vacation rental to relax in after navigating how to get to Big Sky.

No matter how you choose to get to Big Sky, rest easy knowing you have a relaxing place to unwind after your journey. At Two Pines, our well-appointed Big Sky rentals come in a range of sizes and styles. From luxurious cabins to modern condos, all our properties have all the comforts of home. This means whether you are planning a trip for two or a getaway with all your friends, we have the place for you. 

As you browse our accommodations, look for extra amenities designed to enhance your stay. These features can include hot tubs, a balcony, ski-in/ski-out access, and more. We even have pet-friendly rentals! For more information on one of our Big Sky rentals or to learn more about special offers, call 406-995-2299.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals · Tagged: Big Sky Airport, Vacation Rental in Big Sky, Big Sky Rentals, Big Sky Montana Vacation Rentals, Montana Vacation Rentals, How to Get to Big Sky

Oct 11 2024

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.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Montana Winter, Big Sky Events · Tagged: Holiday Rentals Big Sky, Big Sky Vacation Rentals, Montana Winter, Ski In Ski Out Big Sky, Big Sky Montana Rentals, Big Sky Christmas

Sep 24 2024

Tips for Planning an Unforgettable Montana Skiing Vacation

One of the most popular times of year to visit Big Sky is winter, and for good reason. When the snow starts falling, this town turns into a magical winter wonderland filled with adventure. If you are looking to plan a Montana skiing vacation to Big Sky, now is the time to start planning. To help you have the best trip possible, the team at Two Pines Properties has put together a list of tips to make your trip the best it can be.

Tip 1: Purchase Your Ski Tickets as Soon as Possible

Big Sky Resort has been a premier Montana skiing destination for five decades. This means lift tickets can sell out quickly. We recommend purchasing your tickets as soon as you know when you’ll be visiting Big Sky. Your ticket includes access to all 39 chairlifts and the Lone Peak Tram. Purchasing early also means you can save on the price, and cost increases closer to opening day.

Tip 2: Figure Out What Equipment You’re Going to Use

Transporting skis is not always the easiest. However, if you want to bring your own equipment with you, take advantage of our partnership with Ship Skis. This service provides hassle-free door-to-door shipping for your ski equipment and luggage. Don’t worry if you don’t have your own equipment or don’t feel like shipping it. Big Sky Resort offers high-quality rentals slopside at Madison Base and Mountain Village. Save on your rental by booking them online.

Tip 3: Look into Extra Fun

Your day on the slopes doesn’t have to be limited to self-guided fun. Sign up for a guided experience or a private lesson. Try skiing in a whole new “light” by taking part in headlamp night skiing; hours vary during the season. There’s also cross-country skiing, which is a great way to explore the beauty of Big Sky,

Tip 4: Reserve Your Ski in/Ski out Rental

A Big Sky vacation rental close to some of the best skiing in Montana.

One of the best ways to make your Montana skiing vacation to Big Sky the best it can be is by reserving a ski in/ski out rental from Two Pines. These incredible properties are conveniently located near trails. Given the popularity of these types of rentals during the winter, don’t wait too long to book your stay.

After a day spent on the slopes, rest up in your cozy home away from home. Our Big Sky rentals feature all the comforts of home, including fully-equipped kitchens and spacious living areas. Some have additional amenities, like porches and hot tubs. To learn more about our rentals or special offers, call 406-995-2299.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Skiing in Big Sky Montana, Things to Do in Big Sky, Montana Winter · Tagged: Big Sky Vacation Rentals, Big Sky Lodging Ski In Ski Out, Ski In Ski Out Big Sky, Montana Skiing, Big Sky Ski In Sky Out Rentals, Big Sky Ski Tickets

Aug 29 2024

A Guide to Big Sky Dining for Every Palate & Craving

In order to enjoy all Big Sky has to offer, it’s important you stay properly fueled and well-rested. Reserving a rental from Two Pines Properties means you’ll have a relaxing space to call home. Our rentals are close to every amenity and attraction imaginable. This includes some of the best dining options Big Sky has to offer. After a day spent skiing, hiking, or shopping, enjoy a delicious meal at one of the incredible restaurants in Big Sky.

A Breakdown of Big Sky Restaurants

Whether you’re craving steak, pizza, or pasta, there’s a place to eat in Big Sky that can satisfy your needs. To help give you a head start on deciding where to eat, we’ve compiled a list of popular Big Sky restaurants by type.

  • Pizza: Sometimes, nothing beats a cheesy pizza. Find your favorite topping combination at Ousel & Spur Pizza Co. or Milkies Pizza & Pub.
  • Breakfast: Start your day off on the right foot with a scrumptious meal at Cafe 191, Caliber Coffee Roasters, or Cowboy Coffee Co.
  • Steak: There are several restaurants known for cooking the perfect steak to choose from in Big Sky. Popular options include Horn and Cantle, Block 3 Kitchen & Bar, and Corral Bar, Steakhouse & Motel.
  • Bakery: For the perfect treat, visit Blue Moon Bakery or Thorn Apple Baking Co. Both spots offer an array of sweet and savory treats.
  • Asian: If you’re looking to enjoy delicious sushi or other incredible Asian dishes, visit Thai Basil Big Sky, Blue Buddha Sushi Lounge, or Omakase. 
  • Italian: Not only is Michaelangelo’s Ristorante a great date night option, but it also features a menu of authentic Italian cuisine. 
  • Mexican: For tacos and margaritas, head to Tres Toros Tacos & Tequila, Mi Pueblito Taco Bus, or Alberto’s Mexican Cuisine. 

Feel at Home with a Two Pines Rental

A view of Big sky vacation rentals close to popular dining spots.

When picking where to call home on a Montana getaway, you want somewhere that feels like home and is close to everything you need for the best trip possible. You get exactly that when reserving a rental from Two Pines. Be close to some of the best dining in Big Sky, area attractions like Big Sky Resort, and more.

Whether you are looking for the perfect Yellowstone National Park basecamp or a rental for your ski vacation, we have the cabin or condo for your getaway. Our inventory includes fantastic ski-in/ski-out options, rentals with hot tubs, and pet-friendly accommodations. Call 406-995-2299 to speak with one of our local reservation specialists who can help you find the Big Sky rental that’s right for you. They can also provide more detail about any of our current special offers.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Big Sky Restaurants · Tagged: Big Sky Restaurants, Big Sky Rentals, Big Sky Resort, Cabin Rentals in Montana with Hot Tubs, Big Sky Dining, Big Sky Ski Rentals

Jul 30 2024

Why Call Big Sky Home on a Yellowstone National Park Vacation

One thing that can make or break any vacation is where you call home. This is especially true for anyone planning a vacation to Yellowstone National Park. This popular natural attraction is filled with endless adventure. Given its size, there are several towns to choose from when picking your base camp, and Big Sky should be at the top of your list. The local team at Two Pines Properties has first-hand knowledge of why our Montana town is your perfect option. Keep reading to learn more.

Variety of Area Amenities

Having a relaxing vacation rental to call home is only one piece of the puzzle regarding your Yellowstone vacation. After a long day of exploring the 2.2 million-acre park, you’re sure to have worked up an appetite. Luckily, Big Sky is home to countless restaurants to choose from, like Horn & Cantle, Buck’s T-4, and Ousel & Spur Pizza Co. You can also stop by a local grocery store like Roxy’s Market & Cafe to stock up on things to make a delicious meal in your Big Sky rental. If you’re looking to soothe your sore muscles, visit Solace Spa & Recovery Lounge or Raydient Bodywork for a massage. 

Proximity to Park Entrances

Big Sky is only about 20 minutes from the park’s west boundary. However, it takes about an hour to reach the gate where you can purchase an entry pass. While this may seem like a bit of a drive, the stunning views make the journey worth it. This gives you plenty of time to map out your hikes and any other activities you’re hoping to enjoy. One thing we don’t recommend waiting to book on the drive is your outing with Backcountry Safaris, which offers both half-day and full-day excursions. You’ll want to reserve your spot on a tour around the same time you reserve your rental.

Variety of Big Sky Vacation Rentals to Choose From

The hot tub at a Big Sky rental to relax in on a Yellowstone National Park vacation.

One of the biggest reasons to make Big Sky your base camp is the incredible selection of rentals from Two Pines. Our inventory of well-appointed vacation properties has it all. Whether you’re looking for a cozy condo, a charming townhome, or a spacious home, we have just the place for you.

While all of our rentals have the comforts of home, one might fit your Yellowstone National Park vacation better than the others. Take your time browsing our offerings to find the one that meets all your wants and needs. We highly recommend choosing a rental with a hot tub, perfect for relaxing after going on a guided hike with Backcountry Safaris. For help reserving your Big Sky vacation rental or to learn about special offers, call 406-995-2299.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Yellowstone National Park Activities, Big Sky Montana Summer · Tagged: Big Sky Vacation Rentals, Montana Vacation Rentals, Big Sky Vacation Homes, Yellowstone National Park Vacation, Things to Do Yellowstone National Park, Big Sky Montana Vacation Rentals

Jun 06 2024

Plan Your Visit to Big Sky PBR | Tickets, Schedules, & More

While Big Sky is known for its endless outdoor activities, it’s also home to a jam-packed calendar of events. From checking out incredible music festivals to trying delicious bites at a food festival, there’s something for everyone. One of the year’s most anticipated events is the Big Sky PBR. To help you make the most of your trip to this annual event, the team at Two Pines Properties has put together a guide with important information.

An Overview of the Schedule

For three days in July, some of the world’s best bull riders make their way to Big Sky for the annual Big Sky PRB. However, the fun isn’t limited to three days of riding. The yearly event features things to do that the whole community can enjoy.

Things kick off with the Community Rodeo and Community Street Dance. There’s also Bingo Night, a golf tournament, and more, all leading up to the highly anticipated bull riding nights. 

There are three different nights of riding, with the championship night taking place on Saturday night. We recommend getting to the Big Sky Events Arena early to stock up on snacks and drinks. 

What to Know about Attending the Event

There are several different ticket options available, ranging from general admission to Golden Buckle VIP. If tickets are sold out, you can sign up for the waitlist. 

Another great way to attend the rodeo is to volunteer with BigSkySNO, which is dedicated to protecting and preserving the Big Sky community through sustainability and environmental initiatives. To learn more about their volunteer opportunities at this Big Sky event, fill out their contact form.

When you arrive at the venue, there is designated parking via passes sold at the gate on a first-come, first-served basis. You can access the lot on Aspen Leaf Drive. 

For more answers to common questions, visit the PBR’s FAQ page.

Reserve Your Big Sky Rental Today

The living area of a vacation rental to stay at when attending the Big Sky PBR.

Given the popularity of the Big Sky PBR, it’s important you don’t wait to reserve your Big Sky vacation rental. For some of the best properties in town, turn to Two Pines. The goal at our locally owned and operated company is to bring you vacation rentals that exceed your expectations. This means looking for homes and condos in a range of sizes and price points found throughout town. 

We know it takes more than a relaxing place to call home to have the best stay possible. We’ve worked with local partners to provide our guests with incredible discounts. To learn more about our Two Pines Perks or special offers, call 406-995-2299.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Big Sky Montana Summer, Big Sky Events · Tagged: Montana Rentals, Big Sky Montana Vacation Rentals, Big Sky Vacation Rentals, Big Sky Montana Lodging, Big Sky Events, PBR Tickets, Big Sky PBR

May 07 2024

What to Do at Big Sky Resort in the Summer

When planning your unforgettable summer vacation, there are countless destinations to choose from. If you’re looking for a spot filled with endless adventure and charm, look no further than Big Sky. This Montana town is known for its incredible variety of activities and attractions that cater to all ages. Some of the best things to do on your summer vacation can be found at Big Sky Resort.

Be surrounded by activities by turning to Two Pines Properties for your vacation rental needs. Our incredible rentals are found throughout Big Sky, including the resort. This means adventure is right around the corner. Keep reading to learn more about things to do at Big Sky Resort.

A Checklist of Big Sky Resort Summer Activities

While Big Sky Resort is known for its world-class skiing, this popular attraction offers just as much fun when the snow is gone. 

  • Explore the mountainside on two wheels instead of skis or snowboards. There are over 50 miles of mountain biking trails for bikers of all levels to ride along. If you don’t bring your own bike with you, don’t worry. There are rental bikes available. 
  • Book your tee time to play the par 72 golf course. Enjoy breathtaking scenery as you play your way through the Arnold Palmer-designed course.
  • There’s no better way to take in views of Big Sky than from the scenic life ride. Take in picturesque sights as you enjoy a leisurely ride up the mountain.
  • Bring your kids to Adventure Mountain to check out the variety of activities available. There’s something to do for kids of all ages, including a climbing wall, giant swing, gemstone mining, and more.
  • Go for a ride up the scenic lift and then work your way back down the mountainside on one of several self-guided nature trails. Guided hikes are also available, and they are a great way to learn more about the area.

Make a Two Pines Rental Your Home Base

A vacation rental near Big Sky resort to stay at on a summer escape.

For anyone planning a visit to Big Sky this summer, now is the time to reserve your rental from Two Pines. Whether exploring some of the summer fun available at Big Sky Resort or planning a day trip to Yellowstone National Park, there are plenty of ways to create lifelong memories.

Make sure you’re well-rested for whatever excursions fill your itinerary by staying at one of our incredible Big Sky Rentals. Whether looking to stay inside the resort or the Moonlight Basin community, we have the perfect place for you. Take your time looking for the home, condo, or cabin that meets all your wants and needs. All our properties come with the comforts of home, but each is unique. For help reserving your Big Sky vacation rental or to learn more about our special offers, call 406-995-2299.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Big Sky Montana Summer · Tagged: Big Sky Vacation Homes, Big Sky Vacation Rentals, Montana Vacation Rentals, Big Sky Resort Summer, Big Sky Resort Lodging, Big Sky Resort Mountain Biking

Apr 23 2024

A Guide to Montana Music Festivals Near Big Sky

When you think of Big Sky, you probably think of world-class skiing, Yellowstone National Park, and endless outdoor adventures. While all of this is true, there’s so much more to discover. Big Sky is also home to an incredible arts scene, including numerous musical talents that call the region home. Discover some of these acts by planning your visit with Two Pines Properties to one of the local entertaining Montana music festivals.

What to Know about Music in the Mountains

Every year from June through September, Center Stage at Town Center Park turns into one of the best concert destinations around. For more than 10 years, Music in the Mountains has been one of the state’s best free outdoor concert series. Taking place on Thursdays at 6 p.m., the lineup includes the best up-and-coming musicians as well as well-known acts. 

These are family-friendly concerts. Shows start at 6:30 or 7 p.m., which will be noted on each event listing. Enjoy food and drink from the rotating vendors. Stay tuned for this year’s lineup so you can start planning your visit!

Book Your Tickets for the Wildlands Festival

Music lovers flock to Big Sky in August for the annual Wildlands Festival. The two-day gathering features an incredible lineup of performers. Several different ticket packages are available, so you can find the one that best fits your budget. 

The festival takes place at the Big Sky Events Arena, where the iconic Lone Mountain serves as a backdrop. This musical event is also a chance to raise money for charity. Each year, different partner organizations are chosen and will benefit from funds raised through auctions, ticket sales, merchandise sales, and more.

Plan Your Next Big Sky Escape with Two Pines

The living area of a Big Sky rental to reserve when visiting local Montana music festivals.

No matter which of the Montana music festivals you want to experience, there’s no better when searching for your vacation rental than Two Pines. For years, we have helped connect travelers with their dream Big Sky vacation home or condo. 

We’ve worked to build an inventory that has something for everyone. From stunning log homes to modern condos, we have it all. Our properties are found throughout Big Sky, which means you never have to look far for adventure. After you find the one that fits all your wants and needs, be sure to check out our special offers. Call 406-995-2299 to learn more.

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals, Things to Do in Big Sky, Big Sky Events · Tagged: Big Sky Vacation Rentals, Montana Music Festivals, Big Sky Vacation Homes, Music in the Mountains, Wildlands Music Festival, Big Sky Montana Rentals

Mar 28 2024

What to Look for When Choosing Your Big Sky Lodging

Planning the perfect vacation takes a bit of work and checking things off your list. The first is deciding where to vacation. The second is where to call home. Choosing a vacation rental is an important and crucial step. For anyone planning a visit to Big Sky, there’s no better place to turn for the perfect home base than Two Pines Properties. There are several things to consider when searching our inventory for your dream Big Sky lodging. To help ensure you find the perfect fit, we’ve compiled a list of some of the most important things to keep in mind.

  1. Does It Have Enough Room for Everyone?

Finding the right Big Sky rental can make you feel a little bit like Goldilocks. You want a home or condo that’s big enough for everyone to have room to feel comfortable. You don’t want a place that’s so small you feel cramped. However, you also don’t want a property that’s so large trying to find someone feels like a game of hide and seek. Luckily, our inventory has Big Sky homes ranging from two bedrooms to six, which means we have something that fits just right.

  1. Is It Close to Your Top Activities?

Whether planning a winter getaway where you’ll spend as much time on the slopes at Big Sky Resort, which is celebrating 50 years of skiing, as possible or looking forward to an unforgettable spring break, there are countless ways to spend your Big Sky vacation. As you browse our inventory, consider where each property is located. Our lodging is found in some of the best areas of town, like Big Sky Resort, Town Center, and more. Choosing the right location can help ensure your top adventures, like riding the Lone Peak Tram, are only a short distance away.

  1. What’s on Your List of Wants and Needs?
An outdoor hot tub at a Big Sky rental, something you may be looking for in your lodging.

The perfect vacation rental is a blend of the comforts of home and luxurious amenities. When starting your search, consider making a list of wants and needs. You need enough bedrooms to accommodate everyone, but maybe you want a spacious hot tub as well. Having this kind of list can help you narrow down your choices.

Contact Us to Learn More

For any help choosing your ideal Big Sky lodging, call 406-995-2299. Before reserving your top choice, be sure to check out our packages and specials for possible ways to save on your stay. There’s still time to sneak in some last-minute spring skiing on the Ski the Sky Loop, so don’t wait to book your getaway today! 

Written by SEO Atlas · Categorized: Big Sky Rentals, Big Sky Montana Vacation Rentals · Tagged: Big Sky Lodging, Big Sky Vacation Rentals, Big Sky Montana Lodging, Montana Vacation Rentals, Big Sky Rental, Where to Stay in Big Sky

  • Page 1
  • Page 2
  • Page 3
  • Go to Next Page »

Footer

  • Guest Reviews
  • Contact Us
  • Join Our Catalog
  • Owner Login
icon facebookicon instagram icon linkedIn

Explore Our Properties

Two Pines Properties, LLC.

99 Lone Peak Drive

Big Sky, Montana 59716

Local: 406-995-2299

[email protected]

© 2025 Two Pines Properties, LLC. All rights reserved.

  • Terms of Use
  • Privacy Policy
  • Sitemap
  • Owner Login

Powered by