Big Sky Rentals

Set your sites on Big Sky Montana for your next great vacation! With exceptional vacation rental homes in and around town, our Big Sky rentals will make you feel right at home while providing easy access to Montana's great outdoor adventures and the full spectrum of Big Sky services & amenities. Enjoy fabulous views of the Madison Mountain Range from a beautifully built mountain home, condo, or cabin conveniently located near everything Big Sky has to offer.

Explore our various categories below to discover your next Big Sky rental in the great Rocky Mountains of Montana!

Let us help you find the perfect Big Sky vacation rental for your specific vacation plans. Whether it's a rental with a hot tub, remote mountain views, a quick drive to Yellowstone Nation Park, Nordic Ski in/Ski out access, or a vacation home that can accommodate a large group, we are sure to have something you'll love!

Contact our office for additional assistance finding the perfect vacation rental for your upcoming trip. Big Sky awaits!

Big Sky Montana Rentals by Category


Planning a visit to Yellowstone National Park? Looking for exceptional lodging away from the crowds and camping within the park? Enjoy great service, local hospitality and well appointed homes with a stay in Big Sky. Located just a beautiful 1 hr drive from the West Yellowstone entrance, guests frequently choose to stay in Big Sky and commute to the park so that they can enjoy better lodging, and more dining & activity options. img { width: 100%; height: auto; } div.desc { padding: 5px; text-align: left; } * { box-sizing: border-box; } .responsive { padding: 0 6px; float: left; width: 33.3333%; } @media only screen and (max-width: 700px) { .responsive { width: 49.99999%; margin: 6px 0; } } @media only screen and (max-width: 500px) { .responsive { width: 100%; } } .clearfix:after { content: ""; display: table; clear: both; } Summer Activities More Yellowstone Info Town of Big Sky Our Vacation Rentals Near Yellowstone


Open to any Big Sky adventure? Search our entire available inventory to find the perfect place for your next Big Sky Montana adventure. We also have our vacation rentals categorized by the number of bedrooms, rental type, Big Sky neighborhoods, easy ski access, and luxury homes. Discover your perfect Big Sky rental and book online today!


Looking for a rental in a specific neighborhood in the area of Big Sky Montana? Discover some of our most popular neighborhoods, including Big Sky Town Center, Big Sky Meadow Village or the famed Big Sky Mountain Village. Contact our office for additional assistance finding the perfect rental for your upcoming trip. Browse and book online today and start planning your Big Sky Montana vacation with our Wilson Peak Properties Big Sky Guide.


Big Sky is a beautiful destination outlined by gorgeous mountain ranges, river valleys, and the wide-open skies it gets its name from. When you are planning a trip to Big Sky, often the best choice in accommodations is to consider renting an entire private home. Our collection of Big Sky vacation home rentals offer some of the best locations and views throughout Big Sky coupled with the privacy and amenities you would expect from any elite group of vacation properties. From slope-side residences at Big Sky Resort to expansive estates along the Gallatin River Canyon, we invite you to search our ever-expanding variety of Big Sky home rentals or call us with questions today! (406) 298-5828


Want to enjoy the Biggest Skiing in America? Want to book a Big Sky ski-in/ski-out rental with easy access to the Lone Peak Lifts or Nordic & Cross-country trails? Plan a Ski Vacation to the Heart of Montana Ski Country and cozy up in Big Sky, a world-class ski town & mountain destination! If riding or skiing is your primary purpose for visiting Big Sky, then dont waste time commuting to the slope or trails from other popular areas. Instead, consider staying with us in one of our beautiful and convenient Big Sky ski-in/ski-out vacation rentals. Whether you are looking to quickly & easily get first chair on the Big Sky Resort lifts or be the first to leave tracks in the fresh snow on the Big Sky cross-country skiing trails our vacation homes have the perfect ski access for all interests.


Big Sky Montana offers amazing large group vacations. Planning a family reunion? Corporate retreat? Interested in getting married in the mountains? Eager to catch fresh powder & ski the slopes with your best friends or extended family? Wilson Peak Properties offers a wonderful variety of large group vacation rentals each with its own amenities and appeal, plus exceptional local service to aid you with any of your specific group vacation planning needs. Large Group Vacation Rentals Our group accommodations are either large enough to house more than 15 people in one vacation rental, directly neighboring, or within a short walk to each other. These homes each provide exceptional comfort and great access to Big Skys most popular attractions. On each property listing, you can scroll down the page to Group Accommodation Options and find more information about the specific group amenities and any neighboring vacation rentals. Large group vacation planning can be stressful and complex, dont hesitate to contact us, we would love to help! Call 406-298-5828 or Email Us.

Remote Work Vacation Rentals

Do you have a job where you work from home? If so, come join us in Big Sky Montana, as its one of the best work remote destinations! Take a workcation today in Big Sky since there is nothing like having some downtime and skiing/riding the slopes or bike trail before hopping on another call. Who said you couldnt have you cake and eat it too. Wilson Peak Properties has a criteria for a property to be labeled a work from home/remote property. It must have a good/strong Wi-Fi signal and, secondly, a desk area or ample room for a computer/work set up. More on Workcations

Big Sky Pet-Friendly Lodging

Big Sky, Montana is the perfect destination for your next pet-friendly vacation. From its miles of hiking trails to its many pet-friendly stores and restaurants, your pup will love it just as much as you do! Looking for a weekend escape or an extended stay, Wilson Peak Properties has great Big Sky pet-friendly lodging options, and friendly, local insights for guests with pets. Big Sky Pet-Friendly Activities


Looking to spend some time in Big Sky Montana? Check out our amazing selection of Big Sky condo rentals and townhomes offering great, affordable vacation rentals. Discover all the convenient amenities such as in rental washer/dryers, hot tubs, BBQ grills, and so much more. Our inventory of Big Sky condos and townhomes are great for small to mid-sized groups that are conveniently located to shopping, transportation, activities, and dining. For larger groups or if looking for even more room, browse our Big Sky 3 Bedroom properties. Contact our team for assistance booking the right place for your next trip to Montana or book direct online today!


You work hard and life is stressful! On your next Montana vacation go all out and get what you deserve, a luxury Big Sky rental. Enjoy top appliances, beautiful finishes, and additional touches like private hot tubs, saunas, and beautiful master baths with jetted tubs. Want to be even closer to the slopes? View our Big Sky Easy Ski Access rentals for more options. Contact our office today for assistance finding the perfect rental for your next trip!


After spending a fantastic day in Big Skys great outdoors, there is nothing more enjoyable than relaxing in a cozy home or cabin rental with its own hot tub. As a busy visitor, a couple seeking romance, a group of friends or a quiet guest seeking peace & comfort, we recommend our Big Sky vacation rentals with hot tubs as a great way to rest and rejuvenate! Our Big Sky Hot Tubs We have an amazing selection of homes and cabin rentals with hot tubs. One of our most popular inquiries from guests is "which rentals have hot tubs?" they are! All of our well-appointed Big Sky vacation rentals with a private hot tub. Need help? Contact Us OR check out Our Big Sky Guide for more Big Sky vacation planning. img { width: 100%; height: auto; } div.desc { padding: 5px; text-align: left; } * { box-sizing: border-box; } .responsive { padding: 06px; float: left; width: 33.33%; } @media only screen and (max-width: 700px) { .responsive { width: 49.99999%; margin: 6px 0; } } @media only screen and (max-width: 500px) { .responsive { width: 100%; } } .clearfix:after { content: ""; display: table; clear: both; } Moose Run Retreat Little Wolf Log Cabin Swift Bear Base


Dont want or need lots of space? Browse our available peacefully Big Sky studios and one-bedroom vacation home & condo rentals today. These cozy spaces are sure not to disappoint as they are equipped with all the amenities of home. Book online today!


Discover the best two-bedroom vacation rentals in the Big Sky Montana area! These rentals sleep up to 6 guests and are perfect for a week-long getaway or a short weekend trip. These cabins and condos are ideal for two couples or a small-sized family and offer great views and easy access. Contact our office for additional assistance finding the perfect rental for your upcoming trip. Browse and book online today and start planning your Big Sky Montana vacation with our Wilson Peak Properties Big Sky Guide.


View our selection of three-bedroom vacation rentals in Big Sky Montana. Some of these are condos and others are single-family homes along with a mix of luxury mountain rentals, ski chalets, and cozy homes. There is something here for everyone in any group when you are visiting during any season in Big Sky. Browse and book online today!


Need four bedrooms for your trip to Big Sky, MT? We have a variety of 4 bedroom Big Sky rentals available with a wide selection of amenities and varying access to town services and events. Search our current Big Sky vacation rentals or contact us with questions.


Visiting Big Sky with a large group? Or maybe you just want a little extra space while you soak in the expansive Big Sky views? Either way our large Big Sky vacation rentals offer guests luxury homes with at least 5 bedrooms, a variety of high-end amenities, and access to everything Big Sky, MT as to offer! Have questions or need more space? Call us directly for assistance scheduling exactly what you need. 406-298-5828