Discover the ultimate mountain escape with our handpicked collection of Big Sky vacation rentals. Nestled in the heart of Montana’s alpine wilderness, each luxury home offers unrivaled comfort, panoramic views, and seamless access to Big Sky Resort, world-class skiing, hiking trails, and Yellowstone National Park. If you are planning a family adventure, a romantic getaway, or a friends’ retreat, our vacation rentals provide the perfect balance of upscale amenities and authentic mountain living delivered by genuine locals here in Big Sky.
Plan Your Big Sky Vacation
Plan Your Big Sky Vacation
Our Big Sky Vacation Rentals
Explore the Big Sky Country
Why Book with Wilson Peak Properties?
Experience Big Sky like a local—without compromising on luxury, service, or value. At Wilson Peak Properties, we offer curated vacation homes, personalized service, and insider access to Montana’s most unforgettable adventures with some of Big Sky’s best vacation rentals.
Passionate Industry Experts
Guaranteed Value & Service
Locally Based & Excited to Help
Beautiful Home Bases in Perfect Locations
The BEST Big Sky Rentals
Our Peak Elite Collection of Rentals
The Best in Big Sky Vacation Rentals
Welcome to Big Sky, one of Montana’s most acclaimed travel destinations and an impressively beautiful piece of landscape. Nestled between four jaw-dropping mountain ranges, a midway destination between Bozeman and West Yellowstone, Big Sky, Montana offers the perfect home base for anyone seeking a world-class mountain adventure. Stay in one of our beautifully unique Big Sky vacation rentals, travel to Yellowstone National Park, indulge in over 5,800 skiable/ridable acres of terrain at Big Sky Resort, plan an outdoor excursion such as rafting, fishing, biking, dog sledding, or just sit back, relax, and enjoy the views.
Creating Memories Under the Big Sky
If you are seeking a memorable vacation, let the team at Wilson Peak Properties introduce you to our hometown with personalized, local service AND exceptionally cared-for Big Sky vacation rentals. With years of experience living and working in Big Sky, Wilson Peak Properties has made it our mission to provide memorable vacation experiences to all of our guests. We are the committed and knowledgeable source for planning your vacation.
We carefully cultivate our elite portfolio of Peak Vacation Rentals to ensure we are best serving all our guests. Our mission is to provide uniquely Big Sky experiences with all our home bases, ensuring you and yours can create the most memorable vacation during your adventure under the Big Sky!
Guest Testimonials
Little Wolf Log Cabin
Wilson Peak Properties is the best vacation rental company we’ve ever encountered. Our rental was beautiful and was stocked with everything we needed.
Mike D. | 4/14/2025
Montana On My Mind
Montana on my Mind Lodge was a gem. It was impeccably decorated and had every amenity we needed. We loved the big upstairs room with the king bed and bunk beds, perfect for my younger kids. Location was excellent - walking distance to the Town Center and easy access to fishing and zip lines on the Gallatin River. We hope to stay again on a future trip.
Jessica S. | 5/30/2025
Curley Bear Lodge
We thoroughly enjoyed our stay at Curley Bear Lodge. It was as good as shown in the pictures. It was very clean and well stocked. We found everything we needed in the kitchen, which is not always the case in other vacation rentals. There were even enough blankets for all of us to use while watching TV at night. Aspen from Wilson Peak Properties was very responsive and great to work with. We would highly recommend Curley Bear Lodge!
Beverly E. | 5/13/2025
The Wildwood Lodge
Our stay at the Wildwood lodge was absolutely spectacular. The place felt so exclusive and private, completely surrounded by nature. The creek running right behind the lodge was magical, our kids enjoyed it endlessly! We honestly didn’t want to leave the cabin, it had everything we needed and more. The kitchen was very well equipped, and we loved cooking together there. Everything was spotless and perfectly clean. Communication was always easy, quick, and effective, which made the whole experience even smoother. We all had an incredible time, my husband, my kids, and I enjoyed it so much. Thank you for such a beautiful and unforgettable vacation with lots of wonderful memories we made. We truly hope to come back in the future!
Veronica S. | 8/18/2025
Swift Bear Base-Inn
We absolutely loved our stay at this home in Big Sky! It was perfect for our group of six adults and three kids—spacious, very clean, and stocked with everything we needed. The beds were super comfortable, and the views of Lone Mountain were absolutely stunning. The location was ideal—close to Big Sky Resort and downtown. We’d definitely stay here again and highly recommend it to anyone visiting the area.
