There's adventure between every Two Pines
See what some of our former guests have to say about our Two Pines Properties Vacation Rentals.
We had an absolutely wonderful stay at 1955 Little Coyote! The home is not only spacious and beautifully maintained, but it also perfectly blends rustic Montana charm with all the modern comforts you’d want on vacation. With four large bedrooms, three full bathrooms, and multiple living areas, there was plenty of room for everyone to spread out and relax. The large kitchen made it easy to prepare meals at home, and the cozy fireplace and wrap-around deck were favorite spots for gathering after a day of exploring Big Sky. The home truly feels welcoming and well thought out for families or groups. The location couldn’t be better—right in the heart of Big Sky Meadow, close to downtown shops, dining, and local events, yet still just minutes from incredible outdoor adventures. Whether it was hiking, mountain biking, or simply enjoying the beautiful mountain air, everything was within easy reach. Yellowstone National Park is an easy drive, and the proximity to activities like white-water rafting, fly fishing, and horseback riding makes it ideal for adventure seekers. We especially appreciated the thoughtful touches like heated floors, a ping pong table, and plenty of space for everyone to relax. Overall, this home exceeded expectations and made our Montana getaway truly memorable—I highly recommend it to anyone looking for the perfect Big Sky retreat!
Property: 1955 Little Coyote
We stayed here with our family on spring break and wow! Such an amazing experience. Groomed snow right to our back porch! Highly recommend this house. We will definitely be returning! Easy access to Pony Express lift when you ski out of the house and you can ski back to this house from Swift Current, Iron Horse, Madison 8, and Challenger lift. You can ski to the house on a green trail, or a blue trail so it was perfect for my family and our 4 kids with all different skill levels!!
Property: 90 Diamond Hitch
Every night there was live music. We went fly fishing about 20 minutes away from the town center and we took a day trip to Yellowstone. We were pleasantly surprised with the conveniences in the home that made our vacation great! (stocked kitchen, hot tub towels, fans, and basic toiletries). There were even coolers and lawn chairs there. Great views of the mountains from the back porch. Short walking distance to the town center making it easy to enjoy the restaurants, live music and farmer’s market. Excellent in every way!
Property: 210B Pheasant Tail
Four couples comfortably stayed here. We would’ve preferred larger beds, but they were accurately described. The views were absolutely beautiful and we were happy to be visited by a family of deer on our last night. I would absolutely recommend this house.
Property: 16 Washaki
Great host and property, very clean and described accurately!
Property: 142 Crail Creek
This home is situated in a beautiful area surrounded by amazing mountain views and wildlife. Space was perfect for my wife and I with very nice finishes and everything we needed for our 40th Anniversary trip to Big Sky. Remote location is great for a peaceful getaway. Only a few minutes to excellent restaurants/shopping. Would definitely stay here again on any future trips to this area!
Property: Backcountry Lookout
Property: 52 Copper John
Had great views of the slopes and mountains. Would stay here again.
Property: Lone Moose 306
This place was absolutely beautiful. We had a great time visiting Big Sky in the summer. Lots to do in the town but the condo is very private and quiet. We also got to see baby bears on the ski slopes almost every night!
Property: Lone Moose 311
The house was gorgeous and perfect for our group! The host was very communicative and helpful! Highly recommend.
Property: Black Eagle 22
Gorgeous home. Amazing views, beautifully decorated, well-appointed, convenient location. Very responsive customer-oriented hosts. Wouldn't hesitate to return! The most comfortable beds ever!!
Property: 13 Sioux
⭐⭐⭐⭐⭐ 5/5 We had an amazing stay at this house. The house was clean, beautifully decorated, and exactly as described in the listing. The kitchen was fully equipped, the beds were very comfortable, and the entire space felt warm and welcoming. The neighborhood was quiet and safe, with easy access to local shops, restaurants, and attractions. The host was very responsive, friendly, and provided clear instructions for check-in and check-out. One of my favorite parts was the outdoor space – perfect for relaxing in the mornings with a cup of coffee watching all the moutains covered with snow. I would definitely stay here again and highly recommend it to anyone looking for a cozy and convenient place to stay.
Property: 52 Copper John
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