Happy Trails has been transformed from a small horse ranch in the Montana mountains into a luxurious western vacation home. Located in Big Sky, Montana, Happy Trails is an exclusive vacation home now being offered as the perfect getaway for your family reunion or large group vacation. 

Happy Trails sits on 22 private acres and boast 7 bedrooms and 8 bathrooms. This compound features a large main house, a new guest house, and a huge party barn with its own saloon bar. Perfect for your group to have the space to spread out, or come together for storytelling and s'mores around the campfire. The property's location is one of its best features. It's only 50 minutes from Yellowstone National Park, a few miles from Big Sky Ski Resort, and minutes from the restaurants and shops of Big Sky Town Center. Close to everything yet perfectly private gives you the best of both worlds.  

ACCOMMODATIONS FOR UP TO 18 GUESTS

8,000+ sq. ft. of  Living Space

*WARNING: Once you've vacationed at Happy Trails, you may never want to leave. The rustic log cabin main house spans more than 4,380 sq ft.  Upon entering you are greeted with a 20 ft tall, double-sided wood burning fireplace that separates the entry and main living area. On this main floor you will find a master ensuite with fireplace, the living area, kitchen, dining room, sunroom, laundry room, and an expansive deck overlooking the acres of tall pines. All furnished in luxurious Montana decor. The huge bunk room sleeps 4, with its own tv area featuring a large screen TV, Xbox, couch, chairs, and fireplace. Great for the kiddos to have their own space. Down the hall sits another master suite with fireplace and ensuite. This suite had a king bed and a twin day bed with a trundle, making this room the perfect place for a couple with young kids. Both downstairs rooms open to the expansive back yard, large jacuzzi, and acres of private land.

SLEEPS 10 (2 king beds, 1 twin daybed, 1 twin trundle, 4 bunk twins)

The newly constructed guest house sits across the gravel driveway from the main house and above the Party Barn. Featuring high ceilings and rustic furnishings, the guest house is no slouch to the main house. The views from here are nothing short of spectacular. The front of the house opens to a mud room surrounded by windows, a living room, kitchen with modern appliances, and a dining area. Down the hall are the three bedrooms, bath, and full laundry room. The first bedroom, named the "Wildflower Room", features a king bed and sitting area. It shares a common full bath with the adjacent "Cowboy Room". This room features 2 twin beds with head boards made from old barn doors. The master suite, or "Ski Room", spans the width of the house and features a king bed and en suite.

 GUEST HOUSE SLEEPS 6 (2 king beds, 2 twins)

We've sent the horses on their own vacation and cleared out the new barn to make space for a dream entertainment saloon. The new barn wood floors are HEATED making this space usable throughout the entire year! We added floor to ceiling multi slide doors showering the space with beautiful light. Belly up to the new 16’ L shape saloon bar and pour yourself a cold one from the Kegerator. Choose from watching an old western movie on the flat screen TV, a game of darts, playing cards, playing pool, playing shuffle board, or competing for the king of the mountain ping pong championship.  

For an adventurous pair, we have converted the tack room into a bonus bedroom. It features 2 twin beds, a closet, and a 15 ft ceiling. It sits in the front corner of the barn next to a half bath.

PARTY BARN SLEEPS 2 (2 twins)

Sleigh Rides

Snow Shoe

Word Class Hikes

Take a Hike

Some of the best hiking is just outside your back door. The North Fork trailhead borders our property and offers plenty of hiking options. Three of the top ranking hikes in Montana are just a few miles away. (Ousel Falls Hike, Beehive Basin Hike, Laval Lake Hike)

Fly-Fishing

Go Fish

Anglers from all over the world head to the rivers surrounding Big Sky, Montana. The blue ribbon rivers include: Madison, Gallatin, Yellowstone, Big Hole, and Missouri.

Mountain Biking

Whitewater Rafting

Horseback Riding

Cowboy Cookout

Bridge Jumping

Yellowstone National Park