House in Big Sky, MT
19 guests · 7 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Proud to be awarded one of Vrbo’s 2026 Vacation Rentals of the Year. Happy Trails has been transformed from a horse property in the Montana mountains into a luxurious western vacation home. Located in Big Sky, Montana. This once exclusive vacation home is the perfect getaway for your family reunion or large group vacation. It's like having your own private ranch! Happy Trails boast 7 bedrooms and 8 bathrooms. This compound features a large main house, a new guest house, and a huge party barn. Mountain views span 360 degrees around the 22 acre property.
So close to everything in Big Sky, a perfect location, situated a couple of minutes from town and a few miles to Big Sky Resort, so you get the best of both worlds. The famous North Fork Trail head is just steps out our back door for winter XC Nordic skiing. Marked snowshoe trails meander adjacent to the property, just strap on your shoes and go. We also have prestigious neighbors like Lone Mountain Ranch who borders our property and Yellowstone NP is just an hour away!
As you enter the main house, a huge 20ft fireplace welcomes you and wall to wall windows in the main living area streams sunlight making it happy and open. Three bedrooms all have their own spacious seating areas and private fireplaces. Great for curling up for reading or relaxing after a day of activities. The bunkroom even has its own big private bathroom, so send the kids and teens down to hangout for games and xbox and they will be all set! The guest house is a home in itself. Located across the gravel driveway from the main house. It has a living room, full kitchen, dining room AND 3 bedrooms! All outfitted in chic mountain cabin décor.
OK! Now the party barn...A 3000sqft heated state of the art barn turned into the ultimate gathering space. Pool table, ping pong table, dart board, and lounge/TV area will keep you entertained for hours. Imagine pouring drinks behind the 18 foot saloon bar with Kegerator, singing karaoke with your group on the 24 foot stage area, and enjoying beautiful artwork decorating the walls. The 7th bedroom is also attached here. It has its own guest half bath, and shower. Outside, the campfire sanctuary has lots of lounge seating for roasting those perfect s'mores and telling stories.
Some attractions of house: LOCATION, screened in summer porch, covered deck and porch spaces. Real wood burning fireplace gives you that true crackling Montana feel. Deluxe Jacuzzi to enjoy après ski or after a long summer hike. Huge back yard, plus 20 acres to play and explore. This is truly a vacation compound, you have the luxury of enjoying your own land without neighbors' windows peering at you, yet being so close to all the Big Sky activities. Escaping to the mountains is about having space. The enjoyment is to spread out, take nature walks, pick wildflowers, spot abundant wildlife, follow trails from the back door, all on this special property. Happy Trails feels like you are on your own private ranch.
Sleeping::
*Main house
~Master main level - King. Private bathroom.
~1st floor room suite - King. Twin with twin trundle. Private bathroom.
~Bunkroom - 2 sets of bunk beds, living area with Xbox/TV. Private bathroom.
*Guest house
~Master - King. Private bathroom.
~Bedroom - King.
~Bedroom - 2 Twins. Shared dual sink bathroom.
*Barn ~Bedroom - 1 Queen, 1 Twin. Guest bath (toilet and sink). Seperate shower.
So many extras...:
~Sonos wireless music system throughout property!
~Wi-fi throughout
~x-box in bunk room (bring your own games)
~Heated 2 car garage
~Office with printer/fax/copier (partners' desk and reading nook)
We enjoy sharing our house with you and hope you create lasting vacation memories. Hope to hear from you soon!!!
**No school spring breakers. Minimum renter age=25. Renter also must be a guest in the house. Max adults 12. Children can substitute for adults when the max is not reached.
**It has always been the best protection for cancellation to take out traveler's insurance, especially with covid concerns in addition to everything else.
**Payment is typically in 3 installments (down payment to book, 2nd payment due 90 days prior to arrival and 3rd payment due 60 days prior to arrival).
So close to everything in Big Sky, a perfect location, situated a couple of minutes from town and a few miles to Big Sky Resort, so you get the best of both worlds. The famous North Fork Trail head is just steps out our back door for winter XC Nordic skiing. Marked snowshoe trails meander adjacent to the property, just strap on your shoes and go. We also have prestigious neighbors like Lone Mountain Ranch who borders our property and Yellowstone NP is just an hour away!
As you enter the main house, a huge 20ft fireplace welcomes you and wall to wall windows in the main living area streams sunlight making it happy and open. Three bedrooms all have their own spacious seating areas and private fireplaces. Great for curling up for reading or relaxing after a day of activities. The bunkroom even has its own big private bathroom, so send the kids and teens down to hangout for games and xbox and they will be all set! The guest house is a home in itself. Located across the gravel driveway from the main house. It has a living room, full kitchen, dining room AND 3 bedrooms! All outfitted in chic mountain cabin décor.
OK! Now the party barn...A 3000sqft heated state of the art barn turned into the ultimate gathering space. Pool table, ping pong table, dart board, and lounge/TV area will keep you entertained for hours. Imagine pouring drinks behind the 18 foot saloon bar with Kegerator, singing karaoke with your group on the 24 foot stage area, and enjoying beautiful artwork decorating the walls. The 7th bedroom is also attached here. It has its own guest half bath, and shower. Outside, the campfire sanctuary has lots of lounge seating for roasting those perfect s'mores and telling stories.
Some attractions of house: LOCATION, screened in summer porch, covered deck and porch spaces. Real wood burning fireplace gives you that true crackling Montana feel. Deluxe Jacuzzi to enjoy après ski or after a long summer hike. Huge back yard, plus 20 acres to play and explore. This is truly a vacation compound, you have the luxury of enjoying your own land without neighbors' windows peering at you, yet being so close to all the Big Sky activities. Escaping to the mountains is about having space. The enjoyment is to spread out, take nature walks, pick wildflowers, spot abundant wildlife, follow trails from the back door, all on this special property. Happy Trails feels like you are on your own private ranch.
Sleeping::
*Main house
~Master main level - King. Private bathroom.
~1st floor room suite - King. Twin with twin trundle. Private bathroom.
~Bunkroom - 2 sets of bunk beds, living area with Xbox/TV. Private bathroom.
*Guest house
~Master - King. Private bathroom.
~Bedroom - King.
~Bedroom - 2 Twins. Shared dual sink bathroom.
*Barn ~Bedroom - 1 Queen, 1 Twin. Guest bath (toilet and sink). Seperate shower.
So many extras...:
~Sonos wireless music system throughout property!
~Wi-fi throughout
~x-box in bunk room (bring your own games)
~Heated 2 car garage
~Office with printer/fax/copier (partners' desk and reading nook)
We enjoy sharing our house with you and hope you create lasting vacation memories. Hope to hear from you soon!!!
**No school spring breakers. Minimum renter age=25. Renter also must be a guest in the house. Max adults 12. Children can substitute for adults when the max is not reached.
**It has always been the best protection for cancellation to take out traveler's insurance, especially with covid concerns in addition to everything else.
**Payment is typically in 3 installments (down payment to book, 2nd payment due 90 days prior to arrival and 3rd payment due 60 days prior to arrival).
Amenities at 2026 Vacation Rental of the Year! Luxurious Home & Party Barn, Campfire area.
Non-smoking
No pets allowed
Family friendly
Map of Big Sky, MT
Ratings and reviews
10 / 10Outstanding·Mar 2026
Everything could not have been better. 11 of us 70 year olds, each with a bed and no upper bunks were needed. Kitchen and Party Barn bar were beyond expectations. We grew up in small town Minnesota, now spread all over the US and this was our 51st yearly ski trip. This property is by far the nicest we have stayed at.
10 / 10Outstanding·Mar 2026
Unbelievable property and the art was so cool! Loved our stay.
10 / 10Outstanding·Feb 2026
Great house and set up for groups! Host is responsive and welcoming!
10 / 10Outstanding·Feb 2026
This property was a dream for a big family.The House:Talk about a show stopper. Everyone that walked into the house and barn said, “wow, this better than expected.” It was incredibly clean and the bedroom situation was exactly as described in the description. The main house was so inviting and we enjoyed many family meals there. The fireplace is so cozy and the views are incredible. We also enjoyed the hot tub!The barn was a gathering space we used each night. The bar is stocked from the people that stayed before - if you drink some, leave some which is such a fun concept. The guest house about the barn was such a great space with a full kitchen. The Location:The location is perfectly situated between the mountain and the town, about a 5-10 minute drive each way. You do need a 4 wheel drive car to get up to the house if it snows. I couldn’t ask for a better location for our group. Hospitality:Incredible!! It snowed while we were there and someone showed up to shovel the deck and pathway from the barn to the main house for us. How nice! The property management contract was incredibly responsive and offered 5 star service. I would highly recommend Happy Trails to anyone with a large group, especially families!
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Top rated by guests
9.9Outstanding
(110 Ratings)
"Everything could not have been better. 11 of us 70 year olds, each with a bed and no upper bunks were needed. Kitchen and Party Barn bar were beyond expectations. We grew up in small town Minnesota, ..."
Bill W.Don't miss out! Price and availability may change
