Holiday rentals in Tobacco Root Mountains

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Top-rated holiday rentals in Tobacco Root Mountains

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Top guest favourite
The exterior of a restored Traditional style home is shown, featuring a blue-gray facade with white trim. A welcoming porch with railings surrounds the entrance, and the roof has gabled peaks. The yard is spacious, and nearby structures are partially visible.
Home in Virginia City
4.99 out of 5 average rating, 133 reviews

J. R. Boyce house

Step back in time in this completely restored 1865 Traditional style home. No detail was overlooked in this labor of love restoration. Park the car and take advantage of the close proximity to all of Virginia City's attractions, including the library and play area for the kids just across the street. With a large yard as well as a deck to enjoy the Montana sunsets, use our house to make memories to last a lifetime. No pets allowed in the house. Kenneling available at Ol'Blue Boarding in Ennis.

Top guest favourite
Tiny home in Three Forks
5 out of 5 average rating, 61 reviews

Lower Madison Valley - Buffalo Jump Guest House

Experience the same breathtaking rivers, mountains, and ranch country that inspired Taylor Sheridan’s series The Madison. The Buffalo Jump Guest House is a cozy tiny house located on the Madison Buffalo Jump hillside of the Lower Madison Valley, a backdrop in The Madison. Guests love using our place as a launchpad to recreate, fish on 4 famous rivers, or soak up peace in wide-open Montana vibes. Located 4 miles from, I-90 for easy access to many Montana destinations, activities, and restaurants.

Top guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 175 reviews

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

Guest favourite
A yurt is set among tall grasses, with the sun setting in the background. Features of the yurt include a round structure with windows, framed by evergreen trees. The scene captures a blend of natural beauty and serenity in a wide-open landscape.
Yurt in Bozeman
5 out of 5 average rating, 219 reviews

WILD+WANDER Luxury Yurt near Bozeman, Montana

Get away from it all when you stay under the stars at Wild+Wander. This light-filled, 30 ft yurt has all the comforts of home while escaping from the everyday. A perfect couples' retreat, this yurt features a full kitchen, bedroom and bath, hot tub, stove, and charm that you can't find anywhere else. Nestled in the hills, the yurt sits on 5 acres of panoramic mountain views. Protected from the noise and lights of town, yet only 20 minutes from main street, this property is a hidden sanctuary.

Top guest favourite
The exterior of the cottage features a covered porch supported by wooden beams. Comfortable seating arrangements are positioned in front of large windows. An outdoor sauna is visible adjacent to the house, with a landscape of grass and mulch completing the inviting setting.
Cottage in Cardwell
4.95 out of 5 average rating, 182 reviews

The Ranch Cottage Hideaway with Sauna!

This three bedroom three bath cottage is part of a Montana working ranch that sits where the original homesteaders once staked their claim. Nestled along the South Boulder River this location is a great jumping off point for all your Southwest Montana adventures. Relax in your own private sauna with the beautiful backdrop of the Tobacco Root Mountains. Only two hours from Yellowstone National Park, minutes away from Lewis and Clark Caverns, and 75 feet from your new favorite fishing hole.

Guest favourite
A charming log cabin is presented with a wooden deck and steps leading to the entrance. The porch features a table and chairs, inviting outdoor relaxation. Surrounding grass and slight elevation emphasize the cabin's serene setting, complemented by distant rolling hills under a cloudy sky.
Cabin in Twin Bridges
4.95 out of 5 average rating, 125 reviews

COZY Cabin

Relax in this quiet, peaceful setting near the Big Hole, Beaverhead and Ruby Rivers. This tranquil spot is truly hard to find anywhere. Fox, deer, antelope can be spotted from your own deck. The views are spectacular and the cabin is very serene. Have breakfast on your deck, enjoy a barbecue meal or sit by the fire inside of this perfect setting. It has a single bedroom with 1 queen bed, tv, dresser and a walk in closet. The living room has a gas fireplace, large tv and futon.

Top guest favourite
The image displays a two-story guest house with a green exterior and brown accents. A wooden staircase leads to an upper entrance. Behind the house, expansive views of the Madison Range mountains and open fields are visible under a clear sky.
Home in Ennis
4.99 out of 5 average rating, 176 reviews

Montana Getaway with mountain views

Enjoy a peaceful Montana getaway with views of the Madison Range. We are situated on three acres where there is the main house and a garage with a unit above that is our guest house. Our guest house features a full kitchen, everything you need to eat in, a great place to rest after exploring the area. We are 2.5 miles to town center where you can find unique shopping and dining, 14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone.

Top guest favourite
The exterior of a modern duplex is shown, featuring wooden siding and a red metal roof. Multiple windows allow natural light to enter, complemented by a small stone pathway leading to the entrance. Colorful flowers are placed near the front, adding an inviting touch.
Cottage in Whitehall
4.94 out of 5 average rating, 385 reviews

Unique Tiny Cottage w/ loft ~ 3 min to I-90

This 280 sq. ft. tiny house has a comfortable bedroom and beautiful, tall ceilings. A vertical ladder goes to a small, carpeted loft with a twin mattress on the floor. The queen bed in the main bedroom has a soft mattress. Most people think it's luxurious and cozy. Those who need a firm mattress might not want to choose this cottage. The interstate is just a few minutes away. The small kitchen has a sink, microwave, a one burner stove, small frig, dishes and utensils.

Guest favourite
A comfortable seating area features a modern sofa accented by plush pillows, situated beside a large glass window offering expansive views of the mountains and surrounding landscape. A decorative rug lies on the wood floor, adding warmth to the space.
Cabin in Dillon
4.93 out of 5 average rating, 454 reviews

Alturas 1 - 1BR Modern Cabin, Big Beautiful Views

This is a beautiful cabin with modern touches, clean lines, and spectacular mountain views via massive windows. The cabin takes its name from one of the peaks you'll see right out your window, Alturas 1 (Our 2 BR cabin is named for the next peak to the north... Alturas 2. Alturas 1 is a 1 BR cabin with a convertible sofa in the front room to accommodate up to 3 guests. **(PET OWNERS, please read pet section in the "the space" section.**

Superhost
Farm stay in Whitehall
5 out of 5 average rating, 4 reviews

Flower Farm | Private Deck Look-out | King Bed

GardenMontana - Headframe Hideaway Airbnb Discrimination: -> 110 Mbps Starlink WiFi -> Flower Gardens -> Flower Bouquets (When Available July – October) -> Onsite parking -> Working Family Farm -> Breakfast - 4 Organic Eggs -> King bed -> Full Bathroom -> Kitchenette -> Affectionate Guard Dogs -> Free Range Chickens -> Non Smoking Facilities -> Not ADA -> Milky-way as you never seen before -> Located 9 minutes from Interstate 90

Top guest favourite
An A-frame cabin stands surrounded by snow-covered trees, with a sloped, shingled roof and large front windows. A wooden deck with a railing is visible, along with a snow-covered surface in front. A wire fence encloses part of the yard, indicating an outdoor area.
Cottage in Big Sky
4.95 out of 5 average rating, 284 reviews

Cozy cottage at Big Sky, MT The A-Frame

We require that the person booking this reservation must be present during the stay unless previous arrangements have been made. This property is for vacation rental only, and can not be rented as employee housing. It is two miles from Town Center and 9 miles from Big Sky Resort. This beautiful riverfront property is at the confluence of the W. Fork and the S. Fork of the Gallatin River. We live in the cabin next door.

Top guest favourite
A rustic wooden cottage features large glass windows, offering views of the surrounding landscape. Two wooden chairs are positioned on a tiled patio, inviting relaxation. A sign reading 'GALA COTTAGE' is affixed to the exterior, blending harmoniously with the natural tones of the building.
Tiny home in Whitehall
4.97 out of 5 average rating, 110 reviews

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna

Stay in our Gala Cabin on a WORKING (formerly Amish) farm in rural southwest Montana—complete with access to a wood-fired barrel sauna. This is a true farm experience—rustic, grounded, and one-of-a-kind. The cabin is off-grid (solar), so power is limited at times. Expect open land, animals, and the rhythms of farm life (including guardian dogs at night). Located 17 minutes south of I-90 near hot springs and hiking.

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