Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

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Top Guest favourite
A rustic cabin is displayed with a reddish-brown wooden exterior under a cloudy sky. A gravel path leads to the entrance, flanked by cut logs and stone stumps. Nearby, an open area of grass offers a spacious view of the surrounding landscape.
Cabin in Twin Bridges
4.93 out of 5 average rating, 137 reviews

2-bedroom Cabin in the Heart of the Ruby Valley

Bring your family for a vacation and enjoy some fishing in one of our Blue Ribbon trout streams including the Big Hole and Beaverhead Rivers less than a mile away… or maybe track down that monster bull this fall ... or come for a winter getaway and take a snow excursion in Yellowstone Park.... or just enjoy the peaceful views from our property and relax... the options are endless. This cabin has a full kitchen with dinnerware and utensils, full bathroom with full tub/shower and oil stove heat.

Guest favourite
A welcoming living area features a comfortable seating arrangement with a patterned couch and wooden furniture. A large television is positioned on a stand, while a faux fireplace adds warmth. Natural light enters through a window covered by dark curtains. Decorative elements include Route 66 memorabilia.
Home in Dillon
4.89 out of 5 average rating, 159 reviews

Dillon Den

Enjoy this private, charming 1 bedroom 1 bath unit that can sleep 4 guests. This stylish, comfortable suite offers all the amenities and extras along with a full kitchen, breakfast bar, and full bath. A fun theme helps give this unit its own character and style. A private parking area out front and a private entrance are part of this units attractions for guests to come and go with privacy. The bedroom offers a California King Mattress with high quality bedding for a great nights sleep!

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.
Guesthouse in Ennis
4.99 out of 5 average rating, 161 reviews

Mountain View/ Close To Town and Fishing

~A peaceful spot in Ennis, MT! located just 2.5 miles from town ~Stunning views of the Madison range ~Roaming Antelope and Mule deer. ~Perfect location for fishing access points along the Madison. ~Close to public hunting land ~Full Kitchen ~non toxic cleaners only ~14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone. ~having a vehicle is recommended since we don't have public transportation. there is a great walking trail that goes into town

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
4.94 out of 5 average rating, 165 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.

Top Guest favourite
A charming cabin entrance is framed by natural wooden logs with a bright red metal roof overhead. Two rocking chairs are positioned on a stone pathway, offering a welcoming spot. Sunlight filters through the nearby trees, highlighting the inviting front door with decorative windows.
Cabin in Sheridan
5 out of 5 average rating, 13 reviews

Mill and Main Cabin

This peaceful retreat with Mill Creek running through the back yard is located on Main Street. Downtown Sheridan is out the front door and a short walk to Restaurants, Bakery, Brewery, Coffee Shop, and Groceries. This newly remodeled cabin has a king size bed and a queen size pull out couch. Equipped with a fireplace, full kitchen, large shower, and large outdoor sitting area to relax creekside, this cabin is your home away from home on vacation in the breathtaking Ruby Valley.

Top Guest favourite
The sheep wagon is positioned on a wooden deck, featuring a rounded wooden exterior and vintage wheels. A small set of stairs leads to the entrance. Flower pots adorn the deck, while the picturesque landscape includes green grass and a clear blue sky.
Tiny home in Sheridan
4.99 out of 5 average rating, 397 reviews

Ruby Meadows Ranch Sheep Wagon

For the adventure traveler, try a night or two in a sheep wagon. Home on wheels to early sheep herders in the mountains of Montana, this hand built wagon sits on our 30 acre homestead. Finished under canvas with tongue and groove pine, this very small space offers a unique lodging experience. Inside is a nice queen size bed, 2 bench seats, and a pull out dining table. Enjoy mountain views from the outside bench, rocker & fire pit. Bathroom facilities in our nearby shop.

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, 109 reviews

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna

Experience a WORKING (formerly Amish) farm in the heart of rural southwest Montana. Off-grid (solar) yet cozy, we are the perfect fit for those looking to escape the stress of the city for a simple farm experience. Your experience will be rustic, grounded, and unique. Local attractions include Hot Springs, Hiking, Rafting, Biking, Skiing, Snowboarding, Snowmobiles, Hunting, Fly Fishing, ATVs, Caverns, National Parks, Ringing Rocks, and Mining Towns. 17 minutes S of I-90.

Top Guest favourite
A charming log cabin exterior is framed by a well-maintained lawn. The front porch is accessible via a small set of steps, while large windows invite natural light into the open living area. Surrounding trees add to the serene setting.
Cabin in Sheridan
5 out of 5 average rating, 14 reviews

Studio Cabin -Sheridan

This cozy studio cabin offers the perfect blend of rustic charm and modern comfort. Located just a short walk from downtown Sheridan, Montana, guests can easily explore the town or head to the mountains for hiking or fishing. The cabin features an open layout with a comfortable living area, a well-equipped kitchen, and a cozy bed, and pull out couch, making it an ideal retreat for up to 4 guests. Pets are welcome to stay at the cabin with supervision.

Top Guest favourite
A rustic cabin is nestled among lush trees, featuring a welcoming front porch with two chairs. Soft lighting illuminates the entrance, highlighting the rich wooden exterior and the red metal roof. A window reveals warm light from within, creating an inviting atmosphere.
Cabin in Twin Bridges
4.96 out of 5 average rating, 113 reviews

Ruby Valley Getaway Cabin

Welcome to our inviting and cozy studio cabin nestled in Twin Bridges, Montana, just a stone's throw away from the beautiful Beaverhead River. This picturesque cabin offers all the modern day luxuries while providing a quiet and serene setting to enjoy your time in the Ruby Valley. Whether you're here for a fishing expedition or a peaceful escape, our cabin is the ideal place to call home during your Montana adventure.

Guest favourite
A two-story structure with a rustic wooden facade is framed by two neighboring buildings. Large windows on the upper floor offer a glimpse of the interior, while the ground floor features glass doors beneath the wooden overhang. The vibrant colors of nearby storefronts add to the lively streetscape.
Place to stay in Twin Bridges
5 out of 5 average rating, 23 reviews

The Bokonon.

The Bokonon was created with a recycling ethic. It was my pandemic project, I was collecting materials and rebuilding this structure for close to two years. This unique place has a style all its own, and if you've ever wanted to feel like you're staying in an art gallery, this is the place for you. It is centrally located in the art district and everything in Twin is pretty much across the street or next door.:)

Top Guest favourite
A modern single-story home is presented with a welcoming porch supported by wooden beams. A hammock is visible on the side, surrounded by a grassy lawn. Mountainous views are seen in the distance, enhancing the outdoor space's peaceful setting.
Home in Sheridan
4.98 out of 5 average rating, 58 reviews

Ruby Rock Retreat

Enjoy some peace and quiet in this 2 bed 2 bath home located between Twin Bridges and Sheridan. Short drives to world class fishing on the Ruby, Jefferson, and Beaverhead rivers. 20 minutes from Ruby reservoir and centrally located for access to the Tobacco Roots, Ruby, Gravelly, and Snow Crest mountain ranges for all of your outdoor activities. Enjoy the historic ghosts towns of Nevada City and Virginia City.

Top Guest favourite
A single-story home is shown with a green roof and a contrasting white exterior. A wooden deck provides an outdoor sitting area, accessed by a sliding glass door. The expansive lawn surrounding the house is kept manicured, contributing to the overall spacious environment.
Home in Sheridan
4.9 out of 5 average rating, 29 reviews

Family Home in the Ruby Valley!

Experience country living from this home minutes from Sheridan, MT. This property boasts amazing views of the Tobacco Root Mountains and is conveniently located near some of the most sought-after attractions in the area. The property is also situated minutes away from hiking trails, restaurants, and charming Main Street.

Popular amenities for Sheridan holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Madison County
  5. Sheridan