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
4.94 out of 5 average rating, 133 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.

Top 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, 149 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 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, 161 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 rustic wooden cabin stands among mature trees, featuring a welcoming front porch with steps leading to a gravel parking area. The structure's large windows reflect the surrounding greenery, enhancing the peaceful rural atmosphere. A distant view of rolling hills can be seen beyond the trees.
Tiny home in Whitehall
4.96 out of 5 average rating, 140 reviews

Tiny house and RV hook-up in Big Sky Country

Keep it simple at this rural, peaceful and centrally-located place. The house is located between an abundance of mature trees providing a "tucked-in" feeling. There is ample parking and a large grassy area great for outdoor activities. A full hook-up camp spot is available for an additional fee. The location is close to the Town of Whitehall, the Jefferson River, Lewis and Clark Caverns, Copper K Barn wedding venue, Ringing Rocks, and numerous ATV, horseback, and hiking trails.

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

Off Grid-Rustic Hot Springs-Stellar Stars

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, 11 reviews

Hunters Welcome 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, 110 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.

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, 55 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
The exterior of a stone-clad residence is visible, featuring large windows that frame expansive views of the landscape. A spacious patio extends toward the grassy area, leading down to the river. The setting is marked by a clear blue sky and distant mountains.
Townhouse in Madison County
4.94 out of 5 average rating, 143 reviews

Madison Suite the Bluffs Best Views on the River

Singles and Couples will be delighted with this spacious and unique space. Private 950 Sq Ft fully appointed apartment with commanding views of the Madison River to the West, Madison Valley to the North and Madison Range to the East. Strong WiFi signal and desk space for remote working (if necessary). Walk in closet with clothes drawers and hangers for all your needs.

Guest favourite
A fire pit with flickering flames is positioned on a covered patio, providing warmth and ambiance. In the background, expansive mountain views are framed by a wooden fence and trees, with patches of snow visible on the ground.
Condo in Ennis
4.91 out of 5 average rating, 112 reviews

New Rustic Modern Retreat with Mountain Views

Retreat to a serene historic ranch with breathtaking wildlife, mountain views. Relax in a modern rustic 1bd 1 bath unit with private patio & outdoor fireplace. Minutes from the famous Madison River & charming Ennis. Ideal for fishing, hiking & more. 1 hr from Bozeman Airport & Yellowstone. Surrounded by horses & diverse wildlife including elk, deer, antelope.

Top Guest favourite
A wooden cabin is nestled among lush greenery, featuring natural wooden siding and a sloped roof. Flowering plants and shrubs surround the premises, adding color to the space. A trellis with climbing vines is positioned in the foreground, complementing the serene landscape.
Loft in Virginia City
4.98 out of 5 average rating, 176 reviews

Carriage House

My place is close to Main street Virginia City with nightlife, the city center, parks. Nevada City is 1 mile North. All community events are within walking distance. You’ll love my place because of the cozy quiet setting. My place is good for couples, romantic get-aways, solo adventurers, business travelers, families (with kids).

Popular amenities for Sheridan holiday rentals

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