Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

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Top Guest favourite
A small patio area is shown, featuring a pair of wooden Adirondack chairs and a welcome mat. A vibrant orange blanket is draped over one chair. A plant in a planter sits beside the door, with the entrance framed by autumn foliage.
Home in Dillon
4.89 out of 5 average rating, 121 reviews

Vintage shotgun home with modern updates.

This vintage shot gun house retains its old-world charm while being updated with modern amenities. The bedroom area has a queen size adjustable bed. The living room area has a small sleeper sofa & a smart TV. The kitchen is full sized with a gas stove and stocked with basic cooking needs. The house faces the alley with 2 private parking spots and is located within walking distance of downtown Dillon, parks and U of MT Western. Fishing & hunting opportunities are within easy driving distance.

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, 139 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
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, 162 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
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, 16 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. Pets are not allowed on the furniture.

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.

Guest favourite
Home in Sheridan
5 out of 5 average rating, 9 reviews

The Gemmel House 1800s

Sheridan MT located in the Ruby Valley is a popular destination for tourists. Located approximately 90 minutes from Yellowstone National Park. Average Summer temperatures in the 70s and 80s Sheridan is surrounded by mountains, blue ribbon trout fishing rivers, nearby lakes, historical Virginia City and Nevada City, Lewis and Clark Caverns, plenty of hiking trails. The home is located 1 block from downtown, which has Grocery Store, Brewery with live music, Pizza, Bakery, Coffee and more.

Top 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, 100 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
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, 14 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.

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
4.93 out of 5 average rating, 367 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.

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
4.97 out of 5 average rating, 115 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, 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.

Popular amenities for Sheridan holiday rentals

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