Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

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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, 125 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
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, 141 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 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
4.94 out of 5 average rating, 18 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, 170 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
4.94 out of 5 average rating, 108 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 exterior view of the cabin showcases a modern construction with a covered deck and large windows. A spacious lawn surrounds the cabin, featuring a gravel fire pit area with four Adirondack chairs, providing an inviting space for outdoor gatherings.
Home in Dillon
4.99 out of 5 average rating, 141 reviews

Private Blacktail Retreat

Blacktail Retreat is a charming cabin perfect for anyone wanting to get away from it all & indulge in Montana Big Sky views. The cabin is situated 4 miles south of Dillon w/great views & tons of elbow room. Nestled in the Beaverhead Valley, the cabin offers incredible views of several mountain ranges & is only minutes from world class fishing on the Beaverhead & Big Hole Rivers. This space is great for all travelers & has some of the coolest sunsets! (Inquire for 1 night stays.)

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.

Top Guest favourite
The open-concept cabin interior features a wooden kitchen island with four stools, an antler chandelier above, and gray cabinetry. A steep ladder leads to the loft area, while large windows allow natural light to enter, creating a warm ambiance throughout the space.
Cabin in Alder
4.99 out of 5 average rating, 100 reviews

LK Ranch Cabin with hot tub and private fishing.

This 640 sq. ft. cabin, located in Alder Mt, is nestled on our 80-acre working ranch. The ranch has been a part of our family for over 120 years. You will have seclusion and a great view. Guests are welcome to enjoy private fishing on our stretch of Clear Creek. The Ruby River public fishing access is also within walking distance. Fishing licenses are required. Historic Virginia City is only 10 miles to the east and The Ruby Reservoir is just southwest, about 6 miles away.

Top Guest favourite
A wooden sign marked 'River Stone Cabin' is affixed to a tree in a lush green yard. The cabin structure is visible in the background, surrounded by tall trees and mountainous terrain under clear blue skies.
Cabin in Cardwell
4.97 out of 5 average rating, 265 reviews

River Stone Cabin

The River Stone Cabin is a modern Montana cabin with internet access that sits next to the South Boulder River. The Cabin is comfortable and warm with bright spaces for friends and family. The location is rural with many guests seeing a variety of wildlife. We are pet friendly with a fee. The Cabin can serve as a convenient base for visiting parks and local attractions or simply as a great place of sanctuary to relax and unplug.

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, 60 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, 150 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.

Popular amenities for Sheridan holiday rentals

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