Holiday rentals 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, 123 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, 140 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 modern fire pit stands atop a sleek black surface, surrounded by crushed glass. In the background, gentle hills and distant mountains are illuminated by the soft glow of sunset, with a clear sky transitioning to twilight.
Cabin in Ennis
4.93 out of 5 average rating, 117 reviews

Historic Homestead Cabin w/pond & Mountain Views!

Only mins from the famous "Blue Ribbon" Madison River fishing, hiking trails, & Ennis Lake! Nearby sites: downtown Ennis: 5 mins; Norris Hot Springs: 20 mins; Bozeman Airport: 1 hr; Yellowstone National Park: 1hr. This private & historic "Bunkhouse" is one of the property's cabins from the homestead in late 1800s. On a secluded 200+ acre ranch outside of the hustle & bustle of town & where wildlife is everywhere! The cabin has been completely renovated with all high-end finishes & amenities.

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, 166 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 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, 102 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
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.

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 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 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, 116 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.

Popular amenities for Sheridan holiday rentals

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