Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

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Top guest favorite
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 favorite
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 favorite
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 favorite
A sunlit room features natural wood paneling and a peaked ceiling. A small dining table with two chairs is positioned near a window, while a cozy couch and a stylish lamp are visible in the space. Decorative plants enhance the inviting atmosphere.
Guesthouse in Dillon
4.96 out of 5 average rating, 195 reviews

Blue Pine Guesthouse MT

This unique getaway is just blocks from downtown Dillon. It’s one of a kind blue pine interior is gorgeous & spacious. The perfect place to enjoy Southwestern Montana from. Dillon offers world renowned fly fishing in the summer, ski slopes 45 minutes away at Maverick mountain in the winter. There’s also the famous Elkhorn hot springs to visit for a $5 day. Enjoy Beaverhead-Deerlodge national forest and Clark Canyon reservoir. Come decompress in this small Montana town surrounded by nature!

Top guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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
4.94 out of 5 average rating, 366 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 favorite
A comfortable seating area features a modern sofa accented by plush pillows, situated beside a large glass window offering expansive views of the mountains and surrounding landscape. A decorative rug lies on the wood floor, adding warmth to the space.
Cabin in Dillon
4.93 out of 5 average rating, 416 reviews

Alturas 1 - 1BR Modern Cabin, Big Beautiful Views

This is a beautiful cabin with modern touches, clean lines, and spectacular mountain views via massive windows. The cabin takes its name from one of the peaks you'll see right out your window, Alturas 1 (Our 2 BR cabin is named for the next peak to the north... Alturas 2. Alturas 1 is a 1 BR cabin with a convertible sofa in the front room to accommodate up to 3 guests. **(PET OWNERS, please read pet section in the "the space" section.**

Top guest favorite
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.

Guest favorite
The cabin, featuring a timber frame design, is surrounded by grassy land. A covered porch with two white adirondack chairs invites relaxation. The roof is gabled, and the exterior showcases a blend of wood shingles and stone. Nearby, rolling hills create a serene backdrop.
Farm stay in Dillon
4.94 out of 5 average rating, 358 reviews

Ranch Retreat at the base of the Pioneer Mountains

Come experience life on an authentic ranch in beautiful southwestern Montana! Just 30 minutes outside the charming town of Dillon, stay in a quiet and remote cabin at the base of the Pioneer Mountains, with the Beaverhead National Forest right outside your back door. Located 5 miles from Birch Creek for fishing and hiking enthusiasts. We have cattle, horses and donkeys that you can see right from the front porch.

Popular amenities for Sheridan vacation rentals

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