Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

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Top guest favorite
A refinished cabin is set amidst expansive green fields, with rolling hills and mountains visible in the background. The structure features a covered porch and large windows, enhancing the connection to the surrounding natural landscape under a cloudy sky.
Cabin in Sheridan
5 out of 5 average rating, 113 reviews

Hardy Hill Cabin

Escape to this private, beautifully refinished historic cabin just 4 miles east of Sheridan. Nestled in the foothills with breathtaking mountain views, wide-open skies, and unforgettable Montana sunsets, it’s the perfect place to relax and unwind. Enjoy the convenience of self check-in with a private entrance/keypad door. Ideally located near rivers, streams, hiking trails, and mountain adventures, this cozy retreat offers the perfect balance of seclusion and easy access to outdoor recreation.

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
4.93 out of 5 average rating, 150 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 favorite
A scenic view captures leafless trees framing a rural landscape, with snow-capped mountains visible in the distance. The foreground features dry grass, while a blue sky with scattered clouds adds depth to the serene setting.
Home in Sheridan
4.97 out of 5 average rating, 94 reviews

Ruby Valley Historic Farmhouse on Mill Creek

Simple 1920's farmhouse in the stunning Ruby Valley overlooks 2 creeks, mountains, and neighboring cattle ranch. Enjoy rural Montana at its finest! Tranquil setting, yet just a short walk to town. World class fly fishing within minutes. One hour to major airport and just 2 hours to Yellowstone NP. Full kitchen has coffee maker, microwave, stove, and small refrigerator/ freezer. BBQ grill and picnic table by front creek. NOTE: Visiting medical students please contact us for special pricing!

Guest favorite
A private country home featuring a wooden exterior surrounded by greenery. A spacious driveway leads to a two-car garage with green doors. An inviting porch offers access to the front entrance, with a large tree providing shaded area and a rustic wagon wheel positioned nearby.
Home in Sheridan
4.96 out of 5 average rating, 67 reviews

The “King Fisher” - quiet and peaceful property

This country home is rather private and a 1/4 mile off the HWY 287 (quiet HWY @ night). A creek runs through it at the backside of the property, giving the sound of water flowing - great to sleep with. It has a sense of peace and quiet and is a wonderful place to be able to relax. There is beauty in all seasons. You might see deer, elk, moose, antelope, fox, porcupines, wild turkeys, bald eagles, other birds, and many other animals. Couples, families, and friends will thoroughly enjoy it.

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, 130 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
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, 18 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 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, 412 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 favorite
A rustic kitchen features a green corrugated wall with shelves displaying an assortment of colorful dishes and glassware. A white farmhouse sink is paired with a vintage stove, while a wooden table is set with a vase of yellow flowers, inviting a warm and homey ambiance.
Cabin in Alder
4.96 out of 5 average rating, 101 reviews

The Garden Haus

Charming historic log cottage, newly remodeled. Nestled in a rural agriculutural neighborhood, the old historic Ruby Town, with enclosed private backyard and garden. Connect with the natural world and inspire your artist within! Delight in the vintage details and history of the house: 1 king, two twins, and a large open studio space. Enjoy soaking in the vintage tub, dining in the enclosed porch, and eating straight from the garden!

Top guest favorite
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, 110 reviews

Luxury Solar Powered Tiny Cabin-Full Kitchen-Sauna

Stay in our Gala Cabin on a WORKING (formerly Amish) farm in rural southwest Montana—complete with access to a wood-fired barrel sauna. This is a true farm experience—rustic, grounded, and one-of-a-kind. The cabin is off-grid (solar), so power is limited at times. Expect open land, animals, and the rhythms of farm life (including guardian dogs at night). Located 17 minutes south of I-90 near hot springs and hiking.

Top guest favorite
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, 62 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 favorite
A rustic log cabin is set against a backdrop of lush green fields and distant mountains. The cabin features a wooden facade and a small porch, with two outdoor chairs positioned on a spacious lawn area under clear blue skies.
Cabin in Twin Bridges
4.97 out of 5 average rating, 37 reviews

S-S Cabin in Twin Bridges

Whether you are on a fishing trip, hunting trip, or simply finding a place in between, the S-S Cabin is the perfect spot to relax. Located on Highway 41 just 5 minutes outside of Twin Briges, this cozy 1950’s studio log cabin with modern updates has just enough space for 2-3 people. There is a queen bed and full-sized pull-out couch, a full-sized kitchen, ¾ bathroom, and plenty of free parking.

Top guest favorite
A restored log cabin and adjacent bunkhouse are set in a grassy area with trees providing shade. The cabin features a wooden deck with seating, while the bunkhouse has twin bunks visible. The tranquil surroundings create an inviting outdoor space.
Cabin in Dillon
4.95 out of 5 average rating, 140 reviews

Morstein Cabin

Restored cabin and bunkhouse in quiet private location within a mile of Dillon. Bunkhouse has twin bunks to sleep two, power but no heat. The cabin is very comfortable year around. Queen bed and full hide-a-bed in couch. Pictures say it all. Firepit for s'mores or cooking on the outside. Horse shoes for a bit of friendly competition. Frequently, deer pass through or lie in the yard.

Popular amenities for Sheridan vacation rentals

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