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Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Virginia City
4.99 out of 5 average rating, 128 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.

Guest favorite
Cabin in Twin Bridges
4.93 out of 5 average rating, 148 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
The historic Bunk House is shown from the side, featuring a sloped green roof and rustic log siding. A small porch area is visible, equipped with a grill and seating, amidst a grassy landscape dotted with trees.
Cabin in Ennis
4.93 out of 5 average rating, 118 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.

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
4.96 out of 5 average rating, 24 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
Cabin in Twin Bridges
4.95 out of 5 average rating, 120 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
Home in Dillon
4.99 out of 5 average rating, 144 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 favorite
A serene outdoor seating area features four black wicker chairs with red cushions arranged around a low coffee table. A patterned area rug anchors the space, with lush greenery and Mill Creek in the background, inviting relaxation in a natural setting.
Cabin in Sheridan
5 out of 5 average rating, 15 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, 402 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
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.
Home in Ennis
4.99 out of 5 average rating, 172 reviews

Montana Getaway with mountain views

Enjoy a peaceful Montana getaway with views of the Madison Range. We are situated on three acres where there is the main house and a garage with a unit above that is our guest house. Our guest house features a full kitchen, everything you need to eat in, a great place to rest after exploring the area. We are 2.5 miles to town center where you can find unique shopping and dining, 14 miles to the historic Virginia City, 10 miles to Ennis Lake, and 74 miles to West Yellowstone.

Top guest favorite
Cabin in Alder
4.99 out of 5 average rating, 103 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 favorite
The exterior of the duplex showcases a brown wooden façade with crisp white trim. A covered entry features a white door marked with a letter 'B'. Nearby, a decorative pot filled with colorful flowers adds a welcoming touch to the pathway.
Cottage in Whitehall
4.94 out of 5 average rating, 381 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
Tiny home in Whitehall
4.97 out of 5 average rating, 109 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.

Popular amenities for Sheridan vacation rentals

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