Holiday rentals in Madison County

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Top-rated holiday rentals in Madison County

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Top guest favourite
A newly constructed home is depicted with a welcoming front porch featuring two red chairs. Large windows provide expansive views, while a gravel path leads to the entrance. The building's modern design and contrasting colors create a striking appearance against the cloudy sky.
Home in Ennis
4.99 out of 5 average rating, 78 reviews

Beautiful Mountain Getaway!

Enjoy our brand new home with fantastic views of the Shinning Mountains! Experience world class fishing in the Madison River or explore Yellowstone just 45 minutes away. Our home was built for the traveler, fisherman, or family looking for a quiet country retreat. You will be close to hundreds of ATV/UTV trails, hunting, and hiking trails. Relax at Norris Hot Springs or enjoy the wonderful town of Ennis which has old west charm and is just minutes away for shopping or a night out on the town.

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, 137 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
Farm stay in Manhattan
4.99 out of 5 average rating, 186 reviews

Sunrise Silo - Luxury silo near Bozeman, Montana.

Newly constructed, 675 sq ft Sunrise Silo sleeps 4, with a queen bed in the loft and a main floor pull-out sleeper sofa. Sunrise Silo is a unique example of how rustic charm pairs perfectly with modern amenities and an indulgent experience. The stunning, unobstructed views of the Bridger Mountains and surrounding Gallatin Valley will ensure this becomes your favorite Montana vacation destination. Enjoy a rural setting while having easy access to adventure and entertainment opportunities.

Top guest favourite
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, 117 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.

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
4.93 out of 5 average rating, 153 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 spacious log cabin is depicted, featuring a stone chimney and a wrap-around porch. The verdant lawn extends towards the horizon, leading to expansive valley views. Bare trees and distant mountains create a serene backdrop under a vibrant blue sky.
Cabin in Ennis
4.77 out of 5 average rating, 35 reviews

Madison Overlook Cabin: Best Views!

This home is the quintessential Montana log cabin. Perched on a plateau above the Madison River, it has commanding views of the entire valley. The imposing Sphinx Mountain looms in the distance and the gentle flowing Madison River is in your foreground. This home is perfectly situated for a Montana experience of a lifetime! It's just 15 miles south of the cowboy town of Ennis where you can find a grocery store, gift shops, galleries, bars, restaurants, fishing guide services and fly shops.

Top guest favourite
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, 181 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 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, 110 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 spacious living area features a large, equestrian-themed artwork on the wall. Comfortable leather seating is arranged around a central coffee table, with a fireplace providing warmth. Large windows allow for natural light, showcasing views of the surrounding landscape.
Home in Sheridan
4.96 out of 5 average rating, 23 reviews

The O-X House

Welcome to The O-X House, where rustic charm meets modern luxury in the tranquil countryside. This brand-new 3-bedroom, 2-bathroom retreat accommodates up to 6 guests, offering a serene escape. Adorned with ranch-themed decor featuring leather furnishings, solid wood accents, cowhide rugs, and horse-themed artwork, the home exudes a cozy, inviting ambiance. Neutral tones and Navajo blankets add warmth to the space, ensuring a comfortable stay.

Top guest favourite
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, 105 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 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
4.93 out of 5 average rating, 161 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.

Top guest favourite
Home in Big Sky
5 out of 5 average rating, 13 reviews

Cowboy Heaven Cabin Ski-In Ski-Out Hot Tub

Perched at 8,300 feet atop Cowboy Heaven, this rare stand-alone Big Sky vacation rental offers true ski-in/ski-out access right from the deck. As the highest cabin in the community, it features south-facing mountain views, a private hot tub, and cozy interiors with a gas fireplace. Perfect for couples or small families seeking elevated adventure and relaxation.

Popular amenities for Madison County holiday rentals

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