Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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

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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.

Top guest favorite
Farm stay in Manhattan
4.99 out of 5 average rating, 177 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 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!

Superhost
Home in Whitehall
4.78 out of 5 average rating, 69 reviews

Little Pipestone Lodge w/ Views

Escape to the breathtaking beauty of Whitehall, Montana, where nature's wonders unfold in every direction. Enjoy: -Private patio with breathtaking view of the valley and also snow-capped mountains -Gas grill -Fully stocked chef's kitchen -Smart TV (we provide Netflix), games -Walk-in shower -Washer/dryer -Complimentary coffee -Fully remodeled home -Desk if you must work from home -Complimentary toiletries This is the bottom half of a duplex. The best part is the stunning views!

Top guest favorite
The cabin features a wooden exterior with a spacious covered deck, offering a mix of seating options. Solar panels are positioned in front, and the backdrop includes a lush forested area, complementing the tranquil mountain setting.
Cabin in Ennis
5 out of 5 average rating, 28 reviews

Lazy Moose Cabin, Amazing Views, Off Grid

Lazy Moose Cabin is nestled at 7200ft in the Gravely Mountain Range of Montana, 20 miles South of Ennis, MT. It's a cozy one-bedroom 600 sqft cabin that sleeps two adults. Perfect for the digitally harassed seeking an off grid experience; remote, no cell service, no internet, just great sunrises, incredible views from the covered deck and refreshing solitude. World class fly fishing & big game hunting nearby. Solar electric, propane heat, hot shower, flush toilet and kitchen

Top guest favorite
A comfortable living area is presented, featuring a plush armchair and a sectional sofa. Natural light floods the space through a large window, providing expansive views of the mountains and the surrounding landscape. The soft, neutral carpet adds warmth to the room.
Farm stay in Whitehall
5 out of 5 average rating, 42 reviews

Spacious-Quiet-Clean-Potato Farm Paradise

Forget your worries in this spacious and serene space. Room for family and fun! This is the perfect spot to rest & recharge. Truly get away from it all while relaxing on the deck or enjoying our picnic area. We do not have a TV because we believe our views and families are better. Enjoy the views and each other! It is regular to see deer and antelope on the property ranging around. Fully equipped kitchen to prepare all your meals with fresh well water.

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 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.

Top guest favorite
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
4.94 out of 5 average rating, 157 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.

Guest favorite
A scenic landscape features snow-capped mountains in the background, with a clear blue sky above. In the foreground, several horses graze on the dry grass, enhancing the natural setting of the historic ranch.
Condo in Ennis
4.92 out of 5 average rating, 126 reviews

Rustic Retreat with Mountain View’s

Retreat to a serene historic ranch with breathtaking wildlife, mountain views. Relax in a modern rustic 1bd 1 bath unit with private patio & outdoor fireplace. Minutes from the famous Madison River & charming Ennis. Ideal for fishing, hiking & more. 1 hr from Bozeman Airport & Yellowstone. Surrounded by horses & diverse wildlife including elk, deer, antelope.

Popular amenities for Madison County vacation rentals

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