Holiday houses in Madison County

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Top-rated holiday rentals in Madison County

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

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Top Guest favourite
Farm stay in Manhattan
4.99 out of 5 average rating, 154 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 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, 140 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 cozy corner of the living area features a comfortable sectional couch positioned near a large window, offering views of the snow-covered landscape outside. Natural wood paneling and a decorative shelf add warmth to the space.
Condo in Big Sky
4.75 out of 5 average rating, 135 reviews

Cozy 2 Bedroom Condo Minutes from the Slopes

Cozy, first floor ski condo close to the mountain. Enjoy the privacy of two bedrooms, one with a queen bed and one with bunk beds. The kitchen is stocked with the basics. Hill Condos are convenient to the ski mountain, within walking distance of the conference center and Mountain Village with all of its amenities. The condo offers keyless entry, bluetooth stereo, and smart TVs, not to mention a beautiful view of Lone Mountain. It is 440 sq ft. and located less than a half a mile to the resort.

Guest favourite
A welcoming living area features a comfortable seating arrangement with a patterned couch and wooden furniture. A large television is positioned on a stand, while a faux fireplace adds warmth. Natural light enters through a window covered by dark curtains. Decorative elements include Route 66 memorabilia.
Home in Dillon
4.9 out of 5 average rating, 165 reviews

Dillon Den

Enjoy this private, charming 1 bedroom 1 bath unit that can sleep 4 guests. This stylish, comfortable suite offers all the amenities and extras along with a full kitchen, breakfast bar, and full bath. A fun theme helps give this unit its own character and style. A private parking area out front and a private entrance are part of this units attractions for guests to come and go with privacy. The bedroom offers a California King Mattress with high quality bedding for a great nights sleep!

Top Guest favourite
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.

Top Guest favourite
An aerial view captures the vast landscape of Big Sky, featuring a prominent mountain in the background. The scene showcases a blend of natural greenery and developed areas, with buildings and roads interspersed among the trees, highlighting the accessibility of outdoor activities.
Condo in Big Sky
4.93 out of 5 average rating, 134 reviews

Tranquil 2BR Retreat | Ski In Ski Out

Welcome to your mountain escape in beautiful Big Sky, Montana! This newly renovated 2-bedroom, 2-bath loft condo offers the perfect blend of comfort, style, and location. Just a short walk to the lifts, you’ll be steps away from adventure—whether you're skiing in winter or hiking and biking all summer long. Located at the base of Big Sky Resort and only a scenic drive from Yellowstone National Park, this condo is your gateway to everything Montana has to offer.

Superhost
A welcoming porch area features a rustic rocking chair and a yellow swing, providing a comfortable space to relax. The entry door is framed by vibrant blue walls, and a dresser adds functional charm. Expansive views of the surrounding landscape are possible from this outdoor setting.
Tiny home in Ennis
4.86 out of 5 average rating, 108 reviews

Tiny Sauna cabin on 5 acres

Unique living experience with stunning mountain views and roaming pronghorn! Enjoy the quietness and feel like you are returning to the pioneer days. This is a fully functional house for two people. There is no running water into the house itself, but there is an electric well pump delivering water 200 yards from the house. There is an outhouse and a wood fired sauna to heat bathing water with. Drinking water, instructions and firewood are provided.

Guest favourite
A modern living area features a dark leather sofa and a coffee table set on a patterned rug. Large, floor-to-ceiling windows provide a view of Lone Peak and allow natural light to fill the space. A stone fireplace adds warmth to the room.
Home in Big Sky
4.92 out of 5 average rating, 216 reviews

New modern house with unreal view of Lone Peak!!

Featured as one ofAirBnB's most wish-listed ski homes! Breathtaking view of Lone Peak. Stacking windows that open to the deck with hot tub, grill and slide for the kids! Pure oxygen pumped into two main bedrooms. Indoor and outdoor fireplace. Open floor plan with 25' vaulted ceilings. Custom bunk beds. 1 mile drive to Big Sky parking lot and .3 mile ski/walk down to White Otter 2 lift from house (can't ski back). Ski directly to the Explorer Gondola!

Top Guest favourite
A wooden sign marked 'River Stone Cabin' is affixed to a tree in a lush green yard. The cabin structure is visible in the background, surrounded by tall trees and mountainous terrain under clear blue skies.
Cabin in Cardwell
4.97 out of 5 average rating, 265 reviews

River Stone Cabin

The River Stone Cabin is a modern Montana cabin with internet access that sits next to the South Boulder River. The Cabin is comfortable and warm with bright spaces for friends and family. The location is rural with many guests seeing a variety of wildlife. We are pet friendly with a fee. The Cabin can serve as a convenient base for visiting parks and local attractions or simply as a great place of sanctuary to relax and unplug.

Top Guest favourite
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, 116 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.

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
4.94 out of 5 average rating, 150 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 favourite
A fire pit is positioned on the patio, surrounded by comfortable seating. In the background, a sweeping view of snow-capped mountains and open fields is visible, with a wooden fence framing the serene landscape under a clear blue sky.
Condo in Ennis
4.91 out of 5 average rating, 117 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 holiday rentals

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  2. United States
  3. Montana
  4. Madison County