Holiday rentals with a kayak in Madison County

4.92 out of 5 average rating, 12 reviews

A spacious driveway leads to a charming home surrounded by lush greenery and blooming bushes. A large tree stands prominently in the yard, with the setting sun casting a warm glow across the landscape, creating a serene and inviting scene.

Home in Three Forks

Entire home in Three Forks Montana in the country

Perfect home for a family vacation. I have a very large backyard where kids can run and play. There is a fire pit and basketball court. The barn is a summer movie theater with padded theater seats, popcorn machine, surround sound. I have a kiddie pool . I’m 2 miles from the river where you can go swimming or put in a kayak or canoe. I’m a mile from the Buffalo jump State Park that offers great hikes. Only 35 minutes to Bozeman, only 1 1/2 hours to Yellowstone, only 1 1/4 hour to Helena.

Top Guest favourite

A breathtaking snowy landscape features a mountain backdrop, showcasing Beaverhead mountain. A cluster of buildings set among the trees sits in the foreground, creating a serene environment. The view highlights the winter wonderland, inviting guests to explore the surrounding nature.

Townhouse in Big Sky

5 out of 5 average rating, 34 reviews

New Reno Ski in/out Duplex w/ Private Hot Tub

Mountain modern luxury *Stairs required* Full gut renovation in 2022: - New flooring, bathrooms, kitchen, overhead lighting, paint - New furniture, kitchen equipment, premium bedding Front row Beaverhead provides THE best ski in/out location. - Private hot tub - Wood ceilings & exposed beams - Ample seating/sleeping spaces across 2k SF - 2/3 bedrooms have en-suite bathrooms and decks - 4 workstations across office and bedrooms - Attached garage w/ boot heaters, ski racks, and storage

4.83 out of 5 average rating, 6 reviews

The exterior of a quaint wooden cabin is highlighted by a sloping roof and a covered porch. A simple table is positioned on the porch, and a grill is located nearby on the lawn. Lush greenery and trees surround the cabin, providing a natural backdrop.

Cabin in Madison County

Rustic Cabin #4 at Cliff Lake

A unique 1920’s fishing cabin. This is a single room cabin, with 2 twin beds. Located on the South end of Cliff Lake, the trailhead to Hidden Lake is also on the property. Not far from the Madison River and other lakes, such as Wade, Hebgen, Quake & Henrys. Approximately 30 miles to West Yellowstone. Has all the amenities, and power, but no running water. There is a bath house centrally located, which is cleaned daily. Come stay with us and enjoy the simplicity of our rustic cabins!

The image captures a winter landscape featuring snow-covered mountains, with a prominent peak rising in the background. In the foreground, a row of condominiums is visible, surrounded by pine trees blanketed in snow.

5 out of 5 average rating, 15 reviews

Big Sky 2BR Resort Condo at base of Lone Mtn.

At the foot of 11,166-foot Lone Mtn and overlooking scenic Lake Levinski. Enjoy panoramic views of mountain peaks and valleys from your private deck. After an exhilarating day on the slopes, return to the warmth of a crackling fire in your fireplace, which is featured in the 2-bedroom plus suite. This suite features spacious accommodations up to 1,150 square feet w/full kitchen and baths, separate living and dining areas, master BR suite and balconies with sweeping mountain vistas.

5 out of 5 average rating, 3 reviews

A rustic wooden cabin features a gabled roof and a front porch, surrounded by green grass. The entrance is framed by a simple door and equipped with seating options. Lush trees and a hillside are visible in the background, suggesting a peaceful natural setting.

Cabin in Madison County

Rustic Cabin #3 at Cliff Lake

A unique 1920’s fishing cabin. This is a single room cabin with a Queen bed. Located on the South end of Cliff Lake, the trailhead to Hidden Lake is also on the property. Not far from the Madison River and other lakes, such as Wade, Hebgen, Quake & Henrys. Approximately 30 miles to West Yellowstone. Has all the amenities, and power, but no running water. There is a bath house centrally located, which is cleaned daily. Come stay with us and enjoy the simplicity of our rustic cabins!

A snow-covered landscape features several low-rise condominiums in the foreground, set against a backdrop of a towering mountain peak. Pine trees are visible, creating a natural contrast with the snowy scene and clear blue sky.

4.89 out of 5 average rating, 9 reviews

Big Sky 2BR Condo at base of Lone Mountain

At the foot of 11,166-foot Lone Mtn and overlooking scenic Lake Levinski. Enjoy panoramic views of mountain peaks and valleys from your private deck. After an exhilarating day on the slopes, return to the warmth of a crackling fire in your fireplace, which is featured in the 2-bedroom plus suite. This suite features spacious accommodations up to 1,300 square feet w/full kitchen and baths, separate living and dining areas, master BR suite and balconies with sweeping mountain vistas.

A winter landscape showcases a mountain peak, partially covered in snow clouds, rising above a resort building. The foreground features snow-dusted trees, offering a stark contrast to the gray and blue hues of the accommodations below.

5 out of 5 average rating, 5 reviews

Big Sky 2BR Condo on Resort at base of Lone Mtn

A view of a winter landscape, featuring a snow-covered mountain peak in the background. Below, a row of condominiums is nestled among evergreen trees, with fresh snow blanketing the ground, creating a serene and picturesque scene.

4.64 out of 5 average rating, 11 reviews

Big Sky 2BR Condo on Lovely Resort @ Base

A row of condominium buildings is positioned at the base of a snowy mountain, which is partially obscured by clouds. Evergreen trees frame the foreground, and the pristine snow contrasts with the grey building exteriors, reflecting a serene winter landscape.

4.67 out of 5 average rating, 3 reviews

Big Sky 2BR Resort Condo base of Lone Mtn

A snowy landscape showcases a cluster of condominiums with gray and blue accents, nestled against a backdrop of mountainous terrain. A snow-covered peak looms above, partially shrouded in clouds, while evergreen trees line the perimeter, completing the serene winter scene.

5 out of 5 average rating, 12 reviews

Big Sky 2BR Resort Condo at Base of Lone Mtn.

Top Guest favourite

A spacious bedroom features a four-poster bed with decorative bedding and matching pillows. Soft lighting is provided by table lamps on either side. An elegant armchair and a wooden bench add to the room's charm, while natural light filters through the window adorned with lace curtains.

Private room in Ennis

4.98 out of 5 average rating, 51 reviews

Winter House Share, w/All Untilities

Winter Season Rental Available November 1st, 2025 to May 1st, 2026 ALL UTILITIES INCLUDED !! 30 miles from Big Sky Private Upstairs Suite, Sleeps 2 Historic Home with Incredible Views Fully Furnished, Quiet, Comfortable A Perfect Hide-away in Jeffers, 1.5 miles from Ennis Queen Size Pillow Top Bed Full Bathroom in Suite, Direct TV Sitting Area, WiFi Self Catering, Full Kitchen for your cooking needs Outdoor Propane BBQ All Common Areas on Main Floor. Kitchen, Laundry and more.