Holiday rentals in Sweet Grass County

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Top-rated holiday rentals in Sweet Grass County

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

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Top guest favourite
A rustic cabin is nestled among tall trees, surrounded by lush green fields. A wooden fence encircles the grassy area, while mountains in the background provide a serene backdrop. The image conveys a sense of peacefulness and connection to nature.
Cabin in Mc Leod
5 out of 5 average rating, 235 reviews

Listen to the river!

Just amazing on the river. Quiet Your own private Montana . Jacuzzi with a view of the river and fire pit. Air conditioning. Tv -DISH local channels, movies, sports, music. DVD player. Golf course 22 miles away in big Timber good track great people . I have two sets of clubs here for you, camping gear also. Books and games! Restaurant and Bar 3 miles away, look up The West Boulder Roadkill Cafe a nice treat. Yellowstone National Park 1-1/2 hrs away. West boulder meadows beautiful hike and fish!

Top guest favourite
Cabin in Reed Point
5 out of 5 average rating, 112 reviews

Packsaddle Butte Guest Cabin Retreat

The perfect getaway to a charming and cozy log cabin in stunning landscape bordering Nat'l Forest. Hiking and 4-wheeler trails abound. Next to a running creek and pond. Electricity, wood stove, outside toilet, heated outdoor shower, 2 twin beds, TV, BluRay player, microwave, mini fridge, firepit with grill/griddle and picnic tables. Idyllic porch for sitting under trees, birdwatching, reading, or relaxing. Snowshoeing, sledding, & cross country skiing in winter. Ideal for 2 adults w/cot for 3.

Top guest favourite
A well-lit living room is furnished with a dark sectional sofa and patterned armchairs. A side table holds a lamp, while large windows provide a view of the outside. An open doorway leads to the dining area, enhancing the spacious feel of the interior.
Home in Big Timber
4.98 out of 5 average rating, 123 reviews

Home of the Crazy Mountains and Boulder Valley

We are located less than a mile from the town of Big Timber in a private area overlooking a pond and a great view of the Crazy Mountains. Activities such as fishing the Yellowstone River or golfing at Overland Golf Course are just a hop, skip and jump away! The home itself is warm and inviting and has recently been upgraded with wonderful features. Whether you and your guests are ready to explore Big Timber and the surrounding areas or stay in for quality time, this home is perfect for you!

Top guest favourite
A rustic barn is positioned on a grassy expanse, under a dynamic sky filled with clouds of varying shades of gray and white. The barn features wooden siding and a porch that extends along the front, providing a view of the distant horizon.
Barn in Big Timber
4.99 out of 5 average rating, 116 reviews

The Bunkhouse at Sojourner Ranch

The Bunkhouse at Sojourner Ranch is a unique rustic experience of Romancing the west in the simplicity that was once apart of cowboy life. With endless miles of rolling hills and grasslands, wildlife is plentiful, and the sunrises and sunsets paint the sky with deep rich colors. The sweet melody of the Western Meadowlark and the Sagebrush Sparrow serenade you all through the day and the clear nights reveal billions of stars and the Milky Way. Checkout @thebunkhouseatsojournerranch on IG.

Superhost
A covered porch features two patterned chairs and two additional seating options, inviting relaxation outdoors. Large windows allow natural light to fill the space, complemented by a bright blue roof. The surrounding grassy area adds to the peaceful country setting.
Home in Big Timber
4.83 out of 5 average rating, 6 reviews

Blue House On The Hill

Enjoy your stay with some peaceful,comfortable country living that’s very private with Mountain View’s. You’ll have access to 4 acres and the convenience of being only 2 miles from town. There are so many recreational opportunities like fishing, hunting, hiking, and more… Big Timber is also in the center of some of the most famous places to see in Montana. Yellowstone Park, Beartooth Pass, Red Lodge Mountain Ski , Bridger Bowl Ski ,and home to Half moon park in our famous Crazy Mountains.

Guest favourite
A scenic view reveals a landscape of gently rolling hills and vibrant autumn foliage. Yellow aspen trees contrast with dark green pines, creating a colorful tapestry. The distant mountains provide a serene backdrop under a soft, cloudy sky.
Cabin in Nye
4.92 out of 5 average rating, 76 reviews

Quaint 1-Bedroom cabin, with sensational views.

Sitting in the shadow of the Beartooth mountains is our family cabin. The Cabin sits atop a bluff that overlooks the Westfork of the Stillwater river and next to a former art gallery. Riverfront access is a short walk down the bluff, with great trout fishing at your fingertips. Multiple national forest access points are a very short drive, that have great recreation opportunities and even better views. Wildlife sightings are a regular occurrence, but do watch for animals on the road.

Top guest favourite
A single-story house is presented with a light exterior, complemented by a gray roof. A wide driveway and two garage doors are visible. Lush green grass surrounds the property, while a wooden fence frames the scene, adding to the setting's open feel.
Home in Greycliff
4.93 out of 5 average rating, 44 reviews

The Bennett House

The Bennett House is easy to access as it's located just within the main entrance of our family owned and operated cattle ranch. To the east of the house is the iconic Yellowstone River, with the Bear Tooth and Absarokee Mountain Ranges in the far distance. To the west are the majestic Crazy Mountains. The Bennett House is just 3 miles from the Pelican fishing access, a great take-out/ put-in spot to the Yellowstone river. Be prepared to see lots of wildlife while you are here!

Top guest favourite
Home in Big Timber
4.97 out of 5 average rating, 31 reviews

Long Stay Discount!

Ideally located a short walk from downtown Big Timber, this cottage is a comfortable base for your Montana stay. The space is bright, airy, and designed to feel peaceful and relaxing. The kitchen includes everything you need to prepare meals, and there is a dedicated desk for those who need to work remotely. Its convenient location makes it a great choice for visitors coming to Big Timber to spend time with family or attend local events, while still enjoying your own space.

Top guest favourite
A circular bedroom showcases a spacious bed adorned with white bedding. The wooden walls create a warm environment, while two bedside lamps offer soft lighting. A clock is mounted above the bed, and a textured area rug lies on the hardwood floor.
Farm stay in Greycliff
4.96 out of 5 average rating, 152 reviews

The Eagle’s Nest Silo

Enjoy crisp mornings in this unique reclaimed silo. These silos are featured in the TV show Restoration Road. Originally saved from destruction in North Dakota, these have been turned into unique homes situated at the base of the Greycliffs for which the town was named. Enjoy watching the buffalo with their newborn calves roam the fields while relaxing in the hot tub or making memories on top of the Eagle’s Nest landing!

Top guest favourite
A charming cabin is positioned on a gentle hillside, featuring a green roof and a wide porch. The surrounding landscape is composed of gently rolling hills covered in lush grass, creating a serene, natural setting under a clear blue sky.
Ranch in Absarokee
4.99 out of 5 average rating, 305 reviews

Indian Rock Ranch Cozy cabin w/ Mountain View

Located in the Stillwater Valley and Beartooth foothills, we are close to many Montana adventures, including wildlife viewing, fishing, hunting, hiking, Tippet Rise, whitewater rafting, horseback riding and downhill skiing. We are 30 minutes from Red Lodge. You’ll love our cabin for its clean, comfortable, relaxing and private atmosphere where the views are unbelievable. Our comfortable cabin is great for everyone!

Top guest favourite
A cozy bedroom is furnished with a queen bed featuring a rich burgundy coverlet, complemented by decorative pillows. Two lamps are situated on wooden nightstands beside the bed. Natural light enters through two windows, framed with red curtains, enhancing the serene ambiance of the space.
Flat in Big Timber
5 out of 5 average rating, 80 reviews

Sweetgrass Cottage

The Sweetgrass Cottage is quaint and well-equipped suite located within walking distance of downtown Big Timber. The cottage includes free off-street parking right in front of the private entrance, a gas grill, fast Wi-Fi, A/C, and a washer/dryer (available by request), as well as many other items to help make your stay more enjoyable. Very peaceful and comfortable whether you are staying for a night or several months.

Guest favourite
A rustic cabin with a wooden porch is set against a backdrop of rolling hills and pine trees. The structure features a green roof and a large front window, with a gravel path leading to a fire pit area.
Cabin in Fishtail
4.96 out of 5 average rating, 47 reviews

Deer Cabin - Mountain Views - Pet Friendly

Enjoy the breathtaking view of the Beartooth Mountain Range from the comfort of your cozy cabin, while being serenaded by the soothing sounds of the rushing West Rosebud Creek. This picturesque location is perfect for nature lovers seeking a peaceful getaway. This secluded retreat is sure to recharge your senses and leave you feeling refreshed. Book your stay today to experience this tranquil haven for yourself.

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