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, 239 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
A rustic log cabin is nestled among vibrant autumn foliage, with golden leaves contrasting against the wooden structure. The cabin features a porch and is surrounded by tall trees, while a mountain peak rises in the background under a clear blue sky.
Cabin in Reed Point
5 out of 5 average rating, 116 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 wooden deck is presented with two adirondack chairs, offering an unobstructed view of the expansive green fields. A colorful sunset occurs in the background, with shades of orange and purple contrasting the gray clouds above. The serene landscape is softly illuminated by the evening light.
Farm stay in Reed Point
4.96 out of 5 average rating, 102 reviews

The Rockin’ K Bunkhouse; luxury in the country!

Welcome to the Rockin’ K! This building has been updated with modern conveniences set in beautiful natural surroundings. Not a made for tourist accommodation—this is the original bunkhouse on a 100 year-old farm. Enjoy a peaceful setting within two hours of Yellowstone park and the scenic Beartooth Pass. Breakfast fixings included, discount at the local Waterhole, abundant parking and easy freeway access! Kick back on the deck and enjoy sunset views over the river. Come get your Dutton on!

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, 125 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
The exterior of a rustic wooden building is shown, featuring large windows and a ranch-style sign. A well-maintained lawn surrounds the structure, with a fenced area visible in the foreground and a ladder leaning against the side.
Guest house in Big Timber
5 out of 5 average rating, 15 reviews

HK Fly Fishing Retreat

Fly fishing right outside your door! Enjoy a year-round getaway, a peaceful spot for couples or fishing buddies! Beautiful studio apartment with private access to the Boulder River, world-class trout fishing out of the back door of this property. Eight miles from Big Timber with great shopping, restaurants, golf, and fishing on Yellowstone River. Not far from the Natural Bridge, Yellowstone National Park's North Entrance, is another item to check off your bucket list. ABSOLUTELY NO PETS!!

Top guest favourite
A log cabin interior features a spacious bed with a patterned blanket, complemented by a cozy chair positioned near a large window. Exposed wooden beams and a rustic ceiling create an inviting atmosphere. Soft light is provided by a lamp beside the bed.
Cabin in Greycliff
4.92 out of 5 average rating, 222 reviews

The Buffalo Jump

Need a quiet place to celebrate your anniversary, have a night away from the hustle of work and life, or just passing through? You have found the right place. This restored historic log cabin is the perfect getaway. Conveniently located just off of I-90 in Greycliff. Enjoy a beautiful sunset in the hot tub or making memories around the fire pit! To top off your stay and make it the best experience, drive, 1/4 mile to the Greycliff Mill and enjoy a cup of coffee and a fresh cinnamon roll.

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, 118 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.

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
A well-equipped kitchen features stainless steel appliances, including an oven and microwave. Open shelves display glassware and essentials, while a coffee maker is visible. Light enters through a large window, complementing the clean design with colored cabinetry and wooden countertops.
Home in Big Timber
4.94 out of 5 average rating, 36 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 rustic cabin with a wooden facade is set against a backdrop of rolling hills. The porch is framed by sturdy railings, and stone outlines the foundation. Snow lightly blankets the ground, and natural landscaping adds to the serene environment.
Cabin in Fishtail
4.92 out of 5 average rating, 50 reviews

Elk 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 retreat is sure to recharge your senses and leave you feeling refreshed. Book your stay today to experience this tranquil haven for yourself. There are 3 cabins and a house on the property.

Top guest favourite
A gravel path leads through a vibrant green landscape, showcasing rolling hills and a distant view of the Beartooth Mountain Range. A red gate stands open, directing attention to the expansive sky filled with cumulus clouds, adding depth to the serene rural setting.
Camper van/Motorhome in Fishtail
5 out of 5 average rating, 52 reviews

Cozy Mountain View Escape

Get away from it all when you stay under the stars! Rural escape close enough to Fishtail's single grocery store and gas pump, but far enough away for a million dollar view of the Beartooth Mountain Range. - 15 min to breathtaking hikes and lakes (as seen in photos) - 25 min to Tippet Rise, horse riding: Paintbrush Adventures, rafting: Absaroka River Adventures - 45 min to Red Lodge - 2 hr drive to Yellowstone National Park, Cody Wyoming Rodeo

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, 310 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!

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