Holiday rentals in Sweet Grass County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sweet Grass County

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

1 of 1 pages1 / 1

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

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, 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.

Guest favourite

A modern living space features a leather sofa and a stylish coffee table at its center. Natural light fills the room, highlighting the wooden flooring and contemporary kitchen with stainless steel appliances. A television is mounted on the wall, complemented by various plants throughout the area.

Flat in Big Timber

5 out of 5 average rating, 8 reviews

Modern One-bedroom Condo in the Heart of Town

Discover modern comfort & small-town charm in this prime location. Step into this historic urban retreat to enjoy a stylish, one-bedroom apartment w/ open floorplan and natural light. Features include new THOR stainless steel appliances, washer & dryer, outdoor deck & so much more. No need to jump in your car, because everything you need is just steps away. Walk out the front or back door to enjoy delicious downtown dining, shopping, groceries and more. This is downtown living at its best!

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, 117 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

4.97 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.

Superhost

The living area features rustic wooden walls and a high ceiling with exposed beams. A comfortable seating arrangement includes a couch, coffee table, and an ottoman. A circular dining table with chairs occupies one corner, while decorative elements enhance the warm ambiance.

Cabin in Greycliff

4.67 out of 5 average rating, 21 reviews

Cabin at Greycliff Creek Ranch

Come stay at our 1870s restored log cabin, as seen on Discovery+ Restoration Road - Montana Greycliff Mill S1 E2. This cabin is nestled into a working 1600+ acre cattle/horse ranch, and was the original homestead cabin. It has been updated to include modern amenities while maintaining its historic features, and offers a fantastic view of the Crazy Mountains and Yellowstone River Valley. Checkout our horseback rides that leave daily through the summer from the barn next door.

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.

Guest favourite

A cozy living space is showcased, featuring a black recliner positioned near a dark wooden table. A plush area rug lies on the floor, and a large television is mounted on the wood-paneled wall. Natural light filters in through a window with dark curtains.

Flat in Reed Point

4.93 out of 5 average rating, 28 reviews

Triple R Retreat

Experience the charm of Big Sky Country from the comfort of your own private retreat in Reed Point, Montana, where quiet evenings, star-filled skies, and small-town hospitality come together to create the perfect getaway. Whether you’re seeking adventure, rest, or a little bit of both, our cozy apartment is your home base for exploring all the beauty and peace Montana has to offer.