Holiday rentals in Greycliff

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Top-rated holiday rentals in Greycliff

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, 234 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.

Top guest favourite
An aerial view of the ranch house and surrounding landscape reveals a spacious pasture with rolling hills in the distance. The structure features a white roof and is set among greenery, with the sun casting long shadows across the property.
Home in Reed Point
4.96 out of 5 average rating, 27 reviews

Big Sky Escape: Spacious Home on Working Ranch

The Ranch House 406 sits at the edge of a 50-acre pasture on a working ranch. Relax among rolling hills, spacious property and spectacular views of Montana's amazing wildlife. The large newly remodeled kitchen boasts brand new professional Thor kitchen appliances and the living room has vaulted ceilings, large windows overlooking the pasture and has an electric wood-burning stove. If grilling is your thing, fire up the stainless steel Nexgrill and enjoy the views and serenity of Big Sky Country.

Top guest favourite
The cottage's exterior is framed by natural logs and stones, highlighting large glass windows that extend along the structure. Located in a grassy area, the building creates a seamless connection to the surrounding landscape under a clear blue sky.
Cottage in Roberts
5 out of 5 average rating, 42 reviews

Glass Cottage Overlooking Beartooth Mountain Range

This spectacular, exquisite cottage is the perfect getaway spot for those looking for secluded privacy with a million dollar view! Perched atop a hill overlooking the Beartooth Mountain Range, the Glass Cottage lives up to its name! Breathtaking views of the picturesque mountains can be seen from every room in this luxurious log cottage through the large, glass windows. On beautiful days, you can open up all the sliding glass doors to have the full Montana experience with the fresh mountain air!

Top guest favourite
A rustic wooden deck is featured with a large dining table surrounded by chairs. Sunlight filters through the trees, casting warm tones on the cabin's timber walls, creating a serene outdoor dining space embraced by nature.
Cabin in Livingston
4.99 out of 5 average rating, 347 reviews

Cliff's Cabin - authentic Montana retreat

Tucked into the woods at the end of the road just 13 minutes from the heart of town, this cabin is a treasure. Cliff built the place himself; each tree sawn on his tractor-powered sawmill. We added family antiques, new mattresses and original art (lotsa comfort and love). The covered porch is high in the trees with breathtaking views 1000 feet above the Yellowstone River. A stellar location, you will be hard-pressed to find a more memorable authentic cabin experience during your Montana travels

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.

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
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 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!

Popular amenities for Greycliff holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Sweet Grass County
  5. Greycliff