Holiday houses 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 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, 110 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 welcoming entry showcases a view of the grassy landscape beyond. Morning sunlight streams through the open door, illuminating the wooden interior. A picnic table is visible in the distance, framed by the serene backdrop of mountains and the river.
Cabin in Greycliff
4.99 out of 5 average rating, 357 reviews

The Cabin at the Hagerman Ranch

The Cabin is located on the west end of our family owned and operated cattle ranch. It has a full kitchen with everything needed to cook meals, a full bathroom, master bedroom with a queen size bed, small open loft with a pillow top double bed and 2 XL twin mattresses. The Yellowstone River is less then 100 ft from the front porch! Enjoy morning coffee watching the sun rise on the Crazy mountains, and in the evening sit on the front porch and relax & enjoy the beautiful sunset behind the mtns.

Top Guest favourite
Tiny home in Livingston
4.98 out of 5 average rating, 238 reviews

The Roost | Modern Tiny Home with Outdoor Space

Welcome to The Roost! Our brand-new luxury tiny home is just 8 blocks from historic downtown Livingston and 4 blocks from the Yellowstone River. Thoughtfully handcrafted with rustic Montana charm and modern efficiency, the home is warm and inviting with hardwood floors, a vaulted ceiling, and repurposed materials throughout. ⛷️ Bridger Bowl Ski Area – 29 miles ✈️ Bozeman International Airport – 35 miles 🌲 Yellowstone National Park (North Entrance) – 54 miles 🏔️ Big Sky Resort – 73 miles

Top Guest favourite
A log cabin exterior is shown, surrounded by snow-covered ground and trees. The porch features two wooden rocking chairs, creating a welcoming entry. Snowflakes fall gently, enhancing the serene winter atmosphere.
Cabin in Roberts
4.99 out of 5 average rating, 277 reviews

1865 Historic Cabin w/hot tub. Close to red lodge!

*Pls see other listing for winter bookings :) sleeps 2 in winter. Nestled in the town of Roberts, a short drive from Red Lodge, Kodow Kabin is a perfect retreat for a getaway. While the exterior is log, the inside is renovated & beautifully decorated. The cabin is 1 bed/1 bath for 2 guests w/ detached bunkhouse (may-Oct) for 2 more guests! The kitchen has a farmhouse sink, and cabinetry made from the siding that covered the logs. Use the private deck to BBQ or hot tub soak under the stars

Guest favourite
A bright living area is visible, featuring a light-colored couch and a round glass dining table with colorful, patterned chairs. A large artwork hangs on the wall, and a doorway leads into the bedroom, where a spacious bed is observed, framed by soft white bedding.
Condo in Livingston
4.82 out of 5 average rating, 194 reviews

Grand Historic Grabow “Canyon” 1BR (23)

Welcome to the historic 1908 Grabow Hotel building (John D. Rockefeller stayed here), in downtown Livingston, MT, the original 1880s rail gateway to Yellowstone, the first national park in the world. Close by are a museum, shops, restaurants, night life, galleries, and more. The Grabow is just under an hour from the Park's north entrance via the stunning Paradise Valley, open all year. Plus nearby Chico Hot Springs, and winter wonderland Bridger Bowl's downhill and cross country skiing !

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, 116 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!

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
4.91 out of 5 average rating, 210 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, 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 cozy loft space features sloped ceilings and a blend of blue and white walls. A spacious bed is positioned against one wall, while a pull-out couch and a small dining table are visible in the seating area. Natural light filters in through the window.
Home in Livingston
4.81 out of 5 average rating, 167 reviews

Guesthouse: The Nook

Escape to "The Nook," a charming 1 bed, 1 bath loft guesthouse in the heart of Livingston. Discover a curated collection of local literature in this cozy retreat, with a versatile space for reading, meditation, or extra sleeping. The couch pulls out into a full bed. Explore vibrant downtown Livingston, with restaurants, art galleries, boutiques, and the Yellowstone River nearby. Outdoor enthusiasts will love the hiking trails, fishing spots, and scenic vistas surrounding the town.

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, 227 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.

Guest favourite
Home in Absarokee
4.88 out of 5 average rating, 196 reviews

Absarokee - Cozy Cottage

This cottage is located in the heart of world-class fly-fishing, hiking, river rafting, and horse-back riding. At the base of the glorious Beartooth Mountains, we are 30 minutes from Red Lodge Ski Mountain, Tippet Rise Art Center and within two hours of Yellowstone National Park. Our property is within 100 feet of Main Street which features a local grocery store, laundromat, & restaurants plus the incredible nightlife is only a few feet away.

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.
Farm in Absarokee
4.99 out of 5 average rating, 303 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