Holiday rentals in Greycliff

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Top-rated holiday rentals in Greycliff

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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.

Guest favourite
A spacious room features a wooden bed adorned with light bedding and pink accent pillows. Nearby, a patterned armchair sits beside a small bench. Large windows with floral curtains allow natural light to fill the space, complemented by soft lighting from a ceiling fixture.
Guest suite in Livingston
4.9 out of 5 average rating, 583 reviews

Kiss Me Over the Garden Gate

Kiss me over the Garden gate is an heirloom cottage flower. And like many of the plants of this arid landscape, our garden and the apartment itself emphasizes efficiency and minimalism with a dash of whimsy and charm. The apartment is located in the original footprint of my house which was built in 1905. I live in the newer addition adjacent to the apartment. One wall separates the old from the new. Outside in the yard guests will find years of gardening experiments...not all fruitful.

Top guest favourite
A cozy living room is presented, featuring a sectional sofa and a comfortable armchair. A coffee table sits in the center, and a TV is mounted on a white media console. Soft lighting from string lights enhances the inviting ambiance. A door leads to the outdoors.
Home in Livingston
4.99 out of 5 average rating, 199 reviews

Cozy 1 BR Home Livingston -Yellowstone Nat'l Park

Only 50 minute drive to Yellowstone National Park's north entrance & 40 minutes from Bridger Bowl Ski area, this cozy, well-appointed home is the perfect place to unwind during your adventure in beautiful southwest Montana. Located on a quiet street in the heart of Livingston, this is the perfect place to relax after exploring all day. Rest in the comfortable bed, cook in the fully equipped kitchen & catch up on laundry for your journey. You will love the convenience & inviting accommodation.

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.
Apartment in Livingston
4.82 out of 5 average rating, 187 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, 113 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 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, 198 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.

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.

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, 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!

Guest favourite
The kitchen area showcases wood cabinetry paired with a granite countertop, complemented by modern appliances, including a stove and refrigerator. A small dining table with black chairs is positioned next to a window, allowing natural light to brighten the space.
Guest house in Big Timber
4.94 out of 5 average rating, 36 reviews

Yellowstone River Hideaway

Escape to this quaint 1-bedroom, 1-bath guest house in Big Timber, Montana! Perfect for small families, couples, or solo adventurers, it features a private yard and welcomes pets. Just minutes from the Yellowstone River, and plenty of options for fishing, hiking, and exploring. 1.5 hours from Yellowstone National Park. Cozy, family-friendly, and close to nature—your perfect getaway awaits!

Guest favourite
A large willow tree provides shade over a charming guest house with a covered front porch. Two cruiser bikes are secured against the house. A peaceful yard is visible, lined with greenery and garden spaces, reflecting a quiet, inviting atmosphere.
Guest house in Livingston
4.94 out of 5 average rating, 127 reviews

Guest House Under the Willows

Peaceful Guest House Under the Willows Escape to this cozy, light-filled guest house tucked beneath willow trees—just minutes from downtown Livingston. Enjoy vaulted ceilings, a private yard with trail access, and a covered porch perfect for morning coffee or evening unwinding. The ideal retreat for nature lovers and city explorers alike.

Popular amenities for Greycliff holiday rentals

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