Vacation rentals in Greycliff

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Top-rated vacation rentals in Greycliff

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

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Top guest favorite
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, 113 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 favorite
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 favorite
A rustic cabin is positioned against a stunning mountainous backdrop, showcasing snow-capped peaks. The landscape features open fields with sparse vegetation, contributing to the secluded ambiance. Clear skies enhance the serene setting, offering a sense of tranquility and isolation.
Cabin in Livingston
4.97 out of 5 average rating, 414 reviews

Elk Ridge cabin with great views near Yellowstone

Just the right amount of rustic, this cabin is also quite secluded with a few neighbors, including deer, elk, foxes, eagles, hawks, magpies, blue birds, finches, gophers, and more! Located with an awe-inspiring view of the mountains and so close to Yellowstone and Chico Hot Springs, and the western town of Livingston. Livingston and Emigrant offer nice dining, breweries, an array of art galleries and other unique shops. Chico's pool is outdoors, wonderfully clean as water is fresh every day.

Top guest favorite
The rustic cabin facade features a wooden porch with log benches and a set of antlers mounted above the entrance. Surrounded by natural landscaping, the structure is framed by expansive fields and distant mountain views under a bright sky.
Cabin in Livingston
4.96 out of 5 average rating, 145 reviews

Outlaw Cabin | Restored Yellowstone Park Cabin

Experience the charm of a fully restored, 100-year-old authentic Montana cabin. Originally built for use in Yellowstone National Park, this historic cabin was disassembled and relocated to its current home on a mountainside overlooking Livingston. This cozy cabin offers 360-degree views of the Absaroka, Crazy, and Bridger Mountain ranges. ☀️ Livingston | 6 mi 🎶 Pine Creek Lodge | 14 mi ⛰️ Chico Hot Springs | 27 mi ✈️ Bozeman Int'l Airport (BZN) | 39 mi 🦬 Yellowstone National Park | 56 mi

Top guest favorite
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, 124 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 favorite
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, 220 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 favorite
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 favorite
A modern living area features a circular coffee table and a dark sofa set arranged around it. Natural light streams through large windows, illuminating the space. A sliding barn door adds rustic charm, while decorative shelves hold small plants and accents.
Apartment in Big Timber
5 out of 5 average rating, 21 reviews

Chic Urban Downtown One-Bedroom Condo

Enjoy a newly-remodeled, well-appointed, modern and stylish experience at this centrally-located one-bedroom beautiful loft. Located in historic downtown Big Timber, you are just steps away from restaurants, bars, shopping, movie theater, amazing bakery and more. The grocery store is located behind the building, so driving is optional. Stay in style at The Timber Loft! Centrally located, enjoy Yellowstone, outdoor activities, Billings and Bozeman. It's a one-of-a-kind stay in Big Timber!

Top guest favorite
The rustic cabin is illuminated under a clear night sky, showcasing its warm wooden exterior. The surrounding tree branches frame the scene, while the full moon casts a gentle light over the grassy area and wooden deck, creating a serene outdoor atmosphere.
Cabin in Fishtail
5 out of 5 average rating, 22 reviews

Stargazers Sanctuary

Nestled in the foothills of the Beartooth mountains, the Sindelar cabin is a serene stay at Bench Ranch. West Rosebud creek is within walking distance, as well as several other lovely areas to explore in the foothills. Nearby you have access to Mystic Lake, Emerald Lake, Tippet Rise Art Center, and many more outdoor activities. You will be amazed at the night sky which is perfect for stargazing. And during the right time of year, you may witness the elk herds moving through the valley.

Top guest favorite
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 favorite
Cabin in Livingston
5 out of 5 average rating, 54 reviews

Indigo Sunset | Modern Comforts in Paradise Valley

Welcome to Indigo Sunset! This brand-new cabin is beautifully built and stylishly decorated for a modern yet cozy stay. It features two bedrooms—one with a king bed and another with a queen bed—each outfitted with luxurious, comfortable bedding. Enjoy a fully stocked kitchen, spacious bathroom, and laundry room. Nestled on 50 serene acres with ample parking, it’s the perfect retreat for families or friends seeking peace, space, and comfort in a fresh, thoughtfully designed setting.

Top guest favorite
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, 32 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.

Popular amenities for Greycliff vacation rentals

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