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 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, 239 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 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, 116 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
A rustic log cabin is set amidst lush greenery, featuring a welcoming front porch supported by sturdy wooden beams. Nearby, a stone patio is complemented by picnic tables, inviting outdoor gatherings. The surrounding landscape includes trees and well-maintained grass, creating a serene setting.
Cabin in Roberts
4.99 out of 5 average rating, 148 reviews

Private Luxury Log Cabin near Red Lodge, MT

Private luxury one (queen) bedroom log cabin with a queen sofa bed, full bathroom (shower), radiant floor heat, ceiling fans, beautiful rustic furnishings, and a kitchenette. This beautiful cabin sits on 10 pristine acres that border Rock Creek (prime fly fishing) and Red Lodge ski mountain is only minutes away. Enjoy camping and hiking in the summer and drive over the scenic Beartooth Pass to get to Yellowstone Nat'l Park. This truly is a one-of-a-kind location to spend with friends & family!!

Top guest favorite
A wooden deck is presented with two adirondack chairs, offering an unobstructed view of the expansive green fields. A colorful sunset occurs in the background, with shades of orange and purple contrasting the gray clouds above. The serene landscape is softly illuminated by the evening light.
Farm stay in Reed Point
4.96 out of 5 average rating, 102 reviews

The Rockin’ K Bunkhouse; luxury in the country!

Welcome to the Rockin’ K! This building has been updated with modern conveniences set in beautiful natural surroundings. Not a made for tourist accommodation—this is the original bunkhouse on a 100 year-old farm. Enjoy a peaceful setting within two hours of Yellowstone park and the scenic Beartooth Pass. Breakfast fixings included, discount at the local Waterhole, abundant parking and easy freeway access! Kick back on the deck and enjoy sunset views over the river. Come get your Dutton on!

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, 125 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 favorite
The exterior of a rustic wooden building is shown, featuring large windows and a ranch-style sign. A well-maintained lawn surrounds the structure, with a fenced area visible in the foreground and a ladder leaning against the side.
Guesthouse in Big Timber
5 out of 5 average rating, 15 reviews

HK Fly Fishing Retreat

Fly fishing right outside your door! Enjoy a year-round getaway, a peaceful spot for couples or fishing buddies! Beautiful studio apartment with private access to the Boulder River, world-class trout fishing out of the back door of this property. Eight miles from Big Timber with great shopping, restaurants, golf, and fishing on Yellowstone River. Not far from the Natural Bridge, Yellowstone National Park's North Entrance, is another item to check off your bucket list. ABSOLUTELY NO PETS!!

Top 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, 222 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, 118 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 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
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
4.94 out of 5 average rating, 36 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.

Top guest favorite
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, 310 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 favorite
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.
Apartment in Reed Point
4.91 out of 5 average rating, 35 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.

Popular amenities for Greycliff vacation rentals

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