Holiday rentals in Stillwater County

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Top-rated holiday rentals in Stillwater County

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, 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.

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Top guest favourite

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!!

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Top guest favourite

Cabin in Roberts

4.98 out of 5 average rating, 308 reviews

Renovated Historic Cabin w/ Hot Tub Near Red Lodge

*Pls see other listing for winter bookings ! Only 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

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Top guest favourite

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!

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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, 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.

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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, 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.

ValueLocationSolo travel

Top guest favourite

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, 23 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.

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Top guest favourite

Loft in Park City

4.92 out of 5 average rating, 246 reviews

Rustic loft Apartment with a view in Park City

Super cute apartment above the garage. All new. Very rustic decor. Very cozy for a solo adventure or a couple. Nice big kitchen with everything you need to cook. 43 inch TV with access to Netflix. Free Wifi is available to our guests. Queen size bed with memory foam mattress. Window over kitchen sink has a view of our back yard and kio pond. Complete privacy. Also has a washer and dryer for guests to use in the unit. This place is a perfect home away from home for traveling workers.

FamilyValueLong stay

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!

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Guest favourite

A panoramic view of mountains is visible in the distance, framed by a backdrop of tall evergreen trees. The landscape showcases a mix of rolling hills and open spaces, under a clear blue sky with soft clouds.

Cabin in Columbus

4.93 out of 5 average rating, 258 reviews

Wells Rustic Cabin

Our cabin has a beautiful view of the crazy mountains with deer and turkeys frequenting the property. You are close enough for day trips to Red Lodge, MT, Yellowstone Park and many more. Half way between Billings and Bozeman. The Stillwater and Yellowstone Rivers are close for fishing and rafting. Hiking trails are close also. It does have 2 miles of rough road. Real 4WD is recommended especially for mud (ruts/slippery) and snow drifts/ ice(might need chains)on hill .

LocationFamilyAmenities

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, 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!

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Guest favourite

A rustic cabin with a wooden porch is set against a backdrop of rolling hills and pine trees. The structure features a green roof and a large front window, with a gravel path leading to a fire pit area.

Cabin in Fishtail

4.96 out of 5 average rating, 48 reviews

Deer Cabin - Mountain Views - Pet Friendly

Enjoy the breathtaking view of the Beartooth Mountain Range from the comfort of your cozy cabin, while being serenaded by the soothing sounds of the rushing West Rosebud Creek. This picturesque location is perfect for nature lovers seeking a peaceful getaway. This secluded retreat is sure to recharge your senses and leave you feeling refreshed. Book your stay today to experience this tranquil haven for yourself.

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