Holiday houses 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, 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 favourite
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 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, 145 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 favourite
A single-story house is set against a clear blue sky, surrounded by lush green grass. Several trees with budding foliage are visible in the yard, creating a serene landscape. A driveway leads to the house, with outbuildings located nearby.
Cottage in Joliet
4.96 out of 5 average rating, 250 reviews

Peaceful Country Cottage - Gateway to Yellowstone

Farmlands surround you in this peaceful valley. Your house overlooks farm fields down to the Clarks Fork of the Yellowstone River. 2 min South of the Rockvale Junction (Highway intersect of the 212 and the 310). 1 Hour North of Cody, WY, 35 min from Red Lodge, MT. Take a scenic drive over Beartooth Pass into Yellowstone Park. Your house is a 2 bedroom, 1 bathroom. 2 min from the Edgar Bar & Steakhouse. 8 min away in Joliet is a local grocery store, Blackbrew Coffee, and Jane Dough's Pizza.

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, 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 favourite
A cozy cabin sits beside a peaceful creek, surrounded by trees with sparse snow cover on the ground. Two lounge chairs offer seating, positioned alongside a small waterway that reflects the clear blue sky.
Home in Red Lodge
4.98 out of 5 average rating, 43 reviews

Rock Creek Getaway!

Welcome to Rock Creek Getaway Tucked just outside Red Lodge, MT, this cozy cabin offers a peaceful retreat with stunning mountain views. Relax in the private hot tub or explore nearby hiking trails, skiing, and local attractions. Whether you're here for outdoor adventure or a quiet escape, this cabin is the perfect spot to unwind. Enjoy the best of both nature and comfort, with everything you need for a memorable stay just minutes from Red Lodge's shops, restaurants, and scenic spots.

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, 256 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 .

Superhost
The living area features rustic wooden walls and a high ceiling with exposed beams. A comfortable seating arrangement includes a couch, coffee table, and an ottoman. A circular dining table with chairs occupies one corner, while decorative elements enhance the warm ambiance.
Cabin in Greycliff
4.67 out of 5 average rating, 21 reviews

Cabin at Greycliff Creek Ranch

Come stay at our 1870s restored log cabin, as seen on Discovery+ Restoration Road - Montana Greycliff Mill S1 E2. This cabin is nestled into a working 1600+ acre cattle/horse ranch, and was the original homestead cabin. It has been updated to include modern amenities while maintaining its historic features, and offers a fantastic view of the Crazy Mountains and Yellowstone River Valley. Checkout our horseback rides that leave daily through the summer from the barn next door.

Guest favourite
A cozy sleeping area features a quilt adorned with wildlife motifs, complemented by decorative pillows. Warm wood paneling creates an inviting space, accompanied by soft lighting from mounted sconces. A framed nature-themed artwork enhances the rustic charm of the room.
Guesthouse in Park City
4.96 out of 5 average rating, 392 reviews

NEW Charming Little Cottage in Park City, Mt

Brand New! Super cute little cottage tucked away in the back yard with a contemporary farmhouse/rustic charm to it. Located right off I-90. Less than 10 minutes from Laurel ( which has Walmart, fast food, grocery store, restaurants). 25 minutes from Billings and 20 minutes to Columbus. Private entrance. Perfect for the traveling worker, couple or solo adventure. Wifi is available with a smart TV so you can watch your shows on your favorite apps (Netflix, HuLu, ect.)

Top Guest favourite
The cabin's exterior features natural wood siding and a welcoming front porch adorned with carved wooden accents. Flower baskets hang alongside the entrance, which is framed by large glass doors. The surrounding greenery offers a serene backdrop, highlighted by the cabin's rustic charm.
Cabin in Red Lodge
4.96 out of 5 average rating, 48 reviews

Bear Lodge

At Bear Lodge, your Montana mountain getaway begins the moment you arrive. Located in the beautiful Beartooth Mountain foothills, this cozy studio cabin offers the privacy of the woodlands but with the convenience of being located only 5 minutes from downtown Red Lodge. So whether you're here to ski, hike, fish, or take part in the many festivities in town, Bear Lodge puts you at the heart of Red Lodge's year-round outdoor paradise.

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, 307 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
An exterior view of the apartment entrance is presented, featuring a stone and wooden facade. A concrete path leads to a white door, framed by lush greenery and two wooden chairs resting under a tree.
Apartment in Red Lodge
4.83 out of 5 average rating, 381 reviews

Beartooth Basecamp

Our spacious apartment is located in a quiet neighborhood in Red Lodge within easy walking distance to downtown. Enjoy the nearby national forest, ski area, the Beartooth Highway, and all that downtown Red Lodge has to offer.

Popular amenities for Stillwater County holiday rentals