Vacation rentals in Stillwater County

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Top-rated vacation rentals in Stillwater County

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

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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

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.

ValueFamilySleep quality

4.99 out of 5 average rating, 398 reviews

Top guest favourite

Home in Absarokee

All Season Riverside Home

•Unbeatable Location: On the Stillwater River with panoramic views of the Beartooth Mountains. •Luxury Meets Adventure: Plush bedding, stylish interiors, and cozy spaces for relaxation after a day outdoors. •Year-Round Activities: Fly fishing, rafting, hiking, snowmobiling, horseback riding, dirt biking, and side-by-side trails—all nearby. •Peace & Privacy: A serene setting just minutes from Absarokee’s small-town charm and local dining. •Perfect for Every Season, this is your Montana basecamp.

FamilyValueRiver

5.0 out of 5 average rating, 11 reviews

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

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.

ValueLocationSkiing

4.97 out of 5 average rating, 277 reviews

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

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!

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 119 reviews

Top guest favourite

Cabin in Roberts

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 ⭐️

FamilyValueBackyard

4.98 out of 5 average rating, 317 reviews

Top guest favourite

A rustic mountain home is set against a backdrop of lush greenery and towering mountains. The wooden exterior reflects traditional architecture. Nearby, horses graze peacefully in the open field. The sky is clear, allowing abundant sunlight to illuminate the surrounding landscape.

Home in Roscoe

The Cabin at East Rosebud

Escape into the heart of the Beartooth Mountains at this spectacular home overlooking East Rosebud! Secluded & private - just minutes away from incredible hiking trails, East Rosebud Lake, and Yellowstone National Park. Breathtaking views of the mountains, sunsets, stars, and wildlife! This mountain home is the ultimate Montana Getaway & great for bird watchers and also wildlife lovers! Other activities in the area include horseback riding, fishing, rafting, rock climbing, skiing, & hiking!

LocationIndoor spacesComfort

5.0 out of 5 average rating, 14 reviews

Top guest favourite

A serene riverfront view showcases a cabin with large windows overlooking the Stillwater River. The exterior features red wood siding and a covered porch, while the lush green grass leads down to the water's edge, framed by tall trees and mountains in the background.

Cabin in Columbus

"Where The Wild Things Are" Cabin Stillwater River

Resting serenely on the Stillwater River, a Blue Ribbon trout stream in the foothills of the Beartooth Mountains, this fly fisherman’s paradise offers 2 house fly rods, 2 men’s/1 child’s waders & boots, and a fly tying station with all the materials an angler could need. Guests enjoy a bar, fire pit, darts, cards, chess, a house guitar & river views from every room! Ideal for 2 families w/ 2 queen beds (1 open to loft) & 6 loft twins! Only 40 min to Red Lodge Ski Resort w/ no lift lines!

ValueLocationCleanliness

4.97 out of 5 average rating, 31 reviews

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

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.

ValueFamilyHot tub

4.92 out of 5 average rating, 228 reviews

Top guest favourite

The exterior of a cozy cottage features a gray-blue facade and a yellow front door. A small porch is furnished with a bench and chairs, surrounded by a well-maintained lawn. A pathway leads to the entrance, with trees and a fence visible in the background.

Home in Red Lodge

The Blue House on Broadway

My house is located right in Red Lodge, easy walking distance to shops and restaurants. The Ski Mountain is just 5 miles away. You will love Red Lodge! I don't charge a cleaning fee as I think that should be in the rental price - you can't opt out of cleaning!! I do just ask you to book in the correct number of guests that will be staying. I charge for any additional people over 2 which offsets the cleaning fee. There is only one bathroom so please take that onto account .

ValueFamilyParks

4.9 out of 5 average rating, 845 reviews

Top 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

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.)

ValueLocationHospitality

4.97 out of 5 average rating, 430 reviews

Superhost

Home in Absarokee

Absarokee - Cozy Cottage

This cottage is located in the heart of world-class fly-fishing, hiking, river rafting, and horse-back riding. At the base of the glorious Beartooth Mountains, we are 30 minutes from Red Lodge Ski Mountain, Tippet Rise Art Center and within two hours of Yellowstone National Park. Our property is within 100 feet of Main Street which features a local grocery store, laundromat, & restaurants plus the incredible nightlife is only a few feet away.

FamilyLocationBathroom

4.87 out of 5 average rating, 210 reviews

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

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!

ValueFamilyCleanliness

4.98 out of 5 average rating, 324 reviews