Vacation rentals in Stillwater County

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Top-rated vacation rentals in Stillwater County

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Top guest favorite
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
4.99 out of 5 average rating, 357 reviews

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.

Top guest favorite
A vibrant blue exterior is complemented by warm wood accents and a welcoming front door, adorned with a seasonal wreath. Planters with orange flowers add a pop of color, while a wooden porch provides a cozy entryway.
Home in Red Lodge
4.93 out of 5 average rating, 179 reviews

Stephanie's Cottage

Stephanie’s Cottage is a charming and cozy house located just 1/2 block off the mainstreet, making it the perfect basecamp for your adventure. There are two queen bedrooms, providing the perfect space for a family of four or two couples traveling together. The clawfoot tub in the bathroom adds a touch of luxury to your stay. The living room and kitchen are cozy and well-equipped, giving you the option of staying in. And the best part? Your furry friend is welcome to join you on your adventure!

Top guest favorite
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, 233 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 favorite
A log cabin exterior is shown, surrounded by snow-covered ground and trees. The porch features two wooden rocking chairs, creating a welcoming entry. Snowflakes fall gently, enhancing the serene winter atmosphere.
Cabin in Roberts
4.99 out of 5 average rating, 276 reviews

1865 Historic Cabin w/hot tub. Close to red lodge!

*Pls see other listing for winter bookings :) 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

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
4.91 out of 5 average rating, 208 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, 116 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 spacious kitchen is equipped with modern appliances, including a refrigerator and microwave. Natural light filters through an arched window above the sink, illuminating the counters. A wooden dining table with seating is positioned near the window, creating an inviting cooking area.
Loft in Park City
4.91 out of 5 average rating, 232 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.

Guest favorite
A single-story house is situated on a grassy lot, featuring a stone-accented side and a covered porch with white chairs. Sunlight gently filters through the trees, creating a serene atmosphere in the surrounding yard.
Home in Joliet
4.86 out of 5 average rating, 127 reviews

Rock Creek Paradise (Near Red Lodge, MT)

Described as "a little piece of heaven," this property is located on Rock Creek in Joliet, MT. Perfect for a family get-away - located 30 minutes from Billings and Red Lodge, MT, offering both city experiences and great outdoor activities. Fish out your back door on Rock Creek-both fly and reel enthusiasts love this creek. Ski in Red Lodge! Watch deer, turkey and other wildlife out your front window! Location is ideal for travel to Yellowstone Park, Custer Battlefield and Cody, WY.

Top guest favorite
Apartment in Red Lodge
4.95 out of 5 average rating, 118 reviews

The Bee, 1 block from downtown

This cozy 1-bedroom apartment in Red Lodge is the perfect mountain getaway. Just 15 minutes from Red Lodge Mountain, it features a fully stocked kitchen, smart TV, free WiFi, and in-unit washer/dryer. The well-appointed bathroom includes full sized bathtub, towels and toiletries, and the apartment offers heating and air conditioning for year-round comfort. With great amenities and a prime location, it's an ideal base for your Red Lodge adventure. A dog is welcome too with a pet fee.

Top guest favorite
A cozy living room features a sectional sofa and a patterned accent chair, complemented by a round wall clock. Two windows are adorned with patterned curtains, while a television is positioned on a stand. Light from lamps enhances the neutral color scheme.
Cottage in Red Lodge
4.93 out of 5 average rating, 134 reviews

Beartooth Bungalow

This one bedroom cottage is the ideal jumping off point into the Beartooth Mountains. It is an ideal set up for couples and singles but will accommodate small families. Located just a block off of Broadway in Red Lodge, MT you can walk downtown & have dinner and drinks in minutes, or be skiing, golfing or hiking, or traveling the Beartooth Highway in 10 minutes. This little cottage has everything you need to make this your home away from home.

Guest favorite
Home in Absarokee
4.88 out of 5 average rating, 196 reviews

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.

Top guest favorite
The front of a charming white house is showcased, featuring a wooden door and welcoming rocking chairs on the porch. A flower box adorned with white flowers hangs beside the window, and a flag can be seen in the background against a blue sky filled with clouds.
Home in Red Lodge
4.99 out of 5 average rating, 169 reviews

Home Sweet Home on Broadway

Less than a 5 minute walk to all that Red Lodge has to offer downtown. Whether you are here to enjoy the outdoors, drive the Beartooth Pass to Yellowstone or heading to Red Lodge Mountain to ski, Home Sweet Home on Broadway is your home away from home. Relax on the back deck, enjoy the hot tub and our fenced in yard. We are happy to welcome 2 dogs, but please remember to include them in your booking. We do ask a pet fee of $25.

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