
Holiday houses in Stillwater County
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Top-rated holiday rentals in Stillwater County
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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.
ValueLocationLaundry
4.99 out of 5 average rating, 392 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
ValueLocationAccess
4.98 out of 5 average rating, 314 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!
ValueFamilyCondition
4.96 out of 5 average rating, 113 reviews
"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!
FamilyLocationAmenities
4.97 out of 5 average rating, 29 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.
FamilyLocationQuiet
4.99 out of 5 average rating, 129 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.
ValueLocationLayout
4.87 out of 5 average rating, 134 reviews
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 .
ValueFamilyHiking
4.9 out of 5 average rating, 830 reviews
River Island House - Riverfront Luxury & Seclusion
Enjoy private luxury in this 2-story cabin at the water's edge on a wooded island. Located on the scenic West Fork of the Stillwater River, you'll find serenity in this beautiful area. Blue-Ribbon trout fishing. Secluded, but a short drive to hiking trails, the Nye Trading Post (convenience store/gas/post office), and Carter's Camp bar/restaurant. Please note: No smoking. The Pet Fee is $50 per pet. Please contact us in advance if more than one pet. Caretaker lives nearby.
FamilyValueAccuracy
4.99 out of 5 average rating, 81 reviews
Rustic Riverfront Family Cabin on Stillwater River
Private river access to the scenic Stillwater River with world-class fly fishing just out your door. Cabin and porch overlooking the rushing water in a unique rural setting surrounded by stunning cliffs and abundant wildlife. Large lot with plenty of outdoor space for games and activities. Get to know the area where Montana locals vacation away from the throngs of tourists; close enough to visit a hotspot destination on a day trip, but far enough away to have your quiet space.
FamilyValueOutdoor spaces
4.97 out of 5 average rating, 66 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.
LocationValueNearby
4.96 out of 5 average rating, 71 reviews
The Eagle’s Nest Silo
Enjoy crisp mornings in this unique reclaimed silo. These silos are featured in the TV show Restoration Road. Originally saved from destruction in North Dakota, these have been turned into unique homes situated at the base of the Greycliffs for which the town was named. Enjoy watching the buffalo with their newborn calves roam the fields while relaxing in the hot tub or making memories on top of the Eagle’s Nest landing!
LocationFamilyCheck-in
4.96 out of 5 average rating, 165 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!
FamilyValueBathroom
4.98 out of 5 average rating, 320 reviewsPopular amenities for Stillwater County holiday rentals
Other great holiday rentals in Stillwater County

The Torgrimson Place
LocationFamilyIndoor spaces
4.95 out of 5 average rating, 22 reviews
Deer Cabin - Mountain Views - Pet Friendly
FamilyLocationView
4.95 out of 5 average rating, 63 reviews
Stillwater at the Yellowstone
LocationFamilyView
4.7 out of 5 average rating, 63 reviews
Waterfront home in beautiful Absarokee, Montana!
FamilyLocationKitchen
4.73 out of 5 average rating, 15 reviews
Big Sky Escape: Spacious Home on Working Ranch
FamilyLocationSkiing
4.94 out of 5 average rating, 31 reviews
Quaint 1-Bedroom cabin, with sensational views.
ValueFamilySleep quality
4.92 out of 5 average rating, 84 reviews
Fish and Relax on the River in Big Timber, Montana
ValueFamilySleep quality
4.97 out of 5 average rating, 61 reviews
Shred Lodge
ValueLocationCleanliness
4.95 out of 5 average rating, 97 reviewsDestinations to explore
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