
Family-friendly vacation rentals in Stillwater County
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Top-rated family-friendly rentals in Stillwater County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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Cozy Creekside Cabin
Sit on the deck drinking your favorite beverage and listen to the sound of Rock Creek rush by. Your stress and issues seem to flow downstream with the water. You will forget that the world is still going round and round. Sit there and imagine the origin of that water somewhere high up in the Bear tooth mountains. Go out and check the billions of stars in the night sky. Just a few of our favorite things to do at the creekside cabin. Oh yeah, I almost forgot....there are plenty of fish waiting..
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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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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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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.
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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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Home of the Crazy Mountains and Boulder Valley
We are located less than a mile from the town of Big Timber in a private area overlooking a pond and a great view of the Crazy Mountains. Activities such as fishing the Yellowstone River or golfing at Overland Golf Course are just a hop, skip and jump away! The home itself is warm and inviting and has recently been upgraded with wonderful features. Whether you and your guests are ready to explore Big Timber and the surrounding areas or stay in for quality time, this home is perfect for you!
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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.
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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.
KitchenFamilyHiking

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.
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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 .
FamilyIndoor spacesAir conditioning

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!
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Popular amenities for Stillwater County family-friendly rentals
Family-friendly home rentals with a hot tub

Shred Lodge
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River Island House - Riverfront Luxury & Seclusion
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Hot Tub, King Beds, Spacious, Easy Walk Downtown
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Alpine Funhouse. Hot tub, games and puzzles!
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Darling Downtown Cottage on Rock Creek
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Rock Creek Getaway!
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Oma's 1890 Cottage (Hot Tub & Sauna!) in Red Lodge
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The Little Blue House
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Family- and pet-friendly home rentals

Rustic Riverfront Family Cabin on Stillwater River
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Quaint 1-Bedroom cabin, with sensational views.
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Cozy Cabin in Red Lodge Pet Friendly-no pet fee!
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Fishtail Retreat
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Haven at Rock Creek, Luxury Meets the River's Edge
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Big Sky Escape: Spacious Home on Working Ranch
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Ruby Red Retreat
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Zen Den, 1 block from downtown
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Family-friendly home rentals with a pool

Château Rouge 105 ~ Bighorn Loft
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Cozy and Quiet Condo on Red Lodge Golf Course
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Private hot tub, large, family getaway.
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Château Rouge 104 ~ Continental Cottage
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Château Rouge 202 ~ Easy Street Retreat
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Adventure Basecamp: Hiking, Skiing, Family Fun!
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Spacious Beauty in Paradise
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Château Rouge 210 ~ Sawmill Flats
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