Family-friendly holiday 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.

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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, 110 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
Flat in Red Lodge
4.99 out of 5 average rating, 137 reviews

Zen Den, 1 block from downtown

This cozy 1-bedroom apartment one block from downtown Red Lodge is the perfect mountain getaway. Just 15 minutes from Red Lodge Mountain, it features a fully stocked kitchen, smart TV, WiFi, and in-unit washer/dryer. Relax by the fireplace or gather around the fire pit. The well-appointed bathroom includes 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.

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, 144 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
Cabin in Roberts
4.99 out of 5 average rating, 285 reviews

1865 Historic Cabin w/hot tub. Close to 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

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
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 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, 235 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.

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
4.91 out of 5 average rating, 762 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 .

Superhost
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
4.92 out of 5 average rating, 252 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 .

Top guest favourite
An inviting outdoor seating area features two woven chairs positioned beside a small wooden side table. A decorative wreath adorns the window, and a patterned welcome mat adds a touch of charm. The natural wood and stone exterior create a warm atmosphere.
Cabin in Red Lodge
4.99 out of 5 average rating, 150 reviews

Quiet Downtown Oasis. The reviews agree!

This cozy cabin offers the ultimate getaway. Relax in the spacious loft area, sit by the cozy fireplace, take in the inviting decor that will remind you of your peaceful surroundings. This 1200 sq ft cabin consists of 2 bedrooms (upstairs loft room has 2 queen beds, guest room has trundle bed downstairs) 2 full bathrooms. Dining area, full kitchen, and laundry complete the space. Price listed is for 2 adults, pp 3 and 4 are an additional $25/person/night.

Guest favourite
Home in Absarokee
4.88 out of 5 average rating, 197 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 favourite
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, 172 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.

Top guest favourite
A circular bedroom showcases a spacious bed adorned with white bedding. The wooden walls create a warm environment, while two bedside lamps offer soft lighting. A clock is mounted above the bed, and a textured area rug lies on the hardwood floor.
Farm stay in Greycliff
4.96 out of 5 average rating, 148 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!

Popular amenities for Stillwater County family-friendly rentals