
Holiday houses in Stillwater County
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Top-rated holiday rentals in Stillwater County
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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.

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!!

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

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.

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.

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!

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.

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 .

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 .

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.)

Cozy Bearcreek Hideaway Cabin with Sauna
Located just one block off the main street downtown Red Lodge is a short walk away where you can enjoy local shops and food. Or checkout the local ski resort - only a 20 minute drive south. If you're feeling up for a drive you can day trip it to Yellowstone, Bozeman, and more! With 1100 square feet, the cabin is a perfect size getaway for families or a couple’s stay. This cozy, fully fenced, private abode comes equipped to accommodate up to five guests.

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.
Popular amenities for Stillwater County holiday rentals
Other great holiday rentals in Stillwater County

River Island House - Riverfront Luxury & Seclusion

Metcalf Ranch Cabin

Stillwater River House Near Tippet Rise

Keebler Ranch

The Cabin at East Rosebud

Fishtail Retreat

Rustic Kelly Cabin in the woods, near Absarokee MT

Gather around the fireplace and enjoy a cozy time!
Destinations to explore
- Rentals with a washing machine and dryer Stillwater County
- Rentals with a fireplace Stillwater County
- Pet-friendly rentals Stillwater County
- Condo rentals Stillwater County
- Townhouse rentals Stillwater County
- Rentals with a fire pit Stillwater County
- Rentals with a hot tub Stillwater County
- Apartment rentals Stillwater County
- Cabin rentals Stillwater County
- Family-friendly rentals Stillwater County
- Rentals with outdoor seating Stillwater County




