Holiday rentals in Winston

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Top-rated holiday rentals in Winston

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Guest favourite

Tiny home in Butte

5 out of 5 average rating, 55 reviews

“Historic and Cozy” Private Cottage Getaway

This unique cottage, part of one of Butte’s top historic mansions, features gorgeous pieces of petrified wood, stone work inside and out, personal creek and pond. This space would be a perfect romantic getaway for a honeymoon couple, or if you’re just needing to escape and relax! The cottage includes a king bed, fully equipped kitchen, full bathroom, large yard, access to a gym, patio with bbq area, and fire pit. This cottage is a dream, once named ‘The Playhouse’ by the original mansion owner.

Guest favourite

Home in Butte

4.84 out of 5 average rating, 91 reviews

Large Home! Golf Course/Mountain Views, & Hot Tub

See this property in the heart of Western Montana. Enjoy all Montana has to offer with golf, fishing, hunting, biking, and hiking literally out your back door. This newly renovated upscale property includes a hot-tub, covered patio, outdoor bbq, formal dining area, soak tub, formal dining room, and amazing views from every room in the house. Whether you prefer an action packed weekend enjoying all Montana has to offer or just want to soak in the views this property has everything you need.

Top guest favourite

Cabin in Townsend

5 out of 5 average rating, 74 reviews

Cozy Lakeview Cabin |Stunning Lake & Mountain View

Take it easy at our unique and tranquil getaway. Our cozy 1 Bedroom Cabin with a Loft has amazing lake & mountain views. Enjoy stunning sunrises and sunsets! Sit out at the fire pit at night under the stars. If you are lucky you will see antelope roaming thru the property. We are centrally located between ✔Yellowstone and Glacier National Parks ✔30 minutes to Helena ✔ 10 minutes to Townsend. ✔ 2 Miles to the Lake ✔ Parking for your boat & atv ✔Close to Ghost Towns & a Sapphire Mine

Top guest favourite

Home in Helena

5 out of 5 average rating, 18 reviews

North Mountain Escape

Nestled in the serene mountains, this spacious Airbnb is the ideal retreat for family gatherings or a peaceful getaway. Surrounded by towering pines and breathtaking views, it blends comfort and nature. The cozy living areas feature large windows inviting the outdoors, showcasing the stunning landscape. A grand dining table is perfect for family feasts and games. Step onto the expansive deck to enjoy morning coffee in the fresh mountain air or unwind under the stars. A true escape awaits!

Top guest favourite

Home in Clancy

5 out of 5 average rating, 11 reviews

Mountain Retreat close to town

Cozy 2 bedroom house in the mountains. It is only 90 minutes away from 3 different ski resorts in the winter and 20 minutes to multiple lakes in the summer. It's close to several trails for both hiking and mountain biking. Enjoy a drink from the patio in the summer or the amazing views from the large picture window in the winter. Deer, elk and various other wildlife can be seen wondering though the property. A quiet mountain retreat that is only 5 minutes from town and all the amenities.

Top guest favourite

Cabin in Belgrade

4.99 out of 5 average rating, 369 reviews

Ross Creek Cabin #4

Ross Creek Cabins offer rustic style accommodations layered with the comforts of home. Wake up to breathtaking views of the Bridger Mountains and the Gallatin Range and enjoy your morning coffee on the cabin's front porch breathing in the brisk mountain air. A full kitchen allows for cooking your own meals or serving evening appetizers with some locally brewed beer on the shady front porch. These cabins offer a great "base camp" for retreats or adventure expeditions in Bozeman, MT.

Top guest favourite

Home in White Sulphur Springs

5 out of 5 average rating, 57 reviews

The Red Roof=A Relaxing Destination for Your Crew!

The Red Roof house is a destination getaway that has a cozy, relaxed yet distinctly western refinement. This listing is for the rental of the entire house. White Sulphur Springs is an excellent midway stop between YELLOWSTONE and GLACIER NATIONAL PARKS. We think the Hot Springs Spa has the best healing water in the country. Three mountain ranges offer a myriad of recreational options: Hunting, Fishing, ATV Riding, Hiking, Boating, Skiing, and Snowmobiling. Come stay, relax & enjoy!

Guest favourite

Home in Helena

4.95 out of 5 average rating, 108 reviews

Creek front chalet with hot tub

Welcome to @thebighornchalet— a creek front, modern A-frame. At a full 750 square feet, you'll enjoy the regular luxuries of a full-size home without sacrificing comfort! Enjoy the hot tub, fire pit and picnic area that are next to Trout Creek, which runs through the entire property. Located just a few miles from both Canyon Ferry Lake and Hauser Lake you can enjoy the great outdoors. Or head into Helena, MT just 20 miles to enjoy all the town has to offer.

Top guest favourite

Flat in Helena

5 out of 5 average rating, 23 reviews

Deerfield Getaway

Enjoy a relaxing stay in this cozy apartment in historic Helena, MT, Montana's state capital. Features great mountain views from the bedrooms. Backyard space is shared with semi-private areas for each apartment. Easy access, near hospital and recreation areas including biking and hiking trails and a folf (frisbee golf) course. It is good to know that the no-smoking rule applies too for vaporing devices, inside the house or on the property.

Top guest favourite

Cabin in Boulder

4.97 out of 5 average rating, 111 reviews

Miners Cabin

Recently renovated historic miners cabin detached from the Free Enterprise Radon Health Mine. Guests receive a spectacular view of the Boulder Valley. In addition to this being a unique experience it also serves as a great home base for exploring area ghost towns, fishing local rivers and is surrounded by public land for hiking or hunting.

Guest favourite

Cottage in Whitehall

4.89 out of 5 average rating, 409 reviews

Newly Renovated, Charming, Downtown Cottage

This newly renovated, charming cottage is perfect for a quiet getaway or your week of outdoor adventure. Whether you are going zip-lining in Yellowstone National Park, enjoying the hot springs in Bozeman, or fly fishing in Livingston, this quaint vacation house is the perfect home base during your trip.

Guest favourite

Loft in Butte

4.91 out of 5 average rating, 150 reviews

Historic Loft in the heart of Uptown Butte

Our historic loft is in the heart of Uptown Butte next to the Headframe Distillery, and within blocks to multiple restaurants, shopping, wine bars, and breweries. This spacious loft is 2000 square ft with 3 bedrooms, 2 bathrooms. We are renting it as an Airbnb, a vacation home or short term rental.