Vacation rentals in Winston

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Top-rated vacation rentals in Winston

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Guest favorite
A spacious living area is featured, with a large, gray sectional sofa adorned with various decorative pillows and a patterned throw blanket. The open-concept design connects to a well-equipped kitchen and dining area, illuminated by natural light from nearby windows.
Cabin in Townsend
4.93 out of 5 average rating, 82 reviews

The Soda Flats Cabin

Beautiful mountain views in this adorable pet-friendly cabin next to the creek. Two bedrooms easily sleep 5 comfortably. The first bedroom has a dreamy queen bed. The second bedroom has a twin over full bunk-bed for adults or children! Full bathroom with tub and shower. Also a half bath with laundry facilities. Fully stocked brand new kitchen! This lake-view oasis also has a gas grill on the covered porch with patio furniture so you can enjoy the fully-fenced back yard complete with doggie door!

Guest favorite
A light-filled living area features a gray sofa and two soft armchairs arranged on a patterned area rug. Natural light enters through expansive windows, while a front door is visible, enhancing the open and inviting space.
Townhouse in Helena
4.91 out of 5 average rating, 100 reviews

Fido welcome!

Updated single level (no stairs!) 2 bedroom, 2 full bathrooms that sleeps 4. This home is at the end of a cul-de-sac in a peaceful neighborhood with great views. With easy access to Interstate 15 and Hwy12 and close to the St. Peter's Hospital, this is the perfect spot for a couple of days or longer as it is quite comfortable. You are welcome to bring your dog as there is a fenced yard and dog door! If Helena captures your heart, I am a Real Estate Broker and can help you find your new home.

Top guest favorite
A cozy living room features a wide sofa with decorative cushions and a wooden coffee table adorned with books. Decorative woven baskets hang on the wall, while a floor plant adds a touch of greenery. Natural light enters through the shaded window.
Guest suite in Helena
4.99 out of 5 average rating, 582 reviews

Cozy Mid-Century Guest Suite

A recently remodeled mid-century guest suite in the heart of Helena. The suite features zero step entry, a queen size bed, closet space, high quality bedding, microwave, mini fridge, coffee pot, AC, and natural light throughout. A comfy, wide couch with bedding can be used in the living room for an extra bed. Brand new shower and replaced flooring in every room. Easy access to I-15, a quick drive to downtown Helena which is full of microbreweries, eateries and shopping, and close to the Capitol.

Guest favorite
The exterior of the Lodge of Townsend is displayed, featuring a large two-story building with large windows and a welcoming entrance. Vibrant flower murals adorn the side of the building, while well-maintained greenery and pathways complement the inviting atmosphere of the area.
Apartment in Townsend
4.89 out of 5 average rating, 147 reviews

"Caretakers Apartment"

The Caretakers Apartment is located in the Lodge of Townsend. The Lodge is conveniently located 1 block of Main Street, close (1 block) to Heritage Park and shopping. Canyon Ferry Brewing is on the same block. The Lodge of Townsend hosts a daycare/preschool, a speech therapist, as well as rooms for rent . The apartment has a fully equipped kitchen with service for 4. The full size sleeper sofa in the living room provides an additional place to sleep. The den can be used for an offfice.

Top guest favorite
A rustic studio layout features a log frame queen bed with dark bedding. A wooden mirror and lamps add warmth, while a television is mounted on the wall. A cozy seating area is present, and a decorative wood stove enhances the character of the space.
Cabin in Lewis and Clark County
4.98 out of 5 average rating, 137 reviews

Mountain retreat! 1 bedroom 1 bath studio

Beautiful setting off the beaten path just above Marysville MT. Property offers new log frame queen bed, rustic interior decor. Studio layout with a bathroom and shower. Very large deck with new propane grill with excellent view of the mountains! Has wifi. This property is perfect for a couple traveling through the area or a relaxing vacation in the mountains. Great Divide Ski Area is just a mile away, and Marysville has a famous steakhouse too! Located about 22 miles northwest of Helena MT.

Guest favorite
The ranch house is presented in a spacious green landscape, featuring a classic red exterior with a blue metal roof. Surrounding greenery and trees provide a natural setting, while a wooden bench and gas tank are visible nearby.
Farm stay in Clancy
4.85 out of 5 average rating, 117 reviews

Ranch House in the Elkhorn Mountains

The Ranch House is on a 900 acre cattle ranch in the Elkhorn Mountains about 25 minutes outside of Helena. We are close to the attractions of Montana's capital city, but nestled on top of the mountains, perfect for enjoying a true Montana outdoor experience. We have hiking and biking trails out the front door with abundant wildlife in the area. We are a perfect halfway point for travelers visiting both Glacier and Yellowstone National Parks looking to keep an authentic Montana feel.

Top guest favorite
The exterior of a spacious log cabin features a green metal roof and large windows, allowing for natural light. A covered porch provides seating with colorful chairs, while a manicured lawn surrounds the cabin. Towering trees and mountains are visible in the background.
Home in Wolf Creek
4.98 out of 5 average rating, 187 reviews

Wolf Creek Getaway

The perfect place for fly fishing on Montana's premier river: the Missouri. Close enough to get easy access to several different world-class fishing spots, but far enough from the traffic to enjoy solitude. A family-friendly location perfect for hiking, hunting, & outdoor recreation. You'll love the comfortable interior, high ceilings, full kitchen, & exterior designed to relax and take in the amazing views. My place is great for couples, solo adventurers, families, & big groups.

Guest favorite
The modern A-frame structure is showcased at night, with warm light illuminating the entrance. Large windows allow visibility into the interior, while two comfortable chairs are positioned outside the front door, inviting relaxation. Surrounding trees enhance the serene outdoor environment.
Home in Helena
4.94 out of 5 average rating, 160 reviews

Creek front chalet with hot tub and sauna

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, steam sauna, 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 favorite
The exterior of an A-frame cabin is illuminated by warm lighting as twilight descends. A hot tub with bubbling water stands in the foreground, while the cabin showcases large glass windows that reflect the evening sky and surrounding nature.
Cabin in Jefferson City
5 out of 5 average rating, 161 reviews

Romantic Montana A-Frame with Hot Tub and Views

Escape to your own Montana sanctuary at The Little Black A-Frame! This stunning retreat is nestled on 20 private acres with sweeping mountain views. Thoughtfully designed for romantic getaways and intimate friend trips, find yourself relaxing in the hot tub under starlit skies, enjoying cozy evenings by the fire, and crisp mornings on the patio watching the sunrise. Located between Yellowstone and Glacier National Parks, this is your gateway to Montana's wilderness.

Guest favorite
A charming exterior view of the guesthouse is presented, showcasing a fenced area with a gravel landscape. A wooden pathway leads to a patio with outdoor seating, framed by a clear blue sky dotted with clouds. The structure features a green roof and brown siding.
Guesthouse in Townsend
4.91 out of 5 average rating, 35 reviews

Canyon Ferry Cottage

Relax with the whole family at this peaceful place to stay with views of Canyon Ferry Lake and the Elkhorn and Big Belt Mountains. The guesthouse features 2 bedrooms and 1 bathroom. Room 1 features a queen size bed. Room 2 has a bunk bed with full size bed on the bottom and twin on top. The bathroom features a walk-in tile shower. This is the perfect location to enjoy the Helena-Townsend area including Canyon Ferry Lake!

Top guest favorite
An aerial view captures the expansive landscape surrounding the ranch, featuring a mix of lush greenery, tall trees, and open spaces. The lodge is positioned prominently, with a winding dirt road leading through the property. A small pond is visible amidst the foliage.
Cabin in Clancy
4.94 out of 5 average rating, 104 reviews

Secluded Cabin 2 surrounded by National Forest

2 night minimum. Pets allowed with approval. All dogs are required to be on a leash and under supervision around the lodge and cabins. The property is a 65-acre guest ranch surrounded by the Helena National Forest on all sides. There is a 3 mile forest road that climbs over 1,000 feet to the ranch property. Guests enjoy solitude, views, wildlife... Arrival before dark is recommended. NO HUNTING ON OR FROM THE RANCH

Top guest favorite
Guest suite in Helena
4.95 out of 5 average rating, 378 reviews

Entire Apartment with Guest-Favorite Bed

Bright, newly renovated private apartment with stunning Mount Helena views. This stylish retreat comfortably fits 3 guests and features a dedicated workspace with fiber internet, a full kitchen, and vintage decor. Enjoy views of Mount Helena, a fully stocked coffee bar, and cozy queen bed. Perfect for a relaxing getaway or remote work. Beds: Queen in the bedroom and a twin cot in the living room.

Popular amenities for Winston vacation rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Broadwater County
  5. Winston