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Holiday rentals in Wyola

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Top-rated holiday rentals in Wyola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A white horse grazes peacefully in the lush green pasture, framed by rolling hills and distant mountains. Soft light filters through the clouds, casting gentle rays onto the scene, which is bordered by a wooden fence and trees.
Farm stay in Sheridan
4.99 out of 5 average rating, 206 reviews

Goose Valley Farm, Alpaca Farm under the Big Horns

Idyllic farm setting located below the Big Horn Mountains. Enjoy laying in hammock alley while watching Alpacas graze in the pasture w/ the Mountains as your back drop or read a book and listen to the symphony of birds & the clucks of happy chickens. You’ll feel enveloped by nature & the slow relaxing pace of the farm w/ open access to the farm animals. Enjoy the wide open spaces w/ abundant wildlife, & unobstructed views of the Big Horn Mountains w/ a vast country night sky filled with stars.

Top guest favourite
A rustic log cabin is surrounded by lush green grass and large trees. The porch features a railing, while the cabin's wooden exterior blends naturally with the outdoor environment. The structure is designed to provide a cozy retreat with easy access to the surrounding landscape.
Cabin in Banner
4.95 out of 5 average rating, 564 reviews

Our Little Slice of Heaven 🐶 Pet Friendly

Quiet and Relaxing 1,000 sq ft Cabin with gorgeous view will make you feel like you're in Heaven. 10 miles (16km) outside of Sheridan Wy on Hwy 14, easy access off I-90, with a beautiful drive. This is the perfect get away for you to unplug. Those crisp Wyoming winter days, relax by the stove with a cup of hot coco . Cabin stays cool in summer if you open windows at night and close up in the morning. Pets welcome after approval & $20 pet fee. Must be pet & child friendly. Starlink WIFI

Top guest favourite
Two chaise lounges are positioned on a grassy area, offering a view of the surrounding landscape. Bright flower pots with blooms sit on a wooden platform nearby, while trees provide shade and the distant hills are visible.
Cabin in Wolf
5 out of 5 average rating, 31 reviews

Tongue Canyon River Retreat with Hot Tub & AC

Located on the Tongue River at the base of Tongue Canyon. Our property offers AC, hottub & private fishing along 5.5 acres & many public fishing access areas as you venture up the canyon. The trailhead is about 1.5 miles past the cabin offering easy hiking, biking, walking or atv'ing to the trail. There is also an atv trail nearby off Smith Creek Rd. Dayton has wonderful amenities including a wine/tapas bar, a mercantile with yummy sandwiches and homemade ice cream and a few bars.

Top guest favourite
A spacious covered porch features a round dining table with four chairs, surrounded by lush greenery and trees. The soothing sound of a nearby creek enhances the tranquil atmosphere, while the natural wood elements of the structure blend seamlessly with the outdoor setting.
Guest house in Story
4.97 out of 5 average rating, 140 reviews

Creekside Cabin and Story Brooke Lodge

Come relax at a cozy cabin along Piney Creek with a large wrap around porch. Open your windows to listen to the water running by all night with fresh cool air. The cabin features a queen size bed and a pull out couch. Kitchenette includes a sink, Keurig, toaster oven, microwave, hot plate, and mini fridge. The cabin features a gas fireplace, a covered porch with skylights and also has a glass dining table with four chairs. This cabin has cable TV that is also a smart TV and wifi.

Top guest favourite
A hot tub is set amidst a snowy landscape, with clear blue skies overhead and a bright sun shining. The surrounding view includes distant mountains, trees, and a fenced outdoor area, creating a serene space for relaxation.
Home in Dayton
4.96 out of 5 average rating, 52 reviews

Outstanding mtn view, 5 bdr sleeps 11, 4400sqft

This is one of the largest if not the largest guest home in the area. Located just outside Dayton WY city limits and ready for any traveler/family/friend groups. Welcome to bring horses, utv and snowmachines but of course they are not required. This is a quiet, safe, place to relax with views of wildlife (on property deer, turkeys, pheasants), camp fire, hot tub, pond (with fish) and garden. Nicely stocked 4400 sq. ft. 5 bdr (sleeps 11), 2 ½ bath, with city water and amenities.

Top guest favourite
An exterior view of a remodeled train caboose, set on a wooden deck with black railings. Surrounding greenery and trees are visible, with a gravel path leading to the caboose. The sky overhead features a mix of clouds, providing a serene ambiance.
Train in Ranchester
5 out of 5 average rating, 22 reviews

Ranchester Rail Retreat

Step into a fully remodeled 1972 train caboose in the quiet town of Ranchester, WY (10 minutes to Sheridan, WY) - where rustic charm meets modern comfort. This unique stay offers cozy, train-era nostalgia with updated amenities. Nestled near the Bighorn Mountains, Ranchester is a peaceful, friendly town perfect for relaxing or exploring. Whether you’re road-tripping, seeking solitude, or chasing adventure, this one-of-a-kind caboose promises a stay to remember.

Top guest favourite
Cabin in Story
4.93 out of 5 average rating, 102 reviews

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two is at the end of a private lane. The property is shared with a larger, private family cabin. The guest cabin is perfect for those who love the outdoors. Nearby activities include fishing, hiking, horseback riding, four-wheeling, golf and sightseeing. Located in the Bighorn Mountains between Sheridan and Buffalo, where there is access to dining, shopping and year-round local activities and events.

Guest favourite
The exterior of a tiny home features a deep blue facade with natural wood trim and a covered porch. A welcoming white door is framed by a large window, while a sign indicating 'PARK HERE' is placed on the porch. The yard is gravel-covered, with planters decorating the entrance.
Tiny home in Sheridan
4.95 out of 5 average rating, 193 reviews

Holloway Hideaway Tiny Home

Welcome to your cozy tiny home retreat minutes from downtown Sheridan, WY. This charming tiny home is the perfect blend of rustic comfort and style. This tiny home will feel spacious with its vaulted ceilings and loft. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the open loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home. A fully equipped kitchenette, and fast Wifi await.

Top guest favourite
A panoramic view showcases expansive green fields bordered by a winding river, framed by lush trees. In the foreground, a gazebo offers a serene spot. The sky transitions from blue to golden as the sun sets, creating a calming backdrop.
Cabin in Dayton
5 out of 5 average rating, 84 reviews

Shire Valley Sanctuary: Equestrian River Cabin

Escape to a handcrafted sanctuary of luxury and rustic charm. Enjoy end-of-road privacy on our 10-acre property. Walk river trails, fly fish, or relax in the gazebo to watch Shire horses and foals—part of our 307 Rescue Full Circle Covenant. Kids love the cozy loft! For the safety of our herd & Guardian Dogs: No pets/animals. We are a smoke/vape-free retreat. A tranquil experience second to none awaits you at Shire Valley.

Top guest favourite
A lush green yard is visible, featuring several blue spruce trees and a winding creek. A garden area is enclosed by a fence, while a modern home sits in the background. Additional trees and open fields add to the scenic landscape.
Guest house in Sheridan
4.97 out of 5 average rating, 459 reviews

Big Horn Getaway

The bedroom is in the loft above a working ceramics studio. The bathroom is on the main floor with one flight of stairs. We are located about two miles from the base of the Bighorn Mountains with a beautiful view and lots of privacy. It is a perfect getaway for two people who can handle the stairs. The space is not suitable for children under 18 or pets. We are unable to accommodate service dogs due to host's allergies.

Top guest favourite
The guest house features a wooden exterior with a green metal roof, highlighted by large windows on the upper level. A spacious porch with chairs and a table is shown, providing a view of the surrounding landscape and stone landscaping.
Home in Dayton
4.99 out of 5 average rating, 137 reviews

Our Little Tongue River Guest House

Beautiful location right on the Little Tongue River with river access right outside the back door! Located 1 mile outside Dayton, on the bank of the Little Tongue River at the base of the Big Horn Mountains. The house is surrounded by wildlife and stock, with amazing views in all directions. Hiking and Fishing available on the property as well as in the nearby surrounding area. Close to Sheridan.

Top guest favourite
Cabin in Dayton
4.99 out of 5 average rating, 111 reviews

Cabin Creek

Cabin Creek is just that -- a log cabin by a creek at the foot of the Bighorn Mountains with some of the best outdoor adventures in Wyoming. Guests have the cabin, the creek and a couple acres of private land to share with the deer and wild turkeys. A covered wrap around porch makes for weather resistant enjoyment. Cabin Creek is a memory maker.

Popular amenities for Wyola holiday rentals

  1. Airbnb
  2. United States
  3. Montana
  4. Big Horn County
  5. Wyola