Vacation rentals in Wyola

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Top-rated vacation rentals in Wyola

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

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Top guest favorite

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, 220 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.

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Top guest favorite

An open-concept living area features warm wooden walls and a high ceiling. A round dining table with black chairs sits in the foreground, while a cozy seating area is visible, accompanied by a television and a decorative plant. Natural light filters in, creating a bright ambiance.

Home in Banner

5 out of 5 average rating, 62 reviews

The Magpie Cabin · Big Horn Views & Ranch Stay

Located just 13 miles from Sheridan right off a paved highway, the Magpie Cabin is a cozy, modern getaway on a horse ranch. Enjoy breathtaking sunsets and the authentic feel of ranch life. The cabin includes all of the modern amenities needed to make your stay comfortable (minus a dishwasher). Step onto the porch to possibly see wildlife and horses graze nearby; you might even spot a cowboy training horses right outside! It's the perfect location to stay while you visit the Sheridan area!

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Top guest favorite

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, 580 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

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Guest favorite

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, 220 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 extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

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Top guest favorite

A rustic cabin blends with its natural surroundings, featuring a welcoming front porch adorned with comfortable seating. Lush green grass and trees frame the property, while a clear blue sky completes the serene setting. The cabin's wooden exterior reflects warm, inviting tones.

Cabin in Dayton

5 out of 5 average rating, 92 reviews

Cabin by the River - Shire Valley Sanctuary

Escape to a handcrafted, 10-acre riverfront sanctuary of luxury and rustic charm. Designed as a low-decibel, high-vibe retreat for adults, couples, and wellness seekers to reset in profound quiet. Walk river trails, fly fish, or relax by the gazebo watching our ShireDraft horses and 307 Draft Rescues. Note: Un-childproofed working ranch with Guardian Dogs. • Strictly smoke/vape-free. • No pets/animals allowed. • Low-decibel quiet guidelines apply. Full private unit & grounds access.

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Guest favorite

This contemporary two-story home features a sleek exterior with multiple large windows that enhance natural light. A spacious deck is accessible from the upper floor, overlooking the surrounding landscape. A modern garage is present at the front, with a combination of gravel and concrete driveway.

Home in Fort Smith

4.98 out of 5 average rating, 48 reviews

Modern Home with Private Big Horn River Access

Experience modern comfort and outdoor adventure at this newly constructed retreat. Nestled on five private acres with exclusive river access, this stylish home is just minutes from the 3 Mile Boat Launch. Relax in thoughtfully designed spaces featuring contemporary finishes and upscale amenities, or spend your days boating, fishing, and exploring the outdoors. Whether you're seeking adventure or a peaceful getaway, this is the perfect place to unwind and make lasting memories.

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Guest favorite

Apartment in Dayton

4.94 out of 5 average rating, 16 reviews

Loft Apartment in Dayton

Make our loft area your main street home base while you visit friends and family, get to know our small town, venture into the nearby Bighorn Mountains and Tongue River Canyon, and experience everything else that Sheridan County has to offer. This upstairs property includes a small outdoor seating area, a great kitchen space, and a spacious bedroom and bathroom setup. All located along Main Street in Dayton, Wyoming—a perfect home base for your next Wyoming stay!

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Top guest favorite

A vintage train caboose is showcased on a raised wooden deck surrounded by a stone path. The deck features a dining set with an umbrella and is bordered by a black railing. The grassy area complements the rustic charm of the caboose.

Train in Ranchester

5 out of 5 average rating, 38 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.

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Guest favorite

The open living and dining area features a spacious layout with hardwood flooring. A comfortable sofa is positioned near a large window, allowing natural light to illuminate the room. A dining table with multiple chairs is present, complementing the overall inviting atmosphere.

Home in Ranchester

4.87 out of 5 average rating, 101 reviews

King Bed, Bunks, Hot Shower, Pet-Friendly Home

Welcome! Come experience a Ranchester local home! This 3 bedroom home is in the heart of rural Wyoming. Peacefully tucked slightly away from downtown, this family home is a fully furnished stay! You will have a wonderful kitchen, open layouts to the dining and living room area, 1 comfy king bed, 1 comfy full bed, 1 comfy twin bunk bed, and an cute bathroom! Keep reading to learn more about the unbeatable location and features!

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Top guest favorite

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.

Guesthouse in Sheridan

4.97 out of 5 average rating, 482 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.

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Top guest favorite

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, 146 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.

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Top guest favorite

Loft in Sheridan

4.98 out of 5 average rating, 163 reviews

Luxe Main St Loft with Rooftop Lounge and Balcony

Welcome to your luxurious, stylish, industrial-chic loft, a stunning retreat nestled within a historic 1892 building in downtown Sheridan. This second-floor apartment has been meticulously renovated to blend its original character with modern comfort. You'll discover an open-concept layout featuring gorgeous hardwood floors, exposed brick walls, and a bright, airy feel.

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