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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Guest favorite

The cabin features a large wrap-around porch supported by rustic wooden posts. A set of outdoor seating frames the entrance, with steps leading to the front door. Lush greenery surrounds the cabin, enhancing the connection to nature.

Guesthouse in Story

4.96 out of 5 average rating, 156 reviews

Creekside Cabin at 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 (no A/C sorry). 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.

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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, 221 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

The Lindbergh Cabin is positioned gracefully against a colorful evening sky. Its modern design incorporates large windows that invite natural light, showcasing the surrounding landscape of rolling hills. Vibrant flowers in planters adorn the entrance, adding a touch of color to the serene setting.

Cabin in Shell

4.98 out of 5 average rating, 42 reviews

Lindbergh Cabin at Ever Sky Ranch - The VIEWS!

Amazing views in every direction, this Wyoming cabin sits on the 300 acre Ever Sky Ranch at the base of the Bighorn Mountains. Peaceful and serene ~ enjoy the sunrise over the mountains and sunset into the valley, watch cattle and horses graze as well as plenty wildlife, experience incredible birdwatching and spectacular starry night skies. Inside the cabin, enjoy comfy bedding, modern western decor, a well stocked kitchen, a luxurious bathroom, and a welcome book with all our local favorites!

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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 quaint cottage is set within a grassy area, featuring a welcoming covered porch with seating. Surrounding trees provide shade, and an American flag is displayed. A grill and a table with chairs are visible on the porch, offering space for outdoor dining.

Cottage in Dayton

4.97 out of 5 average rating, 59 reviews

Cottage by the River-Shire Valley Sanctuary

Riverfront 2bd/1ba cottage on our 10-acre Shire Valley sanctuary. Handcrafted luxury meets rustic charm in this low-decibel, high-vibe retreat for adults to reset in profound quiet. Walk river trails, fly fish, or relax by the gazebo watching our rescued Shire horses (307 Rescue). 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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Top guest favorite

Apartment in Dayton

4.94 out of 5 average rating, 17 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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Top guest favorite

A modern two-story home featuring a welcoming porch with comfortable seating and a sleek exterior design. Gravel landscaping surrounds the property, complemented by small shrubs and grasses. Large windows invite natural light, while a decorative wooden fence enhances the outdoor space's privacy.

Home in Sheridan

5 out of 5 average rating, 308 reviews

Fire Pit Under the Stars |The Wayfarer Bungalow

Centrally located and newly built, this stylish two-bedroom home is perfect for couples, families, or friends. Each bedroom has a queen bed and its own climate control for a personalized stay. Enjoy a cozy night in with a home-cooked meal and movie, or head outside to roast s’mores by the gas fire pit. Luxury linens, heated bathroom floors, and plush towels add a touch of indulgence, while two cruiser bikes are available for exploring town at your own pace.

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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, 484 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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Guest favorite

Home in Sheridan

4.95 out of 5 average rating, 505 reviews

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

Just minutes from downtown Sheridan and historic Main Street, this cozy 2-bed, 1-bath retreat offers an affordable, high-quality stay for up to six guests. Enjoy two queen bedrooms, a sleeper sofa, a fully equipped kitchen, fast WiFi, and a small enclosed yard ideal for your pup. Close to shops, breweries, and the Bighorns, it’s the perfect home base to relax, recharge, and explore everything Sheridan has to offer.

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