Holiday rentals in Ranchester

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Top-rated holiday rentals in Ranchester

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, 211 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.

LocationFamilyWifi

Top guest favourite

The living area features comfortable seating on a gray couch and love seat, accompanied by a wooden coffee table. A dining area with a wooden table for six is visible. Natural light enters through nearby windows, illuminating the hardwood flooring.

Home in Dayton

4.98 out of 5 average rating, 52 reviews

Cowboy Cottage - 3 Bedroom, Private Home

Enjoy your Bighorn Mountains adventure with a stay at the private, newly-remodeled Cowboy Cottage in Dayton, Wyoming. This house offers an old West feel, but has all the modern amenities. This home has a fully-stocked kitchen, 3 bedrooms, 2 full bathrooms, a living room with Smart TV, and a lovely back yard with barbecue area and patio seating. Brand-new furniture throughout! Just one block from Dayton’s historic Main Street and a short drive from Sheridan or the beautiful Bighorn Mountains.

FamilyLocationQuiet

Top guest favourite

Guest house in Ranchester

4.88 out of 5 average rating, 172 reviews

WYOHANA Studio

Studio apartment at the edge of town not far from interstate. Full kitchen and tankless hot water. 2 memory foam beds, one is a trundle twin so please let me know if you’re going to need it set up. Large outdoor space for truck and trailer parking, let us know if you’ll need the larger parking area. Beautiful views! Less than a mile to bar and grill, gas station, bakery, coffee kiosk and just a few miles from the Big Horn Mountains. No TV, but there is WiFi! Everything is as seen in photos.

ValueLocationQuiet

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, 567 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

LocationFamilyLong stay

Top guest favourite

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.

Guest house in Story

4.97 out of 5 average rating, 146 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. 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 favourite

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, 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.

FamilyLocationQuiet

Top guest favourite

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, 298 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.

LocationFamilyView

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, 196 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.

LocationFamilyAir conditioning

Guest favourite

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

4.86 out of 5 average rating, 95 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!

ValueFamilyCleanliness

Top guest favourite

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, 86 reviews

Cabin by the River - Shire Valley Sanctuary

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.

LocationFamilyView

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, 465 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.

ValueFamilyAmenities

Top guest favourite

A back deck is covered by a wooden pergola, offering a relaxing area with a cozy seating arrangement. Rattan furniture is positioned around a coffee table, and there are hanging flower baskets adding a touch of greenery. Natural light illuminates the exposed brick walls in the background.

Loft in Sheridan

4.97 out of 5 average rating, 156 reviews

Luxe Main St Loft with Rooftop Lounge and Balcony

Experience historic downtown Sheridan from our luxurious 2-bed, 2-bath loft in an 1892 building. Comfortably sleeps 6 with two king suites & a cozy alcove. Features a gourmet kitchen, fireplace, and a private balcony overlooking Main Street, perfect for watching parades! Enjoy the best of Sheridan's dining, shopping, and culture, all just steps away from your front door. Walkable with free dedicated parking included.

LocationFamilyCheckout