Holiday houses in Ranchester

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Top-rated holiday rentals in Ranchester

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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, 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 favourite

Home in Dayton

4.97 out of 5 average rating, 58 reviews

Relaxing Mountain view, 5 bdr sleeps 11, 4400 sqft

Enjoy your own private 4,400 sq.ft. retreat on 7 peaceful acres just outside Dayton. Enjoy panoramic Bighorn Mountain views, wildlife sightings, hot tub, fire pit, and spacious accommodations perfect for families, groups, outdoor adventures, and relaxing getaways. 5 bedrooms, 7 beds , sleeps 11 all new comfortable mattressess (no murphy or rollaway beds). More than enough space to park all your vehicles and trailers. If a veteran and staying over 4 days you may rcv 10% discount just contact me.

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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, 56 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.

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Top Guest favourite

Guesthouse 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.

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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, 217 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 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, 91 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 favourite

Apartment in Dayton

4.93 out of 5 average rating, 14 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 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, 37 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 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, 307 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 favourite

The living area showcases a modern design with a spacious seating arrangement and a flat-screen television on a minimalist stand. Light reflects off polished floors, while a doorway leads to the bedroom. Plants add a hint of greenery to the inviting space.

Apartment in Sheridan

4.9 out of 5 average rating, 49 reviews

Vaulted Den — Chic 1BR with Fireplace

Step into The Vaulted Den — a thoughtfully designed 1-bedroom retreat just off North Gould Street in downtown Sheridan. Enjoy vaulted ceilings, in-floor heat, and a modern electric fireplace that creates an instant sense of calm. Work comfortably at the standing desk with a balance board, recharge with wellness gear, or unwind by the fire. Walk to coffee, dining, and breweries, then return to a quiet, private space that feels effortlessly elevated.

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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

4.87 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 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.

Guesthouse in Sheridan

4.97 out of 5 average rating, 480 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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