Holiday houses in Sheridan

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Top-rated holiday rentals in Sheridan

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Top Guest favourite
A charming two-story home is presented, with a covered front porch and an American flag displayed. A rustic metal sculpture is visible in the foreground, with pebbled landscaping leading to the walkway. Lush green grass surrounds the home, enhancing the welcoming exterior.
Bungalow in Sheridan
5 out of 5 average rating, 121 reviews

Cozy and Charming Bungalow

We welcome you to our charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown, M & M Ice Rink, Fairgrounds, and less than 20 minutes to the Equestrian Center. This home has a warm and modern design with newly remodeled kitchen, 2 bedrooms (queen beds), quaint office, newly renovated bathroom, and room for the portable crib (provided). Our favorite spot to hang out is on the patio; fenced, covered, grill, and ample space to lounge and relax.

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, 197 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
Condo in Sheridan
5 out of 5 average rating, 101 reviews

Stylish Main St. Loft with Balconies and Garage

Stay in a gorgeous modern three bedroom condo right on Main Street Sheridan! You’ll be in the heart of downtown with walking accessibility to restaurants, shops, breweries, & historic sites. Sheridan sits at the base of the Big Horn Mountains that offer the best hiking, fly fishing and exploring around. Sheridan/Big Horn is also home to world class polo matches and renowned art museum a short drive away. Skiing within driving distance and events year-round make Sheridan a wonderful destination!

Top Guest favourite
A rooftop patio is furnished with red Adirondack chairs arranged around a modern gas fire feature. The warm glow of the flames contrasts against a sunset backdrop of rolling hills and mountains, set on a wooden deck.
Condo in Sheridan
5 out of 5 average rating, 14 reviews

Blue Line Condo, at the Ice Haus, downtown luxury

Welcome to the Blue Line Condo, your ideal home base in downtown Sheridan. Located in the Ice Haus, est. 2024, we are 1 of 8 multi-level condos. On the main floor is the Ice Haus Eatery which includes coffee, ice cream, sandwiches, liquor sales and the Penalty Box Bar. While the vibe downstairs is fun, they close at 9 pm and the condo offers a peaceful retreat. Just a few blocks away, you'll find the historic charm of downtown, we are next to the M&M Center ice rink and city trail system.

Top Guest favourite
A contemporary kitchen is positioned adjacent to a dining area, featuring a sleek wooden countertop and a black sink. Decorative geometric wallpaper creates a striking backdrop. Soft lighting from fixtures complements the spacious layout, leading to a dining space visible in the background.
Home in Sheridan
5 out of 5 average rating, 214 reviews

Quiet Spot w/ Fenced Yard |The Stardust Bungalow

Experience comfort in our well-lit and breezy abode, just a short distance from Sheridan's charming city center! Our renovated, two story home features a lux lounge area with a smart television, a contemporary kitchen equipped with all the essentials for preparing a delicious homemade feast, and two cozy bedrooms with queen-size beds and blackout curtains to guarantee a serene stay. With you in mind, our charming dwelling awaits your reservation for an unforgettable visit to our community!

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, 537 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
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
4.98 out of 5 average rating, 132 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.

Top Guest favourite
A light-filled living area features a cozy sofa with accent pillows, a wooden coffee table, and a TV on a stylish stand. Natural light filters through two windows adorned with sheer curtains. A yellow accent chair and small table enhance the space's inviting ambiance.
Apartment in Sheridan
4.93 out of 5 average rating, 55 reviews

1 minute to historic downtown, pets welcome

Experience a vintage and cozy downtown 1-bedroom private upstairs apartment—the Wild West Loft—conveniently located in the heart of Sheridan, Wyoming! The Wild West Loft offers a modern design with a kitchen and full bedroom featuring a comfy king bed and plenty of storage space. Additionally, it boasts a large living room with a queen sleeper sofa and smart TV. Only three blocks from downtown Sheridan, you’ll be within walking distance of restaurants, shopping, and nightlife.

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, 177 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.

Guest favourite
The living room features a warm-toned sofa paired with a light accent chair. A round coffee table is centered on a patterned rug. Bar stools are positioned at a kitchen counter in the background, and natural light enters through a nearby window, enhancing the inviting space.
Townhouse in Sheridan
4.97 out of 5 average rating, 138 reviews

Townhome Minutes from Downtown Sheridan

Come stay at this cozy, 2 BR, 1.5 Bath Townhome!! This is a recently built unit, conveniently located a 1 min drive or approx 15 min walk from downtown Sheridan. FREE onsite parking!! Explore all Sheridan has to offer including restaurants, breweries, music, downtown storefronts and coffee shops. Or take a drive to the mountains and enjoy the Big Horns. This fully furnished, fully stocked home is ready for you to stay!

Top Guest favourite
Home in Sheridan
4.95 out of 5 average rating, 486 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.

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, 135 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.

Popular amenities for Sheridan holiday rentals

When is the best time to visit Sheridan?

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Avg. price$182 AUD$185 AUD$176 AUD$185 AUD$208 AUD$232 AUD$267 AUD$226 AUD$201 AUD$192 AUD$178 AUD$162 AUD
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Frequently Asked Questions

  • What are the best places to stay in Sheridan?

    Sheridan has inviting neighborhoods around the historic downtown, as well as quieter areas near the foothills. You can find vacation rentals suited for groups, solo travelers, or families, often with scenic views or easy access to shops and local eateries.

  • What are the best things to do in Sheridan with kids?

    Families often explore local parks, interactive museums, and community recreation centers. Outdoor activities such as hiking, fishing, and wildlife spotting around Sheridan are frequently suggested for children.

  • What are some of the best things to do in Sheridan?

    Explore the historic downtown, visit art galleries, and discover the region’s ranching heritage at museums. Outdoor enthusiasts can enjoy hiking, fishing, and seasonal events that connect with the area’s western traditions.

  • How is the weather in Sheridan?

    Sheridan experiences cold winters, often between 12–36°F (-11–2°C), and warm summers, with highs near 88°F (31°C). Spring and fall feature milder temperatures and occasional rain.

  • When is the best time to visit Sheridan?

    Late spring through early fall is frequently suggested for comfortable weather and outdoor activities. Many visitors enjoy seasonal festivals and longer daylight during summer.

  • What are the best places to visit in Sheridan?

    Sheridan has a charming downtown with historic architecture, local shops, and art galleries. Regional museums and nearby parks are also often recommended for their cultural and natural experiences.

  • What are some hiking trails in Sheridan?

    Around Sheridan, you can explore trails that wind through forests, foothills, and open grasslands. Many visitors choose routes in local parks or nearby recreation areas for birdwatching and accessible paths.

  • What are some family activities we can do in Sheridan?

    Spend time at community parks, enjoy interactive exhibits in area museums, or participate in local arts workshops. Outdoor picnics and seasonal events provide opportunities for all ages.

  • What are some of the best day trip ideas from Sheridan?

    Consider exploring nearby mountain landscapes, historic ranches, or nature preserves for hiking and wildlife viewing. Regional small towns often have antique shops, art studios, and seasonal fairs.

  • Are there any pet friendly accommodations available in Sheridan?

    Many vacation rentals in Sheridan welcome pets, especially in the downtown and residential areas. Parks and walking trails nearby make it convenient for guests traveling with animals.

  • What are some local tips for visiting Sheridan?

    Locals suggest packing layers due to changing temperatures and exploring early mornings for quieter downtown experiences. Trying locally roasted coffee and regional food is often recommended.

  • What is Sheridan known for?

    Sheridan is recognized for its western heritage, vibrant arts scene, and access to scenic mountain landscapes. The city’s history in ranching and Native cultures contributes to its distinct local character.

  • What are the best hidden gems to explore in Sheridan?

    Check out smaller galleries featuring local artists, tucked-away coffee shops, and historic alleyways with murals. Some visitors discover artisan workshops and quiet nature spots around the city.

  • What are the best foods to try in Sheridan?

    Sheridan has locally inspired dishes such as bison burgers, steak, and hearty stews, often paired with regional craft brews. Bakeries, café pies, and flavorful barbecue are frequently suggested.

  • What should I bring for a trip to Sheridan?

    Pack layers for shifting weather, comfortable walking shoes, and a hat for sun protection in the warmer months. A small backpack is useful for exploring parks or attending outdoor community events.

  • What is the nightlife in Sheridan like?

    Sheridan’s nightlife includes laid-back pubs, live music venues, and casual eateries around downtown. Visitors often enjoy evenings of local performances, storytelling, or art events.

  • What are the most popular events or festivals in Sheridan?

    Sheridan frequently hosts rodeos, arts festivals, and summer concerts, with many events anchored around late spring and summer. Community celebrations often highlight the city’s western traditions and creative culture.

  • Are there family friendly vacation rentals in Sheridan?

    Vacation rentals in Sheridan often accommodate families, with homes near parks, museums, and community centers. Many listings provide amenities such as kitchens, outdoor spaces, and extra rooms for children.

Quick stats about holiday rentals in Sheridan

  • Total holiday rentals

    Explore 140 holiday rentals in Sheridan

  • Nightly prices starting at

    Sheridan holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 7,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Sheridan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Sheridan rentals

  • 4.9 Average rating

    Sheridan stays are highly rated by guests—averaging 4.9 out of 5!

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