Photo by Leah Kautz

Sheridan holiday rentals

We found 22 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Sheridan that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include air conditioning and a pool. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Book a holiday rental for your Sheridan getaway

Learn about the unique charm of Sheridan with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Sheridan

Do you want to find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Sheridan has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Madison Meadows Golf Course (22.8 mi / 36.6 km)
  • Spirit of the North Sled Dog Adventures (23.8 mi / 38.4 km)
  • Beaverhead Rock State Park (13.6 mi / 21.9 km)

Exploring the natural features in Sheridan

Whether you're an adventurous traveller or just want to take in the scenery, Sheridan is a great spot to appreciate mother nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Madison County Fairgrounds (9 mi / 14.5 km)
  • Madison River (24.2 mi / 39 km)
  • Ennis Lake (25 mi / 40.3 km)
  • Beaverhead River (26.1 mi / 42 km)
  • Sheridan City Park (0.4 mi / 0.6 km)
  • Ruby Valley (2.8 mi / 4.5 km)

Transport to and around Sheridan

The nearest airport is in Dillon, MT (DLN), located 22.2 mi (35.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Sheridan when booking a holiday rental?
When considering the best area to stay in Sheridan, Montana, for a holiday rental, the downtown district is a prime choice. This charming area offers a selection of properties that provide easy access to local amenities and attractions. Here, you can explore the historic buildings that line the streets, giving visitors a delightful glimpse into the town's rich heritage.Additionally, the nearby Ruby River is a fantastic spot for those who enjoy outdoor activities such as fishing and hiking. Just a short distance away, the breathtaking beauty of the surrounding mountains invites nature lovers to engage in various recreational pursuits. Staying in this vibrant area means you're in close proximity to local shops and eateries, enhancing your overall experience while immersing yourself in the welcoming atmosphere of Sheridan.
Where are the best Sheridan ski resort rentals?
For the best ski resort rentals in Sheridan, Montana, visitors should consider accommodation options in and around the nearby Big Horn Mountains, particularly near the town of Story or the picturesque area of Buffalo. These locations provide convenient access to the Winter Sports Park, where skiing and snowboarding are popular activities.In Story, travellers can find charming cabins and lodges that offer a rustic atmosphere, often featuring amenities such as wood-burning stoves, full kitchens, and outdoor seating areas to enjoy the stunning mountain views. Many properties are designed to accommodate families or groups, providing ample space after a long day on the slopes.Buffalo, located slightly further away, offers additional rental opportunities ranging from cosy mountain homes to spacious chalets. Many of these accommodations come equipped with modern comforts, including hot tubs for relaxing after skiing, fireplaces, and well-equipped kitchens. The area is also known for its access to hiking trails and scenic views, making it a great base for outdoor enthusiasts year-round.Both Story and Buffalo provide a charming small-town atmosphere, with local shops and eateries adding to the experience.
What is the most popular type of holiday rental accomodation in Sheridan?
In Sheridan, holiday houses are the most popular type of holiday rental, with about 15 available throughout the area. These properties often come with multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Additionally, there are around 12 cabins that provide a rustic charm, often featuring wood interiors, outdoor fire pits, and proximity to nature for those looking to experience the stunning Montana landscape. While there are several apartments available, they are less common compared to the other options.
Are there any family house rentals in Sheridan?
In Sheridan, Montana, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The town is surrounded by picturesque landscapes and offers access to outdoor activities, superb for family adventures. Many of the homes feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces ideal for kids to play.Visitors will appreciate amenities such as Wi-Fi and comfortable furnishings that ensure a pleasant stay. The nearby area provides opportunities for hiking, fishing, and exploring the beautiful countryside.
Are there pet-friendly house rentals in Sheridan?
In Sheridan, Montana, there are several pet-friendly house rentals available, offering a range of amenities to cater to travellers with furry companions. Many of these holiday homes feature fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Some properties may also include fenced yards, ensuring a safe environment for pets to roam.The town itself is surrounded by beautiful natural landscapes, providing ample opportunities for outdoor activities with pets. Nearby parks and trails are great for walking, hiking, or simply enjoying the great outdoors together. Additionally, the welcoming atmosphere of Sheridan makes it an ideal spot for both guests and their pets to relax and explore.
Are there any remote work holiday rentals in Sheridan?
In Sheridan, Montana, there are numerous options for remote work holiday rentals, with around 27 available throughout the area. These properties cater well to those looking to blend work and leisure, often featuring amenities such as complimentary Wi-Fi, dedicated workspace, and comfortable desk chairs, making it easy to stay productive while enjoying your surroundings. Many rentals are equipped with modern conveniences, including fully furnished living spaces and kitchen facilities, allowing for a comfortable and convenient stay.The scenic backdrop of Sheridan provides plenty of opportunities for outdoor activities during downtime, with nearby attractions like the Ruby River and Beaverhead-Deerlodge National Forest, ideal for hiking and exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Sheridan?
In Sheridan, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many properties also feature decks or patios, providing outdoor spaces for relaxation and enjoying the surrounding views. Additionally, rentals often come equipped with coffee and tea makers, making it easy for guests to enjoy a hot beverage at their leisure. Some properties may include porches or lanais, offering a comfortable spot to unwind and take in the fresh air.
When is the best time to visit Sheridan for a holiday rental?
The best time to visit Sheridan for a holiday rental is during the peak season from July to September. This is when the town comes alive with outdoor enthusiasts eager to explore its stunning landscapes, including the nearby Bighorn Mountains and various hiking trails. Visitors can enjoy a range of activities such as fishing, hiking, and wildlife viewing, all while enjoying the warm summer temperatures that typically range from the mid-teens to low 30s Celsius.July stands out as the most popular month, offering a vibrant setting as families and adventure seekers flock to the area. This month not only provides excellent weather for outdoor pursuits but also features local events and festivals that enhance the experience.For those looking for more budget-friendly options, consider visiting in December. While it may be the low season, this month offers a unique charm, with opportunities for winter sports and the beauty of snow-covered landscapes. Plus, with fewer tourists around, you can enjoy a more tranquil experience of Sheridan's winter wonderland.Ultimately, your ideal time to visit Sheridan will depend on whether you're drawn to the lively summer activities or prefer the peacefulness of winter's embrace.
What are the top attractions in Sheridan?
In Sheridan, Montana, visitors can experience a variety of attractions that showcase the area's natural beauty and rich history. The historic downtown area offers charming shops, local dining, and a glimpse into the town's past, with buildings that reflect its frontier heritage. Just a short drive away, the scenic Tongue River Canyon provides stunning views and opportunities for outdoor activities such as hiking and wildlife watching.For those interested in history, the nearby Fort Phil Kearny State Historic Site offers insights into the region's military past and features interpretive trails. Additionally, the surrounding Bighorn Mountains are a superb destination for outdoor enthusiasts, providing hiking, fishing, and camping opportunities.
Are all fees included in the Sheridan holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Sheridan holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sheridan with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Sheridan holiday homes?
You can find great discounts on holiday homes in Sheridan on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Sheridan holiday home booking on Stayz?
To find Sheridan holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Sheridan?
A long-stay holiday home in Sheridan is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Sheridan holiday home?
Book your Sheridan holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Sheridan?
Prices for holiday homes in Sheridan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Sheridan to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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