Sheridan holiday lettings

We found 126 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Sheridan by choosing from 57 houses, 32 apartments and other holiday rentals. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why visit Sheridan

  • Rich History: Explore historical landmarks and museums that showcase Sheridan's fascinating past.
  • Stunning Natural Scenery: Enjoy breathtaking views of the nearby Bighorn Mountains and picturesque landscapes.
  • Vibrant Downtown: Stroll through the charming downtown area filled with quaint shops and local eateries.
  • Outdoor Adventures: Engage in various outdoor activities, perfect for nature enthusiasts and families alike.
  • Welcoming Atmosphere: Experience the friendly, family-oriented vibe that makes Sheridan a delightful destination.

Popular types of accommodation in Sheridan

Discover the charm of Sheridan, Wyoming, a city steeped in rich history and natural beauty. From the breathtaking vistas of the Bighorn Mountains to the vibrant arts scene and historic landmarks, there's something for everyone. Popular accommodation options include cosy cottages, inviting cabins, and comfortable condos, perfect for a memorable getaway. Whether you're seeking adventure or relaxation, Sheridan offers a unique blend of experiences that will leave you enchanted.

  • Houses: The top choice among visitors to Sheridan, offering spacious and comfortable stays for families and groups.
  • Cabins: A delightful option for those seeking a rustic escape, providing a unique connection to nature.
  • Condos: Ideal for small families or couples, these properties combine convenience with home-like amenities.
  • Apartments: Perfect for independent travellers, offering a blend of comfort and accessibility in the heart of Sheridan.
  • Caravan Parks: A fun and budget-friendly accommodation choice for those looking to embrace outdoor living.**

Top attractions in Sheridan

Sheridan, Wyoming, offers a delightful mix of outdoor adventure and cultural experiences. Visitors can explore urban parks, delve into history at local museums, or admire the charm of historic houses. This welcoming city is perfect for families and those seeking both city life and nature, making it an ideal destination for a memorable vacation. Don't miss the opportunity to uncover the rich heritage and picturesque landscapes that Sheridan has to offer.

  • Kendrick Park: This charming urban park offers a serene escape with lush landscapes, playgrounds, and picnic areas. It’s perfect for families and outdoor enthusiasts, featuring walking paths that meander through beautiful gardens.
  • Sheridan County Museum: Discover the rich history and culture of Sheridan at this engaging museum. With exhibits showcasing local heritage, artefacts, and interactive displays, it provides a fascinating insight into the area’s past.
  • Trail End State Historic Site: Step back in time at this beautifully preserved historic house, which reflects the grandeur of early 20th-century living. Guided tours offer a glimpse into the life of a prominent local family.

Things to do recommended for couples

For a romantic getaway in Sheridan, explore the charming downtown with its quaint shops and cafes. Enjoy a candlelit dinner at a local restaurant, followed by a sunset stroll at Kendrick Park, where the serene surroundings create the perfect atmosphere for couples.

Things to do recommended for families

Families will delight in the interactive exhibits at the Sheridan County Museum, explore the scenic trails at the Tongue River Canyon, and enjoy a day of swimming and picnicking at Kendrick Park. These activities offer a perfect blend of local culture and outdoor adventure for all ages.

Things to do recommended for groups

Explore the charming streets of Sheridan with a guided historical walking tour, or enjoy a thrilling day of horseback riding in the scenic Bighorn Mountains. For a unique experience, visit the Bradford Brinton Memorial and its stunning gardens.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Sheridan

When planning your trip, whether you're travelling with a group, as a family, bringing along your pets, or seeking longer stays, it's essential to refine your search based on your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Sheridan with a group: Think about the number of bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options, and more, on Vrbo.
  • Traveling to Sheridan with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Sheridan: For many, a family holiday feels incomplete without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Sheridan: If you're in search of holiday rentals that offer savings for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Sheridan

Discover the charm of Sheridan, Wyoming, a delightful city brimming with rich history and stunning scenery. Explore the vibrant downtown area, where quaint shops and local eateries await. Outdoor enthusiasts can indulge in adventures across the breathtaking landscapes, while culture lovers will appreciate the historical landmarks that tell the story of this remarkable region. With its family-friendly atmosphere and secluded spots, Sheridan promises a memorable vacation experience for all.

  • Dayton: Located 26km from Sheridan, Dayton is a charming city that offers a delightful blend of outdoor adventure and family-friendly experiences. Nestled amidst beautiful forests and parks, this destination is perfect for those looking to engage with nature. Popular activities include skiing at nearby resorts and exploring the local visitor centre, where you can learn more about the area's natural wonders. With its scenic landscapes and welcoming community, Dayton is an ideal spot for outdoor enthusiasts and families alike.
  • Big Horn: Just 13km from Sheridan, Big Horn is a picturesque city known for its stunning outdoor settings and family-oriented activities. This vibrant community is surrounded by lush forests and features a range of venues for education and recreation, including ski resorts for winter sports. Visitors can enjoy the serene parks and unique architecture that give Big Horn its character. Whether you're seeking adventure on the slopes or a peaceful day in nature, Big Horn provides a charming backdrop for your exploration.
  • Parkman: Situated 35km from Sheridan, Parkman is a quaint city rich in culture and outdoor experiences. Known for its historic sites and scenic forests, Parkman offers a unique blend of adventure and cultural themes. Visitors can delve into the local history at various historic places while also enjoying the great outdoors. With a focus on education and exploration, Parkman is an excellent choice for those looking to immerse themselves in the region’s heritage while embracing its natural beauty.

Best time to go to Sheridan

If you're planning a trip to Sheridan, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.3°F (-5.4°C)No Rain (Dry)Mostly SunnyLowSlightly Low
February20.7°F (-6.3°C)No Rain (Dry)Mostly SunnyLowSlightly Low
March32.5°F (0.3°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
April39.6°F (4.2°C)Light RainMostly SunnyAverageAverage
May50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
June61.3°F (16.3°C)Light RainMostly SunnyHighSlightly High
July70.0°F (21.1°C)No Rain (Dry)SunnyHighSlightly High
August68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
September60.1°F (15.6°C)No Rain (Dry)SunnyAverageAverage
October43.7°F (6.5°C)Light RainMostly SunnyAverageAverage
November31.6°F (-0.2°C)No Rain (Dry)Mostly SunnyAverageAverage
December21.6°F (-5.8°C)No Rain (Dry)Mostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Consider being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often allows for considerable savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's pioneering Trip Board offers you an easy way to plan your trips, pick up from where you last left off, or manage your travel arrangements. You can now easily access the properties you've saved and booked, which are organised under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The natural setting of Sheridan is ready to explore

Enjoy the history and other features of Sheridan. This city's ice skating, restaurants and mountain views draw many visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Sheridan

Are you looking for attractions to visit while you're in the area? Venture out of your holiday home and check out everything that makes Sheridan a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Tom Balding Bits and Spurs (1.4 mi / 2.2 km)
  • Kendrick Golf Course (2.9 mi / 4.6 km)

Exploring the natural features in Sheridan

Travellers enjoy Sheridan for its mountain views and wildlife. Whether you're an outdoor enthusiast or just want to take in the scenery, Sheridan is a great spot to appreciate mother nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Tongue River Reservoir State Park (23.4 mi / 37.6 km)
  • Big Horn National Forest Visitor's Center (26.5 mi / 42.7 km)
  • Bighorn National Forest (28.7 mi / 46.2 km)
  • Kendrick Park (0.5 mi / 0.8 km)
  • Huntington Dog Park (0.7 mi / 1.1 km)
  • Scott Bicentennial Park (16 mi / 25.7 km)

Travelling to and around Sheridan

Fly into Sheridan, WY (SHR-Sheridan County), the closest airport, located 1.7 mi (2.7 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, Wyoming for a holiday rental, the downtown region stands out as a particularly charming option. This area is vibrant and steeped in history, featuring a delightful mix of local shops, cafes, and restaurants. A popular attraction nearby is the historic Sheridan Inn, which dates back to the late 19th century and offers a glimpse into the town's rich past. Additionally, the nearby Kendrick Park is a lovely spot for leisurely strolls and picnics, with its well-maintained gardens and playgrounds.

Another great area to consider is the vicinity of the Bighorn Mountains, which provides stunning natural scenery and outdoor activities such as hiking and wildlife viewing. This area offers a more tranquil setting while still being a short drive from the town centre, allowing for an easy balance between nature and local amenities.
How much does it cost to rent a holiday home in Sheridan?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sheridan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sheridan holiday house rentals?
You can find great discounts on house rentals in Sheridan on Vrbo, 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.
Where are the best Sheridan ski resort rentals?
For those seeking ski resort rentals near Sheridan, the best options can be found in the surrounding areas, particularly in the town of Story and the nearby Big Horn Mountains. Story offers a quaint, picturesque setting with various cabins and lodges that provide easy access to the ski slopes. Many of these properties feature rustic decor, full kitchens, and outdoor decks, superb for enjoying the mountain views after a day of skiing.

Additionally, the Big Horn Mountains have several rental options, including larger homes that cater to families or groups. These properties often come equipped with modern amenities such as hot tubs, fireplaces, and game rooms, creating a comfortable retreat for guests. The region is also known for its stunning natural beauty, with nearby hiking trails and scenic spots that are ideal for winter sports enthusiasts.

In terms of proximity to local amenities, the town of Sheridan itself offers various dining and shopping options, making it convenient for travellers to stock up on supplies or enjoy a meal out after a day on the slopes.
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 around 188 available across the area. These homes typically provide spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many are situated in family-friendly neighbourhoods, making them ideal for larger groups or families looking to enjoy the local attractions.

Apartments follow as the second most common option, with about 104 units available. These generally offer a more compact living space, including amenities such as kitchens and comfortable seating areas, suiting couples or solo travellers. Additionally, there are a few cottages, condos, and cabins—16 of each type—providing unique and charming options for those seeking a cozier or more rustic experience.
Are there any family house rentals in Sheridan?
In Sheridan, Wyoming, there are some family-friendly house rentals available, with around 55 options to choose from. This charming town has a friendly setting, making it an excellent choice for families seeking a memorable getaway. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play and explore.

The neighbourhoods in Sheridan provide easy access to nearby attractions, such as the historic downtown area, which boasts quaint shops and local eateries. Additionally, families can enjoy the beautiful surroundings, with opportunities for outdoor activities like hiking and horseback riding in the nearby Bighorn Mountains.
Can I rent a holiday home with a pool or hot tub in Sheridan?
In Sheridan, Wyoming, there are several holiday homes available for rent that feature pools and hot tubs, with around 11 options to choose from. This charming town, located in the foothills of the Bighorn Mountains, offers a unique blend of outdoor adventures and small-town hospitality. Many of these properties come equipped with private pools and hot tubs, providing a superb way to unwind after a day of exploring the scenic surroundings.

Travellers can expect amenities such as spacious living areas, fully equipped kitchens ideal for family meals, and outdoor spaces for relaxation and entertainment. Some rentals may also include features like fire pits and barbecue grills, enhancing the experience of evening gatherings under the stars.
Can I find long-stay holiday rentals in Sheridan?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Sheridan?
In Sheridan, there are numerous pet-friendly house rentals available, with around 37 options to choose from. Many of these accommodations are situated in charming residential areas, offering a variety of amenities that cater to families and groups. Travellers can expect fully equipped kitchens, spacious living areas, and some properties may even feature outdoor spaces like gardens or patios, superb for enjoying the fresh air with pets.

The town's proximity to parks such as Kendrick Park and the scenic trails along Goose Creek provides excellent opportunities for outdoor activities with pets. Additionally, the historic downtown area boasts pet-friendly cafes and local shops, enhancing the overall experience for visitors travelling with their furry companions.
Are there any remote work holiday rentals in Sheridan?
In Sheridan, Wyoming, there are numerous options for remote work holiday rentals, with around 324 available throughout the area. Many properties are equipped with essential amenities that cater to those needing to work during their stay. Expect to find features such as free Wi-Fi in both private rooms and common areas, dedicated desks, and comfortable desk chairs, ensuring a productive work environment.

The town itself is charming, with a rich history and stunning natural surroundings, making it an ideal location for a working holiday. While you're not working, you can explore local attractions such as the historic downtown district or the scenic Bighorn Mountains, where outdoor activities abound. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Sheridan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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 rentals also feature coffee and tea makers for a quick morning refreshment. Additionally, outdoor spaces such as decks or patios are common, providing a lovely area to relax and enjoy the fresh air.
When is the best time to visit Sheridan for a holiday rental?
The peak season in Sheridan, Wyoming, stretches from May to July, making it an ideal time for those seeking adventure and outdoor experiences. July stands out as the most popular month, when visitors flock to the area to enjoy a range of activities, including hiking in the stunning Bighorn Mountains and exploring the rich history of this charming town.

During these months, you can expect warm temperatures averaging around 20 to 30 degrees Celsius, great for outdoor adventures and sightseeing. The longer days invite you to explore local attractions, such as the historic downtown or the nearby Sheridan County Museum, which offers a fascinating insight into the region's past. Additionally, many events and festivals take place during this vibrant period, enhancing the lively option.

If you're considering a more budget-friendly option, November presents a quieter alternative. While the weather is cooler, ranging from around -1 to 10 degrees Celsius, visiting during this time allows for a serene experience, great for enjoying the peaceful landscapes and perhaps even catching the first dusting of snow.

Ultimately, the best time to book a holiday rental in Sheridan will depend on your preference for either the bustling summer season filled with activities or the tranquil beauty of late autumn.
How early should I book a Sheridan holiday rental?
Book your Sheridan holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sheridan?
In Sheridan, visitors can enjoy a range of attractions that highlight the area's rich history and natural beauty. The historic downtown area boasts charming architecture and local shops, great for a leisurely stroll. The Brinton Museum, located just outside the city, showcases Western art and Native American artefacts, offering a fascinating glimpse into the cultural heritage of the region.

For outdoor enthusiasts, the nearby Bighorn National Forest provides stunning landscapes, hiking trails, and opportunities for wildlife viewing. The area around the Tongue River is also popular for fishing and kayaking. Additionally, the Sheridan County Museum offers insights into the local history, including exhibits on the Old West and the region's pioneer past.
Can I change or cancel my Sheridan home rental booking on Vrbo?
To find Sheridan holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sheridan holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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