Photo by Nick Mihal

Sheridan holiday lettings

We found 122 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Sheridan by choosing from 55 houses, 30 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.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Kendrick Park (0.5 mi / 0.8 km)
  • Big Horn National Forest Visitor's Center (26.5 mi / 42.7 km)
  • Bighorn National Forest (28.7 mi / 46.2 km)
  • Twin Lakes (21.9 mi / 35.3 km)
  • Tongue River Reservoir State Park (23.4 mi / 37.6 km)
  • Huntington Dog Park (0.7 mi / 1.1 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.

More holiday ideas