Cherry Run holiday rentals

We found 181 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Cherry Run that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a hot tub. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

  • Peace of mind

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  • More quality time

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

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Cherry Run getaway

Learn about the unique charm of Cherry Run with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Cherry Run

Are you searching for attractions to visit in the area? Venture out of your holiday home and experience everything that Cherry Run has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Whitetail Ski Resort (9.5 mi / 15.3 km)
  • Berkeley Springs Antique Mall (10.1 mi / 16.3 km)
  • Hagerstown Speedway (10.2 mi / 16.4 km)
  • Coolfont Spa and Wellness Center (10.9 mi / 17.6 km)
  • The Woods Resort Stony Lick Course (5.5 mi / 8.9 km)
  • The Woods Resort Mountain View Course (6.1 mi / 9.9 km)

Exploring the natural landscape of Cherry Run

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

  • Berkeley Springs State Park (10.4 mi / 16.7 km)
  • Cacapon Resort State Park (17.1 mi / 27.5 km)
  • Clear Spring Park (5.6 mi / 9 km)
  • Poor House Farm Park (11.6 mi / 18.7 km)
  • Rooney Park (7 mi / 11.3 km)
  • Potomac Park (11.1 mi / 17.9 km)

Transport to and around Cherry Run

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 15.5 mi (24.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Hagerstown, MD (HGR-Hagerstown Regional), which is 17 mi (27.3 km) away.

Frequently asked questions

What is the best area to stay in Cherry Run when booking a holiday rental?
When considering a holiday rental in Cherry Run, West Virginia, one of the best areas to explore is the surrounding region of the Eastern Panhandle. This area offers a delightful mix of scenic beauty and local charm, making it an appealing choice for visitors.In Cherry Run itself, the atmosphere is tranquil and predominantly residential, providing a peaceful retreat. However, nearby towns such as Martinsburg and Shepherdstown are also worth considering for a broader selection of holiday rentals. Martinsburg features a variety of properties that cater to different preferences and budgets, while Shepherdstown is known for its historic character and vibrant arts scene.Shepherdstown, in particular, is a gem with its quaint shops, local eateries, and the picturesque Potomac River. Visitors can enjoy a stroll through the charming streets and explore attractions like the Shepherdstown Museum, which offers insights into the area's rich history. Additionally, the nearby Harpers Ferry National Historical Park is a must-visit, providing stunning views and a glimpse into the past with its preserved buildings and hiking trails.
What are the top attractions in Cherry Run?
In Cherry Run, West Virginia, visitors can enjoy a range of outdoor attractions. The nearby Sleepy Creek Wildlife Management Area offers abundant opportunities for hiking, birdwatching, and hunting, allowing nature enthusiasts to immerse themselves in the beautiful landscape. The area is also popular for fishing, with the Potomac River providing a serene setting for anglers.For those interested in history, the town of Martinsburg, just a short drive away, features sites such as the historic Belle Boyd House and the Martinsburg Roundhouse, showcasing the region's rich Civil War heritage.
Are all fees included in the Cherry Run 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 Cherry Run holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cherry Run 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 Cherry Run holiday homes?
You can find great discounts on holiday homes in Cherry Run 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 Cherry Run holiday home booking on Stayz?
To find Cherry Run 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 Cherry Run?
A long-stay holiday home in Cherry Run 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 Cherry Run holiday home?
Book your Cherry Run 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 Cherry Run?
Prices for holiday homes in Cherry Run 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 Cherry Run 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.