Charles Town holiday lettings

We found 500 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Charles Town that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Charles Town

Showing deals for:16 Jan - 23 Jan

Image gallery for Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Read a book in our living room by the fireplace
9.4 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry, WV

7% off
Price is £2,246
for 7 nights, 1 chalet
£321 per night
includes taxes & fees
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

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The captivating area of Charles Town awaits your stay

Take a holiday to Charles Town and enjoy the area's entertainment, history and cathedral. Renowned for its horse riding, horse racing and casino gaming, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Charles Town

Are you hoping to find top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Charles Town a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hollywood Casino at Charles Town Races (0.8 mi / 1.2 km)
  • Locust Hill Golf Course (2.4 mi / 3.8 km)
  • Sleepy Hollow Country Club (2.8 mi / 4.5 km)
  • Summit Point Motorsports Park (6.9 mi / 11 km)
  • 868 Estate Vineyards (7.5 mi / 12.1 km)
  • Breaux Vineyards (8.1 mi / 13.1 km)

Exploring the natural landscape of Charles Town

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Charles Town is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah Lake Beach (6 mi / 9.6 km)
  • Chesapeake and Ohio Canal (9.6 mi / 15.4 km)
  • Mackintosh Fruit Farm (11.8 mi / 19 km)
  • Antietam Creek (13.4 mi / 21.6 km)
  • Blue Ridge Regional Park (14.4 mi / 23.1 km)
  • Catoctin Valley (16.2 mi / 26.1 km)

Travelling to and around Charles Town

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 10.7 mi (17.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hagerstown, MD (HGR-Hagerstown Regional), which is 29.5 mi (47.5 km) away.

Frequently asked questions

What is the best area to stay in Charles Town when booking a holiday rental?
When considering a holiday rental in Charles Town, West Virginia, the historic downtown area is an excellent choice. This charming neighbourhood offers a delightful blend of history and modern amenities, making it an ideal base for exploring the town. Within walking distance, you will find the picturesque Charles Town Canal, which is superb for leisurely strolls, and the Historic Charles Town Museum, where you can delve into the local history and culture.

Another appealing area to stay in is near the Hollywood Casino at Charles Town Races. This vibrant location not only provides access to exciting gaming and entertainment but is also close to various restaurants and shops. The casino is a significant draw for visitors, and staying nearby allows for easy access to the lively atmosphere and events often hosted there.

*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
How much does it cost to rent a holiday home in Charles Town?
Prices for holiday rentals in Charles Town 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 Charles Town 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 Charles Town holiday house rentals?
You can find great discounts on house rentals in Charles Town 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.
What is the most popular type of holiday rental accomodation in Charles Town?
In Charles Town, holiday houses are the most popular type of accommodation, with around 11 available in various neighbourhoods. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, visitors can find several condos, cottages, apartments, and mobile homes scattered throughout the area, each offering unique amenities. Most of these options provide a cozy feel and are conveniently located near local attractions, ensuring guests have a pleasant base while exploring the charming town and its surroundings.
Are there any family house rentals in Charles Town?
In Charles Town, West Virginia, there are numerous family-friendly house rentals available, specifically around twelve options that cater to groups of all sizes. The area boasts a charming atmosphere, and many properties are situated close to top attractions such as the Hollywood Casino and the historic downtown district.

Visitors can expect spacious rooms equipped with essential amenities like fully equipped kitchens, comfortable living rooms, and outdoor areas suitable for children to play. Some homes even offer additional features such as game rooms or patios for family gatherings.

*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
Can I rent a holiday home with a pool or hot tub in Charles Town?
In Charles Town, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing option for travellers seeking relaxation and leisure. This charming town, located in the picturesque Eastern Panhandle of West Virginia, offers a mix of amenities and attractions. Many properties include private pools, hot tubs, spacious patios for outdoor entertaining, and fully equipped kitchens, ideal for families or groups looking to unwind after a day of exploration.
Can I find long-stay holiday rentals in Charles Town?
A long-stay holiday rental in Charles Town 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 Charles Town?
In Charles Town, there are several pet-friendly house rentals available, making it a suitable destination for travellers with furry companions. These rentals typically offer amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a welcoming environment for both guests and their pets.
Are there any remote work holiday rentals in Charles Town?
In Charles Town, West Virginia, there are numerous remote work-friendly holiday rentals available, with around 22 options to choose from. The town offers a quaint atmosphere paired with the convenience of modern amenities, making it an appealing choice for those looking to work remotely. Many of these properties come equipped with dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment. High-speed Wi-Fi is commonly available, along with features such as computer stations and monitors, allowing for seamless connectivity for professional tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charles Town holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Charles Town 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 Charles Town?
In Charles Town, popular rental amenities typically include well-equipped kitchens, which feature essential cookware, dishware, and utensils, making it easy for guests to prepare their meals during their stay. Many rentals also come equipped with refrigerators and microwaves, enhancing convenience for those looking to store and heat up food. These amenities cater to both families and groups, providing a comfortable and functional space to enjoy home-cooked meals while exploring this charming town.
When is the best time to visit Charles Town for a holiday rental?
April is the most popular month to visit Charles Town, making it an excellent time for travellers seeking a holiday rental. This period falls within the peak season that spans from February to April, where the mild spring weather creates a superb backdrop for outdoor activities and sightseeing. With temperatures typically ranging from 10 to 18 degrees Celsius, visitors can comfortably explore the charming historic district, engage in local events, and enjoy the natural beauty of the surrounding Shenandoah Valley.

During this peak season, you'll find a vibrant atmosphere as visitors flock to the area for activities like hiking, biking, and exploring the local wineries. The blossoming flowers and lush landscapes make it an ideal setting for those who appreciate the great outdoors.

If you're looking for a more cost-effective option, consider visiting in November. This month offers a quieter experience, superb for those who enjoy leisurely strolls through town and the opportunity to appreciate the autumn foliage without the bustling crowds.
How early should I book a Charles Town holiday rental?
Book your Charles Town 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 Charles Town?
In Charles Town, visitors can enjoy a variety of attractions that highlight the town's rich history and vibrant culture. The historic downtown area features charming streets lined with boutiques, cafes, and restaurants, where guests can sample local cuisine. The Jefferson County Courthouse, a great landmark, provides insight into the town's past and is a beautiful example of 19th-century architecture.

For those interested in outdoor activities, the nearby Harpers Ferry National Historical Park offers stunning views and hiking trails, where visitors can explore the confluence of the Potomac and Shenandoah Rivers. The park is rich in history, with preserved buildings and informative exhibits about the Civil War.

The Charles Town Races and Slots provides a lively atmosphere for those looking to experience horse racing and gaming, making it a popular spot for entertainment. Additionally, the surrounding countryside features vineyards and wineries, offering tours and tastings for wine enthusiasts.
Can I change or cancel my Charles Town home rental booking on Vrbo?
To find Charles Town 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Charles Town 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.

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