Charles Town, West Virginia Vacation Rentals

Explore 56 rental homes and villas in Charles Town, West Virginia for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $78 per night with homes containing as many as 8 bedrooms and 7 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Charles Town Overview
Nestled in the heart of the Shenandoah Valley, Charles Town, West Virginia, is a hidden gem that beckons with its blend of American heritage, natural splendor, and vibrant entertainment. This quaint town is not only steeped in history but also offers an array of experiences that cater to every traveler's desires. At the heart of Charles Town's allure is the renowned Charles Town Races, where the thundering hooves of thoroughbred horses and the excitement of a bustling casino create an electrifying atmosphere. This famous attraction is a must-visit for anyone looking to immerse themselves in the thrill of the race or the allure of high-stakes games. History buffs will be captivated by Charles Town's deep-rooted connections to the Washington family, with numerous historic sites that tell the story of Charles Washington, the town's founder and brother to the first U.S. President, George Washington. The Jefferson County Courthouse stands as a testament to the town's historical significance, marking the site of the trial of John Brown, whose actions at Harpers Ferry ignited a spark that would lead to the Civil War. Just a stone's throw away, the Harpers Ferry National Historical Park offers a picturesque step back into 19th-century America. Here, visitors can explore the storied streets, hike trails with breathtaking views, and witness the majestic meeting of the Potomac and Shenandoah rivers. For those drawn to the call of the wild, the Shenandoah River invites adventurers to partake in water sports, while the Appalachian Trail and Shenandoah National Park beckon hikers with their pristine trails and lush landscapes. The charm of Charles Town extends to its downtown, where historic buildings house an eclectic mix of shops, eateries, and the Old Opera House, which stages an array of live performances, enriching the town's cultural tapestry. Enhancing the experience of this destination is the opportunity to rent a private home, offering a personal retreat after a day of exploration. Many of these homes come with the added luxury of swimming pools, providing a private oasis to relax and unwind. Pet-friendly options ensure that even four-legged family members can join in the adventure. While Charles Town may not boast a beachfront, the riverfront activities along the Shenandoah offer a refreshing aquatic escape. Conveniently located within driving distance from Washington, D.C., and Baltimore, Charles Town is an accessible escape that promises a unique blend of history, nature, and excitement. Whether seeking a serene getaway or an action-packed holiday, Charles Town, West Virginia, is a destination that delivers an enriching and unforgettable experience.
Cultural Attractions in Charles Town
Charles Town, West Virginia, nestled in the Shenandoah Valley, offers a charming blend of history, arts, and local culture that will delight any traveler with a passion for cultural activities. Begin your exploration at the Jefferson County Museum, where you can delve into the rich tapestry of local history. The museum's collection includes artifacts from the early Native American inhabitants, the Civil War era, and the life of the town's namesake, Charles Washington, brother of President George Washington. Art enthusiasts will find the Washington Street Gallery a delightful stop. This cooperative gallery showcases the work of local artists, offering a variety of styles and mediums that reflect the region's artistic diversity. The gallery also hosts events and workshops, providing an interactive experience with the local art scene. For a taste of live music and performance, the Old Opera House Theatre Company is a cultural gem. This historic theater, dating back to 1910, stages a variety of productions throughout the year, from musicals and plays to concerts and dance performances. The ambiance of the vintage theater adds a touch of nostalgia to the experience. Charles Town is also rich in historical architecture, with beautifully preserved buildings that line the streets of the downtown area. Take a leisurely stroll to admire the 19th-century facades, and perhaps stop by one of the local eateries to sample regional cuisine and engage with residents, offering a glimpse into the customs and lifestyle of the area. The town's proximity to Harpers Ferry National Historical Park is an added bonus for history buffs. Just a short drive away, this park offers a wealth of historical significance as the site of John Brown's raid and a pivotal point in the Civil War. The park's living history programs and museums provide an immersive experience into the past. Throughout the year, Charles Town hosts a variety of events that celebrate its culture and history. The Mountain Heritage Arts and Crafts Festival, for instance, brings together artisans from across the region, showcasing handcrafted goods and traditional crafts, accompanied by live bluegrass music. In Charles Town, West Virginia, the blend of historical intrigue, artistic expression, and local charm creates a cultural experience that is both enriching and intimate. It's a destination that invites visitors to step back in time, engage with the arts, and enjoy the simple pleasures of a small-town atmosphere.
Kids IconFamily friendly activities in Charles Town
Charles Town, West Virginia, is a delightful destination for families traveling with children, offering a mix of historical intrigue and outdoor fun that caters to the curiosity and energy of young ones. Begin your adventure at the Harpers Ferry National Historical Park, just a short drive from Charles Town. This park is not only a treasure trove of American history but also a fantastic outdoor playground for kids. They can explore the historic town, hike scenic trails, and even partake in junior ranger programs. The park's living history workshops, where they can learn about 19th-century trades and crafts, are particularly engaging for children. For a more hands-on experience, visit the Bloomery Plantation Distillery, where families can enjoy the sweet taste of their homemade limoncello. While the distillery is more adult-focused, they offer a welcoming atmosphere and non-alcoholic treats that kids can enjoy. The Old Opera House Theatre Company presents family-friendly shows throughout the year, which can be a delightful way to introduce children to the performing arts. The productions often include musicals and plays that are suitable for younger audiences. For those looking to enjoy some outdoor recreation, the nearby Shenandoah River offers opportunities for canoeing, kayaking, and tubing. River Riders, located in Harpers Ferry, provides family-friendly guided tours and equipment rentals. It's a great way to spend a sunny day splashing around and enjoying the natural beauty of the region. If your children are horse enthusiasts, the Hollywood Casino at Charles Town Races can be an exciting outing. While the casino floor is for adults, the race track offers the chance to watch live horse racing, which can be thrilling for kids. Be sure to check the racing schedule in advance. For a more relaxed day, Jefferson Memorial Park in Charles Town provides a peaceful setting with playgrounds, picnic areas, and sports facilities. It's an ideal spot for a family picnic or a leisurely afternoon letting the kids play and run around. Lastly, don't miss out on the local dining scene in Charles Town, which includes family-friendly restaurants and cafes with menus that cater to younger palates. From classic American fare to sweet treats, there's something to satisfy everyone in the family. Charles Town, with its blend of historical sites, outdoor adventures, and family-oriented entertainment, offers a memorable experience for children and parents alike.
Nature IconOutdoor activities in Charles Town
Charles Town, West Virginia, nestled in the Shenandoah Valley, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. The area is rich with opportunities to explore, hike, and enjoy the scenic wonders of the Appalachian landscape. The Shenandoah River, which meanders near Charles Town, is a focal point for outdoor recreation. Here, you can engage in a variety of water activities such as kayaking, canoeing, and fishing. The gentle flow of the river is perfect for a peaceful day on the water, with the lush, tree-lined banks providing a picturesque backdrop. For hiking enthusiasts, the nearby Appalachian Trail offers a premier experience. Stretching over 2,000 miles from Georgia to Maine, the trail has several access points near Charles Town. Hikers can enjoy day hikes or embark on longer backpacking trips, taking in the stunning views of the Blue Ridge Mountains and the rich biodiversity of the region. Just a short drive from Charles Town is Harpers Ferry National Historical Park, where history and nature converge. The park offers a wealth of trails that range from easy riverside strolls to challenging climbs with rewarding vistas. The Maryland Heights Trail, for example, provides a panoramic view of the confluence of the Shenandoah and Potomac Rivers, as well as the historic town of Harpers Ferry. For those interested in spelunking, the region is home to several caverns such as the Shenandoah Caverns. These underground wonders feature guided tours that reveal striking formations, subterranean lakes, and unique geological features. Birdwatchers and wildlife enthusiasts will find the area around Charles Town to be a haven for observing a variety of species. The Potomac Eagle Scenic Railroad offers a unique opportunity to spot American bald eagles in their natural habitat, all while enjoying a leisurely train ride through the picturesque South Branch Valley. Lastly, the region's rolling hills and pastoral landscapes are perfect for a scenic drive or a leisurely bike ride. The country roads around Charles Town are dotted with charming farms, historic homes, and local wineries, offering a serene and bucolic experience for visitors. Charles Town, with its proximity to natural wonders and a multitude of outdoor activities, is an ideal destination for those seeking to connect with nature and enjoy the great outdoors. Whether you're paddling down the Shenandoah River, hiking the Appalachian Trail, or exploring historic Harpers Ferry, the natural beauty of West Virginia is sure to captivate and inspire.
Weather IconWeather in Charles Town
Charles Town, West Virginia, offers a four-season climate that ranges from warm, humid summers to cool, sometimes snowy winters. This historic city, nestled in the Shenandoah Valley, provides a picturesque backdrop for experiencing the changing seasons. Summer in Charles Town, from June to August, is typically warm and humid, with average high temperatures in the mid-80s Fahrenheit (around 30°C). These months can also bring occasional thunderstorms, contributing to the overall precipitation. Despite the humidity, summer evenings can be quite pleasant, making it a popular time for outdoor events and exploring the area's historical sites. Autumn, from September to November, is a delightful season in Charles Town. The weather cools down to more comfortable levels, with average highs ranging from the mid-70s to the low 50s Fahrenheit (around 24°C to 10°C). This is the time when the foliage transforms into a vibrant display of reds, oranges, and yellows, offering stunning views, especially in the surrounding countryside. Precipitation is moderate, and the humidity drops, making it one of the most pleasant times to visit. Winter, from December to February, can be quite variable. Average high temperatures hover around the low 40s Fahrenheit (around 5°C), but can dip below freezing, especially at night. Snowfall is possible, though generally not as heavy as in more northern regions. The occasional snowfall does add a certain charm to the historic buildings and landscapes, creating a picturesque winter scene. Spring, from March to May, sees a gradual warming with temperatures ranging from the upper 50s to the mid-70s Fahrenheit (around 14°C to 24°C). This season brings a mix of rain and sunshine, with the latter part of spring being particularly attractive as the trees and flowers begin to bloom, painting the town in vibrant colors. The most popular weather conditions tend to be in the late spring and early fall when the temperatures are moderate, the humidity is lower, and the natural scenery is at its most striking. Late April through May and September through October are especially pleasant times for visitors looking to enjoy outdoor activities and the town's natural beauty without the extremes of summer heat or winter chill.
Transportation in Charles Town
Charles Town, West Virginia, is a small but historically rich city that offers a quaint and charming experience for visitors. While it may not have the extensive transportation infrastructure of a major metropolis, there are still several options for getting to, from, and around Charles Town. Most travelers arrive in Charles Town by car, as it is conveniently located near major highways such as Route 340 and is within driving distance from cities like Washington D.C. and Baltimore. There is no commercial airport in Charles Town itself, but the nearby Eastern West Virginia Regional Airport in Martinsburg accommodates private aircraft, and the larger Washington Dulles International Airport is about an hour's drive away for those coming from farther afield. For those who prefer rail travel, the MARC Train (Maryland Area Regional Commuter) provides service to nearby Harpers Ferry and Martinsburg, with connections to Washington D.C.'s Union Station. From these stations, travelers can take a taxi or ride-sharing service to reach Charles Town. Once in Charles Town, getting around can be a pleasant experience on foot, especially in the downtown area where you can explore the historic sites, local shops, and dining establishments. The city's layout is conducive to walking, and many of the main attractions, including the Jefferson County Courthouse and the Old Opera House, are within a comfortable walking distance of each other. For those looking to explore the wider area, such as the Hollywood Casino at Charles Town Races or the nearby Harpers Ferry National Historical Park, having a car is advantageous. Car rentals are available in the region, and ride-sharing services operate in the area, providing convenient options for those without their own vehicle. Public transportation within Charles Town is limited, but there is a local bus service, the Eastern Panhandle Transit Authority (EPTA), which offers routes connecting Charles Town to other towns in the region, including Martinsburg and Ranson. In summary, while Charles Town may not have the extensive public transportation systems of larger cities, it remains accessible and navigable for visitors. The city's small size and historical charm make it an ideal destination for those who enjoy exploring on foot, while the availability of car rentals and ride-sharing services ensures that all areas of interest are within reach.