Vacation rentals in Charles Town

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Top-rated vacation rentals in Charles Town

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Cabin in Charles Town
4.98 out of 5 average rating, 248 reviews

Vintage Riverfront Log Cabin “Emma” w/hot tub

“Emma” is a Shenandoah Riverfront Log Cabin hand built in 1900’ , she was just newly renovated. Come, Relax, you are on “River Time”. From the front porch, stroll the yard, and across the road, to access the Shenandoah riverfront dock. Here, the river is wide, and the view is amazing, launch a kayak or tube, fish from the dock. Enjoy your evenings around the campfire. From the cabin, you are just a few minutes away from Historic Harpers Ferry, wineries, breweries, hiking trails Enjoy!

Guest favorite
A cozy tiny home is surrounded by lush greenery. Outdoor seating is provided with a small table and chairs, while planters filled with flowers enhance the space. A soaking tub is visible on the patio, adding to the charm of the outdoor area.
Tiny home in Harpers Ferry
4.96 out of 5 average rating, 179 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Top guest favorite
A living area features a comfortable beige sofa and an adjacent dining table with two chairs. A small desk with a chair and laptop is positioned nearby. Sunlight enters through a window adorned with white blinds, illuminating the relaxed atmosphere.
Home in Bolivar
4.97 out of 5 average rating, 319 reviews

Day Street Harpers Ferry NP

This stylish apt with fenced yard is located just mins to the HFNP Park. 24/7 convenient store just 1 block away; library across the street; a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 1 BR, kitchen, full bath and coffee bar - Keurig; coffee pot; coffee press; pour over coffee; beans and grinder; teas bags w/ water pot and private parking for our guests. Please note that the living area for this home is upstairs.

Top guest favorite
The exterior of the home is showcased at dusk, highlighting its wooden façade and large windows. Warm outdoor lights create a welcoming atmosphere. A spacious deck with steps leads to the entrance, surrounded by wooded terrain, indicating a private and serene location.
Guest suite in Harpers Ferry
4.99 out of 5 average rating, 150 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

Top guest favorite
A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.
Guest suite in Harpers Ferry
5 out of 5 average rating, 278 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Top guest favorite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 393 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Guest favorite
Home in Charles Town
4.89 out of 5 average rating, 136 reviews

Historic Charles Town- Artist's Home

In historic downtown Charles Town, this relaxing home is a perfect get away and also close to many local attractions. Walk to restaurants, coffee shops, and boutiques. In a quiet neighborhood, 5 blocks from the charming downtown, this welcoming older house has historic details, charming artsy decor, covered front porch, covered back porch, and large fenced yard. One of the 4 bedrooms is on the 1st floor. 8 mins to historic Harpers Ferry, 12 mins to Shepherdstown shops and theater.

Top guest favorite
The cottage exterior features a combination of beige siding and stone facade, highlighting a spacious screened-in porch. A wooden deck extends from the front, offering access to the inviting outdoor space surrounded by grassy areas and shrubs.
Cottage in Shenandoah Junction
4.96 out of 5 average rating, 214 reviews

Modern, private cottage at Fairview Organic Farm

Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

Top guest favorite
Home in Sharpsburg
4.95 out of 5 average rating, 215 reviews

Steps to Winery and Battlefield – 1 Acre Retreat

Unwind at this breathtaking 1-acre hilltop retreat overlooking Antietam Battlefield and lush vineyards. Perfect for a romantic escape or family getaway, our newly remodeled home offers stunning views from the deck, cozy interiors, and easy access to Antietam Creek Vineyards—just a short walk away. Explore nearby trails, relax by the outdoor fire pit under the stars, and enjoy the peaceful setting while experiencing all the comforts of home.

Top guest favorite
The bright bedroom features a spacious bed with crisp white linens and a light gray throw. A comfortable armchair is positioned beside a side table, with natural light flooding in through large windows framed by light gray walls.
Guesthouse in Lovettsville
4.99 out of 5 average rating, 160 reviews

Modern dreamy mountain view oasis in wine country

Right in the heart of Loudoun County's wine, beer and equestrian country. If you are looking for an outdoor getaway with access to the Ap Trail, biking, kayaking, etc., here for the wine and beer or simply for a change of scenery, this is the place for you. Watch the sun go down right from your bed or, "The Meadow" with the Blue Ridge Mountains as your backdrop. Slowly sip coffee or tea from the hammock, it's up to you. Book now!

Guest favorite
A modern kitchen features sleek cabinetry and a stainless steel stove. A vibrant green wall with an illuminated neon artwork adds a pop of color. A dining table with metal chairs is positioned against the wall, creating a stylish yet functional space.
Home in Harpers Ferry
4.93 out of 5 average rating, 721 reviews

Eclectic & Romantic - Walk to Historic Downtown!

Eclectic space full of little treasures I’ve picked up during my travels. You will find the place cozy enough for a reset and recharge weekend but also inspiring for gatherings and celebrations. Take advantage of the books, games and excellent SONOS system in the house as well as outside on the patio. This place is great for music lovers and people who enjoy a change from the ordinary.

Top guest favorite
The wooden deck offers a serene view of the calm river, reflecting the warm hues of the trees lining the opposite bank. Bare branches create a gentle frame around the water, enhancing the tranquil atmosphere of the natural setting.
Cabin in Charles Town
4.94 out of 5 average rating, 121 reviews

The River House

Come unplug at this adorable, spacious cabin on the bank of the Shenandoah river. Enjoy peaceful dinners amongst the trees on a two tiered deck. Fall asleep to the rhythmic sounds of nature waking to coffee in sunroom. If you prefer social nightlife, you’re just 10 minutes from the casino, bars and restaurants

Popular amenities for Charles Town vacation rentals

When is the best time to visit Charles Town?

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Avg. priceﺩ.ﺇ331ﺩ.ﺇ349ﺩ.ﺇ327ﺩ.ﺇ356ﺩ.ﺇ353ﺩ.ﺇ422ﺩ.ﺇ444ﺩ.ﺇ496ﺩ.ﺇ518ﺩ.ﺇ499ﺩ.ﺇ613ﺩ.ﺇ547
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Charles Town?

    Charles Town has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Charles Town?

    Experience the best of Charles Town with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Charles Town?

    Four-legged friends are welcome in Charles Town. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Charles Town?

    Yes! Work meets play with ease at over 20 vacation rentals in Charles Town featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Charles Town have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Charles Town. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charles Town have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Charles Town. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Charles Town have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Charles Town. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charles Town have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Charles Town. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Charles Town

  • Total vacation rentals

    Explore 50 vacation rentals in Charles Town

  • Nightly prices starting at

    Charles Town vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 2,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Charles Town vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Charles Town rentals

  • 4.8 Average rating

    Charles Town stays are highly rated by guests—averaging 4.8 out of 5!