
Holiday rentals in Charles Town
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Top-rated holiday rentals in Charles Town
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Coorie Inn
We are growing. Private bedroom added to make this a two full bedroom offering with kitchenette. Please come stay a spell! Perched just over the Shenandoah River (river access in multiple places) with mountain views, this getaway lets you get lost in nature with all the creature comforts of home. ***Dogs are welcome with PRIOR approval from the host. Please message me if you'd like to bring your fur bud! ***Please see additional info for all of the comforts provided! ***No smoking please.

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!

Mountainside Retreat: Hot tub,Arcade, Theater,Pets
Imagine waking up to the gentle sound of a babbling brook as sunlight filters through the trees. Your mountain escape awaits! This charming, pet-friendly cabin offers the perfect blend of comfort and adventure. Unwind in the hot tub, roast marshmallows by one of the multiple fire pits, or embark on a hike through our private trails. Enjoy modern amenities, including a movie room and arcade games, with a touch of rustic charm. This is your home base for exploring the beauty of West Virginia.

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.

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.

Mountain Ferry Landing - Riverfront Access
A perfect fun and relaxing getaway with friends and family. Come relax and enjoy the Shenandoah River at this brand new stylish home. Managed by Heaven On Earth, Mountain Ferry Landing is family owned and operated. The family has lived on this land for over 3 decades and wishes to provide travelers with a comfortable place with river access to enjoy the natural beauties of the Shenandoah. Whether you are coming for summer activities or a peaceful winter retreat, this place is for you!

Cozy Tiny House in Harpers Ferry Tub & River Views
Pet Free, 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 peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

NEW * The Getaway Cottage at Rocky Marsh Farm
Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

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.

Snickers Gap Cottage
Historic cottage nestled in the foothills of the Blue Ridge Mountains, minutes from multiple breweries, wineries, hiking and biking trails, and the Shenandoah river. At just 40 miles west of Washington DC it’s the perfect weekend getaway to the country! We are known for our miles and miles of beautiful country roads. Come spend a weekend (or more!) and get lost in Loudoun.

Spacious apt with King beds in DT Charles Town
Welcome to our charming 2-bedroom Airbnb in downtown Charles Town, WV! This modern retreat offers two spacious bedrooms with king-size beds for a comfortable stay. Explore the city's attractions and enjoy a cozy night's sleep in stylish accommodations. Book now for a memorable stay in the heart of Charles Town!
Popular amenities for Charles Town holiday rentals
Other great holiday rentals in Charles Town

Barn Apartment in VA Wine Country

Designer Modern Mountain Escape (w/View & Hot Tub)

Treetop Mountain Retreat- Almost Heaven

Private Mountain Retreat | Hot Tub & Sauna

Guest-Favorite A-Frame with Hot Tub Harpers Ferry

#2 Cottage in Loudoun Co. (Upper of 2 units)w/Pond

Luxury Chalet w/ Hot Tub, Sauna, & Stargazing Dome

Ranson Retreat | Sleeps 5-6 + Free Parking
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 SGD | $168 SGD | $184 SGD | $123 SGD | $122 SGD | $146 SGD | $154 SGD | $172 SGD | $179 SGD | $173 SGD | $212 SGD | $190 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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 house rentals in Charles Town have wifi?
Absolutely! We offer over 20 house 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 holiday rentals in Charles Town

Total holiday rentals
Explore 50 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 2,690 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Charles Town holiday rentals include wifi 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!
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- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- American University
- Caledonia State Park
- Cacapon Resort State Park
- Tysons Corner Center
- Whitetail Resort
- South Mountain State Park
- George Mason University
- Jiffy Lube Live
- Harpers Ferry National Historical Park
- Shenandoah River Outfitters
- Green Ridge State Forest
- Reston Town Center
- Hollywood Casino At Charles Town Races
- Antietam National Battlefield
- Mosaic District
- Sky Meadows State Park
- Skyline Caverns





