
Holiday houses in Charles Town
Find and book unique accommodation on Airbnb
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!

Spectacular View, PET FREE, Skylight and Hot Tub
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 peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 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

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!

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.

❤️ Secluded 1940s Romantic Tiny House on the River
Relax and escape to the peace and quiet by the Potomac river, and wake to beautiful romantic views of the river and mountains, in this romantic 200 square foot tiny house situated on 3 acres, 450 feet of river front land. Explore and partake of all the activities on the river and surrounding area, just 1 mile from Shepherdstown. Fish, bike, kayak, tube, or just sit by the river and watch the birds and wild life. Read by the river or in the quiet comfort of the house, w/ some wine on us.

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!

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.

The Pick Me Upper in DT Charles Town near Harpers
A peaceful getaway to relax, unwind, and feel at home away from home. This third floor apt is spacious and bright with a mid-century modern and eclectic style. Private guest entrance is in the front of the house, located in the heart of downtown Charles Town. Just park your car and walk to all the local restaurants and shops! Only 10 minutes from Historic Harpers Ferry. You will fall in love with this place.

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.

The Log Cabin
A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Last Rodeo Cottage
Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

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 holiday rentals
Other great holiday rentals in Charles Town

Winchester Private Room

A-Frame Cabin in Harpers Ferry with Hot Tub

Mountain lake retreat hot tub/pet friendly/winery

Idyllic bedroom in peaceful rural setting

Welcome to The Yin clean, cozy and pet friendly

The Cabin at Blue Valley Farm

The Studio @ Shiloh

Town Square Cottage | Walk to all of downtown HF
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 AUD | $142 AUD | $133 AUD | $145 AUD | $143 AUD | $171 AUD | $180 AUD | $201 AUD | $210 AUD | $152 AUD | $130 AUD | $134 AUD |
| 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 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 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.
What are the most popular amenities for House Rentals in Charles Town?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Charles Town have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Charles Town. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Charles Town have a kitchen?
Absolutely! We offer over 10 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 free parking?
Absolutely! We offer over 10 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 $89 AUD per night before taxes and fees

Verified guest reviews
Over 2,750 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Charles Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Charles Town rentals

4.8 Average rating
Charles Town stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Jersey City Holiday rentals
- Georgetown University
- Liberty Mountain Resort
- Whitetail Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Great Falls Park
- Ballston Quarter
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Reston Town Center
- Cacapon Resort State Park
- Gambrill State Park
- South Mountain State Park
- Big Cork Vineyards
- American University
- George Mason University
- Harpers Ferry National Historical Park
- Mosaic District
- Hollywood Casino At Charles Town Races
- Jiffy Lube Live
- Brookside Gardens
- Tysons Corner Center
- Sky Meadows State Park




