
Vacation rentals in Charles Town
Find and book unique accommodations on Airbnb
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 $56 CAD per night before taxes and fees

Verified guest reviews
Over 2,820 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Charles Town vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charles Town rentals

4.9 Average rating
Charles Town stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation 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!

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.

Cozy Pool & Hot Tub Retreat by Casino
Welcome to Charles Town, WV! This private pool house boasts two cozy bedrooms and two bathrooms. Perfectly blending relaxation and adventure, our space offers a refreshing outdoor oasis complete with a seasonal pool (available May-September), a premium Cal Spa hot tub open year-round, a convenient gas grill, a smokeless gas firepit, and a charming wood fire pit. Enjoy the many dining options, Hollywood Casino, outdoor adventures, and rich historical exploration right at your fingertips.

Gorgeous cabin on Blue Ridge
Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

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

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.

Guest-Favorite A-Frame with Hot Tub Harpers Ferry
Our guests tell us: "We didn't want to leave." Slip into the salt-water hot tub under the stars, enjoy movie night on the TV screen projector with Bose soundbar system, and watch the A-frame windows fill with morning light. The cabin is nestled in a mountain community in Shannondale — 6 min from the Shenandoah River, 20 min from the Appalachian Trail and Historic Harpers Ferry, and 90 min from DC. ★ 4.95 Guest Favorite · Superhost

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

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.

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 vacation rentals
Stay near Charles Town's top sights
Other great vacation rentals in Charles Town

Mountain Chic Retreat w/ Lake Beach Passes!

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

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

Luxury & Spacious New Home Boutique Style

Melvin Hill Farm est 1765 stay in. The Hay Loft

Cottage Escape in Virginia Wine Country

Luxury Mountain Getaway: Sunsets, Wines & Views.

-Luxury Sauna -Fire Pit -King Beds -Hiking -Family
When is the best time to visit Charles Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 CAD | $185 CAD | $203 CAD | $136 CAD | $135 CAD | $161 CAD | $170 CAD | $189 CAD | $198 CAD | $191 CAD | $234 CAD | $209 CAD |
| 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 30 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 $40 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.
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