
House holiday rentals in Charles Town
Find and book unique houses on Airbnb
Top-rated house rentals in Charles Town
Guests agree: these houses are highly rated for location, cleanliness and more.

The Cozy Place Duplex w/ backyard in Harpers Ferry
"Perfect for Extended Stays!" Worry-free with fully stocked kitchen, fresh linens, towels, provided. Walkable location to restaurants, bars, shops, and downtown Harpers Ferry. 1 mile to the Appalachian Trail and the C&O Canal path 1.2 miles to Harpers Ferry Train Station 2.4 miles to Snow Riders 2.9 miles to Harpers Ferry Brewing Traveling with a group? We have additional listings on the same lot for additional accommodations: airbnb.com/h/cheerful-duplex-in-hf airbnb.com/h/lovely-cottage-in-hf

Mckinley's Place
This stylish apt with fully fenced yard is located just mins to the Harpers Ferry National Park and downtown Harpers Ferry. 24/7 convenient store just 1 block away; library across the street; and is on a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 2 BRs, 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.

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.

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

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

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.

Relaxing Getaway Near Shenandoah River Access
Come and enjoy our spacious 3bd/2ba home in Harpers Ferry, WV just across the Virginia state line and close to many local attractions! Perfect for families featuring a large fenced in backyard. Centrally located within 15 mins from historic Harpers Ferry; within 1/2 mile of public boat access to the Shenandoah River; 2 miles to Appalachian Trail; less than 15mins to numerous breweries & wineries; 10mins to Charles Town Casino. Enjoy all this wonderful area has to offer!

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

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.

Hart's Overlook | HOT TUB, Mtn Views + Pond!
BNB Breeze Presents: Hart's Overlook! Experience the West Virginia Mountains from our newly-built retreat! With a private hot tub, fire pit, and picturesque views of the West Virginia Mountains that you get with your personal retreat in paradise! This newly built modern cabin includes: - HOT TUB! - Fire Pit - Smart TV - Charcoal Grill - Hilltop Pavillion - Private Pond! - Picturesque Views

Terra Alta - Incredible River Views and Hot Tub!
MOUNTAIN MAMA VACATION HOMES & CABINS A huge hot tub, stunning hilltop views, the sound of rushing rapids below--this place has it all! On 3+ acres of private woodland set high on a hill overlooking the Shenandoah river, this large river house can accommodate many guests and is just 15-20 min from tons of attractions: whitewater rafting, historic Harpers Ferry, Virginia wine country, and more.

Spa tub, movie room, best beds ever, Luxury design
You will want to stay...longer. The most comfortable beds ever, and sleep should be priority #1. Our luxury design is unmatched in the area. And our location is at best end of Washington St. 0.25 miles away. No train noise at this end. Spa master bath/ free-standing tub, relaxing deck. Movie room w/ 92" smart TV. Luxury design (West Elm, CB2, Roche Bobois, etc.). Super Strong mesh WiFi.
Popular amenities for house rentals in Charles Town
House rentals with a pool

Stoney Spring Overlook

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

The Historic Booth House at the Harpers Ferry KOA

Historic Farmhouse | Heated Plunge Pool, Billiards

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Cedar Creek Wayside Castle
Weekly house rentals

Little Red Schoolhouse in Cross Junction

Willow’s View

Luxury & Spacious New Home Boutique Style

Modern Home on Middleburg Equestrian Farm

Historic Tip of the Hill, Purcellville, Virginia

Hot Tub, Historic, Rural Setting, Convenient

Cold Spring Cabin

Modern Lakehouse, Private Dock near Harpers Ferry
Private house rentals

Shenandoah River House Retreat

Architectural Mountaintop Retreat | Shenandoah

Cozy 3BR Ranch Style Near I-81 & Hospitals

Shire Cottage: Come share in an adventure in WV.

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

Touch of Tuscan - Minutes to Wine, Beer, Hiking

Couples Getaway (maximum of two guests)

Mountaintop Home in Harpers Ferry
Quick stats about house rentals in Charles Town

Total holiday rentals
Explore 20 holiday rentals in Charles Town

Nightly prices starting at
Charles Town holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 500 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Charles Town holiday 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!
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- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Jiffy Lube Live
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Great Falls Park
- Tysons Corner Center
- George Mason University
- Cacapon Resort State Park
- Caledonia State Park
- South Mountain State Park
- Ballston Quarter
- Whitetail Resort
- Shenandoah River Outfitters
- Reston Town Center
- Hollywood Casino At Charles Town Races
- Gambrill State Park
- Sky Meadows State Park
- Green Ridge State Forest
- Mosaic District
- Bluemont Vineyard





