
House holiday rentals in Charles Town
Find and book unique houses on Airbnb
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 $56Â AUD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Charles Town holiday rentals include Wi-Fi 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 house rentals in Charles Town
Guests agree: These houses are highly rated for location, cleanliness and more.

Luxury, Spa tub, movie rm, new AC, best beds ever
Fall colors coming soon (Oct-mid Nov) July 2026 new AC split upstairs. Now has 3 AC systems. You will want to stay...longer. The most comfortable beds ever, and sleep should be priority #1. Our luxury design and furniture 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.
ValueLocationComfort

Lindas Country Cottage
Come and relax in our Little County Charmer If needed for extended t. Under 2 miles from Interstate. 15 min from Charlestown Casino and horse racing. JD’s Fun Center with pool for children. ..2 hrs from Massanuttan . Take a ride to Historic Berkley Springs Or Harpers ferry.. Home is in a quite neighborhood. Tv Wi-Fi. Home is close to dining and fast foods delivery. So if you wanna feel right at home while visiting or town stop by and pay a visit at our small home with a little country charm
LocationFamilyParking

Modern Lakehouse, Private Dock near Harpers Ferry
This custom built home on Lake Shannondale has private lake access, nestled in the low mountains of West Virginia. Wake up steps from the water, only 20 minutes from historic Harper’s Ferry and the Charlestown casino, 10 minutes from Loudoun County’s wine country and breweries, or a short drive from multiple Civil War sites. This 4-bedroom, 2.5-bath home has its own dock, outdoor fire pit, canoes/kayaks/paddle boards & spacious open layout designed for families, gatherings and celebrations.
ValueLocationAccuracy

The Nature at Rivermist Lane (Waterfront)
Leave the city behind and get away to the The Nature! Only a 1.5 hour drive from D.C. and Baltimore, The Nature is a private property designed to let families and small groups unplug, enjoy the beauty and bounty of the Shenandoah River, and make memories to last a lifetime. Bring your favorite lawn games, tubes, yoga mats, fishing rods, and your river shoes and get ready to have some fun! Wi-Fi is extremely spotty. River conditions available at NOAA website (type in Millville Dam, WV).
LocationValueAmenities

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.
FamilyLocationIndoor spaces

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
LocationValueBiking

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!
ValueLocationHiking

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.
LocationValueParks

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!
FamilyValueBackyard

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.
LocationFamilyGetting around

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.
LocationValueBathroom

Historic Home, Hot Tub, Campfire Ring, Hardwood
1862 Inn - Yes, the HOT TUB is OPEN! Beautiful rural setting, private fenced backyard, historic brick home with hardwood floors, full kitchen, laundry, campfire ring and hot tub. Home is suitable for up to 6 adults and 6 children. All amenities like bikes, canoes, kayaks, and rafts are available at River Riders next door for a fee.
FamilyValueDecor
Popular amenities for Charles Town house rentals
House rentals with a pool

Historic Farmhouse | Heated Plunge Pool, Billiards
LocationFamilyAir conditioning

Windy Knoll Adventure | River Front | Hot Tub!
ValueLocationView

The Historic Booth House at the Harpers Ferry KOA
ValueLocationRiver

An Escape Bordering National Park land 1 mi to C&O
ValueFamilyWi-Fi

Cedar Creek Wayside Castle
FamilyLocationHiking

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
FamilyValueQuiet

Stoney Spring Overlook
ValueFamilyCheck-in

Sunset Ranch: Hot Tub! Mountain Views! Pool
ValueLocationIndoor spaces
Weekly house rentals

Cozy Cottage
LocationFamilyBackyard

Sqyrls Nest - hot tub, pets, fire pit, game room
ValueLocationCondition

Downtown Leesburg Cottage. Walk to everything!
FamilyValueComfort

Cedar Hill Cabin (A-Frame)
LocationValueView

Charming 3BR Farmview Cottage in northern VA
ValueFamilyParking

Steps to Winery and Battlefield – 1 Acre Retreat
ValueFamilyWalkability

Day Street Harpers Ferry NP
ValueFamilyComfort

Historic Tip of the Hill, Purcellville, Virginia
LocationFamilyBiking
Private house rentals

Our Shangri La
LocationFamilyGetting around

-Luxury Sauna -Fire Pit -King Beds -Hiking -Family
LocationFamilyComfort

Gaming Gazebo, Hot Tub, Sauna, Cold Plunge & Golf
FamilyValueNearby

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

Harpers Ferry Oasis
ValueLocationDecor

Shenandoah River House Retreat
LocationValueBackyard

Architectural Mountaintop Retreat | Shenandoah
FamilyLocationAccuracy

Mountaintop Home in Harpers Ferry
ValueLocationBeach
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Georgetown University
- Liberty Mountain Resort
- Stone Tower Winery
- Jiffy Lube Live
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Tysons Corner Center
- Great Falls Park
- George Mason University
- Cacapon Resort State Park
- South Mountain State Park
- Whitetail Resort
- Caledonia State Park
- Ballston Quarter
- Shenandoah River Outfitters
- Greenbrier State Park
- Sky Meadows State Park
- Hollywood Casino At Charles Town Races
- Reston Town Center
- Green Ridge State Forest
- Mosaic District
- Bluemont Vineyard





