
House holiday rentals in Charles Town
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Top-rated house rentals in Charles Town
Guests agree: These houses are highly rated for location, cleanliness and more.

Middleburg/Upperville-Stunning,renovated cottage
The Atoka House,a stunning 1801 log home on the historic register in Virginia hunt country.This 2-bedroom, 2.5 bath home with both upstairs and downstairs living rooms,is only 4 miles from Middleburg.Relax in the coziness of the log cabin, catch the spectacular sunsets from the deck and large fenced yard. Gas grill and outdoor firepit. Fireplace may only be used with a duraflame log(provided) for the safety of this historic home. Minutes from wineries, great meadow, polo and Upperville (UCHS)

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

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.

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

Day Street - Walk to Harpers Ferry NP
This stylish apt with fenced yard is located just mins to the HFNP Park. 24/7 convenient store just 1 block away; library across the street; a corner lot in a very quiet neighborhood. Perfect place to start your hikes or just to rest for the weekend. The home has 1 BR, 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. Please note that the living area for this home is upstairs.

Deer Chase
Welcome to our renovated cabin, “Deer Chase”, incredibly convenient to Clarke County's Ruritan Fairgrounds, Rosemont Manor, wineries, breweries, Appalachian Trail, and more. This is just off Rte 7, located between Loudoun and Frederick Counties, less than 10 minutes to 81, in a private and relaxing setting. Looking for convenience to local amenities, in town for a wedding, Lucketts Fair, or Apple Blossom Festival, or just passing through and just need to kick your feet up, you found it.

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.

WILD HARE COTTAGE king bed
Perfect for exploring wine country we are 10 minutes from Bluemont Station and Dirt Farm Brewing This property has two bedrooms King and Queen beautiful bathroom in the middle. The kitchen perfectly sized to gather four people. large sitting room out front. Sit on the front porch and watch the travelers pass by on the gravel road. Walk up to the historic Philomont store. Please note this cottage is attached to the front of the main house it’s completely separate utilites and all

Spring flowers, spa tub movie room, best beds ever
Spring starts late Feb early March with all the daffodils. You will want to stay...longer. The most comfortable beds ever, comphy 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.

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.

Colonial Era Spring House
A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.

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.
Popular amenities for Charles Town house rentals
House rentals with a pool

Riverviews, Sauna, Firepit, GameRm, Wellness, Yoga

Stoney Spring Overlook

The Historic Booth House at the Harpers Ferry KOA

Historic Farmhouse w/ Heated Pool, Harpers Ferry

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

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

Cedar Creek Wayside Castle

An Escape Bordering National Park land 1 mi to C&O
Weekly house rentals

Cozy Vintage Home by Charles Town, Casino & More!

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Willow’s View

the Lodge- Stunning View- Hot Tub- Dog Friendly

The Cabin at Blue Valley Farm

Riverdale

Round Mountn Top House! Prof. Cleaned w EV-chrger

Mountain Church Cottage
Private house rentals

The Dutchmans Creek Farmhouse

Gorgeous cabin on Blue Ridge

Historic Bluemont Farmhouse

Hidden Hollow - Historic home with private pond

Cozy farm cottage in Lovettsville

So cozy

Touch of Tuscan - Minutes to Wine, Beer, Hiking

Friends Getaway (maximum of four guests)
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 $85 AUD per night before taxes and fees

Verified guest reviews
Over 590 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!
Destinations to explore
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- Georgetown University
- Liberty Mountain Resort
- Whitetail Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- American University
- Tysons Corner Center
- Jiffy Lube Live
- George Mason University
- Harpers Ferry National Historical Park
- Shenandoah River Outfitters
- Green Ridge State Forest
- Sky Meadows State Park
- Big Cork Vineyards
- Bluemont Vineyard
- Antietam National Battlefield
- Reston Town Center




