Charles Town Vacation Rentals

Name: Charming "Cream of the Crop" Cape ~❤️of Middletown
Price range: $306 total

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Vacation Rentals in Charles Town

Luxury NEW! Woodhaven Reserve! Private Pool + Hot Tub

Purcellville VA

With a stay at this vacation home in Purcellville, you'll be within a 10-minute drive of Historic Downtown Purcellville and Purcellville Skating Rink.

Pool

Hot Tub

Modern luxury, walk to Washington St and downtown, EV, Movie room, Spa bathroom

Bolivar WV

With a stay at this vacation home, you'll be centrally located in Harpers Ferry, within a 15-minute drive of Hollywood Casino at Charles Town Races and Woodpecker Woods Wildlife Santuary.

Kitchen

Washer

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be within a 10-minute drive of Hollywood Casino at Charles Town Races and Vivo Day Spa.

Kitchen

Washer

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Hollywood Casino at Charles Town Races and Appalachian Trail Conservancy Headquarters.

Kitchen

Washer

A unique mountaintop getaway overlooking Willow Croft Winery.

Leesburg VA

Located in Leesburg, this vacation home is on a river, within a 10-minute drive of Stone Tower Winery and Catoctin Valley.

Modern Country House on the Shenandoah River

Charles Town WV

When you stay at this vacation home in Charles Town, you'll be on the waterfront and steps from Shenandoah River.

1805 Farmhouse with Heated Pool in Harpers Ferry

Harpers Ferry WV

Located in Harpers Ferry, this vacation home is in a rural location, within a 10-minute drive of Virginius Island and Harpers Ferry Children's Park.

Pool

Hot Tub

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg MD

A stay at this vacation home places you in the heart of Sharpsburg, within a 15-minute walk of Tolson's Chapel and Antietam National Cemetery.

Kitchen

Washer

Beautiful 3 BR 2 Bath Private Main-first floor with AC Heat in Leesburg, VA

Leesburg VA

$449 nightly

$511 total

Mar 6 - Mar 7

Total with taxes and fees

Located in Leesburg, this vacation home is within a 5-minute drive of Catoctin Valley and Fleetwood Farm Winery.

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV

$366 nightly

$407 total

Mar 12 - Mar 13

Total with taxes and fees

With a stay at this vacation home in Charles Town, you'll be on a river, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry WV

With a stay at this vacation home in Harpers Ferry, you'll be in the mountains, within a 15-minute drive of Hollywood Casino at Charles Town Races and Shenandoah River.

Charming "Cream of the Crop" Cape ~❤️of Middletown

Middletown MD

$289 nightly

$306 total

Mar 22 - Mar 23

Total with taxes and fees

When you stay at this vacation home in Middletown, you'll be within a 10-minute drive of Orchid Cellar Winery and Willow Oaks Craft Cider and Wine.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.