Charles Town Vacation Rentals

Name: Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Address: Sharpsburg
Price range: $409

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Charles Town

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

$350

includes taxes & fees

$330 per night

Apr 15 - Apr 16

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.

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

With a stay at this vacation home in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Potomac River.

Trailside Retreat in breathtaking Western Loudoun

Located in Hamilton, this vacation home is in a rural location, within a 5-minute drive of Catoctin Valley and The Barns at Hamilton Station Vineyards.

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

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

1805 Farmhouse with Heated Pool in Harpers Ferry

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.

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Located in Delaplane, this vacation home is within a 5-minute drive of RdV Vineyards and Delaplane Cellars.

In The Heart Of Antietam

With a stay at this vacation home, you'll be centrally located in Sharpsburg, just a 4-minute walk from Tolson's Chapel and 10 minutes by foot from Antietam National Cemetery.

Historic Hideaway

$328

includes taxes & fees

$285 per night

Mar 19 - Mar 20

With a stay at this vacation home in Leesburg, you'll be steps from Catoctin Valley and a 2-minute drive from Tally Ho Theatre.

Modern Home on Middleburg Equestrian Farm

Located in Middleburg, this vacation home is within a 15-minute drive of Glenwood Park and Red Fox Fine Art.

Luxury Getaway on The Potomac

With a stay at this vacation home in Martinsburg, you'll be a 3-minute walk from Potomac River and within a 5-minute drive of Chesapeake and Ohio Canal National Historic Park.

Walk to Historic Harpers Ferry! Beautiful Views.

With a stay at this vacation home in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at Charles Town Races.

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

$409

includes taxes & fees

$367 per night

Apr 13 - Apr 14

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

Don't see what you're looking for?

See all available properties in Charles Town

View all properties

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.