Charles Town Vacation Rentals

Name: Townhome in Leesburg Historic District!
Address: Leesburg

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Vacation Rentals in Charles Town

Riverside cottage, minutes from historic Harpers Ferry; private river access!

$145

per night

Jun 6 - Jun 7

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.

Outdoor Space

Air conditioning

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

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

Pet friendly

Fireplace

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

$135

per night

May 27 - May 28

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.

Pet friendly

Fireplace

Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!

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

Pet friendly

Hot Tub

Hot Tub, Poker Table, River Access & Kayaks and Wineries

$162

per night

May 28 - May 29

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

Pet friendly

Hot Tub

Cozy Country Getaway in the Heart of Upperville

With a stay at this vacation home in Upperville, you'll be within a 10-minute drive of Paris Barns and RdV Vineyards.

Historic gem in the heart of downtown Hamilton! Trees and a private stream

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

Pet friendly

Air conditioning

Cozy home near Casino, Breweries, Historical attractions, National Park & more

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

Fireplace

Free WiFi

Gruner Bungalow at Otium Cellars

Located in Purcellville, this vacation home is in a rural location, within a 10-minute drive of Fireman's Field and Purcellville Skating Rink.

Pool

Pet friendly

Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun

Located in Purcellville, this vacation home is within a 5-minute drive of Fireman's Field and Purcellville Skating Rink.

Pet friendly

Free WiFi

Pet-Friendly Berryville Home: Walk to Main Street!

With a stay at this vacation home in Berryville, you'll be a 5-minute walk from The Fire House Gallery and 5 minutes by foot from Barns of Rose Hill.

Pet friendly

Fireplace

Townhome in Leesburg Historic District!

With a stay at this vacation home in Leesburg, you'll be within a 15-minute drive of One Loudoun and Catoctin Valley.

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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.