Book Holiday Homes in Charles Town
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Featured Holiday Homes in Charles Town

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

A private home in Bolivar with a hot tub and yard. Pet friendly!

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

Cottage on King | Charming Historic Leesburg Home

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Cozy Country Getaway in the Heart of Upperville

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Charles Town Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Charles Town vacation homes are the perfect way for you to wing it.
Holiday houses in Charles Town let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Charles Town in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Charles Town adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Charles Town with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Charles Town vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Charles Town Holiday Homes essential information
Accommodation | 313 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!, A private home in Bolivar with a hot tub and yard. Pet friendly!, Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Cottage on King | Charming Historic Leesburg Home, Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex, Elevated Potomac River Retreat - King Suite - Riverfront - Large Screened Porch, Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD, Cozy Country Getaway in the Heart of Upperville , Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people |
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^Subject to availability and chosen travel dates.