Book Holiday Homes in Charles Town

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Featured Holiday Homes in Charles Town

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

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

Harpers Ferry WV
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Potomac River and within a 5-minute drive of Chesapeake and Ohio Canal.
Opens in a new windowRiverside cottage, minutes from historic Harpers Ferry! Private river access!
Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV
The price is AU$587 per night from 16 Feb to 17 Feb
AU$587
16 Feb - 17 Feb
includes taxes & fees
Located in Charles Town, this vacation home is on a river, within a 15-minute drive of Shenandoah River and Shannondale Springs Wildlife Management Area.
Opens in a new windowTerra Alta - Incredible River Views and Hot Tub!
Gruner Bungalow at Otium Cellars

Gruner Bungalow at Otium Cellars

Purcellville VA
Located in Purcellville, this vacation home is in a rural location, a 3-minute drive from Franklin Park and 7 minutes from Fireman's Field.
Opens in a new windowGruner Bungalow at Otium Cellars
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Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Delaplane VA
Located in Delaplane, this vacation home is in a rural location, within a 15-minute walk of Barrel Oak Winery and Blue Valley Vineyard And Winery.
Opens in a new windowPets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

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

Harpers Ferry WV
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Bolivar Community Park.
Opens in a new windowLarge Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry WV
Located in Harpers Ferry, this vacation home is on a river, within a 5-minute drive of Bolivar Community Park and Shenandoah River.
Opens in a new windowHot Tub, Campfire Ring, Convenient Location, Large Groups!!
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

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

Harpers Ferry WV
The price is AU$680 per night from 9 Feb to 10 Feb
AU$680
9 Feb - 10 Feb
includes taxes & fees
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Shannondale Springs Wildlife Management ...
Opens in a new windowCharming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts

Harpers Ferry WV
The price is AU$511 per night from 8 Feb to 9 Feb
AU$511
8 Feb - 9 Feb
includes taxes & fees
With a stay at this vacation home in Harpers Ferry, you'll be just steps from Harpers Ferry Children's Park and Appalachian Trail Conservancy Headquarters.
Opens in a new windowHistoric Queen Anne Family Home w Modern Comforts
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg VA
The price is AU$637 per night from 3 Mar to 4 Mar
AU$637
3 Mar - 4 Mar
includes taxes & fees
A stay at this vacation home places you in the heart of Leesburg, steps from Catoctin Valley and 4 minutes by foot from Earth and Fire Gallery.
Opens in a new windowCottage on King | Charming Historic Leesburg Home
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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.

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
267 Holiday Homes
Lowest Price
AU$97
Highest Price
AU$680
Popular accommodation
Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Terra Alta - Incredible River Views and Hot Tub!, Gruner Bungalow at Otium Cellars, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Historic Queen Anne Family Home w Modern Comforts, Cottage on King | Charming Historic Leesburg Home

Top trending hotels in Charles Town

Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town

3 out of 5
70 Jefferson Crossing Way Charles Town WV
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 15 Feb to 16 Feb
AU$235
15 Feb - 16 Feb
includes taxes & fees
Located in Charles Town, Home2 Suites by Hilton Charles Town is a 2-minute drive from Hollywood Casino at Charles Town Races and 8 minutes from Locust Hill Golf ...
Opens in a new windowHome2 Suites by Hilton Charles Town
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 out of 5
681 Flowing Springs Rd Charles Town WV
Fully refundable
The price is AU$181 per night from 15 Feb to 16 Feb
AU$181
15 Feb - 16 Feb
includes taxes & fees
Located in Charles Town, Holiday Inn Express Charles Town by IHG is in a rural location, within a 5-minute drive of Hollywood Casino at Charles Town Races and ...
Opens in a new windowHoliday Inn Express Charles Town by IHG
Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry

2 out of 5
642B E Washington St Charles Town WV
Fully refundableReserve now, pay when you stay
The price is AU$97 per night from 8 Feb to 9 Feb
AU$97
8 Feb - 9 Feb
includes taxes & fees
With a stay at Travelodge By Wyndham Charles Town/Harpers Ferry in Charles Town, you'll be within a 15-minute walk of Zion Episcopal Church Cemetery and Charles ...
Opens in a new windowTravelodge By Wyndham Charles Town/Harpers Ferry
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The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 9 Feb to 10 Feb
AU$189
9 Feb - 10 Feb
includes taxes & fees
Located in Charles Town, The Inn at Charles Town - Hollywood Casino is within a 5-minute drive of Zion Episcopal Church Cemetery and Charles Town Library.
Opens in a new windowThe Inn at Charles Town - Hollywood Casino
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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.

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^Subject to availability and chosen travel dates.