Book Holiday Homes in Charles Town

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Featured Holiday Homes in Charles Town

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

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

Harpers Ferry
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 ...
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.
Riverside cottage, minutes from historic Harpers Ferry!  Private river access!

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

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 Potomac River.
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

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

Harpers Ferry
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 ...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
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Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

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

Harpers Ferry
When you stay at this vacation home in Harpers Ferry, you'll be on a river, within a 10-minute drive of Harpers Ferry National Historical Park and Hollywood ...
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town
When you stay at this vacation home in Charles Town, you'll be on the waterfront and steps from Shenandoah River.
Modern Country House on the Shenandoah River
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

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

Delaplane
Located in Delaplane, this vacation home is within a 5-minute drive of RdV Vineyards and Delaplane Cellars.
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
*In The Heart Of Antietam*

*In The Heart Of Antietam*

Sharpsburg
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 ...
*In The Heart Of Antietam*
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg
The price is AU$577 per night from 22 Apr to 23 Apr
AU$577
includes taxes & fees
22 Apr - 23 Apr
A stay at this vacation home places you in the heart of Leesburg, steps from Catoctin Valley and Rotary Park.
Cottage on King | Charming Historic Leesburg Home
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
When you stay at this vacation home in Harpers Ferry, you'll be in the mountains, within a 10-minute drive of Harpers Ferry National Historical Park and Hollywood ...
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
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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
299 Holiday Homes
Lowest Price
AU$119
Highest Price
AU$577
Popular accommodation
Walk to Harpers Ferry! Dog-friendly. Beautiful Views., Riverside cottage, minutes from historic Harpers Ferry! Private river access!, Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Modern Country House on the Shenandoah River , 5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine, *In The Heart Of Antietam* , Cottage on King | Charming Historic Leesburg Home, Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Top trending hotels in 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$179 per night from 23 Apr to 24 Apr
AU$179
includes taxes & fees
23 Apr - 24 Apr
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 ...
Holiday Inn Express Charles Town by IHG
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 out of 5
157 Pimlico Dr, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 4 May to 5 May
AU$238
includes taxes & fees
4 May - 5 May
A stay at Hampton Inn & Suites Charles Town places you in the heart of Charles Town, within a 5-minute drive of Hollywood Casino at Charles Town Races and Old ...
Hampton Inn & Suites Charles Town
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

2 out of 5
642 E Washington Street, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is AU$119 per night from 14 Apr to 15 Apr
AU$119
includes taxes & fees
14 Apr - 15 Apr
Located in Charles Town, Days Inn by Wyndham Charles Town/Harpers Ferry is in the entertainment district, within a 15-minute walk of Charles Town Library and ...
Days Inn by Wyndham Charles Town/Harpers Ferry
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The Inn at Charles Town

The Inn at Charles Town

3 out of 5
100 Hollywood Dr, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 5 May to 6 May
AU$216
includes taxes & fees
5 May - 6 May
Located in Charles Town, The Inn at Charles Town is within a 15-minute drive of Hollywood Casino at Charles Town Races and Harpers Ferry National Historical ...
The Inn at Charles Town
Don't see what you're looking for?
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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.