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
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park ...
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
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
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
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and patios. Popular attractions Harpers Ferry National Historical Park and John Brown ...
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
Book a stay at this ski vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Harpers Ferry National Historical Park ...
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Modern Country House on the Shenandoah River

Modern Country House on the Shenandoah River

Charles Town
Book a stay at this family-friendly vacation home in Charles Town. Enjoy free WiFi, a garden, and patios. Popular attractions Shannondale Springs Wildlife Management ...
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
Book a stay at this family-friendly vacation home in Delaplane. Enjoy free WiFi, a garden, and a pool table. Popular attractions RdV Vineyards and Aspen Dale ...
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
*In The Heart Of Antietam*

*In The Heart Of Antietam*

Sharpsburg
Stay at this vacation home in Sharpsburg. Enjoy free WiFi, a garden, and balconies or patios. Popular attractions Tolson's Chapel and Antietam Creek Vineyards ...
*In The Heart Of Antietam*
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg
The price is NZ$641 per night from 29 Apr to 30 Apr
NZ$641
includes taxes & fees
29 Apr - 30 Apr
Book a stay at this family-friendly vacation home in Leesburg. Enjoy free WiFi, a garden, and patios. Popular attractions Rotary Park and Tally Ho Theatre are ...
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
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Harpers Ferry National Historical Park and ...
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
NZ$126
Highest Price
NZ$641
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 NZ$207 per night from 11 May to 12 May
NZ$207
includes taxes & fees
11 May - 12 May
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 NZ$253 per night from 5 May to 6 May
NZ$253
includes taxes & fees
5 May - 6 May
Stay at this hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 NZ$126 per night from 28 Apr to 29 Apr
NZ$126
includes taxes & fees
28 Apr - 29 Apr
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Charles Town/Harpers Ferry
Save an average of 15% on thousands of hotels when you're signed in
Rodeway Inn & Suites - Charles Town, WV

Rodeway Inn & Suites - Charles Town, WV

2 out of 5
741 E Washington St, Charles Town, WV
Fully refundableReserve now, pay when you stay
The price is NZ$128 per night from 4 May to 5 May
NZ$128
includes taxes & fees
4 May - 5 May
Book a stay at this business-friendly motel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Rodeway Inn & Suites - Charles Town, WV
Don't see what you're looking for?
See all available properties in Charles Town
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.