Charles Town Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Charles Town holiday rentals

Property grounds

The River House

The River House
Charles Town
10.0 out of 10, Exceptional, (14 reviews)
"Host communicated well. Great location right on the river. Family had a great time. "
United States
Geoff C.
The price is HK$1,162
HK$2,591 total
includes taxes & fees
17 Mar - 18 Mar
The River House
Property grounds

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!
Charles Town
9.6 out of 10, Exceptional, (66 reviews)
"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."
United States
Paul M.
The price is HK$783
HK$3,120 total
includes taxes & fees
26 Mar - 27 Mar
Terra Alta - Incredible River Views and Hot Tub!
Terrace/patio

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Unique accommodation overlooking a beautiful valley with many convenient modern features such as a EV charger provider"
United States
Paul S.
The price is HK$2,731
HK$3,427 total
includes taxes & fees
17 Mar - 18 Mar
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is HK$8,497
HK$14,296 total
includes taxes & fees
20 Mar - 21 Mar
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Property grounds

Charming Cabin in the Woods with River Access

Charming Cabin in the Woods with River Access
Shepherdstown
9.6 out of 10, Exceptional, (44 reviews)
"The cabin was spotless and Owners had left many thoughtful amenities"
United States
Stephen
The price is HK$1,276
HK$2,360 total
includes taxes & fees
15 Mar - 16 Mar
Charming Cabin in the Woods with River Access
Fridge, microwave, oven, stovetop

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Great location in a great town!"
United States
Gigi D.
Quaint Royal Cottage @ Historic Leesburg
Terrace/patio

Hillside Hideaway in Lowertown Harpers Ferry

Hillside Hideaway in Lowertown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (19 reviews)
"The house is in a perfect spot to explore downtown Harpers Ferry! So much history within walking distance and so many beautiful homes. "
United States
Anonymous traveller
The price is HK$2,112
HK$3,444 total
includes taxes & fees
16 Mar - 17 Mar
Hillside Hideaway in Lowertown Harpers Ferry
Fridge, microwave, oven, stovetop

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (40 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is HK$2,037
HK$4,170 total
includes taxes & fees
16 Mar - 17 Mar
Royal Heritage Home @ Historic Leesburg
Interior

Antietam Creek - Quiet 2 Bedroom Cabin

Antietam Creek - Quiet 2 Bedroom Cabin
Keedysville
9.2 out of 10, Wonderful, (89 reviews)
"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."
United States
Lina A.
The price is HK$1,565
HK$2,571 total
includes taxes & fees
16 Mar - 17 Mar
Antietam Creek - Quiet 2 Bedroom Cabin
Exterior

Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft

Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"This plave is amazing and the owners are beyond welcoming and friendly. Terrific communication. 5 out of 5 stars. Will def come back sometime for a couples trip."
United States
Alex P.
The price is HK$11,738
HK$13,372 total
includes taxes & fees
15 Mar - 16 Mar
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Terrace/patio

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (19 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is HK$2,149
HK$4,307 total
includes taxes & fees
16 Mar - 17 Mar
The Cottage on Royal - Historic Leesburg Home
Dining

Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (16 reviews)
"This property was super nice and the property managers were super awesome and accommodating! "
United States
Construction V.
The price is HK$1,995
HK$3,681 total
includes taxes & fees
16 Mar - 17 Mar
Exclusive Wooded Chalet w Magnificent River Views
Interior

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is HK$1,761
HK$3,069 total
includes taxes & fees
15 Mar - 16 Mar
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Microwave, oven, stovetop, dishwasher

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (7 reviews)
"The hosts were easy to work with. The house was need and clean! Great experience!"
United States
Chad S.
The price is HK$1,956
HK$3,318 total
includes taxes & fees
19 Mar - 20 Mar
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (31 reviews)
"Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed."
United States
Tom C.
The price is HK$1,487
HK$1,812 total
includes taxes & fees
24 Mar - 25 Mar
Blue Mountain Cabin, secluded, perfect for couples, near main road
Exterior

Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (69 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
The price is HK$2,025
HK$3,642 total
includes taxes & fees
1 Apr - 2 Apr
Cottage on King | Charming Historic Leesburg Home
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"Lovely property, really nicely furnished and clean. Brilliant location for lots of places locally and close enough to walk into Leesburg itself to get ice cream!"
United Kingdom
Rachael B.
Leesburg Hideaway- King Bed + Private Backyard
Interior

Minutes to Downtown Harpers Ferry, Hot Tub

Minutes to Downtown Harpers Ferry, Hot Tub
Bolivar
9.6 out of 10, Exceptional, (20 reviews)
"Miles within Harper’s Ferry historical site. "
United States
Jeff H.
The price is HK$1,627
HK$2,859 total
includes taxes & fees
15 Mar - 16 Mar
Minutes to Downtown Harpers Ferry, Hot Tub
Exterior detail

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
9.8 out of 10, Exceptional, (107 reviews)
"Booked this property for my entire extended family for a wedding. It was perfect for the 18 of us with plenty of room for everyone to have their own space to relax. The common areas were also big enough for us all to have a conversation. "
United States
Staci H.
The price is HK$2,854
HK$6,303 total
includes taxes & fees
27 Mar - 28 Mar
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Fridge, microwave, oven, stovetop

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (17 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is HK$1,706
HK$3,952 total
includes taxes & fees
18 Mar - 19 Mar
Spacious Modern Home on Middleburg Horse Farm
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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Top Charles Town Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Check-in was easy, the room was clean, and the staff was very friendly. My only suggestion would be to offer more healthy breakfast options. Overall, my stay was great, and I would definitely recommend this Hampton Inn."
Thomas 1-night trip
Posted 3 hours ago
Hampton Inn Martinsburg

Find out more about Charles Town

Search for holiday rentals in Charles Town on Expedia! You can easily find your home rentals, villas, holiday apartments in Charles Town using one of the methods below:

  • View our selection of featured holiday rentals in Charles Town
  • Use the map to find apartments and other holiday homes in the Charles Town neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charles Town while they last

Look no further and take a look at our great range of rental properties in Charles Town!

Frequently asked questions

Are there holiday rentals in Charles Town?

Yes, there are holiday rentals close to the most popular sights in Charles Town, or you can select a more secluded option if you're looking for a relaxing stay. Charles Town is known for its casinos and entertainment choices. Make sure you have time to check out the cathedral while you're in the area.

What are some of the best holiday rentals that Charles Town has to offer?

Terra Alta - Incredible River Views and Hot Tub!: This highly rated holiday home rental in Charles Town is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Modern Country House on the Shenandoah River as a favourite home for rent in Charles Town.

How many holiday rentals will I find in Charles Town?

Choose from 15 Expedia holiday rentals in Charles Town for a memorable holiday.

What’s there to see and do in Charles Town?

Cultural attractions include Old Opera House, whereas Shenandoah River is a spot to enjoy nature. While here, Gibson-Todd House and Hollywood Casino at Charles Town Races are other places worth a visit.

What’s a holiday rental in Charles Town like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charles Town. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.