Search Vacation Homes in Charles Town

Compare Vacation Homes in Charles Town with updated reviews, rates, and availability.

Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (56)
"Not much to say other than it was a great stay. Scott was super responsive for the few questions we had and everything was clean and comfortable."
The price is $145
$221 total
includes taxes & fees
Jun 2 - Jun 3
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (101)
"Perfect location in historic Middletown. Our daughter stayed over night to be our driver to graduations. She recommends a circulating fan for the basement bedroom! Apparently, we, at the age of 83, kept the house a little too warm!"
The price is $145
$307 total
includes taxes & fees
Jun 2 - Jun 3
Charming "Cream of the Crop" Cape ~❤️of Middletown
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Outdoor dining
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (36)
"We visited for a friends weekend and loved our stay. The bedrooms and communal areas were comfortable and great for a party of 7. The hot tub and outdoor fireplace were a hit. The property was peaceful. We didn’t walk to winery bc it was raining but we did drive (a minute) there and that was a lovely winery trip. The host was proactive asking if we needed anything before and during our stay. She was helpful w recommendation for restaurants and kind to offer any help while we were there (which...
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Smart TV, fireplace, table tennis, books
Hot Tub, Poker Table, River Access & Kayaks and Wineries
10.0 out of 10, Exceptional, (5)
"It was great. Nice property, awesome location. Very private"
The price is $152
$409 total
includes taxes & fees
May 29 - May 30
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Exterior
Union Street Carriage Quarters
10.0 out of 10, Exceptional, (21)
"This was our third stay here in a short period of time as our house gets renovated. We just love its coziness & cleanliness. Great communication with owners. Highly recommend!"
Union Street Carriage Quarters
Smart TV
Cozy Country Getaway in the Heart of Upperville
10.0 out of 10, Exceptional, (1)
"The house was as advertised and very clean. The house instructions were clear and check out instructions where minimal. We had some slight confusion on working the thermostat and the bedrooms became much warmer in the evening, than the main areas. But as long as you knew that you could turn the temperature way down. Overall, the house was very comfortable and was a great location for us to spend two evenings during our visit."
Cozy Country Getaway in the Heart of Upperville
Private kitchen
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Historic gem in the heart of downtown Hamilton! Trees and a private stream
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is $135
$287 total
includes taxes & fees
Jun 26 - Jun 27
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Smart TV, table tennis, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Private kitchen | Paper towels
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
10.0 out of 10, Exceptional, (10)
"The three of us saw Anne Wilson, went to the Bible Museum, and went to Cornerstone Chapel in Leesburg. We enjoyed several Leesburg eateries: Buford Biscuits, Cowbell Kitchen, and Lightfoot, and Rebellion. We really wished we had more time in your beautiful home. It was so serene and peaceful to be out in the woods."
Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Berryville Home: Walk to Main Street!
10.0 out of 10, Exceptional, (5)
"Great house, like brand new. Right around the corner from Main st which has nice coffee shops and a few eateries. Very nice place and location in Berryville for those visiting the valley or the mountains just across the Shenandoah River. Thanks"
Pet-Friendly Berryville Home: Walk to Main Street!
Fridge, microwave, stovetop, dishwasher
Townhome in Leesburg Historic District!
10.0 out of 10, Exceptional, (10)
"Stayed four nights while our house was listed for sale. Had everything we needed, clean and comfortable and a great location a stone’s throw from all the coffee shops, restaurants and boutiques of downtown Leesburg. Bonus was the flower and garden festival. Location was mostly quiet but some street noise during the day/evening only which is to be expected so not an issue at all. House is wonderfully historic with all modern amenities/new upgraded appliances!"
Townhome in Leesburg Historic District!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
The price is $346
$749 total
includes taxes & fees
Jun 13 - Jun 14
White House Inn - Historic Home in Harpers Ferry!
Smart TV
The Penny Postcard Historic House
10.0 out of 10, Exceptional, (8)
"This is a spacious, comfortable home. Walking distance to dining, wine and convenience store. A bit far to downtown Harpers Ferry, but doable. We brought our own grill for outdoor cooking. Amy was super responsive to all my questions prior to our trip. I'd recommend this location to friends and family if ever in the area."
The Penny Postcard Historic House
Property grounds
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
8.8 out of 10, Excellent, (3)
"Comfortable stay. Has everything you need and more. Great backyard with swing-set, fire pit. Incredible sunset views overlooking the Potomac. Close to Harper’s Ferry, AT, Antietam, Boonsboro, C&O, walking, hiking, etc…"
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
Interior
*In The Heart Of Antietam*
9.6 out of 10, Exceptional, (73)
"This is a very solid VRBO. Pros: - Location is excellent; right in the downtown Sharpsburg next to a yummy ice cream place. It's easy to drive to and from. - Parking was good. There's a public lot across the street (no overnight there) and street parking in front of the unit. - There's a good amount of space in this unit with three bedrooms, a living room, dinning room, and kitchen. - The wifi is blazing fast; I was getting over 300 mbps when running speed tests. - It was a comfortable stay....
*In The Heart Of Antietam*
Outdoor dining
A unique mountaintop getaway overlooking Willow Croft Winery.
10.0 out of 10, Exceptional, (81)
"This is a lovely home in a beautiful location. The hosts were wonderful and friendly. We were attending a wedding at Stone Tower Winery and this is the prefect location - less than a mile from the winery (great for that late night drive home from the wedding)! The home is also very close to downtown Leesburg."
A unique mountaintop getaway overlooking Willow Croft Winery.
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See all available properties in Charles Town
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.

Other property types in Charles Town

Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Property grounds
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (21)
"A group of 6 friends stayed at the house to do some bike riding wine & beer tasting in the area. We had a great time. The house worked out wonderfully."
Modern Country House on the Shenandoah River
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is $145
$328 total
includes taxes & fees
May 29 - May 30
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
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 Vacation Homes information

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