Holiday Homes in Charles Town

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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Charles Town holiday homes

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, (70 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.
Terra Alta - Incredible River Views and Hot Tub!
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (34 reviews)
"Adorable, comfy, private & well appointed. Well cleared of snow for our arrival after a difficult snow/ice storm. Comfortable mattress was a bonus. We enjoyed our stay! "
United States
Amy M.
Leesburg Hideaway- King Bed + Private Backyard
Exterior

Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (145 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is AU$407
includes taxes & fees
7 June - 8 June
Charming "Cream of the Crop" Cape ~❤️of Middletown
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is AU$504
includes taxes & fees
8 June - 9 June
Bluemont home just minutes to wineries, breweries, hiking and more!
Exterior

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Sharpsburg
9.8 out of 10, Exceptional, (201 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is AU$246
includes taxes & fees
2 June - 3 June
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Exterior

"Lovely Tiny House Rental for a Romantic Getaway in Shepherdstown, West Virginia

"Lovely Tiny House Rental for a Romantic Getaway in Shepherdstown, West Virginia
Shepherdstown
The price is AU$192
includes taxes & fees
2 June - 3 June
"Lovely Tiny House Rental for a Romantic Getaway in Shepherdstown, West Virginia
Fridge, microwave, oven, stovetop

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
9.8 out of 10, Exceptional, (63 reviews)
"The Host Heather have the most beautiful personality. She was very helpful. Told us the history of the home which we was able to appreciate everything about this beautiful home."
United States
Samira A.
The price is AU$403
includes taxes & fees
9 June - 10 June
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Smart TV, fireplace

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is AU$489
includes taxes & fees
2 June - 3 June
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
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, (71 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is AU$627
includes taxes & fees
9 June - 10 June
Cottage on King | Charming Historic Leesburg Home
Property grounds

The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is AU$502
includes taxes & fees
17 June - 18 June
The Blue Jay | New House in the Woods w/ Hot Tub
Fridge, oven, stovetop, dishwasher

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is AU$463
includes taxes & fees
7 June - 8 June
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
3 bedrooms, desk, iron/ironing board, travel cot

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Perfect place to spend a few nights with our two dogs. Very clean, great amenities, and beautifully decorated. Highly recommend!! "
United States
Megan L.
The price is AU$566
includes taxes & fees
2 June - 3 June
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Outdoor dining

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
9.6 out of 10, Exceptional, (5 reviews)
The price is AU$363
includes taxes & fees
4 June - 5 June
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Fridge, microwave, oven, stovetop

super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.4 out of 10, Exceptional, (14 reviews)
"Lovely setting in horse country with nice amenities "
United States
Christopher v.
The price is AU$454
includes taxes & fees
8 June - 9 June
super cosy cottage with high speed internet!
Bathtub, hair dryer, towels, soap

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (23 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is AU$362
includes taxes & fees
3 June - 4 June
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Property grounds

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
9.6 out of 10, Exceptional, (4 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is AU$551
includes taxes & fees
3 June - 4 June
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Interior

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
The price is AU$541
includes taxes & fees
3 June - 4 June
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Interior

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.4 out of 10, Very good, (62 reviews)
"Great location, spacious living area, plenty of linens, and excellent fire pit! "
United States
Maria Elena S.
The price is AU$590
includes taxes & fees
3 June - 4 June
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Terrace/patio

Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (11 reviews)
"We had a great stay "
United States
Lauren O.
The price is AU$564
includes taxes & fees
15 June - 16 June
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
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
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is AU$616
includes taxes & fees
11 June - 12 June
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
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

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Staff was very pleasant. They kept the place very tidy. The breakfast was very clean. She did extraordinary but it could have been added to a little more breakfast"
Preston 3-night trip
Posted 5 hours ago
Spark by Hilton Winchester

Find out more about Charles Town

Charles Town Holiday Homes information

Number of reviews
13,579
Accommodation
275 Holiday Homes
Lowest Price
AU$87
Highest Price
AU$275