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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

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, (68 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 £297
includes taxes & fees
30 Apr - 1 May
Terra Alta - Incredible River Views and Hot Tub!
Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (143 reviews)
"Love the place will book again"
United States
WAYNE M.
The price is £187
includes taxes & fees
19 Apr - 20 Apr
Charming "Cream of the Crop" Cape ~❤️of Middletown
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, (61 reviews)
"The beds were incredibly comfortable. Great house. Great location. "
United States
Julie B.
The price is £187
includes taxes & fees
21 Apr - 22 Apr
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
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)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
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
9.6 out of 10, Exceptional, (199 reviews)
"We enjoyed our stay and the location was excellent"
United States
Barbara W.
The price is £132
includes taxes & fees
19 Apr - 20 Apr
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Outdoor dining

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"The house was very nice and the hosts were communicative and provided everything we needed."
United States
Jackie C.
The price is £328
includes taxes & fees
19 Apr - 20 Apr
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Casino

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Sharpsburg
10.0 out of 10, Exceptional, (44 reviews)
"We only stayed 2 nights for a little getaway, but this fit the bill perfectly. Everything was clean and comfortable, and the host was very responsive. Will be looking to stay again when the weather is warmer! "
United States
Matthew M.
The price is £220
includes taxes & fees
22 Apr - 23 Apr
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
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.
The price is £351
includes taxes & fees
23 Apr - 24 Apr
Quaint Royal Cottage @ Historic Leesburg
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 £265
includes taxes & fees
7 May - 8 May
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Interior

Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is £300
includes taxes & fees
22 Apr - 23 Apr
Stone Cabin on Valley View: Fire Pit + Hot Tub
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 £396
includes taxes & fees
22 Apr - 23 Apr
The Cottage on Royal - Historic Leesburg Home
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, (18 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 £379
includes taxes & fees
22 Apr - 23 Apr
Spacious Modern Home on Middleburg Horse Farm
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)
"the cottage had everything we needed. "
United States
christa S.
The price is £397
includes taxes & fees
21 Apr - 22 Apr
Cottage on King | Charming Historic Leesburg Home
Exterior

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
The price is £612
includes taxes & fees
20 Apr - 21 Apr
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Exterior

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

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
10.0 out of 10, Exceptional, (22 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is £189
includes taxes & fees
21 Apr - 22 Apr
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
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 £242
includes taxes & fees
21 Apr - 22 Apr
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Fridge, microwave, oven, dishwasher

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
The price is £305
includes taxes & fees
20 Apr - 21 Apr
Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Property grounds

A unique mountaintop getaway overlooking Willow Croft Winery.

A unique mountaintop getaway overlooking Willow Croft Winery.
Leesburg
10.0 out of 10, Exceptional, (116 reviews)
"Wonderful home with outstanding hosts! Will hope to stay here every time we visit Leesburg!"
United States
Ethan R.
The price is £440
includes taxes & fees
21 Apr - 22 Apr
A unique mountaintop getaway overlooking Willow Croft Winery.
Exterior

Enchanting Cottage, walk to Downtown Harpers Ferry

Enchanting Cottage, walk to Downtown Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (48 reviews)
"Prime location for all things in Harpers Ferry!! "
United States
Annette K.
The price is £241
includes taxes & fees
4 May - 5 May
Enchanting Cottage, walk to Downtown Harpers Ferry
Interior

Light Horse Inn: Suite 1

Light Horse Inn: Suite 1
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful in every way! From the staff , the inn it’s self, location and even more. Will definitely be back."
United States
Angie K.
The price is £167
includes taxes & fees
19 Apr - 20 Apr
Light Horse Inn: Suite 1
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

The Carriage Inn B&B

The Carriage Inn B&B

10/10 Excellent
"Jonathan and Yvonne were wonderful hosts. The property has a rich, interesting history. It was well maintained. The atmosphere was warm and pleasant and breakfast was wonderful. I know that here I’m staying when I visit again. Would definitely recommend."
Edward 1-night trip
Posted 4 hours ago
The Carriage Inn B&B

Find out more about Charles Town

Charles Town Holiday Homes information

Number of reviews
860
Accommodation
288 Holiday Homes
Lowest Price
£132
Highest Price
£612