Holiday Homes in Charles Town

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Charles Town holiday homes

Exterior

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (147 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is €250
includes taxes & fees
14 Jun - 15 Jun
Charming "Cream of the Crop" Cape ~❤️of Middletown
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, (2 reviews)
"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 €316
includes taxes & fees
14 Jun - 15 Jun
The Blue Jay | New House in the Woods w/ Hot Tub
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, (64 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 €249
includes taxes & fees
14 Jun - 15 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Fridge, oven, stovetop, dishwasher

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

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
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 €298
includes taxes & fees
15 Jun - 16 Jun
Bluemont home just minutes to wineries, breweries, hiking and more!
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 €281
includes taxes & fees
15 Jun - 16 Jun
super cosy cottage with high speed internet!
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 €380
includes taxes & fees
1 Jul - 2 Jul
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
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, (27 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is €351
includes taxes & fees
14 Jun - 15 Jun
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Shower, hair dryer, towels, soap

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings

Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings
Bolivar
9.8 out of 10, Exceptional, (37 reviews)
"Great place. Fun design and perfect location. "
United States
Greg Z.
The price is €255
includes taxes & fees
14 Jun - 15 Jun
Harpers Ferry Luxury, Spa Bathroom, Movie Room, high-end design and furnishings
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 €351
includes taxes & fees
15 Jun - 16 Jun
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
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 €232
includes taxes & fees
16 Jun - 17 Jun
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Smart TV, fireplace, DVD player, books

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Harpers Ferry
9.6 out of 10, Exceptional, (107 reviews)
"The house was beyond expectations."
United States
Eddie J.
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
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, (10 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is €387
includes taxes & fees
21 Jun - 22 Jun
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
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, (46 reviews)
"Lovely little place! Host very responsive. Great location to visit Harper’s Ferry, Hancock and Shepherdstown."
United States
Debra C.
The price is €218
includes taxes & fees
15 Jun - 16 Jun
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
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 €322
includes taxes & fees
15 Jun - 16 Jun
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Fridge, microwave, oven, stovetop

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, (111 reviews)
"The house was as advertised and served as a great location for our retreat! We had a freak plumbing emergency, and the host fixed it within literally an hour. "
United States
Connie V.
The price is €777
includes taxes & fees
26 Jun - 27 Jun
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, (20 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 €561
includes taxes & fees
12 Jul - 13 Jul
Spacious Modern Home on Middleburg Horse Farm
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.
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
TV, offices

Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is €267
includes taxes & fees
21 Jun - 22 Jun
Mountain home w/ hot tub & sunroom
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 €399
includes taxes & fees
30 Jun - 1 Jul
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
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

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

10/10 Excellent
"Awesome breakfast awesome workers awesome location awesome everything!"
raquel 1-night trip
Posted 1 hour ago
Rodeway Inn & Suites Charles Town

Find out more about Charles Town

Charles Town Holiday Homes information

Number of reviews
500
Accommodation
289 Holiday Homes
Lowest Price
€218
Highest Price
€777