Holiday Homes in Charles Town

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Charles Town and around

Charming "Cream of the Crop" Cape ~❤️of Middletown
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (102)
"Cute cottage was clean and comfy. Everything you need to make a nice dinner, relax and enjoy the quiet neighborhood."
The price is €334
per night
7 Jul - 8 Jul
Charming "Cream of the Crop" Cape ~❤️of Middletown
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (60)
"We enjoyed our stay! The location was perfect for us and the house worked well for young kids. Thank you!"
The price is €213
per night
1 Jul - 2 Jul
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Outdoor pool
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
10.0 out of 10, Exceptional, (48)
"This property was perfect for our family reunion, in conjunction with a wedding in Middleburg. The house was interestingly rambling, and had perfect spaces for everyone who came. The grounds, garden, and swimming pool were cherries on top! It was the perfect setting for a large gathering, with plenty of spaces for different activities and conversations. Such a unique property!"
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Smart TV, fireplace, ping pong, books
Hot Tub, Poker Table, River Access & Kayaks and Wineries
9.8 out of 10, Exceptional, (7)
"Everything was fine."
The price is €410
per night
2 Jul - 3 Jul
Hot Tub, Poker Table, River Access & Kayaks and Wineries
*Daley's Doll House At Antietam*
Property grounds
*Daley's Doll House At Antietam*
9.8 out of 10, Exceptional, (87)
"My dog and I enjoyed the serenity and comfort of this adorable house."
*Daley's Doll House At Antietam*
Union Street Carriage Quarters
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
Harpers Ferry Luxury, Spa Bathroom, Movie Room
Interior
Harpers Ferry Luxury, Spa Bathroom, Movie Room
9.6 out of 10, Exceptional, (9)
"It was a nice stay. The area is great for walking. The venue was nice, just very vertical! Great communication with the host."
The price is €352
per night
14 Jul - 15 Jul
Harpers Ferry Luxury, Spa Bathroom, Movie Room
Historic gem in the heart of downtown Hamilton! Trees and a private stream
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
Breathtaking views with an indoor private pool, come escape with us
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (229)
"Loved the view, the pool, brewery and the 3 floors of spaces to sleep worked perfect for our group."
Breathtaking views with an indoor private pool, come escape with us
Charming Home with Yard Near Shenandoah River!
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!
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We enjoyed our stay at this historic home in the middle of town. We loved sitting on the porch and we slept great both nights."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Historic and Updated Farmhouse Built in 1808
Property grounds
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (114)
"We had a great stay! Thank you!"
Historic and Updated Farmhouse Built in 1808
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Exterior
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
9.8 out of 10, Exceptional, (97)
"The house was spotless was walking distance to everything we wanted to do. Would definitely coming back here to stay!"
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
Terrace/patio
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
9.8 out of 10, Exceptional, (8)
"perfect # of bedrooms. Loved the hot tub. Would recommend the place to anyone traveling to the area."
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (13)
"We were in town for the comedy show at the casino. House was within walking distance however not a walk you would want to take wearing heels. Very quiet neighborhood with plenty of restaurants close by. The house was very clean and comfortable beds. Had a really great time!! Thank you!!!"
The price is €274
per night
30 Jun - 1 Jul
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Gruner Bungalow at Otium Cellars
Smart TV, ping pong, 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
White House Inn - Historic Home in Harpers Ferry!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (18)
"Cute Historical house with everything you need for a weekend away. Cooking pots are somewhat limited if planning on making a big meal, but for breakfast and normal meals is sufficient."
The price is €879
per night
23 Jun - 24 Jun
White House Inn - Historic Home in Harpers Ferry!
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
Property grounds
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
9.0 out of 10, Wonderful, (4)
"The house was clean; kitchen well-equipped; adequate parking; owner quickly responsed to a WIFI service provider problem; kids enjoyed the play area in yard; and we would stay here again, We recommend this property to others."
River views, short walk to Harper Ferry, C&O Canal, and Appalachian trail.
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Fridge, microwave, oven, stovetop
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
10.0 out of 10, Exceptional, (34)
"The house was easy to coordinate, clean, and exactly as advertised. No issues at all."
The price is €294
per night
16 Jun - 17 Jun
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Trailside Retreat in breathtaking Western Loudoun
Property grounds
Trailside Retreat in breathtaking Western Loudoun
10.0 out of 10, Exceptional, (22)
"We had such a lovely time in Virginia. This property was so clean and well appointed. We also enjoyed the location right next to the W&OD trail."
Trailside Retreat in breathtaking Western Loudoun
Don't see what you're looking for?
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

Terra Alta - Incredible River Views and Hot Tub!
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."
The price is €500
per night
11 Jul - 12 Jul
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Property grounds
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (22)
"Highly recommend we had a blast. House is very well outfitted and for our 3 couples we each had our own bathroom which is a glorious thing. Beautiful views, three firepits and the lake made the outdoor space just what we needed. The climb back up to the house from the lake is no joke not for the elderly but our group of fifty something’s did ok and it was worth it. I’d recommend and may even see about going back for Harper’s Ferry. Well done Songyee and Jeff we appreciate you."
Modern Country House on the Shenandoah River
Charles Town Home w/ Private Pool & Hot Tub
Property grounds
Charles Town Home w/ Private Pool & Hot Tub
10.0 out of 10, Exceptional, (23)
"Everything about our stay was perfect from beginning to end! The check-in process was easy and arriving in the house was so welcoming! The hosts went above and beyond with the extra touches of drinks in the fridge to the bathroom baskets and snack baskets to the fully stocked coffee bar. There were 16 of us and we had so much space and enjoyed our stay! We were disappointed that the weather didnt cooperate for us to use the outside oasis. It was absolutely beautiful! We would recommend to...
Charles Town Home w/ Private Pool & Hot Tub
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 Holiday Homes information

Number of reviews
1,037
Accommodation
229 Holiday Homes
Lowest Price
€213
Highest Price
€879

Recent Reviews in Charles Town
Expedia verified reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

5/5 Excellent
"Staff was awesome! The room was very clean and the complimentary breakfast was way better than we expected! Would definitely stay there again!"
A verified traveller stayed at Microtel Inn & Suites by Wyndham Winchester
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester