Charles Town Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Charles Town holiday rentals

A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

1. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is AU$149
includes taxes & fees
16 Nov - 17 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
A room with a large window, a round table, and two chairs.

2. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely charming cabin - clean, comfortable and with lovely amenities."
United States
Diane S.
The price is AU$437
includes taxes & fees
1 Dec - 2 Dec
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A room with a large window overlooking a forested area.

3. Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.6 out of 10, Exceptional, (23 reviews)
"This place is great. Very cozy, awesome hosts, great views"
United States
Eliot W.
The price is AU$604
includes taxes & fees
12 Nov - 13 Nov
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
A forested area with a metal railing and a paved path.

4. Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (40 reviews)
"We had a great stay"
United States
Jennifer H.
The price is AU$384
includes taxes & fees
17 Nov - 18 Nov
Mountain Cabin in the Woods, Near Wineries & More!
A hot tub with a view of a forested landscape during sunset.

5. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
The price is AU$581
includes taxes & fees
11 Nov - 12 Nov
Cottage w/ Hot Tub and 100-Mile Valley Views!
A cylindrical metal building with a lit entrance, surrounded by trees.

6. Wild And Wonderful Silos

Wild And Wonderful Silos
Harpers Ferry
8.4 out of 10, Very good, (38 reviews)
"Great stay! Very comfortable bed. The sauna is a wonderful touch."
United States
Abigail h.
The price is AU$450
includes taxes & fees
11 Nov - 12 Nov
Wild And Wonderful Silos
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

7. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
The price is AU$741
includes taxes & fees
22 Nov - 23 Nov
Log Cabin w/ Hot Tub & Waterfront Patio!
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

8. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful location and property."
United States
Helen F.
The price is AU$375
includes taxes & fees
15 Nov - 16 Nov
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

9. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"Perfect getaway for our family."
United States
Megan
The price is AU$585
includes taxes & fees
11 Nov - 12 Nov
Rebels Rest - Cabin with Enchanting Sunset Views!
A hot tub outside a building with a view of autumn trees.

10. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AU$581
includes taxes & fees
19 Nov - 20 Nov
Woodsy Retreat with a Hot Tub and Seasonal Views!
A living room with a dining table, chairs, a sofa, and a television.

11. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (27 reviews)
"Absolutely adorable, perfect location and well appointed. Would absolutely stay here again. Highly recommend and maybe if you’re lucky you’ll meet the little black cat who visited us!!"
United States
Abigail
The price is AU$307
includes taxes & fees
15 Nov - 16 Nov
Quaint Mini Cottage in Shepherdstown - Walking Distance
A hotel entrance with a sign, a wicker chair, a wooden lattice, and a white door.

12. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.2 out of 10, Wonderful, (62 reviews)
"Location is unbeatable- but bring ear plugs for the train whistling through the night."
United States
Karla
The price is AU$318
includes taxes & fees
15 Nov - 16 Nov
Best location! The Pullman Apt @ historic 1799 Inn
A bedroom with a bed, a table, and a view of the outdoors.

13. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (55 reviews)
"Very clean and convenient for seeing Harpers Ferry"
United States
Rich C.
The price is AU$306
includes taxes & fees
18 Nov - 19 Nov
The Carriage House at Carrot Top Cottage
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

14. Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (80 reviews)
"Great stay! Wonderful property!"
United States
Thomas W.
The price is AU$546
includes taxes & fees
18 Nov - 19 Nov
Blue Ridge Getaway - Sunset Views, A.T. Access
A cozy living room with a fireplace, large windows, and a view of the outdoors.

15. Modern Cabin with Sweeping Valley Views!

Modern Cabin with Sweeping Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (12 reviews)
"The views!!!! The house was absolutely perfect! We can’t wait to come back!"
United States
Anonymous traveller
The price is AU$994
includes taxes & fees
12 Nov - 13 Nov
Modern Cabin with Sweeping Valley Views!
A covered deck with a table and chairs, overlooking a river and autumn foliage.

16. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
The price is AU$676
includes taxes & fees
18 Nov - 19 Nov
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A spacious living room with a large window, a wooden coffee table, and a sofa.

17. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AU$454
includes taxes & fees
15 Nov - 16 Nov
Schilling House
An outdoor dining area with a table set for two, surrounded by chairs, and a grill on the right.

18. Fenced Yard•Hot Tub•Fire Pit•King Bed•Pets

Fenced Yard•Hot Tub•Fire Pit•King Bed•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (38 reviews)
"We loved our stay! The property was very clean, the host was great, and the attention to detail made for a wonderful experience!"
United States
Patty C.
The price is AU$583
includes taxes & fees
15 Nov - 16 Nov
Fenced Yard•Hot Tub•Fire Pit•King Bed•Pets
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

19. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
The price is AU$248
includes taxes & fees
12 Nov - 13 Nov
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A hot tub surrounded by wooden deck furniture, a fire pit, and a wooden fence.

20. Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub

Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (76 reviews)
"Great place and great hosts!"
United States
Doug G.
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi 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.
View all properties

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Find out more about Charles Town

Everything you need to know about Charles Town holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charles Town holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charles Town holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Charles Town holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charles Town. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charles Town holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charles Town holiday rentals we have selected for you start as low as AU$149 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Charles Town rentals

At Expedia, we put the best Charles Town holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charles Town rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charles Town holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charles Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Charles Town?

Yes, there are holiday rentals close to the most popular sights in Charles Town, or you can select a more secluded option if you're looking for a relaxing stay. Charles Town is known for its casinos and entertainment choices. Make sure you have time to check out the cathedral while you're in the area.

What are some of the best holiday rentals that Charles Town has to offer?

Terra Alta - Incredible River Views and Hot Tub!: This highly rated holiday home rental in Charles Town is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Charles Town are Charles Town Home w/ Private Pool & Hot Tub and The River House! Quiet Retreat on Shenandoah River.

How many holiday rentals will I find in Charles Town?

Choose from 15 Expedia holiday rentals in Charles Town for a memorable holiday.

What’s there to see and do in Charles Town?

Cultural attractions include Old Opera House, whereas Shenandoah River is a spot to enjoy nature. While here, Charles Town Library and Hollywood Casino at Charles Town Races are other places worth a visit.

What’s a holiday rental in Charles Town like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charles Town. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.