Charles Town Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Charles Town holiday rentals

A cylindrical metal building with a lit entrance, surrounded by trees.

1. Wild And Wonderful Silos

Wild And Wonderful Silos
Harpers Ferry
8.4 out of 10, Very good, (38 reviews)
"My husband and I chose the Silo house because of its uniqueness. Overall, it was a neat place to stay."
United States
Denise L.
The price is NZ$566
includes taxes & fees
11 Nov - 12 Nov
Wild And Wonderful Silos
A spacious living area with a fireplace, a sofa, and a coffee table.

2. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"Overall, the cabin was very nice and provided a quiet getaway with relatively easy access to surrounding accommodations, including activities and restaurants."
United States
Tracy H.
The price is NZ$745
includes taxes & fees
19 Nov - 20 Nov
Aslan's How - Cabin with Valley Views & Hot Tub!
A room with a large window, a round table, and two chairs.

3. 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 NZ$529
includes taxes & fees
2 Dec - 3 Dec
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

4. 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 NZ$775
includes taxes & fees
11 Nov - 12 Nov
Log Cabin w/ Hot Tub & Waterfront Patio!
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

5. ❤️ 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 NZ$177
includes taxes & fees
15 Nov - 16 Nov
❤️ Secluded 1940s Romantic Tiny House on the River
A room with a large window overlooking a forested area.

6. 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)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is NZ$748
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.

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

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
9.0 out of 10, Wonderful, (39 reviews)
"We had a great stay"
United States
Jennifer H.
The price is NZ$482
includes taxes & fees
9 Nov - 10 Nov
Mountain Cabin in the Woods, Near Wineries & More!
A hot tub under a wooden pergola with a view of autumn trees.

8. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is NZ$735
includes taxes & fees
18 Nov - 19 Nov
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
A cozy cabin interior with a wooden interior, a sofa, a table, and a view through large windows.

9. 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 NZ$799
includes taxes & fees
15 Nov - 16 Nov
Blue Ridge Getaway - Sunset Views, A.T. Access
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

10. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (49 reviews)
"Very relaxing great time."
United States
Alfred A.
The price is NZ$826
includes taxes & fees
19 Nov - 20 Nov
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
A covered deck with a table and chairs, overlooking a river and autumn foliage.

11. 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 NZ$914
includes taxes & fees
19 Nov - 20 Nov
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A hot tub with a view of a forested landscape during sunset.

12. 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 NZ$766
includes taxes & fees
16 Nov - 17 Nov
Cottage w/ Hot Tub and 100-Mile Valley Views!
A living room with a dining table, chairs, a sofa, and a television.

13. 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 NZ$373
includes taxes & fees
8 Nov - 9 Nov
Quaint Mini Cottage in Shepherdstown - Walking Distance
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

14. 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 NZ$740
includes taxes & fees
19 Nov - 20 Nov
Rebels Rest - Cabin with Enchanting Sunset Views!
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

15. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
The price is NZ$927
includes taxes & fees
15 Nov - 16 Nov
Peaceful Lakefront Cottage with Mountain Views!
A bedroom with a large bed, a bench, a chair, a nightstand, and a wall with decorative plates.

16. 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, (23 reviews)
"Kimberly was an excellent host and we enjoyed our stay."
United States
Todd D.
The price is NZ$708
includes taxes & fees
8 Nov - 9 Nov
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
An outdoor dining area with a table set for two, surrounded by chairs, and a grill on the right.

17. 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 NZ$726
includes taxes & fees
12 Nov - 13 Nov
Fenced Yard•Hot Tub•Fire Pit•King Bed•Pets
A hot tub surrounded by wooden deck furniture, a fire pit, and a wooden fence.

18. 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.
The price is NZ$737
includes taxes & fees
9 Nov - 10 Nov
Cozy Bear-Themed Mountain Cabin in Harpers Ferry with Relaxing Jacuzzi Hot Tub
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

19. 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, (12 reviews)
"Wonderful location and property."
United States
Helen F.
The price is NZ$469
includes taxes & fees
8 Nov - 9 Nov
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A cozy living room with wooden walls, a flat-screen TV, a fireplace, and comfortable seating.

20. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.2 out of 10, Wonderful, (58 reviews)
"Great location, with some beautiful walks through town and to the rivers."
United States
Michael
The price is NZ$388
includes taxes & fees
8 Nov - 9 Nov
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
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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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 favorite 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 depends 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 NZ$177 per night. Entering your travel dates in the search wizard you might find 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.