Holiday Rentals in Charles Town

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Charles Town

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

9.8 out of 10, Exceptional, (25)
"Loved this home in the riverfront! Perfect Fourth of July Getaway for the whole family. "
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (45)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (63)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is €358
includes taxes & fees
20 Oct - 21 Oct
Terra Alta - Incredible River Views and Hot Tub!

Fully Converted Skoolie on Charming 40-Acre Farm with Hot Tub

9.6 out of 10, Exceptional, (22)
"We enjoyed watching all the horses with their babies, grilling out and enjoying the hot tub after hiking and visiting Harper’s Ferry! A Wonderful get away for two."
Fully Converted Skoolie on Charming 40-Acre Farm with Hot Tub

The River House

10.0 out of 10, Exceptional, (8)
"Host communicated well. Great location right on the river. Family had a great time. "
The price is €322
includes taxes & fees
20 Oct - 21 Oct
The River House

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (17)
"Small basement apartment had all we needed and wanted. Wonderful location. "
The price is €166
includes taxes & fees
14 Oct - 15 Oct
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is €95
includes taxes & fees
19 Oct - 20 Oct
❤️ Secluded 1940s Romantic Tiny House on the River

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (128)
"Beautiful location right on the Potomac River."
RIVERKEEPER INN, Waterfront Property on the Potomac River

The Oculus - Huge Cabin with a Hot Tub!

9.6 out of 10, Exceptional, (24)
"The place was big and very roomy and comfortable. Very clean .. very nice. "
The price is €386
includes taxes & fees
20 Oct - 21 Oct
The Oculus - Huge Cabin with a Hot Tub!

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"I loved the trip to that cabin, one of the most wonderful things"
The price is €294
includes taxes & fees
13 Oct - 14 Oct
Antietam Creek - Quiet 2 Bedroom Cabin

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (95)
"Very nice relaxing getaway, quite how do you spell quiet and serene location. "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Enchanting Cottage, walk to Downtown Harpers Ferry

9.6 out of 10, Exceptional, (41)
"This place was perfect for our one-night stay in Harpers Ferry. Its location is in easy walking distance of the main sites. The house is old but charming. "
The price is €361
includes taxes & fees
11 Nov - 12 Nov
Enchanting Cottage, walk to Downtown Harpers Ferry

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (132)
"Wonderful stay in a historic home within walking distance of so much American history and so many trails. Would definitely stay here again."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (259)
"Great Property"
Breathtaking View with an Indoor Pool

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (100)
"This home was absolutely fantastic! Very clean, very close to all things. We had a fantastic time."
The price is €502
includes taxes & fees
20 Oct - 21 Oct
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (75)
"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "
The price is €248
includes taxes & fees
14 Oct - 15 Oct
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (47)
"What a peaceful place and wonderful views."
The price is €352
includes taxes & fees
26 Oct - 27 Oct
18th Century Stone Cottage minutes from historic Middleburg

Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

9.4 out of 10, Exceptional, (108)
"Great little farm house in a quaint little town "
The price is €263
includes taxes & fees
13 Oct - 14 Oct
Historic cozy farmhouse in the ❤️ of Myersville , MD close to Rt 70! Welcome Home

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

10.0 out of 10, Exceptional, (60)
"My girlfriend and I had a wonderful weekend escaping the hustle and bustle of the city. The view was spectacular and the property was perfect!"
The price is €325
includes taxes & fees
13 Oct - 14 Oct
Blue Ridge Getaway - Sunset Views, A.T. Access

Luxury Getaway on The Potomac

9.8 out of 10, Exceptional, (19)
"We had 15 family members and friends staying there for 4 days. It was very comfortable and the kitchen is quite luxurious! Be aware that it's way out in the country, which was exactly what I wanted!Melissa was very responsive to our questions.Only issue we had was that the kitchen wasn't super clean (empty drawers had crumbs, microwave wasn't clean), but not bad enough to complain."
Luxury Getaway on The Potomac
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charles Town Hotel Reviews

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, apart-hotels, 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 €95 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?

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!: This highly rated holiday home rental in Charles Town is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Our travellers also rate Modern Country House on the Shenandoah River as a favourite home for rent in Charles Town.

How many holiday rentals will I find in Charles Town?

Choose from 12 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.