Holiday Rentals in Charles Town

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Holiday Rentals in Charles Town

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is €352
includes taxes & fees
11 Sept - 12 Sept
Terra Alta - Incredible River Views and Hot Tub!

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

9.8 out of 10, Exceptional, (23)
"Most enjoyable two night stay. Wish we had the time to spend more time in this lovely house and properity."
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

The River House

10.0 out of 10, Exceptional, (5)
"Host communicated well. Great location right on the river. Family had a great time. "
The price is €316
includes taxes & fees
16 Sept - 17 Sept
The River House

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (52)
"We had a great weekend with family and very much enjoyed the home"
Charles Town Home w/ Private Pool & Hot Tub

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"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

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (92)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

10.0 out of 10, Exceptional, (64)
"We had a great time exploring Harper’s Ferry and loved having this as our home base!"
Walk to Harpers Ferry! Dog-friendly. Beautiful Views.

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (258)
"Great Property"
Breathtaking View with an Indoor Pool

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (126)
"My 2 grandsons & I had a wonderful visit at the Riverkeeper Inn. The Riverfront is beautiful & lots of nature to enjoy. They also liked riding around on the golf cart in the neighborhood checking out the deer & birds. Very peaceful. It was a nice getaway for them being from Texas. "
RIVERKEEPER INN, Waterfront Property on the Potomac River

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (55)
"Clean comfortable fully stocked within walking distance to everything Leesburg has to offer -a GREAT place to stay ... beds were so comfy and so was the sofa definitely would stay again ... totally loved it!! "
The price is €253
includes taxes & fees
3 Sept - 4 Sept
Cottage on King | Charming Historic Leesburg Home

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

10.0 out of 10, Exceptional, (129)
"Place was nice and clean. Location was good. We enjoyed the quiet. Had a blast!"
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

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

10.0 out of 10, Exceptional, (57)
"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 €314
includes taxes & fees
11 Sept - 12 Sept
Blue Ridge Getaway - Sunset Views, A.T. Access

Antietam Creek - Quiet 2 Bedroom Cabin

9.4 out of 10, Exceptional, (85)
"very private rustic cabin. bordered be Antietam creek (creek access not so easy though). great acoustics! used to look forward to visiting Dan's Tavern in Boonsboro, which is nearby, but it was closed down by some bigots. "
The price is €280
includes taxes & fees
30 Sept - 1 Oct
Antietam Creek - Quiet 2 Bedroom Cabin

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.6 out of 10, Exceptional, (185)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

The Oculus - Huge Cabin with a Hot Tub!

9.6 out of 10, Exceptional, (23)
"This was a great place for our vacation."
The price is €380
includes taxes & fees
16 Sept - 17 Sept
The Oculus - Huge Cabin with a Hot Tub!

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

The price is €1,596
includes taxes & fees
3 Sept - 4 Sept
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

10.0 out of 10, Exceptional, (141)
"Wonderful house for a great weekend away"
The price is €351
includes taxes & fees
8 Sept - 9 Sept
Family-friendly, thoughtfully modernized, historic home in Harpers Ferry.

❤️ Secluded 1940s Romantic Tiny House on the River

9.8 out of 10, Exceptional, (60)
"We truly loved this location and definitely will be back!"
The price is €99
includes taxes & fees
1 Oct - 2 Oct
❤️ Secluded 1940s Romantic Tiny House on the River

Charming Cabin in the Woods with River Access

9.8 out of 10, Exceptional, (31)
"Very nice rest time…"
The price is €256
includes taxes & fees
2 Oct - 3 Oct
Charming Cabin in the Woods with River Access

The Lodge at Bear Rock

9.0 out of 10, Wonderful, (2)
The Lodge at Bear Rock
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

Find out more about Charles Town

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 €99 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. 

Explore a world of travel with Expedia

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 Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries! and Charles Town Home w/ Private Pool & Hot Tub.

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, Jefferson County Courthouse and Charles Town Library 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.