Charles Town Vacation Rentals

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Check prices for these dates

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Charles Town vacation rentals

Fridge, microwave, oven, stovetop
The River House

Cabin in Charles Town

10.0 out of 10, Exceptional, (10)
"Host communicated well. Great location right on the river. Family had a great time. "
United States
Geoff C.
$250 nightly
The price is $278
Dec 10 - Dec 11
Total with taxes and fees
The River House
Outdoor spa tub
Terra Alta - Incredible River Views and Hot Tub!

Vacation Home in Charles Town

9.6 out of 10, Exceptional, (65)
"It was a great house for a weekend getaway. Most of the house was clean. The exterior was a little unkept. A few repairs would be good for the exterior. Everything was functional. The bed was great. Hot tub was clean and well maintained. The grill was like new and worked well. I would stay here again. "
United States
Lance B.
$361 nightly
The price is $402
Dec 22 - Dec 23
Total with taxes and fees
Terra Alta - Incredible River Views and Hot Tub!
Property grounds
❤️ Secluded 1940s Romantic Tiny House on the River

Cabin in Shepherdstown

9.8 out of 10, Exceptional, (65)
"We truly loved this location and definitely will be back!"
United States
Astrid
$95 nightly
The price is $105
Dec 16 - Dec 17
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
Game room
Bring Your Own Boat - Meticulously restored house on the Potomac River

Cottage in Hedgesville

10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
$145 nightly
The price is $161
Dec 10 - Dec 11
Total with taxes and fees
Bring Your Own Boat - Meticulously restored house on the Potomac River
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Cabin in Middletown

9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
$165 nightly
The price is $175
Dec 10 - Dec 11
Total with taxes and fees
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Terrace/patio
Charming "Cream of the Crop" Cape ~❤️of Middletown

Vacation Home in Middletown

10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
$216 nightly
The price is $229
Dec 10 - Dec 11
Total with taxes and fees
Charming "Cream of the Crop" Cape ~❤️of Middletown
Fridge, microwave, oven, stovetop
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Vacation Home in Jefferson

9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
$265 nightly
The price is $281
Dec 17 - Dec 18
Total with taxes and fees
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!

Cottage in Leesburg

3.0 star property
$1,603 nightly
The price is $1,827
Dec 10 - Dec 11
Total with taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Interior
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Cottage in Hamilton

9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
$344 nightly
The price is $392
Dec 11 - Dec 12
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Outdoor spa tub
Aslan's How - Cabin with Valley Views & Hot Tub!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$339 nightly
The price is $377
Dec 14 - Dec 15
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
Dining
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Cabin in Keedysville

9.8 out of 10, Exceptional, (65)
"Great stay! We would book again. "
United States
Sam F.
$327 nightly
The price is $364
Dec 11 - Dec 12
Total with taxes and fees
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Exterior
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Vacation Home in Harpers Ferry

10.0 out of 10, Exceptional, (5)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
United States
Vinod B.
$382 nightly
The price is $425
Dec 15 - Dec 16
Total with taxes and fees
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
3 bedrooms, free WiFi, bed sheets
Log Cabin w/ Hot Tub & Waterfront Patio!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
$307 nightly
The price is $342
Dec 14 - Dec 15
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
2 bedrooms, WiFi
Wild Hare Cottage

Cottage in Purcellville

10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
$193 nightly
The price is $220
Dec 17 - Dec 18
Total with taxes and fees
Wild Hare Cottage
Interior
Antietam Look Out - Incredible Sunset Views!

Cabin in Keedysville

9.8 out of 10, Exceptional, (34)
"The property was perfect for our family. It was well equipped with all the kitchen necessities. plenty of space, bedrooms, and bathrooms to accommodate 7 adults and a 1 yr old. Great location for seeing sites. "
United States
Barbara B.
$393 nightly
The price is $437
Dec 14 - Dec 15
Total with taxes and fees
Antietam Look Out - Incredible Sunset Views!
Dining
Cozy Mountain Cabin w/ Steam Shower! Family Friendly

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (81)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
$260 nightly
The price is $289
Dec 10 - Dec 11
Total with taxes and fees
Cozy Mountain Cabin w/ Steam Shower! Family Friendly
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!

Cottage in Harpers Ferry

9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
$323 nightly
The price is $360
Dec 11 - Dec 12
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Fridge, microwave, oven, stovetop
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Chalet in Harpers Ferry

9.0 out of 10, Wonderful, (28)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
$286 nightly
The price is $308
Dec 10 - Dec 11
Total with taxes and fees
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Fridge, microwave, oven, stovetop
Leesburg Hideaway- King Bed + Private Backyard

Vacation Home in Leesburg

10.0 out of 10, Exceptional, (30)
"Lovely property, really nicely furnished and clean. Brilliant location for lots of places locally and close enough to walk into Leesburg itself to get ice cream!"
United Kingdom
Rachael B.
$265 nightly
The price is $305
Dec 10 - Dec 11
Total with taxes and fees
Leesburg Hideaway- King Bed + Private Backyard
Outdoor dining
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Cottage in Harpers Ferry

10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
$403 nightly
The price is $449
Dec 18 - Dec 19
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ 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.
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Top Charles Town Hotel Reviews

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

10/10 Excellent
"Everything was great"
Joseph 1-night trip
Posted 2 days ago
Holiday Inn Express Charles Town by IHG

Find out more about Charles Town

Everything you need to know about Charles Town vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charles Town vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charles Town vacation 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 low season months. For more hustle and bustle, you may prefer to visit Charles Town in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charles Town rentals

At Expedia, we put the best Charles Town vacation 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 vacation.

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 vacation rentals in Charles Town?

Yes, we have vacation rentals near top local attractions in Charles Town, or you can choose a more remote option if you're looking for relaxation. 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 vacation rentals that Charles Town has to offer?

Terra Alta - Incredible River Views and Hot Tub!: This Charles Town vacation home rental is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Charles Town are Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries! and Modern Country House on the Shenandoah River .

How many vacation rentals will I find in Charles Town?

Choose from 12 Expedia vacation rentals in Charles Town for a memorable vacation.

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 vacation rental in Charles Town like?

A vacation rental is a private property where you can stay for a couple of days or more in Charles Town. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.