Charles Town Vacation Rentals from $98: Search Short-Term Rentals

Q: 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 Charles Town Home w/ Private Pool & Hot Tub and The River House! Quiet Retreat on Shenandoah River .

Check prices for these dates

In two weeks

In two months

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Our top choices for Charles Town vacation rentals

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

1. Silo Tiny House Cabin

Harpers Ferry

Denise L.

$282 nightly

Nov 11 - Nov 12

Total with taxes and fees

A spacious living area with a fireplace, a sofa, and a coffee table.

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

Harpers Ferry

Tracy H.

$365 nightly

Nov 19 - Nov 20

Total with taxes and fees

A room with a large window, a round table, and two chairs.

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

Harpers Ferry

Diane S.

$258 nightly

Dec 1 - Dec 2

Total with taxes and fees

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!

Harpers Ferry

Andrew A.

$392 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Shepherdstown

Dennis C.

$88 nightly

Nov 15 - Nov 16

Total with taxes and fees

A room with a large window overlooking a forested area.

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

Harpers Ferry

Kaitlyn C.

$378 nightly

Nov 12 - Nov 13

Total with taxes and fees

A forested area with a metal railing and a paved path.

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

Harpers Ferry

Jennifer H.

$241 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hot tub under a wooden pergola with a view of autumn trees.

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

Harpers Ferry

Lauren O.

$364 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Harpers Ferry

Thomas W.

$401 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Harpers Ferry

Alfred A.

$405 nightly

Nov 19 - Nov 20

Total with taxes and fees

A covered deck with a table and chairs, overlooking a river and autumn foliage.

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

Harpers Ferry

Lindy K.

$442 nightly

Nov 18 - Nov 19

Total with taxes and fees

A hot tub with a view of a forested landscape during sunset.

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

Harpers Ferry

Keri L.

$385 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a dining table, chairs, a sofa, and a television.

13. Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown

Abigail

$189 nightly

Nov 8 - Nov 9

Total with taxes and fees

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!

Harpers Ferry

Megan

$364 nightly

Nov 19 - Nov 20

Total with taxes and fees

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!

Harpers Ferry

Tara G.

$395 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Harpers Ferry

Trisha P.

$361 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Harpers Ferry

Patty C.

$377 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

Harpers Ferry

Doug G.

$358 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Martinsburg

Helen F.

$234 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Harpers Ferry

Michael

$207 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Charles Town Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"tout"

The Inn at Charles Town - Hollywood Casino

10/10 Excellent

"Pros: Clean rooms, well kept, the staff is wonderful and very helpful. Cons: The Continental Breakfast is more like small quick foods like hard boiled eggs, small / mini muffins. There was hot water to fix those small oatmeals. No hot foods such as eggs, pancakes, waffles, sausages, no fruit juices"

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"J’ai apprécié la proximité de la grande route. Ce que j’ai aimé moins c’est le bruit. C’est pas très bien isolé, nous étions au 3eme étage et on s’est fait réveillé par les gens au-dessus de nous à 4:00 le matin. Et on les entendais parler fort. Heureusement ils sont partis quelque temps après ….."

Rodeway Inn & Suites Charles Town

10/10 Excellent

"Our stay was very pleasent we were greeted with a smile upon entering the hotel, our information taken and room was given in a timely manner. We had 4 people staying in our room but only had towels and wash cloths for 2, which we went to the front desk and they were gladly given to us. Our stay was quiet and they offered breakfast in the morning from 7-10 they had a variety of choices and they were hot and fresh. Oh if you are a casino player it was only 4 mins from hotel. There also was a large choice of fast food resturants super near even in walking distance."

Home2 Suites by Hilton Charles Town

10/10 Excellent

"I just wish the casino had an enclosed smoking area. I was not able to enjoy the casino as the non smoking section was in the back. I am a Stage 4 Lung Cancer Survivor, but I know people like to smoke, but other then that I enjoyed my stay and feel Blessed to still be here going through my journey of 11 years. My husband & I celebrated our 16th year Wedding Anniversary. We both enjoyed our stay overall."

Hillbrook Inn

8/10 Good

"Most importantly, the cleanliness of the room and the staff were absolutely excellent. We stayed in the Hawthorn North Suite. Room: I would have enjoyed a firmer mattress. My wife had no complaints, but I had to place a pillow under my legs for back comfort. The soaking tub was quite nice; however, only one person could fit in the tub and there were no built-in water or air jets. Cottage: There was a beautiful, in-tune piano to which we had access. There was also a pool table in the basement that was not warped! Breakfast was quite tasty...would have loved more variety. Unfortunately, we did not take the opportunity to enjoy the on-site restaurant for dinner nor its on-site spa. We also did not visit any wineries. There were restaurants, small shopping areas, and the Harpers Ferry National Historical Park nearby."

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 $98 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.

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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 Charles Town Home w/ Private Pool & Hot Tub and The River House! Quiet Retreat on Shenandoah River.

How many vacation rentals will I find in Charles Town?

Choose from 15 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.

Room 1

Check prices for these dates

Our top choices for Charles Town vacation rentals

1. Silo Tiny House Cabin

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

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

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

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

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

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

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

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

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

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

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

13. Quaint Mini Cottage in Shepherdstown - Walking Distance

14. Rebels Rest - Cabin with Enchanting Sunset Views!

15. Peaceful Lakefront Cottage with Mountain Views!

16. Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

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

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

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

20. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Find vacation rentals that suit your style

Top Charles Town Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

Travelodge by Wyndham Winchester

The Inn at Charles Town - Hollywood Casino

Microtel Inn & Suites by Wyndham Winchester

Hampton Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

Days Inn by Wyndham Charles Town/Harpers Ferry

Home2 Suites by Hilton Charles Town

Hillbrook Inn

Find out more about Charles Town

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