Charles Town Vacation Rentals

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Vacation Rentals in Charles Town

Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
10.0 out of 10, Exceptional, (26)
"We loved our one night stay at this cozy cabin, the steam shower was amazing. Definitely recommend!"
The price is $135
$318 total
includes taxes & fees
May 20 - May 21
Cozy Mountain Cabin w/ Steam Shower! Family Friendly!
Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is $75
$144 total
includes taxes & fees
Jun 2 - Jun 3
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (92)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is $270
$391 total
includes taxes & fees
May 22 - May 23
18th Century Stone Cottage minutes from historic Middleburg
Property grounds
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (62)
"We had an absolute amazing time at this cabin. Not only was it very clean but they used labels to help you find out which light switches turned on what and where things went so we could easily find/use whatever we needed in the cabin. There was only one dish towel but the other linens provided were fine. Only suggestion would be more dishtowels. The beds were comfortable, so was the couch! We loved our stay!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Property grounds
Charming "Cream of the Crop" Cape ~❤️of Middletown
10.0 out of 10, Exceptional, (99)
"Very clean and well-kept house!"
The price is $100
$252 total
includes taxes & fees
May 21 - May 22
Charming "Cream of the Crop" Cape ~❤️of Middletown
Property grounds
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (35)
"Our time spent at the Farm House was wonderful! 14 of us from 12-80 years old all had a bed and a place at the dining room table! Perfect setting inside and out to celebrate my husbands birthday with all our children and grandchildren! We will be returning for future celebrations!"
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is $135
$287 total
includes taxes & fees
May 19 - May 20
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
White House Inn - Historic Home in Harpers Ferry!
Property grounds
Waterfront property in Harpers Ferry - Private River Access
10.0 out of 10, Exceptional, (13)
"Really enjoyed staying at the property. Matthew was very responsive prior to arrival and once we got there everything was in great shape. The house is very clean and well maintained and the yard is as well. We spent a lot of time by the firepit and did some fishing as well, which was enjoyable. Great white water rafting nearby with River Riders and a Wal-Mart grocery store is a short 12 minute drive from the property. Will definitely consider returning!"
Waterfront property in Harpers Ferry - Private River Access
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Property grounds
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (20)
"Wonderful property and location to spend time with your loved ones."
Modern Country House on the Shenandoah River
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (54)
"We came into town to see a show at Charles Town Casino. The location was perfect! We loved the view of the river. The home was very clean, comfortable and well appointed. We enjoyed a great dinner at Mi Dellagado and an excellent breakfast at the Mountain View Diner. We would definitely stay here again when we are in the area."
The price is $145
$221 total
includes taxes & fees
Jun 2 - Jun 3
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Fridge, microwave, oven, stovetop
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (225)
"What an incredible house! We hosted our friends and siblings for our wedding weekend and comfortably fit 9 of us - it could easily fit 12 adults though. The property manager was so helpful with our booking; she was willing to answer countless questions and she suggested some really great vendors! Our plan was to use the balcony for our reception/dinner but the weather turned on us, so we moved it inside. They allowed us to move all the furniture to accommodate our event and the space was...
Breathtaking views with an indoor private pool, come escape with us
Exterior
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (20)
"We were very happy with our stay at this cottage. We're always looking for historic houses to stay in on our trips and this one did not disappoint. We loved sitting by the fire at night and enjoyed the screened-in porch on the rainy mornings. The neighborhood was nice and quiet. We would definitely stay here again."
The price is $169
$305 total
includes taxes & fees
May 28 - May 29
Historical cottage in the town of Paris
Smart TV, table tennis, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Exterior
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
9.8 out of 10, Exceptional, (43)
"My family and I enjoyed our weekend at this comfortable cabin in the mountains. The six of us co-habited for a few days and there was plenty of room to move around comfortably without being on top of each other. The bedrooms are good sized and the game room kept my kids occupied for hours. The hot tub was an added bonus and it was warm and ready for use upon our arrival. The bathrooms are well stocked with all the necessary toiletries and we found all the equipment we needed in the kitchen to...
The price is $138
$316 total
includes taxes & fees
May 20 - May 21
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
Interior
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
9.8 out of 10, Exceptional, (39)
"The cabin is quite nice, great loft with TV- This Old House Beautiful bathrooms; nice linens. I enjoyed the easy check-in. I don't require face-to-face with owner, so this was perfect. Everything was attractive and comfy. Would stay again with friends next time!"
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
Don't see what you're looking for?
See all available properties in Charles Town
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.

Other types of properties in Charles Town you may be interested in

Terrace/patio
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (614)
"Great place to stay"
The price is $144
$161 total
includes taxes & fees
May 30 - May 31
Home2 Suites by Hilton Charles Town
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (794)
"All the staff i encountered were very friendly and helpful. Room and breakfast area were very clean! I would definitely stay here again."
The price is $72
$81 total
includes taxes & fees
May 20 - May 21
Rodeway Inn & Suites - Charles Town, WV
Exterior
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very Good, (327)
"I appreciate having a complimentary breakfast to start the day. My only complaint is that I sprung for the trackside room (more expensive) and there was not an ottoman for my legs. The standard room has one."
The price is $92
$114 total
includes taxes & fees
May 20 - May 21
The Inn at Charles Town
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.

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 $75 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.

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. You can relax into your vacation with a selection of games and a spa tub. Our travelers also rate Modern Country House on the Shenandoah River as a favorite home for rent in Charles Town.

How many vacation rentals will I find in Charles Town?

Choose from 10 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.

Recent reviews of Charles Town properties
Expedia verified reviews