Holiday Rentals in Charles Town

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Holiday Rentals in Charles Town

Terra Alta - Incredible River Views and Hot Tub!

Charles Town
9.6 out of 10, Exceptional, (65)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
United States
Cherilyn M.
The price is €358
includes taxes & fees
4 Dec - 5 Dec
Terra Alta - Incredible River Views and Hot Tub!

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

Charles Town
10.0 out of 10, Exceptional, (32)
"Loved this home in the riverfront! Perfect Fourth of July Getaway for the whole family. "
United States
Mate S.
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

The River House

Charles Town
10.0 out of 10, Exceptional, (9)
"Host communicated well. Great location right on the river. Family had a great time. "
United States
Geoff C.
The price is €289
includes taxes & fees
1 Dec - 2 Dec
The River House

Modern Country House on the Shenandoah River

Charles Town
9.8 out of 10, Exceptional, (47)
"Beautiful home in a quiet area. There were lots of things to do within a short drive. We checked out cute local shops. There were also many stands selling local produce. It was a fun but relaxing trip. "
United States
Christine M.
Modern Country House on the Shenandoah River

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

Charles Town
9.6 out of 10, Exceptional, (23)
"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."
United States
Bernard S.
Fully Converted Skoolie on Charming 40-Acre Farm with Hot Tub

The Vue - Mountain top hot tub overlooking the Shenandoah River

2.0 star property
Front Royal
9.8 out of 10, Exceptional, (10)
"Love the view and beautiful appointed decor throughout the home…"
United States
Lynn M.
The price is €301
includes taxes & fees
9 Dec - 10 Dec
The Vue - Mountain top hot tub overlooking the Shenandoah River

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Harpers Ferry
9.8 out of 10, Exceptional, (133)
"Although I never met my hostess, the cottage stay was easy to book and just as advertised. Fantastic views, well stocked kitchen, and a personal greeting on wet board. Gas fireplace was warm and cozy."
United States
Karen
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Luxury Getaway on The Potomac

Martinsburg
9.8 out of 10, Exceptional, (20)
"Our family thoroughly our stay at this beautiful well-equipped house. Our family agreed this was our favorite vacation house. Great location on the Potomac River made better with all the available water toys. My Great-Grand Children enjoyed the fishing and even caught a few. We were slightly disappointed that the dock shown in one picture wasn't there. It was destroyed in a recent storm. "
United States
Anonymous traveller
Luxury Getaway on The Potomac

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown
9.6 out of 10, Exceptional, (110)
"Beautiful cabin with an adorable mini oven, great TV, creature comforts of robes and throws. Best sleep I’ve ever had in the quiet."
United States
Sharon H.
The price is €174
includes taxes & fees
30 Nov - 1 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Gerrardstown
8.2 out of 10, Very good, (11)
"Our team had a fantastic stay at the chalet cabin rental. The hot tub, BBQ grille, and fire pit were all great amenities, and the wifi was a nice bonus. The huge primary suite upstairs and reading loft provided enough space for everyone to have their own space. We would highly recommend this chalet for work retreats or any group getaway"
United States
Manuel T.
The price is €258
includes taxes & fees
21 Dec - 22 Dec
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

❤️ Secluded 1940s Romantic Tiny House on the River

Shepherdstown
10.0 out of 10, Exceptional, (64)
"We truly loved this location and definitely will be back!"
United States
Astrid
The price is €94
includes taxes & fees
8 Dec - 9 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Wild And Wonderful Silos

Harpers Ferry
9.2 out of 10, Wonderful, (9)
"Very charming and spacious silo! Very quiet and comfortable. Highly recommend and would definitely stay again!"
United States
Lauren M.
The price is €264
includes taxes & fees
8 Dec - 9 Dec
Wild And Wonderful Silos

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Linden
10.0 out of 10, Exceptional, (102)
"Lovely cabin, perfect for a weekend getaway."
United States
Aimee P.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Harpers Ferry
10.0 out of 10, Exceptional, (80)
"Wonderful view from the sunroom. Peaceful and rejuvenating stay in this welcoming home. "
United States
Michelle M.
The price is €248
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry
9.6 out of 10, Exceptional, (101)
"The house was beyond expectations."
United States
Eddie J.
The price is €349
includes taxes & fees
1 Dec - 2 Dec
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Beautiful, Historic, Hiking, Biking and C&O Canal

Brunswick
10.0 out of 10, Exceptional, (21)
"Absolutely loved staying in this historic apartment! The hosts are incredibly friendly and the area is very walkable with local food and shops within a quarter to half mile. Such a great experience here, can’t recommend it enough and can’t wait to stay again!"
United States
Alicia
The price is €164
includes taxes & fees
30 Nov - 1 Dec
Beautiful, Historic, Hiking, Biking and C&O Canal

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry
9.4 out of 10, Exceptional, (19)
"A nice relaxing place to stay in the mountains of WV near many things to do. Check-in and check-out instructions were easy to follow. "
United States
L G.
The price is €378
includes taxes & fees
30 Nov - 1 Dec
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Harpers Ferry
8.2 out of 10, Very good, (29)
"Very nice. Loved the location. Arcade did not work and no propane for the fire pit but overall amazing."
United States
Terry K.
Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Breathtaking View with an Indoor Pool

bluemont
9.8 out of 10, Exceptional, (262)
"We had such a wonderful time at this gorgeous house! It was clean, comfortable, spacious and very relaxing. Our group had kids and adults of all ages and everyone had a fantastic time. The brewery next door is an added bonus, and we didn’t have any issues with noise or crowds. We will definitely stay here again."
United States
Laura D.
Breathtaking View with an Indoor Pool

The Oculus - Huge Cabin with a Hot Tub!

Harpers Ferry
9.6 out of 10, Exceptional, (25)
"Great stay "
United States
Seth W.
The price is €390
includes taxes & fees
3 Dec - 4 Dec
The Oculus - Huge Cabin with a 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

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 €94 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?

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 Modern Country House on the Shenandoah River .

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.