Charles Town holiday homes

We found 508 holiday rentals — enter your dates for availability

Discover a selection of 14 homes and other holiday rentals in Charles Town that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The captivating area of Charles Town awaits your stay

Take a holiday to Charles Town and enjoy the area's entertainment, history and cathedral. Renowned for its horse riding, horse racing and casino gaming, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Charles Town

Are you hoping to find top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Charles Town a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hollywood Casino at Charles Town Races (0.8 mi / 1.2 km)
  • Locust Hill Golf Course (2.4 mi / 3.8 km)
  • Sleepy Hollow Country Club (2.8 mi / 4.5 km)
  • Summit Point Motorsports Park (6.9 mi / 11 km)
  • 868 Estate Vineyards (7.5 mi / 12.1 km)
  • Breaux Vineyards (8.1 mi / 13.1 km)

Exploring the natural landscape of Charles Town

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Charles Town is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah Lake Beach (6 mi / 9.6 km)
  • Chesapeake and Ohio Canal National Historic Park (6.1 mi / 9.9 km)
  • Chesapeake and Ohio Canal (9.6 mi / 15.4 km)
  • Mackintosh Fruit Farm (11.8 mi / 19 km)
  • Catoctin Valley (16.2 mi / 26.1 km)
  • Crystal Grottoes Caverns (17.4 mi / 28.1 km)

Travelling to and around Charles Town

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 10.7 mi (17.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hagerstown, MD (HGR-Hagerstown Regional), which is 29.5 mi (47.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Charles Town?
According to our research, apartments are the most desirable holiday home type in Charles Town. But that goes without saying, everyone’s idea of an awesome stay differs. Bookabach has holiday homes of all sizes and shapes, and we’ll help you to find your perfect match.
How much does it cost to rent a holiday home in Charles Town?
The average price for a holiday home in Charles Town is determined by a number of factors, such as property type, length of stay and season. Whether you’re searching for a sprawling villa with a pool or an apartment for you and your other half, just enter your dates of travel to discover stays with fantastic value.
How much does it cost to rent a beach house in Charles Town?
The average price for a holiday home near the beach in Charles Town depends on when you’re travelling and the style and size of property you’re looking for. You can find prices easily and quickly on Bookabach by entering your travel dates and destination. Then use our filters to select the number of bedrooms and amenities important to you, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Charles Town?
There certainly are. You’ll have your pick of 13 holiday homes that welcome pets in Charles Town on Bookabach. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your pup can get in on the fun.
What are popular home amenities in Charles Town?
Some of the most popular home amenities people are looking for in Charles Town include a swimming pool, a barbecue grill and nearby museums. Whether you’re taking a trip with buddies, family or even pets, Bookabach holiday homes include the best amenities for making new memories with your loved ones.
Are there large group holiday homes in Charles Town?
You’ll find three holiday homes in Charles Town that can accommodate a group of five or more people. From family getaways to a special event, these stays have ample space to gather with the people you love.
Are there holiday homes in Charles Town that welcome kids?
Charles Town has 13 family-friendly holiday homes to pick from. And booking a stay that welcomes children is a breeze with Bookabach’s “Properties good for families” filter. Besides having the whole place to yourselves, you’ll have access to perks and conveniences such as multiple bedrooms, kitchens and yards.
What are the top attractions for families in Charles Town?
Keeping the kids amused during your holiday in Charles Town is simple with these exciting family-friendly attractions:

  • Bolivar Heights Scenic Overlook
  • John Brown Wax Museum
  • John Brown Museum

Are there one-bedroom holiday homes in Charles Town?
Yes, you can choose from five one-bedroom homes in Charles Town. Whether you’d like a cosy cottage or an upmarket condo, our one-bedroom homes are perfect if you don’t need loads of space. One of the perks of having your own place? You’ll never need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Charles Town?
Take off with your besties and enjoy total privacy and comfort in one of the eight two-bedroom holiday properties Charles Town has to offer.
Are there holiday homes with WiFi in Charles Town?
You can choose from four holiday homes with WiFi in Charles Town. If you want to disconnect from daily life on your escape, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Charles Town?
You can pick from 13 Bookabach holiday homes with air conditioning in Charles Town providing that cool, cool breeze and extra touch of comfort. Just enter your chosen travel dates and then take advantage of our filter tool to find stays with air conditioning.
How old do you have to be to rent a holiday home in Charles Town?
The minimum age can vary across properties on Bookabach, so look at the rules of the holiday home in Charles Town you want. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Charles Town for?
It’s really down to the Charles Town property. To browse a list of options offering extended stays, simply enter your travel dates and number of guests into Bookabach’s search page. Look forward to having the whole property to yourself, as well as amenities such as air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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