Charles Town Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Charles Town vacation rentals

A modern living room with a sofa, a coffee table, and a lamp. There is a kitchen area in the background with cabinets and a painting on the wall.

1. Executive Suites

Executive Suites
3.0 star property
Winchester
The price is P16,086
P18,226 total
includes taxes & fees
Nov 16 - Nov 17
Executive Suites
A spacious living room with a large window, a wooden coffee table, and a sofa.

2. Schilling House

Schilling House
3.0 star property
Bolivar
The price is P15,715
P20,001 total
includes taxes & fees
Nov 16 - Nov 17
Schilling House
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

3. Walk to Stores: Home in Historic Shepherdstown!

Walk to Stores: Home in Historic Shepherdstown!
3.0 star property
Shepherdstown
The price is P7,711
P22,634 total
includes taxes & fees
Nov 19 - Nov 20
Walk to Stores: Home in Historic Shepherdstown!
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

4. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
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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Find out more about Charles Town

Search for holiday rentals in Charles Town on Expedia! You can easily find your home rentals, villas, holiday apartments in Charles Town using one of the methods below:

  • View our selection of featured holiday rentals in Charles Town
  • Use the map to find apartments and other holiday homes in the Charles Town neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charles Town while they last

Look no further and take a look at our great range of rental properties in Charles Town!

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.

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.