1. USA
  2. Maryland
  3. Charles County
  4. Holiday Homes

137+ Charles County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Charles County

Discover more than 137 holiday rentals in Charles County. Rent By Owner holiday homes has everything you need to find a place to stay near Charles County, MD.

Whether you are looking for luxury villas in Charles County, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Charles County with a whole family or group, RBO holiday accommodations make your trip memorable. We have plenty of places to stay in Charles County for families, large parties, or private owner accommodations for long or short trips. Charles County Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Charles County with Rent By Owner. RBO makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Charles County Holiday Rentals

There are a lot of options in Charles County. If you plan on staying in the Charles County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Charles County:

There are many holiday rentals available in Charles County; however, here are a few of the most popular holiday homes listed in Charles County on our website:
At Rent By Owner most of our places to stay are perfect for families. Check out the complete list of holiday homes in Charles County to find one that works for you.
Yes, there are 137 self-catering family homes and holiday rentals in Charles County.
There are more than 137 luxury holiday homes in or near Charles County, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: