1. USA
  2. Maryland
  3. Salisbury
  4. Kingston
  5. Holiday Homes

93+ Kingston Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Kingston

Discover more than 93 holiday rentals in Kingston. Rent By Owner holiday homes has everything you need to find a place to stay near Kingston, MD.

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

Show more
Show less

Frequently Asked Questions About Kingston Holiday Rentals

There are a lot of options in Kingston. If you plan on staying in the Kingston 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 Kingston:

There are many holiday rentals available in Kingston; however, here are a few of the most popular holiday homes listed in Kingston 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 Kingston to find one that works for you.
Yes, there are 93 self-catering family homes and holiday rentals in Kingston.
There are more than 93 luxury holiday homes in or near Kingston, according to 2025 data from Rent By Owner. Consider these homes for your next holiday: