1. USA
  2. Maryland
  3. Pittsville
  4. Holiday Homes

158+ Pittsville Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Pittsville

Discover more than 158 holiday rentals in Pittsville. Casai holiday homes have everything you need to find a place to stay near Pittsville, MD.

Whether you are looking for luxury villas in Pittsville, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations 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 Pittsville with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Pittsville for families, large parties, or private owner accommodations for long or short trips. Pittsville Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Pittsville with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Pittsville Holiday Rentals

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

There are many holiday rentals available in Pittsville; however, here are a few of the most popular holiday homes listed in Pittsville on our website:
At Casai.uk most of our places to stay are perfect for families. Check out the complete list of holiday homes in Pittsville to find one that works for you.
Yes, there are 158 self-catering family homes and holiday rentals in Pittsville.
There are more than 158 luxury holiday homes in or near Pittsville, according to 2025 data from Casai.uk. Consider these homes for your next holiday:
Yes, there are 158 pet friendly rentals that are available in Pittsville.