What are the top rated Pet Friendly Vacation Rentals in Leonardtown?

There are a lot of options in Leonardtown. If you plan on staying in the Leonardtown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Leonardtown: <a href="/property/waterfront-wildlife-retreat-on-the-patuxent-river/HA-3211365247" class="class="static-page-link"">Waterfront Wildlife Retreat on the Patuxent River</a> <a href="/property/potomac-river-getaway-at-mckays-beach/HA-3211570197" class="class="static-page-link"">Potomac River Getaway at McKays Beach</a> <a href="/property/waterfront-riverhouse-on-a-beautiful-farm-only-50-minutes-from-dc/HA-3211391709" class="class="static-page-link"">Waterfront riverhouse on a beautiful farm only 50 minutes from DC</a> <a href="/property/house-right-on-the-potomac-river-great-sunrises-sunsets/HA-32181136" class="class="static-page-link"">House Right on the Potomac River - Great Sunrises &amp; Sunsets</a> <a href="/property/piney-point-private-beach-front-cottage/HA-3212253221" class="class="static-page-link"">Piney Point, private , Beach Front Cottage</a> <a href="/property/a-breathtaking-secluded-luxury-waterfront-cottage-complete-with-a-private-pier/HA-3211943656" class="class="static-page-link"">A breathtaking secluded luxury waterfront cottage, complete with a private pier.</a> <a href="/property/waterfront-paradise-with-pool-hot-tub-plus-4-king-beds-4-full-baths/HA-3212745552" class="class="static-page-link"">Waterfront Paradise with Pool &amp; Hot Tub plus 4 King Beds &amp; 4 Full baths</a> <a href="/property/waterfront-getaway-charming-waterfront-cottage-on-st-clements-bay/HA-3212050591" class="class="static-page-link"">WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay</a> <a href="/property/its-all-about-the-view-rates-are-now-reduced-for-december/HA-3211198737" class="class="static-page-link"">It’s All about the VIEW! Rates are now reduced for December.</a> <a href="/property/2-acre-oasis-with-private-beach-family-and-dog-friendly/HA-3212128077" class="class="static-page-link"">2 Acre Oasis with Private Beach! Family and dog friendly!</a>

How many pet-friendly vacation rentals are available in Leonardtown on Piratecovecottages?

There are more than 6 pet-friendly rentals available on Piratecovecottages. Check prices and availability in Leonardtown and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Do you have any luxury vacation homes that allow pets in or near Leonardtown?

Most definitely! There are many luxury places to stay in Leonardtown. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Leonardtown. Though note, more expensive is not always better.