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

There are a lot of options in Charlestown. If you plan on staying in the Charlestown 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 Charlestown: Captivating Chesapeake experience Nancy’s Touch, A Waterfront Paradise! Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront Charming Waterfront Cottage with Private Boat Dock 5-bedroom vacation home 5 minutes from historic Charlestown Sailor's Sunrise Cottage - Chesapeake Bay * NEWLY RENOVATED* Escape to a Beautiful Getaway on the Chesapeake Bay Five Bedroom Villa & Pool on North East Harbor The White House on North East Harbor Cozy 2-bedroom apartment in enjoyable North East with WiFi, AC

How many pet-friendly vacation rentals are available in Charlestown on SunSkiResorts?

There are more than 13 pet-friendly rentals available on SunSkiResorts. Check prices and availability in Charlestown and last updated on November 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Charlestown?

There are many dog-friendly vacation homes available in Charlestown. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Charlestown: Captivating Chesapeake experience Charming Waterfront Cottage with Private Boat Dock Nancy’s Touch, A Waterfront Paradise! Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

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

Most definitely! There are many luxury places to stay in Charlestown. 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 Charlestown. Though note, more expensive is not always better.

What is the price of a pet-friendly rental in Charlestown, Maryland?

The average price of a pet-friendly vacation home is $446 . Find our pet-friendly accommodation near Charlestown.

What are the most family-friendly holiday rentals near Charlestown?

At SunSkiResorts, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Charlestown to find what works for you.