Trails End Pet Sitting provides St. Mary's County pet owners with an alternative to relying on friends or neighbors for pet care when on vacation, on a business trip, or away for the day. In addition, Trails End offers midday dog walks for those who work long days.

Trails End Pet Sitting provides pet sitting services for over 350 clients with a staff of 20-30 pet sitters.


We are better than the Post Office..... We deliver professional pet care during snow, sleet, hail and rain. We push through cold, windy, and burning hot days. We do our very best to not let anything keep us from taking care of your pets.


Gail Bleakley - Owner

I began my journey caring for animals as a young girl living in Springfield Virginia. I grew up with cats and dogs as family members in my childhood home.

My first rescue experience occurred when my father started tearing down an old brick wall and I found 5 Eastern Garter Snakes trying to find a place to hide. At the age of ten I captured the snakes and relocated them to a safer area in the backyard woods.

Thirty years ago I began volunteering for animal rescues - GRREAT (Golden Retriever Rescue, Education and Training), SMAWL (Southern Maryland Animal Welfare League) and GRRSM (Golden Retriever Rescue of Southern Maryland).

A year after I retired in 2011 (after 34 years working for a large corporation in Lusby Maryland) I decided it was time to go back to work.

Trails End Pet Sitting, LLC was established in Sept. 2003. In 2012 the founder and owner decided it was time to move onto a new chapter in her life. She gave me the opportunity to purchase the business and that’s how my second career started as a Small Business Owner and Entrepreneur.

With a strong commitment and love for animals, Owner Gail Bleakley places your pet's well-being first.

Trails End Pet Sitting abides by the
Pet Sitters International Quality Standards
for Excellence in Pet Sitting.

All Trails End Pet Sitters are insured and bonded.