Business Details
18 Years
experience
Emergency
services
Professional Dog Walking & Pet Care Services in Annapolis, MD
Tails On Trails is a trusted, locally-owned professional pet care services company dedicated to the proper care of pets. Since 2008, we have provided exceptional care to hundreds of clients through fully-employed, trained staff managed locally. Our employees undergo a rigorous 90-day proprietary training program, including animal health, behavior, and scenario-based instruction. We utilize GPS monitoring and on-site quality checks to ensure reliability, with visits guaranteed and supported by on-call management. Our services include mid-day dog walking, new puppy care, and potty training, all designed to meet the specific needs of pets and their owners. 
Services
Dog Walking
New Puppy Care
Mid-Day Walks
Potty Breaks
Puppy Potty Training
Details
- Year established: 2008
Highlights and features
- We employ a 90-day proprietary training program for all staff members.
- Our visits are monitored via GPS and on-site quality checks.
- Employees, not independent contractors, ensure accountability and safety.
- We provide on-call support and management for emergencies.
- Services are guaranteed with a focus on reliability and client satisfaction.
What people say
Excellent care
Reliable service
Trained staff
GPS monitoring
24/7 support
Services
Dog Walking
Our dog walking service provides tailored exercise options for pets, including short potty breaks and extended walks. Each visit includes fresh water, treats, and personalized notes. GPS-monitored visits ensure reliability and transparency for pet owners.
New Puppy Care
Designed to accelerate housebreaking, our puppy care offers twice-daily visits with flexible scheduling. Services include feeding, medication administration, and discounted grooming options to support early training success and routine development.
Mid-Day Walks
Mid-day walks cater to pets needing regular exercise and bathroom breaks. Options range from 10-minute potty breaks to 35-minute active walks, accommodating single or multiple pet households with customized care plans.
Potty Breaks
Quick potty breaks ensure pets maintain healthy bathroom routines. Ideal for elderly dogs or single-pet households, these visits include leash handling, hydration, and brief interaction to meet basic exercise needs.
Puppy Potty Training
Specialized twice-daily visits reinforce consistent potty training schedules. With one-hour arrival windows and personalized care instructions, this service helps puppies adapt to routines while reducing anxiety and accidents.
People
Kelly
Owner
Kelly founded Tails on Trails after a 30-year Coast Guard career. With lifelong experience caring for pets, she prioritizes professional standards and compassionate service. She leads a team of trained professionals dedicated to pet well-being.
Questions
Why use a professional pet care service?
Professional services ensure trained, insured staff with accountability and consistent care for your pets and home.
Why choose employees over independent contractors?
Employees receive structured training, monitoring, and workers' compensation coverage, protecting both pets and property owners.
Will I have the same pet sitter every time?
We work in teams for reliability, but you'll interact primarily with a dedicated Field Manager for support.
How long are dog walking visits?
Visits range from 10-minute potty breaks to 35-minute active walks, with additional care time included.
How are care instructions followed?
Real-time scheduling systems and on-site quality checks ensure all care instructions are consistently implemented by trained staff.
What payment methods are accepted?
We accept Visa, Mastercard, and Discover for weekly or monthly billing cycles.
