Services Tailored to Your Pet’s Needs

Every pup is unique—so why settle for one-size-fits-all care? Explore our dog walking and pet sitting services designed for busy pet parents in Annapolis, Severna Park and Pasadena.

Every service includes a report card and photos, plus all the small touches… like bringing in your packages, administering medication, snuggling and playing, reinforcing basic commands with your pet and more… just because it’s our pleasure to help!

Our core services.

  • 🐕 Dog Walks & Runs

    Whether your pup needs a quick potty break or a full-on power stroll, our walks and runs are tailored to their pace and personality. From our quick speedy walks to the fast-paced Woof! Run, we offer options that fit every dog’s energy level.

    All of our walks and runs come with GPS route, photos and report emailed to you after our visit.

  • 🐾Drop-Ins & Visits

    Whether you're out for a few hours or gone for a week, we provide dependable care and companionship for your pet. From quick 15-minute check-ins to our 60-minute Pampered Woof! Visits, we offer flexible, loving support with feeding, potty breaks, playtime, and cuddles included.

    All of our Drop-ins and Visits come with photos and report emailed to you after our visit.

Core Services

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Core Services *

Walks

  • A dog on a leash looking up at the camera, standing on a dirt path with grass on either side.

    Speedy Walk

    15 min visit

    A quick potty break and short stroll—perfect for pups who just need a little fresh air and relief.

    $20

  • A happy dog running through a yellow flower field with a green forest background.

    Pawfect Stroll

    20 min visit

    A just-right 20-minute walk that’s not too short and not too long, perfect for stretching legs and getting some fresh air.

    $25

  • A happy, medium-sized brown and white dog on a leash outdoors, with a blurred background of green trees and a paved path.

    Steppin' Walk

    30 min visit

    A balanced half-hour walk to burn off some energy and enjoy the neighborhood sights and smells.

    $30

  • Golden retriever dog standing on rocks outdoors with blue sky and clouds in the background.

    Woof! Walk

    60 min visit

    Great for high-energy pups or those who love a long, leisurely stroll with plenty of time to roam.

    $45

Runs

  • A happy dog running through a yellow flower field with a green forest background.

    Steppin' Run

    15 min visit

    A fast-paced 5-minute burst of energy for pups who love to zoom along with a potty break and quick stroll—great as a quick cardio boost!

    $25

  • Two dogs, a yellow Labrador and a brown Australian Shepherd, playing and running in a snowy field during daytime.

    Woof! Run

    30 min visit

    A brisk 10-minute jog for athletic pups who need to run out their zoomies—with a nice cool down stroll for a potty break and some time to walk and sniff.

    $35

Drop-ins & Visits

  • Person petting a brown tabby cat on a textured beige rug.

    Speedy Drop-in

    A quick 15-minute stop for a potty break, meal, and a little love.

    $20

  • A small tan and black pug stands on a brown brick floor, looking up at the camera with its tongue slightly out. The person taking the photo is wearing blue jeans, a gray shirt, and brown sandals.

    Pawfect Drop-in

    A 20-minute check-in with a quick stroll plus a meal and some TLC.

    $25

  • A golden retriever dog resting on a couch, being gently held by a person, near a window with blurred outdoor scenery in the background.

    Woof! Drop-in

    A 30-minute check-in with either a Speedy Walk or playful cuddle session.

    $30

  • A woman with dogs and cats on a couch near a window

    Woof! Visit

    A 60-minute experience with a Steppin’ Walk or dedicated play and affection.

    $45

Monthly Frequency Discounts

5% Off

5 - 9 bookings

10% Off

10 - 19 bookings

15% Off

20 or more bookings

Extra Pet Fees

Why We Cost a Little More Than the Big Apps — And Why it’s Worth it!

When you book with Steppin’ Woof!, you’re investing in more than just a walk — you’re choosing a service that prioritizes personalized care, reliability, and fairness.

Unlike big apps, where workers often earn the bare minimum, we make sure our walkers and sitters are paid fairly for their time and dedication. That means your pet is cared for by people who feel valued, respected, and motivated to give your furry family member the best experience possible.

You also get the peace of mind that comes with direct communication, flexible scheduling, and consistent care from familiar faces. Your pet isn’t just another appointment — they’re treated like family, with attention to their unique personality, routine, and needs.

By choosing Steppin’ Woof!, you’re supporting a business that cares just as much about people as it does about pets. And that little extra you pay goes directly toward making sure your pet — and the people who love them — are treated right.

Need regular walks or drop-ins each week? Need overnight or full-day care for an upcoming trip?

We’ve got a Package for that! Everything Your Pet Needs—Bundled with Love

A young woman with blonde hair in a pink sweater sitting on a gray sofa, playing with a white fluffy dog in a living room decorated for Christmas with pineapples, candles, and holiday accents.

Are you ready to get Steppin’?

Schedule your FREE Meet & Greet Today.

Falling behind on your pet’s care and just don’t have the time? We’ve got you covered.

We get it—life gets hectic. That’s why Steppin’ Woof! offers pet concierge services designed for busy pet parents like you. From vet visits and in-home baths to personalized errand support, we’re here to take care of the details so you don’t have to. Let us help lighten the load—your pet (and your schedule) will thank you!

Golden retriever puppy lying on its back in dry grass with a blurred outdoor background.

📬 Get in Touch

Have questions or ready to join the Woof! Pack?
We’d love to hear from you! Whether you're interested in services, need help getting started, or just want to say hi—reach out anytime. We’re here for you and your pets, every paw-step of the way. 🐾