5-Star Dog Walking and Pet Sitting in Chesapeake, VA
Consistently 5-star rated
Trusted by over 1500 local households since 2009
50,000+ walks completed
Reliable Dog Walking and Pet Sitting for Busy Chesapeake Households
If you’re looking for a dependable dog walker in Chesapeake, you’re probably juggling a full schedule: commuting, working long hours, or managing a busy household, and need help keeping your dog’s routine consistent during the day.
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That’s exactly what we’re built for.
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We provide dog walking and in-home pet sitting throughout Chesapeake, VA, with structured scheduling, reliable coverage, and clear communication, so you don’t have to manage it yourself.
Start with a simple first week. We’ll learn your dog, show you how we work, and help you set up the right ongoing schedule.​
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Local Dog Walkers Serving Chesapeake
We work with clients across Chesapeake, including:
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Great Bridge & Grassfield – growing neighborhoods with busy family schedules
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Greenbrier – professionals working long hours or commuting
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Hickory – more spread-out homes where midday coverage is harder to coordinate
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Deep Creek & Western Branch – clients balancing work, school, and home responsibilities​
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Because Chesapeake is more spread out than Virginia Beach, reliability and structured routing matter even more. We don’t rely on random availability, we operate with a consistent team and planned schedules so your dog’s care doesn’t fall through.
Start Here: First Week Plan
The easiest way to get started is with a low-pressure first week.
First Week Fit Plan
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2–5 visits during your first week
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Visit notes + photos after each visit
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Support from our office team
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End-of-week check-in with a recommended schedule
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Start for one week. Continue only if it feels like the right fit.
We’ll recommend the right visit length and schedule based on your dog and your routine.
Weekly Dog Walking in Chesapeake
Most of our Chesapeake clients use us for midday dog walking during the workweek.
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Whether you’re commuting to Norfolk or Virginia Beach, working full days, or just need consistency, we make it easy to maintain your dog’s routine.
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Weekly Care Includes
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2–5 scheduled visits per week
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Consistent walker or small team
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Built-in backup coverage (no missed visits)
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Priority scheduling
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Clear, responsive communication
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Designed for dog owners who want care handled, reliably and without worry.
Monthly Pack Membership
Most of our Chesapeake clients find our pack membership to be the best value.
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For clients who want the simplest, most consistent setup:
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Lower average per-visit rate
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Locked-in weekly schedule
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Consistent walker or small team
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Priority routing and coverage
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Predictable monthly billing
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Most clients start with a weekly schedule, then switch to membership once everything is established.
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Pet Sitting in Chesapeake
We also provide in-home pet sitting for Chesapeake clients who travel or need extended care.​
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Care in your home (no disruption to your dog’s routine)
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Multiple daily visits or extended care options
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Consistent communication and updates
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Most pet sitting clients are also regular dog walking clients, so their pets already know us and feel comfortable.
Dog Walking and Pet Sitting FAQ
Chesapeake, VA
How often should my dog be walked during the workday?
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Most clients in Chesapeake schedule 3–5 walks per week to keep their dog’s routine consistent while they’re at work.
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For higher-energy dogs or long workdays, daily visits tend to work best. For more flexible schedules, we can recommend a lighter plan and adjust over time.
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We’ll recommend the right schedule during your first week based on your dog and routine.
Do you offer dog walking in my area of Chesapeake?
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We provide dog walking throughout Chesapeake, including Great Bridge, Greenbrier, Hickory, Grassfield, Deep Creek, and Western Branch.
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Availability depends on route density and scheduling, so the fastest way to check is to submit your info—we’ll confirm quickly.
Do you provide the same dog walker each time?
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Monthly Pack Members and weekly recurring dog walk clients typically see the same walker each day, plus a back up person when your primary walker is off. Your dog will always have a consistent small team, not a rotating list of random people.
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This helps your dog feel comfortable and ensures more consistent care over time. If someone is unavailable, we have backup coverage built in so visits are never missed.
What happens if my dog walker can’t make it?
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We handle coverage internally.
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Because we use a trained employee team (not independent contractors), we can step in and ensure your dog is still cared for, without you having to scramble or find a replacement.
Can I start without committing long-term?
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Yes. Most clients start with a New Client Welcome Meeting and set up a First Week Fit Plan, which allows you to try a few visits and see how everything works.
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Start for one week. Continue only if it feels like the right fit.
How long are your dog walking visits?
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We offer different levels of care based on your dog’s needs:
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Express Care (~15 min) – quick breaks or senior dogs
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Standard Walk (~30 min) – most popular, balanced daily care
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Extended Care (~45 min) – more time for energy or enrichment
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Premium Care (~60+ min) – longer or multi-pet visits
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Most dogs do best with a Standard Walk, and we’ll guide you to the right option.
Do you offer pet sitting in Chesapeake?
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Yes, we provide in-home pet sitting for clients who are traveling or need extended care.
This includes:
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care in your home
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multiple daily visits or extended stays
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consistent updates and communication
Many pet sitting clients are also regular dog walking clients, so their pets already know us.
How much does dog walking cost in Chesapeake?
Pricing depends on visit length and frequency.
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Recurring clients receive lower per-visit rates
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Membership offers the best overall value for consistent schedules
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Occasional visits are available at a higher rate
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We’ll walk you through the best option based on your schedule and needs.
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Do you offer last-minute or same-day visits?
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We do, when availability allows.
Same-day visits are treated as last-minute scheduling and may include an additional fee. Recurring clients receive priority access to scheduling.
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How do I get started?
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Getting started is simple:
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Set up a New Client Meeting
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Start with your First Week Fit Plan
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We recommend a schedule
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Set up ongoing care if it’s a fit
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What makes you different from apps like Rover or Wag?
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We’re structured differently.
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We use trained employees, not gig workers
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We provide backup coverage if someone is unavailable
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You get a consistent walker or small team
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Communication is handled by a dedicated support system
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You don’t have to manage the process, we do.
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Nearby service areas: Virginia Beach, Norfolk
Why Chesapeake Clients Choose Us
Bonded, Insured & Background Checked
Fully insured with workers comp protection, background checked
Convenient App
& Online Booking
Schedule visits and manage everything from your phone.
Employee-Based
Team
Professional sitters and walkers - never gig workers or independent contractors
Real-time Photo
Updates
Communication is everything. See how your dog's walk went after every visit.​​​
Pet First Aid & CPR
GPS Tracking
First Aid and CPR-certified walkers with GPS tracking.
We Lead
With Heart
Kind and responsive. We believe client care matters as much as dog care.
Many of our clients come from services or individuals that felt inconsistent, unsafe, or unreliable.
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Walkers didn’t show up
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Communication was unclear
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They had to manage everything themselves
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Care felt unpredictable
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We built our service to help clients feel safe, calm, and cared for.
Get Started & Book Your Free
Welcome Meeting
Our complimentary New Client Meeting takes place in your home and typically lasts 15-30 minutes.
Most dog walking clients are able to get started in 1-3 days.
If you reach out to us during business hours, you'll likely hear from us quickly - we keep an eye on requests. Either way, we'll be in touch within 24 hours. From there, we will take care of the details and guide you through next steps, so everything feels easy from the start.
Callie F, Virginia Beach, VA
"The pet sitters at Top Dog Walk ease my "mom guilt" while I am at work all day. My dogs love seeing the walkers and I love getting the daily updates with pictures."
Hannah E, Norfolk, VA
The Top Dog Walk crew is so professional and takes great care of my pup while I'm away at work. I get updates on how his walks go daily, and everyone is very kind and responsive. I absolutely recommend this company (and so does my dog)!"
Karen J, Virginia Beach, VA
Both dog walkers have really connected with Rosie and know that her favorite part of the walk is a belly rub. They are professionals who can be trusted to build a relationship with your dog. So glad I connected with them!"
It's Easy To Get Started with
Top Dog Walk!
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Schedule Your Intro Meeting
Start with a FREE 15-30 minute meeting and let us get to know your pets. Click the button below to get scheduled and we will confirm within 1 business day!
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Have Your Meeting
Meet with our team to finalize your pet care plan. We'll get to know your pet and answer all the questions you have!
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Book Your Services
Book services easily through our secure portal. Choose one-time or recurring visits and get immediate updates with cute photos and thoughtful notes after every visit!
What Pet Parents Have to Say About Top Dog Walk
I have been using your dog walking services over the past two weeks and I just wanted to give an update. I absolutely couldn’t be happier with the dog walkers.
The staff have been absolutely amazing. They’re attentive to my puppy’s needs, they give the best updates and have made me feel at great ease knowing they are taking care of Zeus.
I have used other dog walking services and didn’t have the best experience, but you all have been great!! I just wanted to give a huge thank you to you guys!!
Katie
