Dog Walking Chesapeake
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Chesapeake, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: I have had big dogs in the home since I was born and took on the responsibility of caring for them around 8. I have experience with all ages dogs and can administer medication if necessary. Pet care is a natural part of my everyday life. I’m currently working toward a second degree and commute to Springfield daily for classes, but I always make time to care for my cats at home. Having grown up with dogs, I understand the importance of consistency, attention, and companionship in a pet’s routine. My schedule is structured, and I’m used to balancing responsibilities—so I bring that same reliability and care to the pets I look after. Whether it’s keeping them company, making sure they feel safe, or just spending quality time, I treat every pet. I am very patient and respectful with all animals and the spaces I care for them in. I and careful to return leave the space as I found it or clean up any space if requested.

About: I have grown up with a variety of pets and have come to consider them all a part of the family. From Geckos to Hermits, Fish to Frogs, and Cats to Dogs, I've housed a variety and have loved them all to the core! I am particularly familiar with Medium sized dogs, but I am no stranger to the big, the bad, or the snugly. For cats, I can be a bit squeamish when it comes to litter, but that is nothing a mask or a nose clip won't fix! As a full time college student, online classes allow my schedule to be very flexible. My grades are important, but nothing motivates me more than a happy pet and a satisfied customer! As someone who understands that home is a place to escape the daily riff raff, I am willing to keep visits as quick and simple as possible or as long and engaging as preferred. A meet and greet is encouraged so I can better understand the needs of your pet and so that the pet and I can become familiar.
About: We love dogs! We are called first when any of our friends go out of town. We have cared for dogs of all sizes and ages from older doxies to young mutts and we love large rotties too. We are also okay with special needs dogs and we make sure your dog gets their medications when scheduled. Our lab loves to make new friends with dogs of all sizes. We have a nice privacy fenced in back yard with a kiddie pool to help the dogs keep cool during the summer even though they will spend most of the time inside. Please know that if your pup stays with us he or she will be treated like a part of the family. We love dogs! I help my Dad on his farm only when I'm not scheduled to care for a pup I'm hosting. I'm free to stay at home all day with your pet. I always keep an eye on what's going on. I'm usually outside if our pups are. If I'm watching a pet at your home, I don't make messes.
“There good and then there’s Breelyn! Breelyn is above and beyond your expectations. She does not just what you expect , but she does more. Her love for the animals is unmistakable. Her dependability is exceptional. Her work ethic Will become so apparent when you use her. Thank you so much Breelyn for helping take care of the fluffy babies. My life is so much better thanks to you. Cowboy and Hildee want me to leave more now. Lol. ??”

About: Skills Included: -large and small dog experience -puppy training -potty training -1 dog of my own(Australian shepherd) -alpaca barn care -grew up on a farm! Monday through Friday 9:30am-10:00pm for 4 of those days. One day in the week could be earlier if needed. Weekends can be worked out if needed as well. I have a privacy fenced in backyard. I have 2 dogs of my own. They are both extremely friendly with other people and dogs. I have a male german shepherd puppy and a one tear old female australian shepherd. They are up to date on vaccines/flea/tick medicine. They are inside/outside dogs. They get walked daily sometimes twice a day!

About: i’m open to traveling around springfield to accommodate whatever you need. my experience with dogs goes way beyond casual pet care — during my mom’s cancer journey, i was heavily involved in caring for her great danes and pitbull, so i’m very comfortable handling large breeds, strong personalities, and more involved routines - that time really shaped how i show up as a caregiver. i’m calm, patient, and very tuned into an animal’s behavior and needs — whether that’s high-energy, anxious, protective, or just wanting to be left alone lol. i’m not easily overwhelmed, and i take their safety and comfort seriously. i also understand how much trust it takes to leave your pets with someone, especially when they’re used to a certain routine. i’m extremely detail-oriented and will follow instructions exactly — feeding schedules, meds, quirks, all of it. what sets me apart is that i don’t just “watch” pets — i care for them in a way that keeps their environment consistent, stress low, and their personality respected. and you’ll always get updates because i know how important that peace of mind is. i am also a regular volunteer with local organization Rescue One! 💜 can't wait to meet you & your fur babies! i currently work full-time as a marketing project coordinator here in springfield, but my schedule is super consistent, which makes pet care easy to plan around. i’m fully available early mornings, evenings, and weekends — aka the exact times most pets need the most attention anyway. honestly, pet care fits really naturally into my routine because i already structure my days around consistency, timing, and attention to detail (very much my job lol). whether it’s early morning drop-ins, evening walks/feeds, or weekend coverage, i’m able to show up reliably and keep things on schedule. i also prioritize making time for it — this isn’t an afterthought for me. i genuinely enjoy it, and i like having that balance outside of my 9–5. so when i’m with your pet, they’re getting my full attention, not me rushing through a checklist to get to the next thing. i’m open to traveling anywhere around the springfield area to accommodate what you need. when i’m in a client’s home, i’m super respectful of your space — i treat it like i would my own and make sure everything stays clean, calm, and exactly how you left it. my approach is really centered on keeping your pet’s routine as normal and stress-free as possible. i’ll follow any instructions closely — feeding, meds, walk schedules, quirks, all of it — and make sure your pet feels comfortable in their environment while you’re away. i’m also very mindful of energy and temperament, so whether your pet needs a lot of activity, structured walks, or just a calm presence, i adjust to them. i’m especially great for early mornings, evenings, and weekends, which tends to be when pets need the most consistency anyway with a typical work schedule. overall, i’m not just popping in and out — i’m making sure your pet is cared for in a way that feels familiar, safe, and genuinely attentive, while also respecting your home and any specific expectations you have.
About: I love taking care of dogs, and would treat them how I treat my own spoiled goldendoodle! My Jojo lives a luxurious life, and your dog would be on vacation with me! I work part-time and am in college, so just message me for specific dates! I will be very up-front with dates that will or will not work for my schedule I will kennel your dog during the night, and make sure they have plenty of time at dog parks & walks! I love taking my dog outside and making sure she’s staying active
About: Hi! I’m Alex. I used to work as a vet tech in California, so I’m very comfortable caring for pets with all kinds of needs. I’m especially patient with puppies who are still learning the routine and with senior pets who need a little extra love and support. I can help with things like giving meds, watching for health changes, and adjusting to whatever makes them most comfortable. I genuinely love getting to know each pet’s personality and making them feel safe, relaxed, and happy. Whether that’s playing, doing a little training, or just snuggling on the couch, I’m here for it. Your fur baby will always be treated like family with me. 🐾💛 As a college student, I plan pet care around my schedule feeding before/after classes, playtime between study sessions, and cleaning and errands on weekends or free days. Whether I’m in my home or yours, I do my best to help pets feel safe and relaxed. I take things slow so they can warm up and get comfortable. I keep their space clean, make sure water and food are always fresh, and stick to their normal routine as much as possible. Since I used to be a vet tech, I’m confident giving meds and keeping an eye out for anything unusual. I’ll always keep you updated so you know how they’re doing!

About: I’ve had a deep passion for animals since I could remember. I currently live on my families compound farm where animals take up the majority of my day! Dogs in particular have been a very serious part of my life. The last 3 years I have taken dog training seriously and learned the techniques and canine behavior behind almost every breed. There hasn’t been a dog i’ve met that I haven’t loved! Booking with me will provide your dog with proper care but also socialization to goats, cattle, chickens and lots of new smells (all within the safety your dog needs). Im currently a student at a local college during the fall and spring months and work part time during the summer so I have a lot of free time to tend to your animals! I have a fenced in yard and two friendly dogs in the home to keep your dog company! As well as many open fields to go on long walks and play!
About: I have experience caring for senior dogs, providing end-of-life care, and administering medications. I’m attentive to each pet’s individual needs and routines, and I understand the extra patience, compassion, and care that older or medically complex pets may require. I’m also comfortable providing loving, attentive care to pets of different ages, personalities, and needs, and I always strive to make them feel safe, comfortable, and well cared for while their owners are away. I have a flexible schedule, which means I can dedicate plenty of time to giving your pets lots of love, attention, and playtime! I’m happy to work with different routines and schedules and will always do my best to make sure your pet feels comfortable, happy, and cared for. Whether your pet needs a buddy for a walk, someone to keep them company during the day, or some extra cuddles while you’re away, I’m here to make sure they get the care and attention they deserve! 🐶🐱🐾 When caring for pets in their own home, I focus on keeping them safe, comfortable, and happy in their familiar environment. I follow their usual routines, pay close attention to their individual needs and behaviors, and make sure they get plenty of love, attention, playtime, and exercise. I’m respectful of your home and your space, and I’ll always treat it with the same care and respect I would my own. My goal is to give you peace of mind knowing your pets are in a safe, loving, and trustworthy environment while you’re away! 🐾
The median cost per walk for dog walking in Chesapeake is $17
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking

1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Chesapeake
Select a filter and find qualifying sitters offering dog walking.Sitters in Chesapeake average 2 repeat dog walking clients
FAQs for Dog Walking - Chesapeake
Frequently asked questions about Rover
As of October 2026, there are 377 sitters on Rover offering Dog Walking across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Chesapeake. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Chesapeake after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
Yes, you can find walkers who have experience with handling special pet needs in Chesapeake. On Rover:
- 89% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

