Dog Walking Chesapeake
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 231 pet parents in Chesapeake have booked dog walking
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.
“Morgan was so easy to work with and such a kind individual! This is my first time using a dog walking service. My dog is very shy and timid in nature, but Morgan was very calm and patient with him and also very reassuring towards me regarding my concerns with his fearfulness. Will certainly use her again in the future!”
About: I have been taking car of all kinds of dogs for years. I've watched dogs from Labrador puppies to senior German Shepards. I've owned dogs my whole life and I've always had a special bond with them. Dogs usually gravitate towards me because I am a very fun and light hearted person. My friends often refer to me as a Disney princess because of how I am with animals. I belive all animals need love and respect and I always do my best to make them feel safe and loved. I am a nanny for a mother of three during the day but I am usually only needed two or three days a week so my weekends are completely free. Even days when I watch my kids I am off by 3pm and can spend evenings with the pets. I have several dogs of my own so my house is fully equipped with w fenced in yard and my house is pet safe. In regards to a clients home I would of course check what the client has in place but as a pet owner I am also aware pets can be sneaky and love to get into mischief. I am always checking on clients pets making sure they are safe and not getting into things they shouldn't. I am also certified in pet cpr and massage therapy incase a pet does get into distress or if they need some other help with pain. Over all my priority is always the health and safety of my client beloved pets.
About: My (Abi’s) family ran a pet sitting business for almost 5 years, scaling back after covid. We worked with every breed and temperament of dog, and also took care of cats and occasionally fish. My family adopted rescues from abusive situations, so I have a lot of experience working with/training fear reactive and aggressive dogs, as well as escape artists and bolters. Jordan grew up with animals, pet-sitting for friends and family, and has stepped into pet-sitting with me! Together, we have a 4 year old dog, Atlantic, and a rabbit, JJ! I raised Atlantic from 10 weeks old and have worked with soo many puppies, as well as senior dogs, and know how to give medicine to pups, cats, and rabbits. Additionally, we have experience with nearly every kind of pet. We can work with pretty much anything you need for your pet, and would prefer to keep any routines and training habits you have for them! My schedule is generally super flexible. The more notice you can give me about any schedule changes would be great, but I totally get that things change last minute and I'll do my best to work out something that works for both schedules :) just message me! Safety is priority!! If your pet is easily startled, has any food aggression, has any triggers, is a bit more nervous/shy, or is a bolter, please let me know so I can be prepared and take more steps to keep everyone safe.
“Tiffany is wonderful with our girl! We recently adopted our pup and Tiffany has made the adjustment so easy for all of us. Great communication and went out of her way to meet up before our first visit. So grateful for someone so caring to help with our pup!”
About: I am a dog owner Her name is Lovie me and my family had her for 3 years got her from a shelter before she was considered on being put down that the good thing that we came to her rescue and she’s doing well till this day I'm currently working part-time at the YMCA after work I'll have plenty of time to play with your pups and getting to know them I have a friendly dog we’re still training her she’s friendly with kids but love a game of tug of war and of course she’ll do anything for a treat
About: I have had dogs since as early as I can remember and have looked after, house sat, walked and cared for dogs for 10+ years. I also own my own dog and cat. I love all dogs big small young old, cats similarly. I am happy to help with walking, house sitting or hosting your pet with me and my own. Really puts a smile on my face taking care of animals and I hope to put a smile on your face by providing the best care possible for your furry friends! I am currently out of work and will be home Monday-Friday so will happily be able to accommodate your needs during the work day! I have a super friendly and loving dog - Atlas, who is an Aussie Border Collie Mix as well as a lazy cat Steve. Atlas is best friends with all humans and animals. I live in a building with an attached pet park and near two dog parks.
“Alyssa was flexible with our crazy Navy scheduling and constantly sent funny/cute pictures of our pup while she let him out around lunch. Would highly recommend!! She will love your pup as much as you do!!”
“Ashlynn was a fantastic person caring for my two chocolate labs! She was always reliable and came to care for them at times I requested. She gave plenty of updates and that was really appreciated. I would definitely trust her again with my fur babies. Thanks again, Ashlynn!”
About: I’ve been caring for dogs for many years and have had pets my entire life. I currently have three dogs of my own, so I truly understand how important it is to trust someone with your pet—they’re family. I genuinely love spending time with dogs and getting to know their unique personalities. Whether your dog is energetic and playful, shy, or more laid-back, I take the time to make sure they feel comfortable, safe, and happy. I stick closely to your dog’s normal routine, including feeding schedules, walks, playtime, and any medications if needed. My home has a fenced yard for safe, supervised playtime and plenty of exercise. I also have three friendly dogs who are used to being around others. I always take introductions slowly to make sure everyone feels comfortable, and I can separate dogs if needed so they have their own space. While you’re away, I’ll treat your dog like one of my own—giving them lots of attention, care, and affection. I send regular updates and photos so you can relax knowing your pet is safe, loved, and in good hands. My goal is simple: a happy, well-cared-for dog and a stress-free experience for you. My schedule is flexible, so I’m able to give pets plenty of attention and care throughout the day. I’m available during the week and weekends, and your dog won’t be left alone for long periods. Your pet’s safety and comfort are my top priority. I have a fenced yard for safe, supervised playtime and follow each dog’s routine closely, including feeding, walks, and any medications.
“Nothing but positive things to say. I reached out for some help walking my dog a couple times a day during the week before a holiday weekend when boarding and daycares were booked. My dog came home after each walk tired, happy and sporting a silly grin. By the 2nd day, he was barking and wagging his tail in anticipation instead of alerting to strangers. By the 3rd day he was whining waiting by the door. Needless to say, he made a new friend and everyone is super happy.”
About: I stop and play with every pet that I meet. I love animals and want to continue my journey with pet care. I am open to doing sitting and walking. I am open to walking in the mornings at anytime after 6am. The sittings will have to be scheduled more in advance as I do have a job. I live on campus so I’m not able to host animals but I am able to walk dogs that live close to my community and I’m able to dog sit if you live close.
About: I have five years of pet-sitting and house-sitting experience as a form of income, but I have been a pet owner and lover of animals for my entire life! Friends, neighbors, and colleagues have hired me by word of mouth, so pleased with the level of care I provide to their home and/or fur-baby. I currently work full-time, Mon-Fri with late afternoon (starting at 3pm) and full weekend availability. I have two cats that I love and care for with all my heart. While I make coffee, I obey their need for a morning treat and roll up the window blinds so they can watch the birds as the sun rises. Our morning routine. I go to work, come home, and give them all of my attention. I care for my clients’ pets in their preferred way, with whatever is relayed to me. Then I always add a little extra love and care. I make sure to know any allergies, places or animals to avoid on walks, and preferred discipline strategies. When I am house-sitting, I follow the instructions handed to me while being sure to make it seem as though I was never there upon my departure. Clean, cozy, and better than when you left it.
About: I am super caring, and patient. I’ve walked several dogs previously including Golden retrievers and Labs. I also have two pet parakeets that I love dearly. Friends and family have always counted on me with their pets. I would love to meet your pets ❤️ My schedule is pretty flexible especially later in the day as well as nights. On weekdays I get off at 3pm. Weekends I’m totally free for ANY TIME!!! I have plenty of space in my home for your dogs to run around, and there is also a dog park in my community as well.
“Simone walked my 2-year-old puppy. He can be a handful but she has taken to walking him like a pro. What impressed me most was her beautiful smile when she walked in her positive attitude and her genuine affection for my Dasher.”
The median cost per walk for dog walking in Chesapeake is $20
Dog parents share their Rover experiences - Chesapeake
Nicholas is great! My dog is full of energy, and he handled him perfectly. He was on time, sent updates during the walk, and took notes on the walk. I could tell he really enjoys what he does. He even came prepared with a water bowl and poop bags! My dog came back happy and worn out. I highly recommend him and would book him again.
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.
Meet local walkers who will treat your dogs like family
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 near you
Select a filter and find qualifying Chesapeake sitters!Sitters in Chesapeake average 3 repeat dog walking clients
FAQs for Dog Walking - Chesapeake
Frequently asked questions about Rover
The average cost for Dog Walking in Chesapeake on Rover is $16.65 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of July 2026, there are 2,239 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chesapeake.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Rover Guarantee , 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 Rover's Trust & Safety page .
Yes, you can find walkers who have experience with handling special pet needs in Chesapeake. On Rover:
- 96% of walkers can help with special care needs
- 99% can help with giving oral medications or injections
- 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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