Dog Walking Chesapeake

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

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Over 213
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.

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Sitter Profile Image: Christopher A.
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Christopher A.
from
$20
per walk
5.0 out of 5 stars
• 24 reviews
2 repeat clients
9 years of experience
Norfolk, VA, 23510

“Chris followed all our instructions and did a great job walking our crazy pups. We definitely would use him again.”

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Kim A.
Sitter Profile Image: Hannah C.
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Hannah C.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
15 years of experience
Norfolk, VA, 23507

About: I grew up with large dogs who were my extra siblings. I've been dog walking and pet/house sitting since I was a teenager, and I have lots of experience with all kinds of pets. I'm comfortable with dogs that jump up and pull on the leash. I've worked with a wide range of cat and dog personalities from shy and skittish to the most outgoing. My current roommates include a chatty cat, a German Shepherd, and a tortoise! I'm currently in my 4th year at EVMS, so my schedule is a little variable. Right now I can do afternoon walks most days with more variable morning availability. A clean and safe environment is key to happy, healthy pets. I'll always pick up after them and watch for potential hazards. I've worked with some professional counter surfers before, so I'm excellent about not leaving food where a fur baby can get into it.

Sitter Profile Image: Morgan K.
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Morgan K.
from
$16
per walk
5.0 out of 5 stars
• 25 reviews
8 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23320

“Morgan was wonderful. She took my last‑minute request while I’m recovering from an injury and handled my big, energetic dog with confidence and care. She sent photo updates throughout the walk, which was such a comfort. Consistent and warm communication, reliable, and truly a huge help. I’d book with her again. Highly recommend.”

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Marie B.
Sitter Profile Image: Frida R.
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Frida R.
from
$16
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Indian River, Chesapeake, VA, 23320

About: I’ve loved and cared for animals, specifically family pets, since I was a young girl! I currently have a kitten of my own named Astra. I’m comfortable caring for both cats and dogs. My patience runs deep with shy or nervous pets. However, I do thoroughly enjoy playing with both cats and dogs! If they need to cuddle, go on walks, or just need a little attention, count me in! My experience as a teacher makes me responsible, dependable, and very attentive to routines and instructions. With me, I hope you can feel confident that your pet will be genuinely cared for while you’re away! I work as a teacher during the week, so I’m primarily available for pet care on weekends, holidays, and school breaks. I can also accommodate some weekday evenings depending on the location and my work schedule. On weekends, I have plenty of flexibility for walks, drop-ins, playtime, feeding, and spending quality time with your pets. I know how important it is to trust the person caring for your pet and entering your home. I’ll carefully follow any instructions you provide regarding feeding, walks, medications, litter boxes, routines, and household rules. I’m attentive to changes in behavior and will make sure your pet has a safe, clean, and comfortable environment. I’m also happy to send plenty of photos and updates so you can feel confident that your pet is happy and well cared for while you’re away.

Sitter Profile Image: Marjorie-sue B.
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Marjorie-sue B.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Portsmouth, VA, 23702

About: I have had dogs and cats my entire life. My first actual pet I got to call my own was a cockapoo puppy named Duke, he was my first lap dog too. However, don’t let my baby fool you I have also had hounds that screamed and ran across the yard and the house. I am experienced with cats and dogs with special needs to. My grandmothers and friends animals all have had dietary or medical needs that I never mind having to help take care of. My passion is loving animals and making sure they live a happy life. Trust that your fur baby will be in safe and caring hands. I am just recently out of the military working as a kitchen supervisor on city cruises. It can get boring and lonely, so I have decided on my free time to give my services to those who might need someone to pop their head in and check on their babies or fully stay if needed. I have an apartment that is in a fenced in area in Portsmouth Va. I’m open to any sized dog and will take them out as much as they would need. I live near a park and that’s where I would walk your special. If you have a loving feline you can trust I will not book them with any canines for their mental health and safety unless you have two pets out more that have lived together I will not take in more than one animal at a time.

Sitter Profile Image: Spencer M.
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Spencer M.
from
$15
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Portsmouth, VA, 23702

About: I am a devoted pet parent and caretaker. I have had many childhood pets including the care of family/family friends animals. I have 8 years of experienced pet care. My responsibilities include; administering medication (not including injections or rectal administration), providing fresh food/water, and maintaining a safe exciting environment! My life is mostly revolved around my cats, dog and hamster! I currently am a part time student unemployed. My schedule is very flexible, so I have much free time to care and keep company for your critters! I always ensure certain items stay stationary especially when they are fragile or toxic to my own and clients pets! Dogs/cats are quite curious so I’ve developed an extra set of eyes for their tomfoolery. Most importantly to gain the trust and comfort of your pets I typically greet them while sitting on the floor, so they aren’t intimidated and can sniff away!

Sitter Profile Image: Brandon O.
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Brandon O.
from
$16
per walk
4.6 out of 5 stars
• 10 reviews
5 repeat clients
3 years of experience
Norfolk, VA, 23517

About: I started working as a vet tech at 17 and have two years of boarding experience at a veterinary hospital, well versed in schedules and procedures including medication and special needs. Currently working but flexible schedule, willing to work with your needs! Older/less active dogs preferred but happy to play with a puppy when so necessary. I worked directly beneath the boarding manager and trained new staff in observation, care schedules, and proper safety protocols. I also form bonds of trust with any animal I’m working with to ensure their and my comfort.

Sitter Profile Image: Isabelle L.
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Isabelle L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
14 years of experience
norfolk, VA, 23517

About: i’ve always loved animals and grew up cats, dogs and chickens! i started walking dogs in the neighborhood when i was ten and have been caring for animals for friends and family every since! i have a lot of flexibility and am able to do drop in care and walks most days. morning and afternoons are best for me but i can make exceptions when needed :) i’ve been providing drop in pet care for years and your pets safety and happiness are my biggest concern. i provide dog walking, or care when you are at work or out of town and unable to feed or let your pets out.

Sitter Profile Image: Tiffany F.
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Tiffany F.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Virginia Beach, VA, 23464

“Tiffany was responsive , sent pictures and most of all Abby was very excited to see her everyday.”

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Earl F.
Sitter Profile Image: Sophie C.
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Sophie C.
from
$20
per walk
5.0 out of 5 stars
• 16 reviews
6 repeat clients
5 years of experience
Norfolk, VA, 23507

“Sophie was so great with my boys and very easy to work with”

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Cassidy R.
Sitter Profile Image: Myrna D.
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Myrna D.
from
$25
per walk
5.0 out of 5 stars
• 27 reviews
9 repeat clients
4 years of experience
Norfolk, VA, 23510

About: Hi there, I've had dogs growing up, from small indoor princess types of sweethearts to larger, outdoor pups that take care of the home and property. I've taken care of pets in my home and have gone to house/pet sit while pup parents are on vacation. I pride in caring for your pup as my own because I know what it's like to have to leave them behind. Rest assured you will receive many updates. I am available to meet you and your pet before booking a visit so we can all get time together. I lpve walks and belly rubs or petting cats and just spending time with them at home or on the go. Please feel free to ask any questions. I would love to be your sitter.

Sitter Profile Image: Haley P.
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Haley P.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 156 reviews
57 repeat clients
10 years of experience
Virginia Beach, VA, 23464

“Haley was wonderful! She communicated about arrival time and drop off for my dogs walk. She arrived timely and took pictures.”

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Kim F.
Sitter Profile Image: Jailyn M.
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Jailyn M.
from
$18
per walk
5.0 out of 5 stars
• 11 reviews
6 repeat clients
2 years of experience
Norfolk, VA, 23508

“She's very communicative, willing to work around availability, and my puppy loved her.”

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Julie D.
Sitter Profile Image: Cheyenne H.
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Cheyenne H.
from
$18
per walk
5.0 out of 5 stars
• 11 reviews
5 repeat clients
12 years of experience
Norfolk, VA, 23503

“Cheyenne was excellent with my big dog and very good at communicating and being on time. Helps that she’s super friendly and knowledgeable on dogs!”

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Payton W.
Sitter Profile Image: Reyna R.
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Reyna R.
from
$27
per walk
5.0 out of 5 stars
• 16 reviews
5 repeat clients
11 years of experience
Portsmouth, VA, 23704

“Reyna is a phenomenal rover. Her professionalism and keen attention to detail is unmatched when dealing with my fur buddy. When I mention his rover is on the way soon, his excitement is out the roof. If you're looking for a committed rover, that communicates extremely well, ensures your fur baby is safe, and makes your life unbelievably easier. Reyna is definitely the one 🙌🏾🙌🏾”

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Cedric L.
Sitter Profile Image: Abbie K.
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Abbie K.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Norfolk, VA, 23518

About: I have many years of experience caring for family pets as well as raising beagle puppies from birth to adoption. I have experience working with dogs, cats and small birds. I am very attuned to animal body language and can read behavioral cues very well. I help care for my family dog by letting her outside for potty breaks throughout the day as well as feeding 2 times a day. I also spend quality time with her in the form of playing and walks My first priority in my day is to make sure the pets' needs are met so that they may be comfortable while I continue my daily tasks throughout the day. Feeding times are at regular intervals.

Sitter Profile Image: Amy P.
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Amy P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
7 repeat clients
1 year of experience
VIRGINIA BEACH, VA, 23464

About: I’m a dedicated pet owner and the person friends call to care for their homes and pets when needed. Over the years, I’ve helped with everything from daily routines and walks to playtime and companionship. Now, I’m excited to take on clients and offer the same reliable, caring support to their pets. I treat every animal as if they were my own, making sure they feel comfortable, safe, and loved. I’m a remote worker with the flexibility to care for pets in their own homes. I'd be delighted to have them in my Teams meeting! I can handle feeding, playtime, or stop by for a walk and potty break depending on your pets' needs. I maintain their routines in their environment.

Sitter Profile Image: Ian G.
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Ian G.
from
$16
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Chesapeake, VA, 23320

About: Ive been in the veterinary field for 10+ years and have plenty of experience with dogs and cats. Im comfortable with everything from basic care like feeding or walking, to oral/injectable medication administration I work full time monday-Thursday. I can do check-ins during my lunch break and have no problems staying the night. I have 2 cats of my own who get routine healthcare. My cats are water fountains that are filled daily along with automatic timers to be fed. While I dont personally have a dog right now, i’ve grown up with a variety of breeds from whippits to german shepherds. I’m well aware each pet needs different approaches to trust and care and am more than willing to work with your pet how ever it needs

Sitter Profile Image: Brittny S.
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Brittny S.
from
$20
per walk
4.6 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
Norfolk, VA, 23510

“Brittny is a great dog walker and we appreciate her help, especially on such short notice! She was patient and kind and did an extensive first meeting to make sure she was meeting all of our expectations. We really appreciated how great she was with our dog Ollie and wouldn't hesitate to have her walk Ollie again if we have another family emergency.”

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Benjamin J.
Sitter Profile Image: Sydney R.
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Sydney R.
from
$10
per walk
5.0 out of 5 stars
• 1 review
6 years of experience
Virginia Beach, VA, 23464

About: I've cared for dogs of all sizes and personalities since I was 10. Neighbors, friends, and family have trusted me to check in on, feed, and play with their pets — from energetic puppies to gentle seniors. I'm comfortable with different breeds, temperaments, and any special instructions you have. Your dog will get plenty of attention, exercise, and the same care I'd give my own. I work full-time, so I have plenty of time to give your pup attention and playtime. I'm available for boarding on weekdays and weekends. Your dog will be in good hands! I have a securely fenced yard for safe outdoor play, and two friendly dogs to keep your pup company. If your dog is used to crate time or needs a quiet space, I can easily accommodate that too.

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The median cost per walk for dog walking in Chesapeake is $20

Dog parents share their Rover experiences - Chesapeake

1 / 1
5.0 out of 5 stars

She walked my dog for a last minute request when we really needed it! Will definitely book again in the future.

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Harmony L.
Dog Walking
5.0 out of 5 stars

Felicia is great!!! Very reliable and good with my pups. You can count on her to take very good care of your pets.

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Christina H.
Dog Walking
5.0 out of 5 stars

Can’t thank or recommend Jordan highly enough for all the love and walks over the last year!!! She’s the absolute best!

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Kim K.
Dog Walking
5.0 out of 5 stars

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.

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Marie B.
Dog Walking
5.0 out of 5 stars

Cameron treats our Pippin girl so well! He takes lots of pictures and documentation of their outings. He is very communicative and kind. I highly recommend!

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Crystal H.
Dog Walking
5.0 out of 5 stars

Madison is very gentle with my dogs, Jack and Shiro. I would use Madison over n over again repeatedly.

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Jayasree G.
Dog Walking
5.0 out of 5 stars

Alyssa was awesome! Was able to help us out last second, was great at communicating, and very trustworthy! Thank you!!

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Megan F.
Dog Walking
5.0 out of 5 stars

Kelsey has been a God-send…. This was his first time coming by since I got my fence put up. He went out and walked the perimeter of the fence before he went back in to let my puppy out to make sure the gate wasn’t open. Then proceeded to entertain my high energy pup his whole visit. Thank you so much!

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Ashley C.
Dog Walking
5.0 out of 5 stars

She’s so nice and friendly to the animals it’s unbelievable! I would recommend and would hire her again!

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Truong N.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Chesapeake

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chesapeake average 3
repeat dog walking clients

FAQs for Dog Walking - Chesapeake

Frequently asked questions about Rover

The average cost of Dog Walking in Chesapeake is $17 per walk as of November 2026. Most bookings cost between $12 and $21 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 2,238 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 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 a map of the walking route, 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 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:

  • 89% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

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