Dog Walking Chesapeake

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

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Over 229
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: Suzanne S.
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Suzanne S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 11 reviews
9 repeat clients
40 years of experience
Norfolk, VA, 23509

“Suzanne was wonderful with our two corgis. She came over the day before her assignment and introduced herself to the dogs. She got right down on the floor with the dogs and gave them lots of belly rubs and affection. Our male is quite a puller on the leash but she had no problems handling him. Both dogs adored her and waited for her each morning after their breakfast. She has a friendly, upbeat and nurturing voice that immediately put the dogs at ease. Plus Suzanne was always on time! My husband, their usual dog walker, was away for two weeks. Should we need any help in the future with our dogs she will be our first choice! She was great!”

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Diana R.
Sitter Profile Image: Trevor R.
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Trevor R.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
3 years of experience
Virginia Beach, VA, 23464

“Trevor was an excellent communicator, made himself readily available, and kept the gig even when it turned out the app had misrepresented the distance between us and he had a 50-minute drive one way just to take my dogs on a walk!”

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Sarah F.
Sitter Profile Image: Tyler F.
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Tyler F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 84 reviews
30 repeat clients
20 years of experience
Norfolk, VA, 23507

“I was extremely nervous about using rover my Koda is 70Ibs and absolutely insane in the best possible way. Tyler reassured and explained to me how everything was going to work. When tyler came to the door Koda was in protective mode, thankfully tyler didn’t get scared off instead he suggested a new approach to them meeting and once Koda sniffed him he immediately let tyler take the leash! He was amazing and I will definitely be scheduling with him again!”

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Kylee R.
Sitter Profile Image: Monique C.
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Monique C.
from
$20
per walk
4.8 out of 5 stars
• 19 reviews
7 repeat clients
15 years of experience
Portsmouth, VA, 23704

“I love Monique as our dog walker! My Vicky enjoys her walks and is happy when I return home! ?? I also love the comments on my Rover card from Monique! She understands my dog like a person ❤️? The best dog walker I’ve had thus far!! ??”

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Tamika M.
Sitter Profile Image: Ashlynn S.
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Ashlynn S.
from
$18
per walk
5.0 out of 5 stars
• 150 reviews
71 repeat clients
6 years of experience
Portsmouth, VA, 23707

“Ashlynn is great!! She’s super responsive and kind. I’ve been using her for about a month now and it makes me feel so much better that I have her to walk my sweet Penny when I am at work.”

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Haley U.
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: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
• 686 reviews
152 repeat clients
15 years of experience
Virginia Beach, VA, 23462

“Tiffany was a huge help checking in on our two pups during the day! Our girls loved having her stop in. She took lots of pictures and was very detailed. Since it was so hot, she always made sure they got a water break after each walk and it was so so much appreciated! Would definitely recommend her!!!”

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Bryana H.
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: Miranda W.
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Miranda W.
from
$25
per walk
4.9 out of 5 stars
• 17 reviews
5 repeat clients
10 years of experience
Indian River, Chesapeake, VA, 23324

“Five stars. Miranda is very flexible and accommodating and my dogs love her!”

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Amanda B.
Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 56 reviews
13 repeat clients
40 years of experience
Greenbrier East, Chesapeake - Greenbrier, VA, 23320

About: I have had dogs my entire life and have either had one or two dogs while an adult. I am familiar with administering medications and would love to have the opportunity to care for your fur babies! I also have experience with caring for cats and have many satisfied customer reviews in addition to my positive dog care reviews. I always do a meet and greet before each pet sit to make sure we are a good match and for the safety of all parties. My schedule is open, and I am available to work during the week, on weekends and holidays. I look forward to helping you with all your pet needs while they stay in the comfort of their own home. I provide care for your pets in your home. Pets love the familiarity of their own surroundings. You can trust me to give the utmost care to your furry family members!

Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 31 reviews
6 repeat clients
62 years of experience
Northwest, Virginia Beach, VA, 23462

“We love Stephanie. We provides with report cards and she loves our dogs. We are so glad we found her. Thank you Stephanie ❤️”

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Bryan M.
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
5 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: Kayla C.
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Kayla C.
from
$15
per walk
6 years of experience
Norfolk, VA, 23508

About: I've been caring for my dog since he was a puppy, and my family has always relied on me to walk, feed, and help train him. Ever since I was young, I've had a love for animals, especially dogs, and I enjoy spending time with them. I'm patient, responsible, and comfortable working with dogs of different personalities and energy levels. Building trust with pets comes naturally to me, and I strive to make every dog feel safe, happy, and well cared for. As a college student taking primarily online classes, I have the flexibility to dedicate plenty of time to caring for your dog. Whether it's walks around the neighborhood, playtime, or lots of affection, I'm committed to keeping your furry friend active, happy, and loved. I always prioritize safety, follow pet parents' instructions carefully, and treat every pet as if they were my own, ensuring they feel comfortable, happy, and well cared for while you're away.

Sitter Profile Image: Jailyn M.
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Jailyn M.
Star Sitter
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: Tyler D.
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Tyler D.
from
$15
per walk
4 years of experience
Northwest, Virginia Beach, VA, 23455

About: I have over 3 years of experience caring for dogs and pets. I currently work in the pet-care industry as a college student athlete, including doggy daycare and kenneling, where I care for dogs of different sizes, backgrounds, energy, and personalities about making every pet feel safe, comfortable, and loved. Im also experienced with feeding, playtime, excerise, bathroom breaks, and providing attentive care while owners are away! me and my six month old dog finn usually go on runs around 7:30 AM before my 830 class i’m a college student athlete with more time than I can imagine I love to run play and walk animals they have lots of room with me to run around and play animals just speak to me

Sitter Profile Image: Victoria M.
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Victoria M.
from
$16
per walk
4 years of experience
Norfolk, VA, 23504

About: I walk dogs for my local animal shelters frequently and i have raised and trained all of my dogs (i had 4) form when they where puppies so adults. I am a college student in my senior year, so my schedule is fairly flexible. However, my best availability is on the weekends and fridays. I have so much respect and love for animals, and I understand that they are family and someone’s babies. I’m happy to follow your pet’s routine and do whatever they need to feel safe, comfortable, and well cared for.

Sitter Profile Image: Abbie K.
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Abbie K.
from
$18
per walk
5.0 out of 5 stars
• 12 reviews
3 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: Sarah W.
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Sarah W.
from
$20
per walk
7 years of experience
Greenbrier East, Chesapeake, VA, 23320

About: I’m a responsible, attentive, and caring dog lover who understands that every dog has their own personality, routine, and needs. As a dog owner myself, I know how important it is to find someone you can trust with your furry family member. I’m patient, observant, and detail-oriented, and I take safety seriously. I’m happy to follow your dog’s usual walking routine, reinforce good leash manners, provide potty breaks, and make sure they have fresh water and plenty of attention. I’m also comfortable following special instructions for shy, energetic, or senior dogs. I know that the little things matter, from keeping your dog safe on walks to sending updates so you can feel confident while you’re away. My goal is to make every visit a positive, stress-free experience for both you and your pup! I’m a nurse and figure skating instructor with a flexible schedule that allows me to provide walks and potty breaks while you’re away! My work has taught me to be responsible, attentive, and detail-oriented, and I bring that same care to every pup I meet. I know how hard it can be to leave your dogs at home, and I want to give you peace of mind knowing they’re safe, happy, and cared for until you get back! I’ll pick your pup up for a refreshing walk, give them plenty of love and attention, and make sure they get a good potty break while you’re at work. Whether they need a little exercise, time to sniff and explore, or just some extra affection during the day, I’ll make sure they feel cared for until you’re home again! I’ll also send you pictures and updates so you can have peace of mind knowing your furry best friend is in good hands. 🐾

Sitter Profile Image: Symone W.
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Symone W.
from
$19
per walk
4.9 out of 5 stars
• 14 reviews
6 repeat clients
20 years of experience
Norfolk, VA, 23510

“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.”

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Judith L.
Sitter Profile Image: Vivianna & Reymundo A.
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Vivianna & Reymundo A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 146 reviews
31 repeat clients
6 years of experience
Norfolk, VA, 23503

“Awesome as always! Lucky loves his walks with them! He’s always waiting by the door every Tuesday and Thursday and is always such a happy boy when he comes home.”

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

Dog parents share their Rover experiences - Chesapeake

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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

Martha is amazing!! She has always been so consistent, great at communication, and flexible with last minute changes. I trust her completely with my reactive dog and would recommend her to anyone! She also takes such cute pics of my pup and lots of them.

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Emily B.
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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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 on Rover is $17 per walk as of October 2026. Most bookings cost between $12 and $21 per walk. 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 October 2026, there are 2,257 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:

  • 95% 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 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.

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