Dog Walking Chesapeake

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

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Over 235
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: Anna A.
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Anna A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
230 reviews
67 repeat clients
7 years of experience
Great Bridge, Chesapeake, VA, 23322

Anna is amazing with our puppy. We look forward to using Anna as a regular daily walker for our dog.

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Tabitha B.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Norfolk, VA, 23517

About: Hi there! I've taken care of dogs my entire life and absolutely love them. I’ll care for yours like my own. I have a nine year old rescue. I’ve cared for all kinds of dogs and their unique needs. Experienced with reactivity, nervousness, over friendly, jumpers, chewers and more. I’ve trained my dog and previous family dogs. I’m currently taking a full time work sabbatical and would love to help you out with walks and sitting your pets. I’ve sat both dogs and cats over the years. Comfortable administering medication and other needs. I’ve used regular leashes, gentle leaders, slip leads, harnesses, prong collars, collars. I’m currently in between jobs and my schedule is very flexible and open. I can prioritize your pets needs and your schedule throughout the week and weekends. Beyond caring for yours pets like my own, I’ll care for your space as well. I’m a responsible, clean, tidy and considerate guest in your home whether sitting or stopping by to spend time with your pets or walk them.

Sitter Profile Image: Jeanne H.
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Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
9 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: Ellen S.
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Ellen S.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
234 reviews
49 repeat clients
50 years of experience
Norfolk, VA, 23503

Ellen continues to be a sold and dependable walker for my dog Lucy. My reschedule is very fluid and ever changing, and Ellen is always willing to also go with the flow and adjustments. And my dog Lucy absolutely adores her -definitely recommend 10 out of 10.

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Nichole C.
Sitter Profile Image: Iris J.
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Iris J.
from
$19
per walk
5.0 out of 5 stars
9 reviews
7 repeat clients
20 years of experience
Norfolk, VA, 23504

About: I have grown up with pets all my life. From dogs of all ages and breeds, cats young and old, birds and even Guinea pigs. My love for animals show in the way I care for them. I am a homebody and would rather stay at home watching Netflix with your pet and my cat. I work during the week but I am free to board on weekends. I have a fenced backyard and a nice neighborhood for plenty of walks. My cat is dog friendly as long as your dog is cat friendly.

Sitter Profile Image: Rachel B.
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Rachel B.
from
$20
per walk
5.0 out of 5 stars
342 reviews
94 repeat clients
25 years of experience
Virginia Beach, VA, 23464

Rachel is the best dog walker anyone could ever have. She is always on time and is very attentive. She is great with our dog and great with my Mom who is older. THANKS RACHEL

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Alice H.
Sitter Profile Image: Morgan K.
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Morgan K.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
20 reviews
7 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: Lily B.
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Lily B.
from
$17
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Norfolk, VA, 23517

About: I’ve had pets my entire life and have always loved animals of all kinds. My experience includes caring for cats and dogs, and I grew up with other animals such as hamsters and tortoises, giving me a well-rounded understanding of different pets’ needs, personalities, and routines. I’ve cared for pets at many stages of life and I understand that every animal is unique, and I take the time to learn their individual preferences, routines, and boundaries so they feel safe, comfortable, and loved while in my care. Whether your pet needs active play sessions, walks, medication reminders, feeding according to a specific routine, or simply some extra companionship, I’m happy to provide attentive and dependable care. I treat every pet as if they were my own and always prioritize their safety, happiness, and well-being! I'm currently working full-time so my availability is limited to hours outside of 9-5 on Mondays through Fridays and weekends, although I can provide walks at lunchtime. My availability tends to be quite open on weekends. I live in an apartment complex so I do not have a private fenced in yard, but there are plenty of parks and open spaces near my home in which I can provide plenty of walking and exercise space (on leash!)

Sitter Profile Image: Cheyenne H.
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Cheyenne H.
from
$18
per walk
5.0 out of 5 stars
9 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: Kayla H.
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Kayla H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Virginia Beach, VA, 23462

About: Animals have always been a huge part of my life, and I’ve cared for both dogs and cats alike for many years. Even though I’m new to professional pet sitting, I have plenty of experience caring for my own beloved pets and ensuring they are happy, healthy, and well-loved. I’m reliable, patient, and I genuinely enjoy spending time with animals. I would treat every pet with the utmost care and attention they deserve while you are away. Pet care fits very naturally into my daily and weekly routine because I love spending time with them and I am accustom to caring for them through my years of growing up with them. Including feeding, walks, playtime, and making sure they feel comfortable and loved. I have a flexible schedule and can dedicate time throughout the day to give pets the attention, exercise, and companionship they need while their owners are away. I always make sure pets feel safe, comfortable, and cared for while their owners are away. With my knack for attention to detail, I pay close attention to each pet’s routine, including feeding schedules, walks, playtime, and any special instructions provided by the owner. In a client’s home, I make sure pets stay in a familiar and stress-free environment while keeping the space clean and tidy. I’m patient, attentive, and understand the importance of respecting and building trust with both pets and their owners. My goal is to make every pet feel loved, safe, and well cared for.

Sitter Profile Image: Antonio & Taylor S.
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Antonio & Taylor S.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
95 reviews
31 repeat clients
3 years of experience
Virginia Beach, VA, 23462

Antonio is great with Sebastian! He puts his coat on him in cold/rainy weather, brings him treats, and takes wonderful photos of Sebbie on their walks. Sebastian definitely enjoys his company!

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Gabrielle P.
Sitter Profile Image: Suzanne S.
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Suzanne S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
4 reviews
4 repeat clients
40 years of experience
Norfolk, VA, 23509

Suzanne is fannnnnnntastic. I knew within the first 5 mins of meeting her that she was going to be the perfect fit for my girls!!

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Allyson M.
Sitter Profile Image: Meredyth G.
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Meredyth G.
from
$20
per walk
4.6 out of 5 stars
15 reviews
3 repeat clients
11 years of experience
Norfolk, VA, 24450

Great communication!

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Matthew R.
Sitter Profile Image: Isabelle L.
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Isabelle L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
37 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: Emma J.
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Emma J.
from
$18
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Norfolk, VA, 23508

About: My family has had many dogs I have had to take care of. Other family members and friends have relied on me many times to take care of their pets while they were away! I am currently a full time student at ODU completing my pre-reqs for nursing school. Despite my school schedule, I am still available for your pets needs and am able to stay with them as well! Spring semester is over and will not be back in classes until the Fall! I care for the needs of the pet/pets as instructed by the client. I try to make it so it was as if the client was home!

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: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
676 reviews
151 repeat clients
15 years of experience
Virginia Beach, VA, 23462

Tiffany was great!! Booked her multiple times and have never had any issues. Really loved her flexibility and communication. My crazy pup loved all their walks!

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Maritza B.
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: Tamar C.
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Tamar C.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
18 reviews
8 repeat clients
5 years of experience
Northeast, Virginia Beach, VA, 23451

Absolutely wonderful service! I received pics and I know my pup had fun because he wasn’t barking and anxious when I got home!

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Alexandria B.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Suffolk, VA, 23435

About: Hi! My name is Ashley, and I have been around animals my entire life. I have experience caring for small, medium, and large dogs with a variety of personalities and energy levels. Whether your pet loves long walks, playtime, or simply having company, I am happy to provide the care and attention they need while you’re away. I am also comfortable around cats and understand that every pet has their own routine and preferences. I know how important it is to find someone you trust with your furry family members, and I will treat your pets with the same care, patience, and affection that I would give my own. I look forward to meeting you and your pets! Please note: My house-sitting service does not include overnight stays. I provide care throughout the day and evening and will return the following morning for continued care. If your pet requires a sitter to remain in the home overnight, I may not be the best fit for your needs. My availability is Wednesday evening through Sunday evening each week. I am available for walks, drop-in visits, and pet sitting during that time and will do my best to accommodate your pet’s routine and needs. I don’t currently have a pet in my home, but I have spent my life around dogs and have experience caring for pets with different personalities, sizes, and energy levels. I understand how important routines are for animals, and I strive to provide a safe, loving, and comfortable environment while they are in my care.

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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

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

Wonderful girl! She’s kind to my dog, and me. My dog can be a little much sometimes, but McKenzie is extremely understanding and helpful.

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Caitlyn S.
Dog Walking
5.0 out of 5 stars

Kara is great! Responsive any time I needed to message her. She is kind and Zuko was clearly happy to see and walk with her. Recommended!

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Márcia L.
Dog Walking
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  • Reservation protection

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    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. 1. Search

    Browse profiles of walkers near you who offer dog walking
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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 for Dog Walking in Chesapeake on Rover is $16.65 per walk (as of August 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 August 2026, there are 2,225 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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