Dog Walking in Chesapeake

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

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Top rated Chesapeake dog walkers

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: Erin J.
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Erin J.
from
$15
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
Portsmouth, VA, 23707

About: Hi! Im Erin and I LOVE animals! They are our "furry babies" and we have a duty to make sure they are well taken care of like any other family member! I've been caring for pets since I was a child and have welcomed several breeds and varieties in my home over the years from cats, dogs, birds, bunnies, snakes, turtles, even horses and pigs! I have a cat and a bunny who are friendly and love meeting new pets! My cat Oliver is a loving and cool "big bro" and my bunny Lucy will keep everyone happy and energetic! I know its hard to leave those precious babies home alone while you work all day so let me be their "best friend" when you need the help! I am an Insurance Agent so I work from home most of the week. I have my weekends off but I have time during the week to care for your pets in between meetings and in the evenings. I am not hosting at the moment due to renovations in my home, but I will gladly come to your home to take out your pets or to feed and keep them company while you are away on business or holiday. I am willing to stay at your residence to care for your pets if accommodations are available. I will be willing to wash and perform light grooming if needed and take them where you'd like with and other amenities your pet may need. All can be discussed and negotiated for the situation.

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

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!

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Abrielle M.
Sitter Profile Image: Cameron D.
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Cameron D.
from
$20
per walk
4.8 out of 5 stars
14 reviews
6 repeat clients
7 years of experience
Norfolk, VA, 23510

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.
Sitter Profile Image: Felicia H.
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Felicia H.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

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.

Sitter Profile Image: Tyler F.
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Tyler F.
from
$20
per walk
5.0 out of 5 stars
81 reviews
29 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: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
245 reviews
77 repeat clients
15 years of experience
Indian River, Chesapeake, VA, 23325

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!!

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Raegen B.
Sitter Profile Image: Isabelle L.
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Isabelle L.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
35 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: Jailyn M.
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Jailyn M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
8 reviews
4 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: Eleanorah-Pearl A.
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Eleanorah-Pearl A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
31 reviews
9 repeat clients
7 years of experience
Norfolk, VA, 23513

Norah is always so excited to walk my dog, it makes me trust her even more than I already do because she does a great job! She’s also very patient with me asking for walks last minute, and so far has always been available!

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Alex L.
Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
93 reviews
27 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23325

She was great with my dog and sent lots of pictures! She was very flexible and helpful every step of the process! I would definitely recommend her!

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Graceanne S.
Sitter Profile Image: Rebecca F.
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Rebecca F.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
16 years of experience
Portsmouth, VA, 23701

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.

Sitter Profile Image: Kage S.
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Kage S.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Norfolk, VA, 23517

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.

Sitter Profile Image: Ashlynn S.
Verified Background Check
Ashlynn S.
from
$18
per walk
5.0 out of 5 stars
149 reviews
70 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
$25
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: Brandon O.
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Brandon O.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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: Heather R.
Verified Enhanced Background Check
Heather R.
from
$20
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
South Norfolk, Chesapeake, VA, 23324

About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Haley P.
Verified Enhanced Background Check
Haley P.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
135 reviews
47 repeat clients
10 years of experience
Virginia Beach, VA, 23464

Haley is very attentive to my beagles. She is great at communicating and is always on time.

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Kim F.
Sitter Profile Image: Brittany B.
Verified Enhanced Background Check
Brittany B.
from
$15
per walk
5.0 out of 5 stars
13 reviews
7 repeat clients
10 years of experience
South Norfolk, Chesapeake, VA, 23324

About: I am very patient and understanding. I will work with you as much as I can. I have experience giving medications. I will update daily. I am free everyday. I can check in on them any time. I have 10+ years experience and references and reliable transportation. I can come to you if needed. I will make sure to tell the owners to give me a checklist of things that needs to be done and how to care for their pets.

Sitter Profile Image: Jeanne H.
Verified Enhanced Background Check
Jeanne H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
18 reviews
5 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. I would love to care for your kitty too! 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: Tiffany M.
Verified Background Check
Tiffany M.
from
$15
per walk
5.0 out of 5 stars
664 reviews
148 repeat clients
15 years of experience
Virginia Beach, VA, 23462

Thank you, Tiffany! It means the world to us to know Hamlin is so well cared for when we travel or have to be away from the house for a while. Hamlin loves you and we appreciate you ❤️

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Gale T.
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Over 659
pet parents in Chesapeake have booked dog walking

Chesapeake dog parents share their Rover experiences

1 / 1
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
5.0 out of 5 stars

Gayla was amazing! She was very communicative and I felt great with her! She walked Enzo on a nice long walk and I think they had a wonderful time together. So appreciative of her help!! Highly recommend

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Angelique A.
Dog Walking
5.0 out of 5 stars

CeCe was amazing! She was communicative and made the whole process easy. She walked our dogs and fed them. I’ve never seen our girls so happy and content, they must have really loved her! We will definitely be hoping to book her again in the future.

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Allison R.
Dog Walking
5.0 out of 5 stars

Tori has been absolutely wonderful! I booked her for weekly visits with my girl Maeve & I have felt so comfortable knowing Maeve has been in great hands. She’s super communicative & respectful. I’m thrilled to have met her & i’m sure Maeve is too!

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Sarah Y.
Dog Walking
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How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Chesapeake average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chesapeake on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chesapeake dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,117 dog walkers in Chesapeake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Chesapeake dog walkers respond in under an hour.

Dog walkers in Chesapeake have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chesapeake.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,117 dog walkers in Chesapeake on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake, 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.