Dog Walking in Chesapeake

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Jackson L.
Verified Enhanced Background Check
Sitter Profile Image: Jackson L.
Verified Enhanced Background Check
1.

Jackson L.

BIG DOGS LITTLE DOGS OLD DOGS PUPS
Norfolk, VA, 23509
Drop-In Visits, Dog Walking
5.0
137 reviews
45 repeat clients
from
$11
per walk

Jackson did an awesome job with my pups on Election Day when I had to work the polls for 14+ hours! He made two visits and went on longgggg walks! My dogs are so happy! Thank you, Jackson! You Rock!

Calendar Recently Updated
Sitter Profile Image: Skye M.
Verified Enhanced Background Check
Sitter Profile Image: Skye M.
Verified Enhanced Background Check
2.

Skye M.

Vet Tech/Artist, Available Anytime!
Greenbrier West, Chesapeake, VA, 23320
Drop-In Visits, Dog Walking
5.0
13 reviews
8 repeat clients
from
$25
per walk

Skye, who is also a registered vet tech, will love your pets like your own! After working with her for years in the vet field, I’m positive of how compassionate she is. Would highly recommend letting her watch and love on your fur babies.

Calendar Recently Updated
Sitter Profile Image: Nicholas S.
Verified Background Check
Sitter Profile Image: Nicholas S.
Verified Background Check
3.

Nicholas S.

Dog whisperer or maybe just talker
Virginia Beach, VA, 23464
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
45 repeat clients
from
$15
per walk

He is very considerate, generous and compassionate with Tippy! He is awesome and I would trust him to keep my dog if need be. Thank you Nicolas!!

Calendar Recently Updated
Sitter Profile Image: Ryleigh S.
Verified Enhanced Background Check
Sitter Profile Image: Ryleigh S.
Verified Enhanced Background Check
4.

Ryleigh S.

Rover 101
Stay At Home Wife With Furbabies
Deep Creek North, Chesapeake, VA, 23323
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
6 repeat clients
from
$20
per walk

Ryleigh did a great job taking care of our German shepherd! Will definitely be booking again when we need someone!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ashlynn S.
Verified Background Check
Sitter Profile Image: Ashlynn S.
Verified Background Check
5.

Ashlynn S.

No Ruff days here
Portsmouth, VA, 23707
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
76 reviews
49 repeat clients
from
$15
per walk

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.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Alyssa B.
Verified Background Check
Sitter Profile Image: Alyssa B.
Verified Background Check
6.

Alyssa B.

Rover 101
Little buddies new best friend!
Indian River, Chesapeake, VA, 23325
House Sitting, Drop-In Visits, Dog Walking
5.0
169 reviews
60 repeat clients
from
$18
per walk

Alyssa was great with our VERY energetic dog! This was our first time booking through Rover and she made us feel very comfortable. She sent pictures and kept us updated. She even left treats for us to return home to :) It’s reassuring to know that we’ve found someone we can trust when we need to be away for the day.

Sitter Profile Image: Tiffany M.
Verified Background Check
Sitter Profile Image: Tiffany M.
Verified Background Check
7.

Tiffany M.

Dog, Hamster and kid mom :)
Virginia Beach, VA, 23464
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
328 reviews
108 repeat clients
from
$15
per walk

Tiffany has been an excellent support for our family. As I have started to travel for work again, Tiffany has been our go-to dog walker while I am away. She takes excellent care of our two dogs and provides clear communication. I highly recommend Tiffany!

Calendar Recently Updated
Sitter Profile Image: Tyler F.
Verified Enhanced Background Check
Sitter Profile Image: Tyler F.
Verified Enhanced Background Check
8.

Tyler F.

All breeds welcome! EVMS Student
Norfolk, VA, 23507
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
38 reviews
18 repeat clients
from
$20
per walk

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!

Sitter Profile Image: Brooke B.
Verified Enhanced Background Check
Sitter Profile Image: Brooke B.
Verified Enhanced Background Check
9.

Brooke B.

Hi, I’m Brooke, here to help!
Norfolk, VA, 22935
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
3 repeat clients
from
$15
per walk

Doing amazing!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeremy S.
Verified Enhanced Background Check
Sitter Profile Image: Jeremy S.
Verified Enhanced Background Check
10.

Jeremy S.

Exploring the Future: Rover Reveals
Indian River, Chesapeake, VA, 23325
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
7 reviews
from
$16
per walk

Jeremy is a responsible, professional and communicative pet sitter! No matter your animal, Jeremy goes out of his way to communicate with you and help your furry friend feel comfortable and have a great time. Can't recommend him highly enough!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Joseph H.
Verified Enhanced Background Check
Sitter Profile Image: Joseph H.
Verified Enhanced Background Check
11.

Joseph H.

Your dogs will loved and cared for!
Chesapeake, VA, 23320
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per walk

Being active duty military, my schedule is anything but solid. Joseph was very flexible when it came to dates/times and took great care of my pups. I would book with him again, and highly recommend him to anyone needing someone to care for their pets.

Sitter Profile Image: Kess S.
Verified Background Check
Sitter Profile Image: Kess S.
Verified Background Check
12.

Kess S.

Enthusiastic Animal Lover!
Indian River, Chesapeake, VA, 23325
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
8 repeat clients
from
$16
per walk

Kess is an AMAZING dog caregiver and overall person. Trust me- you don’t want anyone else watching your dogs. Kess not only has years of experience caring for her own pets and other people’s (mine included), but she is also trained as a vet assistant, meaning she has formal training in handling dogs and ensuring their health and overall safety. She has an incredible work ethic and takes her responsibilities as a caregiver very seriously. Whether your dog is well trained or ornery, anxious or confident, rambunctious or chill, she will make sure to take the time to understand your dog’s unique personality and needs. Don't pass up this opportunity for your pup to make a new best friend!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Laila H.
Verified Enhanced Background Check
Sitter Profile Image: Laila H.
Verified Enhanced Background Check
13.

Laila H.

Rover 101
Here to serve the pups and kitties
Norfolk, VA, 23509
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
26 repeat clients
from
$18
per walk

Laila, Missy, and Rocky had a good neighborhood walk. Big help as bladder is still cross following treatment. Laila’s first greyhound gig but they responded like the retired pros they are.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Esmeralda S.
Verified Enhanced Background Check
Sitter Profile Image: Esmeralda S.
Verified Enhanced Background Check
14.

Esmeralda S.

The best care for your best friend!
Portsmouth, VA, 23708
Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$11
per walk

I have asked Esmeralda to watch my cats while I have been out of town and they absolutely adore her and she took great care of them. I had absolutely no doubt she would treat my babies with the upmost care and love. My dogs also love her and one time she even took the time to hand feed one of my dogs one kibble at a time to get him to eat. She is a very caring and responsible person and I definitely trust her with my animals! ❤️

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amy L.
Verified Enhanced Background Check
Sitter Profile Image: Amy L.
Verified Enhanced Background Check
15.

Amy L.

Genuine Fur Baby Walker
Norfolk, VA, 23517
Drop-In Visits, Dog Walking
25 years of experience
from
$16
per walk

About: I am your go to dog walker! Short or long, around the block or a two mile job, I will make sure your fur baby gets the exercise they need! I have worked and volunteered in shelters, grew up on a farm and personally have years of experience ensuring the safety and care of your pets. I am currently a PhD student, so I will have plenty of time to ensure your fur babies get their exercise. Short walks or long jogs, my schedule allows me the flexibility to walk your pets. I have two dogs currently, a handsome German shepherd Zane and sassy English bulldog Moo. Both of my fur babies are well-cared for and spoiled. They go on walks daily and dog parks twice a week.

Sitter Profile Image: Bailee B.
Verified Enhanced Background Check
Sitter Profile Image: Bailee B.
Verified Enhanced Background Check
16.

Bailee B.

Your Pet’s home away from home !
Portsmouth, VA, 23702
Drop-In Visits, Dog Walking
5.0
12 reviews
2 repeat clients
from
$10
per walk

Bailee did great with our large puppy! Super communicative and came early to meet our dog and see his home and routine!

Calendar Recently Updated
Sitter Profile Image: Akeena T.
Verified Enhanced Background Check
Sitter Profile Image: Akeena T.
Verified Enhanced Background Check
17.

Akeena T.

Pets are the heart of most homes
Norfolk, VA, 23504
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per walk

Akeena is a great pet friend! She is attentive to the dogs and cats and takes time to make sure commands are being followed. Highly recommend Akeena for you pet's needs.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shayla G.
Verified Enhanced Background Check
Sitter Profile Image: Shayla G.
Verified Enhanced Background Check
18.

Shayla G.

Ready to care for your fur-babies
Chesapeake, VA, 23324
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per walk

I highly recommend Shayla as a pet care giver. Her responsibility and genuine love for the animals was great. She treated them with exceptional care and I would highly recommend her to any other pet parents.

Sitter Profile Image: Haley J.
Verified Enhanced Background Check
Sitter Profile Image: Haley J.
Verified Enhanced Background Check
19.

Haley J.

I’m every pets’ favorite aunt!
Chesapeake, VA, 23324
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4.5
9 reviews
from
$15
per walk

Hello I’m Eric Reese, I believe Haley should be accepted to be a dog sitter. I know how much taking care of animals means to her, I have a boxer pup at my house and she absolutely loved to help take care of her take her out on walks whenever she needed to go out she is amazing with animals of all kinds and would be a great dog sitter for any type of dog breed. So I believe that she would excel at this job.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Catina L.
Verified Background Check
Sitter Profile Image: Catina L.
Verified Background Check
20.

Catina L.

Rover 101
Your pet is ours too!
Chesapeake, VA, 23324
Boarding, Doggy Day Care, Dog Walking
5.0
32 reviews
9 repeat clients
from
$30
per walk

About: My name is Catina Lewis. I have a very flexible schedule. I work at a physical therapy office as a patient coordinator. Navy wife, with a crazy 6 year old, a beautiful 3 year old, 6yr old Pom mix, Australian Husky Mix, Great Pyrenees and a Princess Cat. I have live in VA for 7 years and have been on Rover doing dog sitting for 6 and I love every minute of it! I currently live in a 5 bedroom home. I also have a decent backyard they can play in along with mine and possibly 2 other pets. ~Meet and Greets~ I do require we do a Meet and Greet 3 days before booking a stay. I want to make sure the animals are comfortable with each other for the safety of both mine and your pets. **Policy Pick up and Drop Offs** Times are 8am-8pm *During pick-ups and drop-offs text messages will be greatly appreciated due to us having multiple dogs and our children who nap and sleep in. *Rate covers 24hrs period. Ex: Pup’s parents booked a 2 night stay, beginning Monday and ending of Wednesday. Pup gets dropped off at 8am on Monday for 2 night boarding. Once Wednesday rolls around, Pup pick up time is 8am; if pick up time needs to be extended to later than 8am, a single Doggy Dare Care will be applied to the full amount. *That being said — we are human and things happen and plans fall through. I am flexible but please inform me as soon as possible if anything comes up. I also have plans and kids that go to be at current times. Please inform me before the stay what the anticipated drop off and pick up times are so we can plan accordingly. Someone will always be home with them to let them out or feed them. They are let out every 2-4 hours and feeding them separately from our dogs or any other dogs we have in care for safety reasons. I have a fenced in yard and 3 adorable doggies to keep your company. We are always outside playing fetch or just hanging out so they get enough exercise.

Search Map

Chesapeake Dog Walking ratings

Overall Rating:

Dog walkers in Chesapeake are rated on average 5 out of 5 stars based on 494 reviews.


Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including the Rover Guarantee, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!

When you need dog walking services in Chesapeake, VA, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Chesapeake dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Chesapeake, VA joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Chesapeake, VA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

Looking for a quick solution to your dog walking needs when you're short on time? Then you'll love the Rover dog walking app. The Rover app features hundreds of highly rated, trusted dog walkers, and you can scroll through the options or simply rebook your regular dog walker in seconds. Your dog walker can share real-time photo updates via the Rover dog walking app, and with the app's cashless payment feature you'll be able to compensate your dog walker quickly and safely - no need for cash, checks or tips.

And even better: the price of dog walking in Chesapeake, VA might not be as much as you thought. Whatever your price range, you'll find a dog walker on Rover for almost any budget. Interested in finding out what the typical Rover dog walker expects as a dog walking fee? Visit our average dog walking rates to see the general fees before checking out an individual dog walker's rates.

When you use Rover to discover dog walking services in Chesapeake, VA, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes the Rover Guarantee, 24/7 support, and a reservation guarantee.

In other words, when you use Rover to find Chesapeake dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Dog Walking