Dog Walking Chesterfield

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

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Over 20
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Chesterfield, 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: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 127 reviews
53 repeat clients
50 years of experience
North Chesterfield, VA, 23237

“Phyllis is amazing with my girl Piper. I never have to worry about Piper when she is in Phyllis' care. I highly recommend Phyllis to help with all your fur babies.”

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Samantha F.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 25 reviews
11 repeat clients
30 years of experience
Chesterfield, VA, 23832

“Jynette provides a great service and she is quick to respond any requests or messages, as well as prompt to any events (meetups, dog walking). She brought her own dog to accompany mine on his walk, which thrilled Tut as he loves to walk with new friends and show them the way around his neighborhood. Will definitely work with Jynette again!”

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Christine H.
Sitter Profile Image: Bri L.
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Bri L.
from
$20
per walk
5 years of experience
Chesterfield, VA, 23832

About: I’ve had about 5 years of personal experience taking care of doggies from puppies to full grown dogs! Ive also helped take care of my bestfriends dog while she was out of town, feeding her, loving on her, playing with her, going on walks! Im looking forward to creating a bond with your furbabies and taking great care of them :) Im unemployed at the moment so I have lots of free time during the day in between the hours of 10am-4pm. Id love to be able to assist in anyway I can to help take care of your pets, whether it be just a little check up, playtime, walking, or refilling water bowls while youre away at work. I love giving time and love to my aunts dogs they are hounds. From going on walks to playing inside with a good toy or even just interacting with them outside and allowing them to run around to get their energy out. Physical activity is very important for dogs health as it is for humans so combining the 2 is definitely something I look forward to. Both getting in good exercise and not being stuck in the house all day! Adventure awaits !

Sitter Profile Image: Caitlyn W.
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Caitlyn W.
from
$18
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Chesterfield, VA, 23832

“Caitlin was great to work with on Rover. Excellent communication, on time for Tut’s walk and he was worn out when he got home. Will definitely work with her again!”

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Christine H.
Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$30
per walk
4.9 out of 5 stars
• 45 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23237

About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.

Sitter Profile Image: Kayla H.
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Kayla H.
from
$15
per walk
4.8 out of 5 stars
• 7 reviews
8 repeat clients
16 years of experience
Richmond, VA, 23234

“Quick, efficient but did the trick, and gives me peace of mind on long office days. Thanks, Kayla!”

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Tracey L.
Sitter Profile Image: Steph & Calvin Z.
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Steph & Calvin Z.
from
$25
per walk
4.7 out of 5 stars
• 14 reviews
3 repeat clients
20 years of experience
Chesterfield, VA, 23832

“Thanks so much for taking such great care of Nala!”

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Hannah L.
Sitter Profile Image: Richard L.
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Richard L.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Richmond, VA, 23236

About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.

Sitter Profile Image: Eileen C.
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Eileen C.
from
$22
per walk
5.0 out of 5 stars
• 75 reviews
23 repeat clients
20 years of experience
Midlothian, VA, 23112

“Eileen and her husband are very kind people. My pup loves them and did great on the first walk! Will definitely book again.”

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Emily A.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
7 repeat clients
25 years of experience
Chester, VA, 23831

About: I have a lot of knowledge with most exotics as well, I’m happy to help with any bird, turtles/tortoise, fish, snake, any lizard, monkeys, any rodent, rabbit, chicken, horses, pigs, cow, goats and sheep. I’ve taken care of animals my entire life. I also work with The Wildlife Center and do some small animal rehabilitation. I currently have 2 dogs and one fish. I’ve recently fostered 3 tortoises, a senior dog and a bearded dragon. I am able to do some puppy training and very knowledgeable in senior care for dogs and cats. I am currently a stay at home mom and my kids are in school full time. I have my real estate license as well as degree in pharmacology but I’d much rather work with animals at my own pace. I have a decent sized fully fenced in backyard. I am also able to crate your animals if that is something that is preferred. My dogs are extremely sweet and love to play with all of their dog friends that come to visit. They are up to date on all vaccines and my house is very clean but pet friendly. My couch is big enough for all the pups and people here.

Sitter Profile Image: Julia H.
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Julia H.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 56 reviews
20 repeat clients
16 years of experience
North Chesterfield, VA, 23236

“Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.”

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Erin D.
Sitter Profile Image: Destiny R.
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Destiny R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Richmond, VA, 23234

“Destiny is a great communicator, lets me know if anything is off on Teddys walks, and was able to improvise and find Teddy’s food when I forgot to do his meal prep this week! Teddy is loving his weekly walks, thank you Destiny!”

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Kristen E.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 335 reviews
92 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“Damacia is great with our giant Schnoodle. He loves squirrels but she manages to control him. We have used her for boarding and walking and always been pleased. I would highly recommend.”

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Cindy M.
Sitter Profile Image: Faith S.
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Faith S.
from
$20
per walk
7 years of experience
Chesterfield, VA, 23832

About: Hi! I’m Faith! 🐾 I’m dependable, patient, and genuinely love animals. I have years of experience working in private homes and understand how important it is to have someone you can trust caring for your pets and your home. I’m comfortable with dogs and cats of different sizes and ages, multiple-pet homes, walks, feeding routines, playtime, and lots of cuddles. I’ll treat your pets like they’re my own and keep you updated while you’re away! ❤️ I have a lot of flexibility with my schedule, allowing me to offer reliable and consistent pet care at times that work best for you and your pets. Whether you need daily, weekly, or occasional care, I can adjust my hours to accommodate your needs. When caring for pets in my home, I ensure they have a comfortable and safe space to enjoy their stay. I provide a designated area for eating, resting, and playtime, and I make sure to follow any specific routines or preferences your pet may have. I ensure regular exercise, mental stimulation, and plenty of love and attention throughout the day. For dogs, I offer daily walks, play sessions, and cuddles. For cats, I create a quiet, cozy environment, with plenty of interactive play and grooming time. I keep you updated with regular photos and messages so you know your pet is happy and well cared for. When providing pet care in your home, I aim to make your pet feel as comfortable as possible in their own environment. I follow your pet’s daily routine, whether it’s feeding times, medication schedules, or preferred play activities. I provide companionship, ensure they get plenty of exercise, and offer all the love and attention they need. I also take care of tasks like cleaning the litter box for cats or making sure dogs get their daily walks. I ensure your home stays tidy and safe while you’re away, and I send regular updates to keep you informed about your pet’s well-being.

Sitter Profile Image: Brooke S.
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Brooke S.
from
$15
per walk
18 years of experience
Midlothian, VA, 23112

About: About me: I’m very compassionate with peoples pets, I am very skilled in the pet sitting and daycare environment as well as the medical side and grooming side. I think what really sets me apart from everyone else is that I am a licensed pet groomer as well and if you need any sort or grooming i would be able to groom your pets as well so when you pick up your pets from a day with me they will smell great and look amazing as well. I also have pets of my own which means I know how much love and play time pets need and what it takes to care for someone else’s beloved pets. If your looking for someone who has a whole lot of experience and variety of animal field experience hire me and you won’t be disappointed.

Sitter Profile Image: Julia P.
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Julia P.
from
$20
per walk
5.0 out of 5 stars
• 17 reviews
3 repeat clients
10 years of experience
Richmond, VA, 23235

About: Hi there! 👋 I’m a lifelong animal lover with over 10 years of hands-on experience working with a wide range of animals—from dogs & cats to dolphins & elephants (yes, really!). I’ve spent most of my career in high-energy, professional animal care settings, but these days I’m embracing a more low-key lifestyle and focusing on what I love most: giving animals the personal attention and care they deserve. I’m happy to work with any furry friends, but I specialize in animals that are more difficult to handle—whether they’re shy, reactive, high-energy, or need extra patience and support. With years of hands-on experience with many different species, I’m confident in my ability to manage a wide range of behaviors and needs. I bring a calm, steady presence that helps pets feel safe and understood, and I focus on keeping their environment low-stress and consistent with their routine. If you’re looking for someone with a professional background, and a genuine passion for animals, I’d love to meet you and your furry (or not-so-furry) family member! I have a flexible but consistent work schedule, which makes it easy for me to fit in care visits throughout the week. Since I already spend most of my time around animals, being with your pets will be a natural part of my day! I’m happy to work out a schedule that fits your pet’s needs and keeps things running smoothly for everyone. Whether I’m caring for pets in your home or mine, I focus on keeping things calm, comfortable, and consistent with their routine. I’m attentive to each pet’s personality and needs—whether they love playtime, quiet companionship, or a little of both. My goal is always to make them feel safe, happy, and well cared for.

Sitter Profile Image: Nicole W.
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Nicole W.
from
$10
per walk
2 years of experience
Richmond, VA, 23231

About: I’ve always loved animals and grown up around so many dogs and cats. I enjoy providing pets with great care and treating them like my own. I have experience with animals of all ages and I’ll take the time to make sure they feel comfortable, happy, and cared for! I’m currently in graduate school and have class until 11:50! I’m free before/after and free during the weekend as well. Overall, my schedule is very flexible. When caring for pets in their own home, I aim to keep them as comfortable as possible and maintaining their normal routine. I follow their feeding, walking, and playtime routines, while giving them plenty of affection.

Sitter Profile Image: Ashleigh K.
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Ashleigh K.
from
$21
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
13 years of experience
North Chesterfield, VA, 23234

About: I love dogs more than humans! I was a dog trainer for a short time and worked at a veterinary office as kennel assistant. I also volunteer at a local shelter. I am currently a virtual case manager for a foster base rescue, going on three years. I’ve dog sat for multiple people and friends with going to their house, for walks or visits. If I were to come to you, i would let the dog out in the yard or for a walk and give plenty of pet loving and any additional notes you have for me! I will not take a dog to a dog park for safety reasons. I will do everything in my power to take care of your dog, just as I would want someone to take care of my dog. I am available at different times of the week. I am typically home but I am on call every day. I am trying to make this a part to full time gig so please be patient as I am currently changing my life around. Send me a message if you need someone and we can chat! My schedule is all over the place and i’m currently on call 5 days a week. I am trying to get enough clients where I can make a set schedule at work or make this a job. I accept fenced in years, dog walking in yard, or dog walking in the neighborhood. I prefer no dog parks unless it’s an apartment small dog park with not much traffic, just for safety reasons.

Sitter Profile Image: Dallana G.
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Dallana G.
from
$18
per walk
3 years of experience
Richmond, VA, 23235

About: Hi, I’m Dallana! I’ve been around dogs and cats my entire life. I’ve raised multiple Yorkies and cared for many breeds of cats. With over 15 years of experience, I’ve learned how to understand pet body language, respect their boundaries, and make sure they feel safe and loved. I offer dog walking and drop-in visits in Chesterfield and nearby areas. Whether your pet needs a quick potty break or some extra love and attention while you’re away, I’m here to help. I have reliable transportation always show up on time, and can administer medication if needed. I can’t wait to meet your best friend and give them the care they deserve! I know every pet parent has specific routines and preferences and I always follow your instructions closely. After all, your pet is your baby, and I’ll treat them like one of my own. ❤️

Sitter Profile Image: Rikki M.
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Rikki M.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
16 years of experience
Chesterfield, VA, 23832

About: Between my husband and I, we have had and cared for so many animals! Dogs, cats, rabbits, fish, hermit crabs... the list goes on. We love animals so much; in fact we have three dogs of our own. We have a large fenced in yard and live in a quiet neighborhood - perfect for walking! I work on the weekends, and my husband works during the week. Although this schedule may be challenging for us, it is perfect for your pet! Someone is almost ALWAYS home! I promise, we will love and care for every single one of your babies as if they were our own! I work on the weekends, so I am happy to pop in to check on your furry friend or take him or her for a nice walk during the week! I have a large fenced in yard and three very energetic dogs for your furry friend to play with! I also have a separate dog run if your pup doesn't get along with other dogs.

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

Dog parents share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

Rebecca goes above & beyond every time! She is reliable, dependable, and someone we can always count on. Definitely recommend her!

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Melanie M.
Dog Walking
5.0 out of 5 stars

Phyllis is simply awesome. Apollo loves her. She takes him on fairly long walks. It is very helpful for his mid-day break!

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Kevin C.
Dog Walking
5.0 out of 5 stars

Lisa is a friendly and thoughtful dog walker that arrives on time, replenishes water bowls if needed and provides the attention, walks and treats Tut is looking forward to when he’s home for the day! Will book again

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Christine H.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
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Popular requests for dog walking - Chesterfield

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Sitters in Chesterfield average 3
repeat dog walking clients

FAQs for Dog Walking - Chesterfield

Frequently asked questions about Rover

The average cost of Dog Walking in Chesterfield on Rover is $18 per walk as of October 2026. Most bookings cost between $16 and $22 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 2,320 sitters on Rover offering Dog Walking across Chesterfield. 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 Chesterfield. 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 Chesterfield 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 Chesterfield. On Rover:

  • 91% of walkers can help with special care needs
  • 95% 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 .

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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