Dog Walking Chesterfield

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

End
Search

Over 21
pet parents in Chesterfield have booked dog walking

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.

1 / 1
Sitter Profile Image: Phyllis N.
Verified Enhanced Background Check
Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
101 reviews
43 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.

Profile image
Samantha F.
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Chester, VA, 23831

Reagan and Brody enjoy Amanda!

Profile image
Beverly W.
Sitter Profile Image: Karen T.
Verified Enhanced Background Check
Karen T.
from
$25
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
16 years of experience
North Chesterfield, VA, 23234

About: Hi! I’m a lover of all pets, young, old, big, and small! I have one dog, a 12-year-old Chesapeake retriever mix, and a 2-year-old Great Pyrenees mix. I am an experienced dog lover who you can trust to take fantastic care of your pup! Apart from taking care of your pups, I believe in good customer service; all instructions you leave me will be followed with the utmost care to keep them wagging! So when can I start? I am in school, and therefore my availability is flexible! Please reach out to me if you have any questions or need certain times for your loves! I have a townhome with two dogs and prefer to take care of your pups at your home where they feel comfortable the most! 😃

Sitter Profile Image: Rebecca B.
Verified Background Check
Rebecca B.
from
$20
per walk
5.0 out of 5 stars
45 reviews
18 repeat clients
20 years of experience
Chesterfield, VA, 23234

Great to work with Rebecca! Excellent communication and arrived in the agreed time frame with no issue. She took my pup with hers for a walk to the nearby dog park. Pics showed how delighted he was with the walk and the company! Definitely plan to work with her again

Profile image
Christine H.
Sitter Profile Image: Rangeen A.
Verified Enhanced Background Check
Rangeen A.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
37 reviews
11 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: Sarah I.
Verified Background Check
Sarah I.
from
$25
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Chesterfield, VA, 23832

About: I've been dog sitting since covid; things have changed but not the love for animals. Since my start I've dog sat for a wide varity of dogs. Puppies, oldies, big, small. Some requiring a lot of attention to help distract them, some that just sit by the door waiting for their pawrents to come home. From medications to special diets, specific schedules and give attention if you have the extra time. I will treat your dog as my own! Something you can count on is they will be loved and well taken care of. Pet care is my top priority. Making sure they are fed on time and they get plenty of play time and walks while you are gone. I do currently work but my schedule is constantly changing so I have a lot of freedom to change it as needed. I unfortunately can't accept pets into my home as I don't currently live alone. But I'm more than willing to stay over whenever you need me to.

Sitter Profile Image: sabrina s.
Verified Enhanced Background Check
sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
50 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina is caring, prompt and friendly! Thank you!!

Profile image
Debbie S.
Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
Lisa C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
70 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

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

Profile image
Christine H.
Sitter Profile Image: Kassandra J.
Verified Enhanced Background Check
Kassandra J.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
91 reviews
16 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassandra is just the best. You can tell she cares and she took the best care of my dogs. I will absolutely be using her in the future. Thank you!

Profile image
Jared L.
Sitter Profile Image: Wesley H.
Verified Enhanced Background Check
Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Midlothian, VA, 23112

Wes was great! Was comfortable around my dog immediately, which made her accept him right away. He was punctual and sent photo updates. Highly recommend!

Profile image
Tiffany S.
Sitter Profile Image: Lindsey R.
Verified Background Check
Lindsey R.
from
$18
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
2 years of experience
Chester, VA, 23831

About: I love dogs, they are my favorite people. All shapes and sizes, whenever I spend time with them, they just make my heart happy. When they’re with me they’ll be taken good care of. Whether it’s long walks, games of tug of war, endless belly rubs, and lots of cuddles. I will love your pet as if they were my own. In addition to raising two dogs of my own, I’ve cared for friends and neighbors’ pets while they’re at work or away. I know how hard it is to leave your pet behind whether it’s while you’re at work or on vacation but when they’re with me you won’t have to worry because they’ll be well cared for and loved. I work full time Monday through Friday from 8am-5pm but only live 5 minutes from my work. I am able to go home midday and have evening and weekends free to spend lots of time with your fur babies. I make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the apartment if no need to crate. My apartment provides a fenced in yard for them to have safe and fun outdoor time. I work full time Monday through Friday from 8am-5pm. I am able to have evening and weekends free to spend lots of time with your fur babies. I will make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the house if no need to crate. My house provides a fenced in yard for them to have safe and fun outdoor time.

Sitter Profile Image: Darnell M.
Verified Enhanced Background Check
Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
101 reviews
38 repeat clients
14 years of experience
Colonial Heights, VA, 23834

Darnell did a great job taking Minnie out for her afternoon walk! Thank you again for taking such great care of our kid, means the world to us that you took care of her like she was yours!

Profile image
Sharon L.
Sitter Profile Image: Kristy B.
Verified Background Check
Kristy B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
317 reviews
122 repeat clients
16 years of experience
Chesterfield, VA, 23832

My Luna is not the easiest to deal with. But she sure loves her Kristy!

Profile image
Lisa B.
Sitter Profile Image: Francoise S.
Verified Enhanced Background Check
Francoise S.
from
$15
per walk
5.0 out of 5 stars
40 reviews
12 repeat clients
30 years of experience
Midlothian, VA, 23114

Fran is a gem! She is so great with my dog Charlotte. Very seeet and did everything I needed her to do. Charlotte loves to see her! Thank you Fran!

Profile image
Nina J.
Sitter Profile Image: Christine & Nick G.
Verified Enhanced Background Check
Christine & Nick G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

Christine and Nick are wonderful and have taken great care of our Morkie, Lilo! They are always prompt

Profile image
Arline B.
Sitter Profile Image: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
55 reviews
17 repeat clients
15 years of experience
Chesterfield, VA, 23832

About: Hello there! I absolutely adore animals. I spent 3 years at the SPCA, working directly with the animals and fostering. My friends and I started our own rescue, SFC Virginia Animal Rescue. I know how hard it is to trust your dog is in good hands, and to feel happy, and safe. I love snapping photos and sharing with you all that me and your fur baby do during our visit, (and not afraid to inspect poop to ensure your pet is healthy and report when a concern.) My dogs have been through various trainings and would be happy to share my knowledge while I spend time with your pet. I have over 5 years experience with pets with medical needs varying from administering sub-q fluids to medications to inhalers for the cat-kiddos. My girl has hypo-thyroid and has to take a pill twice a day. With my experience with medically-needy animals I am hyper aware of the smallest changes in behaviors in a short period of time and can offer varying tricks with administering for the ones who aren’t big fans. Side note: I do have travel minute limit, for those east of 95, that is within the time limit if the $5ish toll is taken, otherwise it would take over 30 mins. If you are okay with an additional charge of $6 to cover toll, I will be more than happy to assist! I work from home so I get a lot of quality time with my babies. Where I see opportunities to train, I take advantage. Training is a daily on going activity. My animals eat twice a day on snuffle mats with a kibble and veggie/fruit medley. In short, pet care is part of my routine. When hired to do check-ins I like to spend my first time with the pet observing knowing I’m a stranger and I want to not overwhelm. I will read the vibes and either interact more or keep a distance depending on their body language and how they are reacting to me. I know pets sometimes have a tendency to be more reserved or hesitant to do their normal activities. I try to connect and bond during this time as well with treats (if provided) and positive quiet communication.

Sitter Profile Image: Lashell D.
Verified Background Check
Lashell D.
from
$27
per walk
5.0 out of 5 stars
32 reviews
6 repeat clients
15 years of experience
Chester, VA, 23831

Friendly and sweet. She is timely and bonded wit my dog.

Profile image
Deanna E.
Sitter Profile Image: Tiffany B.
Verified Enhanced Background Check
Tiffany B.
from
$25
per walk
5.0 out of 5 stars
28 reviews
12 repeat clients
23 years of experience
Chester, VA, 23831

Tiffany is amazing! She goes above and beyond. This is truly her passion. She loves what she do and it shows. This is my third time using Rover and she is the best one we booked for our Buddy. Tiffany, I hope you are available whenever me and my family decides to travel.

Profile image
Nancy W.
Sitter Profile Image: Jynette V.
Verified Enhanced Background Check
Jynette V.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Chesterfield, VA, 23832

Got along very well with my mini poodle, she may be his new best friend 🧡 they did great together from the moment they meet at the meet and greet, she did an awesome job

Profile image
Cristina C.
Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check
Rebecca R.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Chester, VA, 23831

About: I specialize in dogs that need a little extra grace and a lot of patience, but I also love a social butterfly! Having raised a reactive high-drive mix and managed the pulling power of large breeds like Labs and Great Danes, I know firsthand that not every dog is an easy walker. I bring a calm, highly disciplined, and observant approach to every visit, ensuring your dog feels secure and understood. ​My Special Skills Include: ​Reactive & Anxious Dog Handling: Creating safe, low-stress environments for sensitive souls. ​High-Drive Breed Management: Experience safely handling and exercising powerful, high-energy working breeds. ​Behavioral Reinforcement: Utilizing consistent treat training, professional handling techniques, and keen observation of canine body language. ​Large Breed Experience: Confident leash-handling for strong pullers. ​Whether your dog is a socialite who loves making friends or a sensitive pup who needs a sitter with unshakeable patience, I tailor my approach specifically to them. Pet care is a staple of my daily routine! While I work a standard 9-to-6 business day 5 days of the week, I am wide awake and ready to go for those early 5:00 AM or 6:00 AM morning walks. Your pup will get plenty of exercise and attention before I head out, and I’m back in the evenings for more play, dinner, and potty breaks until 10:00 PM. I specialize in recurring schedule drop ins and walks, ensuring your pets have a consistent best friend to look forward to constantly. Whether I’m staying at your place or visiting for a drop-in, your pets are treated like family. My approach combines physical exercise with mental engagement—I love incorporating short, positive training sessions into our day to keep their minds sharp. They’ll get plenty of 'tummy rub' downtime and scheduled feedings, but they’ll also get the structure and play they need to stay happy and tired out. Your dog won't just be watched; they’ll be active, engaged, and thoroughly spoiled.

1 / 1
View more sitters

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 is awesome!! We needed to use her last minute & she was great. Would definitely recommend!!!

Profile image
Melanie M.
Dog Walking
5.0 out of 5 stars

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.

Profile image
Samantha F.
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

Profile image
Christine H.
Dog Walking
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    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
  2. 2. Meet In Person

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Chesterfield average 3
repeat dog walking clients

FAQs for Dog Walking - Chesterfield

Frequently asked questions about Rover

The average cost for Dog Walking in Chesterfield on Rover is $17.44 per walk (as of July 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 July 2026, there are 2,334 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 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 Chesterfield.

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 Chesterfield. On Rover:

  • 94% of walkers can help with special care needs
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge