Dog Walking Chesterfield

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Over 21
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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: Abby M.
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Abby M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
292 reviews
106 repeat clients
14 years of experience
Chester, VA, 23831

Abby helped me during a last minute trip. She was pleasant and kept me informed. This was my first time using the Rover App but will be back because of her. Thanks Abby!

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Shameka C.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
110 reviews
47 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Absolutely amazing experience. Work and day to day has been made so much more enjoyable and I have so much appreciation for the patience my pup is experiencing. I will be a regular for quite some time. Thank you again Phyllis!

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Megan B.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
27 reviews
7 repeat clients
20 years of experience
Chester, VA, 23831

Reagan and Brody enjoy Amanda!

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Beverly W.
Sitter Profile Image: Sarah I.
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Sarah I.
from
$25
per walk
5.0 out of 5 stars
8 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: Lisa C.
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Lisa C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
71 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

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Christine H.
Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
20 reviews
8 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!

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Tiffany S.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
322 reviews
123 repeat clients
16 years of experience
Chesterfield, VA, 23832

Kristy did a great job with our pups and was very patient with them. Looking forward to more walks with her.

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Chuck B.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
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

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Cristina C.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
53 reviews
14 repeat clients
15 years of experience
Chester, VA, 23831

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

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Debbie S.
Sitter Profile Image: Caitlyn W.
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Caitlyn W.
from
$18
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
20 years of experience
Chesterfield, VA, 23832

About: With a passion for animals that spans many years, a household full of furry companions, and a deep-seated love for our four-legged friends, rest assured that your pets are in safe hands. As a responsible adult equipped with both experience and a reliable vehicle, I'm committed to providing top-notch care and companionship for your beloved pets. I’m very flexible, work from home and am often available to move my schedule to match yours. I’m always happy to work together to make sure your lovely pets are taken care of I have two cats and two dogs of my own. Dogs are crate trained and both rescues that need a lot of love and I’m happy to provide. They enjoy walks and playing in our fenced yard. I also have two cats that love belly rubs and playing with their toys! My partner watches my animals while I take care of yours!

Sitter Profile Image: Jason P.
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Jason P.
from
$16
per walk
4 years of experience
North Chesterfield, VA, 23234

About: While I’m new to Rover, I’ve been caring for pets for friends and family for the past four years, in addition to caring for my own pets throughout my life. My previous dog, a Yorkie, gave me experience caring for a senior pet, including administering eye drops, following medication schedules, and managing a special diet. My current dog, Bella, is a 10-month-old AKC S.T.A.R. Puppy graduate who has taught me plenty about keeping up with energetic young dogs! I also share my home with two friendly, affectionate senior cats, so I’m comfortable caring for pets of different ages and temperaments. I work Sunday through Wednesday, so my Thursdays through Saturdays are completely dedicated to your pup! My black Labrador, Bella, and I typically walk 1–2 miles three times a day. On hotter days, we switch to indoor enrichment and training games instead of long walks. Whether your dog loves an adventure or prefers a slower pace, I’m happy to tailor their stay to their individual needs. Your dog’s safety and comfort are my top priorities. I only accept dogs that are a good fit for my home and Bella, and I always recommend a meet-and-greet beforehand. Whether I’m boarding, dropping in for a visit, or taking your pup on a walk, I’ll follow their normal routine and tailor my care to their energy level and needs. I’ll also keep you updated with photos so you can enjoy your time away with peace of mind.

Sitter Profile Image: Kassandra J.
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Kassandra J.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
93 reviews
17 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassie put in the extra effort to make my grumpy little old man of a dog happy! She consistently put in extra time to ensure his comfort and to keep me posted while I was away. Very appreciative of her!

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David A.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
6 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: Darnell M.
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Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
101 reviews
39 repeat clients
14 years of experience
Colonial Heights, VA, 23834

Darnell has been wonderful. He has communicated well and his very respectful/trustworthy to my house. Aurora is also enjoying her time as well(she looks for walks around the same times during the weekends when it’s just us).I’m thankful for Darnell and recommend him for your pet care needs.

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David R.
Sitter Profile Image: Jada R.
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Jada R.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
5 years of experience
Chester, VA, 23831

About: I'm a current owner of a 5 year old Dutch rabbit which is friendly with dogs and other animals. I allow dogs on the bed to endure lovely cuddles! I also speak American sign Language who are in need of an interpreter! Daily routine: Early morning potty time/ Breakfast Time 6:00-7:00am Playtime/Snack Time/Potty time as well 12:30-2:00pm Second Potty Break 2:00-7:30pm Dinnertime 7:00-8:00pm Final Potty Break 9:00-10:00pm I would care of your furry baby going out for long walks, taking trips to my locate park, and trips to my local Starbucks for a pup cup!

Sitter Profile Image: Karen T.
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Karen T.
from
$19
per walk
5.0 out of 5 stars
5 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 two dogs, a 12 year old Chesapeake Retriever Lab mix and a 4 year old Great Pyrenees mix, and I genuinely enjoy caring for animals of all kinds. Whether your pet is playful, shy, energetic, or prefers a quiet companion, I’ll make sure they feel safe, loved, and well cared for. In addition to providing exceptional care, I believe in great customer service. I’ll follow your instructions carefully, keep you updated, and treat your pets like family while you’re away. So, when can I start? I am excited to meet your adorable pets! Please reach out to me if you have any questions or need certain times for your loves! Hi there! 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: Shannon O.
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Shannon O.
from
$18
per walk
5.0 out of 5 stars
58 reviews
28 repeat clients
20 years of experience
Richmond, VA, 23234

Lovely young lady, friendly and professional. Walked my 2 girls for a few days while i was recovering from surgery - they were happy and excited to see Shannon and enjoyed their walks!

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Lee P.
Sitter Profile Image: Tara W.
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Tara W.
from
$16
per walk
5.0 out of 5 stars
56 reviews
7 repeat clients
10 years of experience
Chesterfield, VA, 23832

Tara responded immediately to a last minute request to walk my dog two days later so that I could be away for a day. Everything went very well!

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Jennifer W.
Sitter Profile Image: Lindsey R.
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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: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
59 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.

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

Dog parents share their Rover experiences - Chesterfield

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5.0 out of 5 stars

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

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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.

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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

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Christine H.
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 for Dog Walking in Chesterfield on Rover is $17.44 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 2,343 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
  • 98% 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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