Dog Walking Chesterfield

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

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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.

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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
287 reviews
103 repeat clients
14 years of experience
Chester, VA, 23831

Nala liked Abby right away which is unusual for her. I can tell Nala was happy to see her in the pics that were sent. Thanks for making my girl smile!

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Angela W.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
105 reviews
44 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: Alyssa H.
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Alyssa H.
from
$16
per walk
1 repeat client
6 years of experience
Richmond, VA, 23235

About: I have experience caring for highly energetic dogs including two of my own as well as experience with many cats, so I understand the importance of patience, consistency, and attentive care. My responsibilities include daily feeding, exercise, playtime, and monitoring their overall health and well being. I'm comfortable following care instructions and providing plenty of attention to help pets feel safe, happy, and well cared for! I bring the same level of dedication and compassion when caring for others animals. I work 7:00 a.m. to anywhere between 11 a.m. and 3:00 p.m. which leaves flexibility to fit your animals scheduled needs, with my days off varying each week. I'm available for overnight house sitting and can provide care before and after work, including feeding, walks, playtime, and plenty of attention. On my days off, I have more flexibility for extended visits and one on one time with your pets, please reach out and I can provide my off days for the week! It's my priority to keep your pets on their normal routine and provide dependable care while you're away, along with regular updates for your peace of mind!! I genuinely enjoy caring for animals and treat every pet as if they were my own! I understand that each animal has its own personality, routine, and needs, and how important it is to take the time to make them feel safe, comfortable, and loved. Whether it's feeding, walking, playing, basic care, or providing companionship, I am dependable, patient, and attentive. My goal is to give pet owners peace of mind, knowing their fur family members are in caring and responsible hands!

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: Amanda B.
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Amanda B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
25 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: Rebecca B.
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Rebecca B.
Star Sitter
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

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Christine H.
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: 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: Jynette V.
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Jynette V.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 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: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
18 reviews
6 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: Isaiah M.
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Isaiah M.
from
$14
per walk
5.0 out of 5 stars
1 review
5 years of experience
Richmond, VA, 23234

About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.

Sitter Profile Image: Francoise S.
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Francoise S.
from
$15
per walk
5.0 out of 5 stars
44 reviews
13 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!

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Nina J.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
50 reviews
13 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: Kristy B.
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Kristy B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
318 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: Melissa M.
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Melissa M.
from
$25
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
30 years of experience
Chester, VA, 23831

About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.

Sitter Profile Image: Stephenie S.
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Stephenie S.
from
$16
per walk
30 years of experience
Chesterfield, VA, 23832

About: I have my own large senior dog, grew up with at least 2 dogs in my home, and love cats. I often sit for my friends cats and love to have a walking buddy with taking dogs, esp now that my old boy has slowed down. As a teacher I have a schedule based on school and in the summer my 5 year old would sometimes be tagging along with me. I can go before school and after and in the summer months have much more flexibility I am a public school teacher and a toddler and dog mom of my own. I love to be active and go on walks and love to give animals attention and love like they all deserve!

Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$30
per walk
4.9 out of 5 stars
41 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: 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: Shannon O.
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Shannon O.
from
$18
per walk
5.0 out of 5 stars
56 reviews
27 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: Karen T.
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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 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! 😃

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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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  • 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.

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  • 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
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Popular requests for dog walking - Chesterfield

Select a filter and find qualifying sitters offering dog walking.

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.

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