Dog Walking in Chester

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

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Top rated Chester dog walkers

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

Reagan and Brody enjoy Amanda!

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Beverly W.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
85 reviews
41 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: sabrina s.
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sabrina s.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
10 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: Tracey H.
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Tracey H.
from
$19
per walk
5.0 out of 5 stars
39 reviews
11 repeat clients
35 years of experience
Chester, VA, 23831

About: I’ve cared for all types and sizes of dogs for over 35 years. Very experienced with senior dogs and their needs. I understand that dogs have their own personality and therefore have their individual needs. I live extremely close to a dog park so exercise is no problem. I also live in a dog friendly neighborhood. I enjoy the laughter and unconditional love that dogs provide so I work hard to keep them safe and happy. I always provide pictures or videos so you know your baby is happy and safe. Check out my reviews. Plenty of satisfied clients. I currently telework so I’m home on most days to care for your fur baby. I’m available on weekends and a lot of holidays. If your baby enjoys car rides I am more than happy to take them with me if I leave town for the weekend or holiday. My dogs are normally with me so a fur buddy joining us will be added fun. I always let you know if I will be taking them out of town prior to you booking me. Safety is my number one priority. My home is very dog friendly. You'll find plenty of babywipes at my home to wipe their paws and hind parts. I stay stocked up on floor cleaner and disinfectant to keep their areas clean.

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: Jeanette A.
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Jeanette A.
from
$25
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

About: For 30 plus years I had my own dogs from Rottweilers to peekapoos. Always had two so they had a buddy. Well trained where I didn’t need a leash. I babysit my friends dogs here at the house. I’m auntie. They go home spoiled. I travel a lot so, when my dog passed away I did not get another one. I work from home. I am empty nester who just went through a divorce. They can hangout with me all day. Ability to leave on the weekend to come back as required. Full fenced in yard. Traditional metal fence. With only two neighbors who have no animals. Quite neighborhood with a place to walk them around ponds.

Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Chester, VA, 23831

About: I have taken care of family and friends’s dogs before. I own a 9mo old male doberman and I’ve taken care of him since he was 2 months old. I potty trained him and we run over a mile every weekday when the weather allows. I used to take care of my mom’s senior schnauzer who used to have frequent seizures during his last year of life. I gave him his medicine and we used to walk twice a day. I’m currently working part-time so I have plenty of time to spend with and to take care of your fur babies. I am mostly available during the weekends and weekdays after 5pm. I might also have some weekdays off, based on my week’s schedule. I have a male 1y/o Dobbie who is very friendly and playful. When in home I can take the dogs to the dog park. Typically, I take the dogs to the dog park 3 times a day. We play and cuddle together on the sofa.

Sitter Profile Image: Cassidy R.
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Cassidy R.
from
$15
per walk
5.0 out of 5 stars
28 reviews
12 repeat clients
25 years of experience
Chester, VA, 23831

About: I’ve taken care of dogs/cats for friends and family for as long as I could remember. I am always looking for ways to play with dogs and other animals, because who doesn’t want unconditional love and affection from fur babies. I’ve volunteered with animal shelters for three years whether that be playing with the dogs up for adoption or taking them out for a fun day with lots of walks and attention! I’m currently available anytime during the week or weekends to care for your animals whenever they need some additional love whether that’s for just a quick potty break or a nice long walk! Taking care of your pets in your home means always respecting the rules you have in place to ensure consistency is a daily and followed routine. I will treat every pet as if they were my own with love and care as I know they are essential in your home.

Sitter Profile Image: Charlotte T.
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Charlotte T.
from
$16
per walk
5.0 out of 5 stars
2 reviews
12 years of experience
Chester, VA, 23831

About: Hi! I’m Charlie and I’ve always loved animals, honestly probably more than people and I do like people just not as much as pets 🐾 I know how important it is to trust someone with your pet, so I treat every animal like they’re my own and I’m really attentive to their routines, comfort, and little details that keep them happy. Whether it’s walks, feeding, playtime, or just keeping them company, I’m reliable, communicative, and will keep you updated so you always feel at ease. Your pet is family and I’ll treat them that way 🤍 I work remotely so I am pretty flexible. On the weekends I am free, during the week I can adjust my schedule based on the pet(s) needs. I have pet sat for several people before and I am experienced with all types of breeds and animals. From scooping litter boxes to taking dogs for a walk I can do any tasks.

Sitter Profile Image: Darnell M.
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Darnell M.
from
$18
per walk
5.0 out of 5 stars
100 reviews
37 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!

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Sharon L.
Sitter Profile Image: Sara T.
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Sara T.
from
$25
per walk
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

Sitter Profile Image: Tiffany B.
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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.

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Nancy W.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

About: I promise you trust, communication, comfortability, and great care! I love pets! I grew up with a Golden Retriever named Skippy! I now own my beautiful mut mix of Lab, Pit and Blood Hound. His name is Maverick! He's 2 and such a loving, happy dude! I currently dog sit my mom's 3 Boston Terriors whenever she needs to go out of town and have been since I was a teenager. I also take in my best friend's older pit bull, Cookie, and her and Maverick get along wonderfully! There's plenty of space to walk dogs around my apartment community, along with a fenced in tennis court area where they can run free! I work full time AT HOME so I'm flexible just looking to make some extra money I work from home Monday through Friday, and am available most weekends, so I have lots of time and flexibility to care for your doggos! I live in an apartment but it's very dog friendly! I will ensure your dog gets lots of attention and love! I have access to lots of trails, open pet areas, and a fenced in tennis court where they can run free and we can play fetch! My dog is very friendly and has lots of experience around other dogs. I do have a large dog crate if that is required or necessary.

Sitter Profile Image: Rachel W.
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Rachel W.
from
$25
per walk
15 years of experience
Chester, VA, 23831

About: Hi! I’m a Rachel and i am a caring animal lover who enjoys spending time with pets, making sure they feel safe and loved while you’re away. As a mom and someone who values a calm, peaceful home, I understand how important it is to trust the person caring for your pet. I treat every animal like they’re part of my own famiy! Whether your pet needs a walk, playtime, feeding, or just some company, I’m happy to meet their individual needs. I’d love to meet you and your pet! 🤗 I am currently working 8-430 fulltime during the week. I have flexabile availability for after work walking, drop in care as well as open and flexabile weekend availability! Open to working together for whatever works. I have once small dog maybelle who loves other dogs and would love to leep upurs company wjole jpur on a weekend het away. Hopefully soon we are moving to a fenced in yard! For now I am available for wlakimg upur doh drippimg in for care and or taking them to the dog park for playtime

Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
Lisa C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 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: Hailey T.
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Hailey T.
from
$25
per walk
4.9 out of 5 stars
27 reviews
15 repeat clients
15 years of experience
Chester, VA, 23831

About: I am aware of the care and support animals need when they are not at home with their owners. I have 3 dogs of my own so I understand. This is my only job. I am always home, and I have reliable transportation to get me where I need to be. I am able to care for pets no matter the amount of time or attention the pet may require.. I own my own home, that has a fenced in back yard. I also have a room that is set up downstairs for if a a pet needs to be in their own space that is available. I do have 3 dogs of my own.

Sitter Profile Image: Brenda C.
Verified Enhanced Background Check
Brenda C.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
9 years of experience
Richmond, VA, 23234

About: With 9 years of experience as a veterinary assistant, I bring both professional medical knowledge and genuine compassion to every pet I care for. I have extensive hands-on experience with cats and dogs of all ages, temperaments, and health conditions, including seniors, anxious pets, and animals requiring medications or specialized care. Working in veterinary medicine has taught me how to recognize subtle changes in behavior and health, respond calmly in stressful situations, and tailor care to each animal’s individual needs. Beyond my professional experience, animals have always been a huge part of my life. I understand that trusting someone with your pet is deeply personal, and I strive to provide the same level of attentiveness, patience, and affection that I would want for my own pets. Whether your dog needs long walks and playtime or your cat prefers quiet companionship and routine, I create a safe, calm, and loving environment where pets can feel comfortable and secure while you’re away. I am currently taking a break for myself from my career in veterinary medicine so I have all the time in the world for your beloved kiddos! I provide detailed updates, photos, and consistent communication so you can feel confident your pets are safe, loved, and stress-free while you’re away. I tailor my care to each pet’s individual personality, routine, and medical needs. Whether your baby is shy, energetic, senior, or requires medications or extra monitoring, I create a calm, low-stress environment built on patience, trust, and compassion. Your pets will always be treated like family in my care.

Sitter Profile Image: Crystal C.
Verified Enhanced Background Check
Crystal C.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
289 reviews
102 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal was so accommodating and great with our 2 dogs while I was away. She provided me with updates and made being away from my babies a lot less stressful. We will definitely be booking with her again! Thank you for everything, Crystal!

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Jasmin V.
Sitter Profile Image: Alecia B.
Verified Background Check
Alecia B.
Star Sitter
from
$13
per walk
5.0 out of 5 stars
58 reviews
19 repeat clients
20 years of experience
Chester, VA, 23836

I selected Alicia to help us with Karmas walks during my hip replacement surgery recovery. She and Karma became fast friends immediateky. Eighteen walks later it was sad to say goodbye. Alicia is very kind, prompt, flexible and trustworthy just to make a few. We are blessed to have been able to have her help us!

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Debbie S.
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
9 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.

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Over 166
pet parents in Chester have booked dog walking

Chester dog parents share their Rover experiences

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5.0 out of 5 stars

Phyllis is a pleasure to work with on Rover! Friendly, flexible and on time for walking adventures with my Tut. Looking forward to working with her again!

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Christine H.
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
5.0 out of 5 stars

Abby walked my golden doodle, Ainsley, Christmas Day. What a relief it was to know a lovely reliable person like Abby was coming over to take care of Ainsley. I would recommend her with enthusiasm.

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Milissa G.
Dog Walking
5.0 out of 5 stars

Sabrina is a great dog walker and Karma loves her. Sabrina got me out of a last minute jam this morning. Thank you!!!!

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Debbie S.
Dog Walking
5.0 out of 5 stars

Meghan is punctual, flexible and a great communicator! I love that she's very respectful of my wishes and directions and seems to remember and follows every one of them! We appreciate Meghans help!!!

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Anja D.
Dog Walking
5.0 out of 5 stars

Carlita is so sweet, attentive, and patient. During the meet and greet she was very kind to Bo. She was flexible with the time change for the walk. I asked for a few extra favors like making sure he had water and giving him a treat after the walk and she made sure of everything. I would highly recommend her.

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Karrissa J.
Dog Walking
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The median cost per walk for dog walking in Chester is $20

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Sitters in Chester average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chester on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chester dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,215 dog walkers in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Chester dog walkers respond in under an hour.

Dog walkers in Chester have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chester.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,215 dog walkers in Chester on Rover, so you’re sure to find the perfect match for your dog! In Chester, 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.