Dog Walking Winterpock

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

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Over 38
pet parents in Winterpock have booked dog walking

Winterpock, 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: Matthew G.
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Matthew G.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Chesterfield, VA, 23832

About: I’ve been taking care of dogs for 9 years now. I have walked them, dropped in for visits when requested, and treated them as if they were mine. I have experience with dogs of all ages. For me, taking care of your furry family member is a privilege. I want you to know your dog is as important to me as they are to you. I am currently enrolled in college locally. Therefore, I am very flexible because my classes are online. My schedule can easily be adjusted to accommodate your needs. I have a dog and cat who I care for on a regular basis. I play with my dog as well as I give both of them a lot of attention. I also comfort my dog and cat if they are stressed.

Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
11 repeat clients
20 years of experience
Midlothian, VA, 23112

“Wesley was Fabulous with our dogs Dega and Ripley. He spent a lot of time with them and gave them lots of attention. This is what I want in a Dog Sitter / Walker.”

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Brigitta Sylvia S.
Sitter Profile Image: Erika H.
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Erika H.
from
$15
per walk
5.0 out of 5 stars
• 77 reviews
28 repeat clients
5 years of experience
Moseley, VA, 23120

“Erika has been great learning our little anxious pups special accommodations and appreciate her attention to every detail! Looking forward to using her a lot!!”

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Erica S.
Sitter Profile Image: Colleen C.
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Colleen C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 83 reviews
32 repeat clients
25 years of experience
Midlothian, VA, 23112

About: I’ve cared for dogs and cats my entire life. I am looking forward to opportunities to care for your dog(s) or cat(s) while you are away and love them like they were my own. I have a fenced in yard and live in a wonderful neighborhood with lots of walking trails. I have three children, ages 10, 12, and 14 that grew up with dogs and learned how to be loving and respectful to animals. I’m a high school teacher so I’m able to be home during the summer and school holidays. My routine includes a morning, afternoon and an evening walk after dinner. The fenced backyard provides opportunities for exercise outside of walks. I follow your pets normal feeding schedule and will only provide the food and treats that you provide to avoid any allergy or food intolerance concerns. On school days, my husband is typically working from home so there is usually someone home without long periods of being left home alone. Pets are cared for as part of the family and receive lots of love and attention.

Sitter Profile Image: Ytalo B.
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Ytalo B.
from
$22
per walk
4.7 out of 5 stars
• 6 reviews
3 repeat clients
6 years of experience
Midlothian, VA, 23112

“Ytalo took great care of our pups while we were gone for the weekend. We loved all the pictures and he kept us updated the whole time. Would definitely schedule with him in the future.”

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Danna M.
Sitter Profile Image: Haleigh H.
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Haleigh H.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Chesterfield, VA, 23832

About: I always enjoy spending my free time with animals. I have been been pet sitting on the side for over 4 years now and love every opportunity I have been given. All of the people I sit for say I am the pet whisperer! I am a free lance photographer trying to get her work out there and offer free photos of your dog with your stay if you book me. ☺️ I currently work full time at a pet resort loving on pets daily. I work 7-8 hour shifts, with a break, where I can stop by and care for your pets in between my shifts. I care for your animals in your home while you enjoy time out of town. Feed, walk, pets daily and let out minimum of 3 times a day. Loving on them, keeping them company, and making them feel safe is one of my top priorities! Can medicate dogs, and cats, I have a diabetic dog at home and feel comfortable with diabetic shots too.

Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
from
$25
per walk
5.0 out of 5 stars
• 56 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”

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Arline B.
Sitter Profile Image: Patricia L.
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Patricia L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
3 repeat clients
20 years of experience
Midlothian, VA, 23112

About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.

Sitter Profile Image: Hannah T.
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Hannah T.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 81 reviews
15 repeat clients
10 years of experience
Downtown, Moseley, VA, 23120

“My Brody can be very over excited at times and Hannah seemed to be able to handle him very well. She was on time, followed all the instructions and the pictures I got were also nice to see. Will schedule again!”

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Kevin S.
Sitter Profile Image: Leanna M.
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Leanna M.
from
$16
per walk
1 year of experience
Midlothian, VA, 23112

About: I have maybe like half a year experience with pets When I was in high school, I had took a class And earned certification. I love cats and dogs I work Sunday through Tuesday 7 AM to five and on Wednesday I have classes half the day . I am pretty flexible as long as I’m not working another job I can pretty much do anything you want bathe Take walks, etc. I have a fenced in yard or I can come to your place

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: 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.

Sitter Profile Image: Shannon O.
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Shannon O.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 66 reviews
29 repeat clients
20 years of experience
Chesterfield, VA, 23832

“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: Victoria G.
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Victoria G.
from
$16
per walk
1 repeat client
6 years of experience
Midlothian, VA, 23114

About: I'm a trusted, very active pet lover with lifelong experience caring for dogs and cats of all sizes. I've provided overnight pet care for multiple families, offering reliable, compassionate attention to each animal's needs. Being active means I love taking dogs on walks, hikes, or play sessions to keep them energized and happy. From big dogs to small, I understand their routines, personalities, and how to keep them safe, happy, and well-exercised in any home. • Weekends: Vary • Mondays: Free till 2 pm • Tuesdays: Free till 2 pm • Wednesdays: Off by 1 pm, free all afternoon • Thursdays & Fridays: Mornings or afternoons, varies Reliable care for your fur babies when you need it most! • Serving Midlothian and surrounding areas • Conveniently located near Midlothian Mines Park for dog walks • Willing to walk dogs in your neighborhood or stay overnight at your home

Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$16
per walk
5.0 out of 5 stars
• 30 reviews
6 repeat clients
17 years of experience
Richmond, VA, 23235

About: I have experience for being responsible for animals my whole life. I have 15 pets of my own and love the responsibility. I enjoying interacting with animals and giving them my full attention. Weekly I care for my own pets and would love to care for yours as well. There isn’t anything I’m not willing to do in caring for your pet. Right now I’m off from work in the summers and have a lot of time on my hands. I will follow detailed instructions on how to handle your animals and what you want to be done. I will always put their safety first and will keep that in mind at all times.

Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 46 reviews
12 repeat clients
45 years of experience
Midlothian, VA, 23113

About: Hi, I'm Kim! I have been taking care of animals for as long as I can remember. I'm a mom of 4 fur babies of my own and have had animals all my life. I am currently transitioning from a 13 year Nanny position into my dream job of caring for animals full time. Three years ago, I started pet sitting part-time and have gotten rave reviews and I absolutely love it!! (References available on request) My schedule is very flexible for drop-ins and overnight stays on a first come, first serve basis. I will come to your pet's home where they are most comfortable. Offering pet care services in your home, I follow the typical routine you and your pets have already established. They will keep their routine and not go through any traumatic transitions. The best part? Your fur baby is there when you get home. Your home will also have that "lived in" look. Mail will be picked up, plants watered, lights will be switched on and off, trash rolled to the curb, and any house issues that arise can be addressed. Especially for overnight or vacation services, I would love the chance to meet you and your pet(s) in your home ahead of time. I always encourage new clients to schedule a (free) 30-minute meet-and-greet before the first booking (either at your home or a public location) so that I can meet your pet(s). If I am doing a sitting or drop-in, then these are perfect for showing me where the food supplies are as well as bowls, litter box(es), and anything else that may be needed for the booking I send daily updates while you are away so your vacation is worry free. I am looking to establish a regular client base and consider pets as part of the family.

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$20
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
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: Emma M.
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Emma M.
from
$16
per walk
3 years of experience
Powhatan, VA, 23139

About: I have 3 fur babies of my own. I love to treat every fluffy family members like one of my own. I have cared for fur babies since I was little. I prioritize every walk, cuddle, and face kisses As I start my own business I want to use this current free time I have right now helping others while spending that time doing something I love A have one friendly fur baby that loves to make new friends. The thing I care about most is the safety of your babies while making them feel at home

Sitter Profile Image: Cameron W.
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Cameron W.
from
$16
per walk
1 year of experience
Midlothian, VA, 23114

About: I have a little over a year of hands-on experience in animal care and dog grooming. I have taken an in-person veterinary science course, where I earned my Elanco Veterinary Science certification. I've worked with dogs of all sizes, ages, and breeds, from playful puppies to gentle seniors, Chihuahuas to Great Danes. I'm confident handling energetic pups, anxious pets, and everything in between. My training helps me recognize signs of stress or discomfort, and I always prioritize your pet’s safety and happiness. I treat every animal like family and love building trust with both pets and their people! Pet care fits perfectly into my routine. I’m available all day, every day, except for a few hours Tuesday morning and early Friday afternoon. I’m also fully available on weekends. With my flexible schedule, I can easily adapt to your pet’s needs! When caring for pets in a client’s home, I always follow their usual routine and house rules to keep things consistent and stress-free. I take time to understand each pet’s habits, needs, and comfort zones so they feel safe and at ease while you're away. I treat your home with the utmost respect and your pet like part of my own family.

Sitter Profile Image: Sydney B.
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Sydney B.
from
$17
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
north chesterfield, VA, 23236

“Sydney, was amazing, very accommodating, kind and caring. I knew my doggy was in good hands. Thanks for your service and I can’t wait to schedule time with you again soon!!!”

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Candace J.
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The median cost per walk for dog walking in Winterpock is $20

Dog parents share their Rover experiences - Winterpock

1 / 1
5.0 out of 5 stars

Amy was able to walk our Toast last minute. I am really grateful and he is always excited to see her.

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Jennie T.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Winterpock

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Sitters in Winterpock average 3
repeat dog walking clients

FAQs for Dog Walking - Winterpock

Frequently asked questions about Rover

The average cost of Dog Walking in Winterpock is $30 per walk as of October 2026. Most bookings cost between $26 and $47 per walk. On Rover, 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 2,266 sitters on Rover offering Dog Walking across Winterpock. 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 Winterpock. 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 Winterpock 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 Winterpock. 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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