Dog Walking Winterpock

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

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Over 37
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.

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Sitter Profile Image: Brian L.
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Brian L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
160 reviews
35 repeat clients
19 years of experience
Chesterfield, VA, 23832

Highly recommend Brian! If you want to make your dogs, and you, so happy, Brian crushes in a really important way. He communicated a lot and I knew I could rely on him.. Even on the initial meet & greet. He confirms before every visit that he’ll be there, you know when he arrives and departs, and you get an update of the visit with pictures. He seriously reduced my anxiety while I was out of town. He visited midday (my hubby was home at night) to feed them and give them a walk. They were so happy during the week and I attribute a lot of this to Brian’s attention and his love of dogs we saw from him on the meet & greet. My 2 dogs are 100 lbs and a reactive 75 lbs and he walked them together.

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Laura K.
Sitter Profile Image: Maddie A.
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Maddie A.
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
12 years of experience
Moseley, VA, 23120

Maddie was wonderful with my dogs and very communicative with everything. Would definitely recommend!

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Melanie M.
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: Amy G.
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Amy G.
from
$15
per walk
5.0 out of 5 stars
66 reviews
12 repeat clients
20 years of experience
CHESTERFIELD, VA, 23832

Amy is wonderful and very reliable! I've used her the past couple of months to walk my dog and I'm so glad I found her. It's also a huge plus that my dog adores her.

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Nakia B.
Sitter Profile Image: Katie G.
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Katie G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
14 reviews
7 repeat clients
25 years of experience
Moseley, VA, 23120

Huge thank you to Katie G. for giving my dogs some mid day love and walk!

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Joanna S.
Sitter Profile Image: Angelina P.
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Angelina P.
from
$14
per walk
4.7 out of 5 stars
3 reviews
3 repeat clients
6 years of experience
Chesterfield, VA, 23832

About: I have two cats and two dogs myself and have been dog sitting since 14 years old. I love going on walks and love to be able to take a buddy with me! I recently got a puppy who I have been training and could pass on my self taught skills onto your animal if wanted. I love animals which is why I chose to sign up on rover ! I currently am doing online college so do not have a full time or part time job! I am available whenever for whatever your pets needs are! I provide a safe, calm, and loving environment where your pets can feel comfortable and secure. I always prioritize their safety by keeping a close eye on them, following routines exactly as instructed, and making sure they’re in a clean, pet-friendly space at all times. Building trust is really important to me, so I take the time to understand each pet’s personality, needs, and boundaries to make sure they feel at ease. Whether it’s playtime, walks, or just relaxing, I create a positive and stress-free environment where your pets are treated like my own.

Sitter Profile Image: Lauren H.
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Lauren H.
from
$16
per walk
5.0 out of 5 stars
2 reviews
5 years of experience
Midlothian, VA, 23112

About: I’ve been watching neighborhood and family pets since I was 13, both cats and dogs, elderly and young. I know when to give attention or whether to give them space. Hey! You can also call me Jaxon (he/him.) I’m auditioning for local theatres in Richmond, so my schedule is rather flexible. Weekends and weekdays are currently open, with room for rehearsals and show dates. I’d cater to whatever the pet needs. Some animals like to explore, so I’d supervise as they do so. Others are more reclusive, so I’d keep watch from a respectful distance.

Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
326 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

First time ever using the app so I was really nervous about it, but DAMACIA made me feel completely at ease. She listened to all my concerns and how to take care of my sweet boy because he is hard of hearing. She took him on a walk around the neighborhood and Maximus seemed to enjoy it. Now that the walk is over my sweet boy is passed out on the couch probably for the rest of the day. Will definitely be using her services in the near future.

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Emerald S.
Sitter Profile Image: Tayana A.
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Tayana A.
from
$28
per walk
5.0 out of 5 stars
27 reviews
7 repeat clients
19 years of experience
Moseley, VA, 23120

Best dog walker that I have had so far!! 10/10. Highly recommend!

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Courtney S.
Sitter Profile Image: Peyton B.
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Peyton B.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Jackson Ward, Midlothian, VA, 23112

Great with Betty and very accommodating for last minute requests!

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Rebekah A.
Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 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: Isaiah M.
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Isaiah M.
from
$14
per walk
5.0 out of 5 stars
2 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: Colleen C.
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Colleen C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
80 reviews
31 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: Garrett H.
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Garrett H.
from
$13
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
16 years of experience
Moseley, VA, 23120

About: Growing up with both cats and dogs gave me the experience I need to take care of a wide variety of critters. My favorite is my mini dachshund, Chipper, who I raised and trained myself from a young age. I continue to give my little buddy high quality care 9 years later as he's battling his unfortunate health conditions. I plan on treating your pets with the same sort of love and consideration! I'm a student at JMU and I am home in Moseley, VA for the summer of 2026! I would be more than happy to work with you! My calendar has the correct dates available! I treat your pets with the same love and care I give my own. They deserve nothing but the best, and I’m dedicated to providing just that! I’ll shower your pet with affection and treat them like royalty—because they truly are.

Sitter Profile Image: Erika H.
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Erika H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
75 reviews
28 repeat clients
5 years of experience
Moseley, VA, 23120

Erika was absolutely amazing! She was so good and so sweet with my dog! She took her on such a long walk and I got to see videos of her playing at the dog park. I’m always nervous being away from my baby so getting to see videos made me feel so good! She went above and beyond and I am so thankful! Will be booking her every time I need a walker for Mabel!

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Jillian B.
Sitter Profile Image: chloe c.
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chloe c.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
3 years of experience
Midlothian, VA, 23112

About: I’ve taken care of my dogs since I was little. My parents always relied on me to take care of them while they were out of town. I just graduated college and have recently moved back home! My routine easily accommodates pet care! I keep dedicated time open daily for walks and check-ins. I work closely with pet parents to set clear schedules in advance, ensuring I can always give your furry family members 100% of my focus during our booked visits. I focus on sticking as closely as possible to whatever routine your pet is used to so they feel comfortable. I always make sure doors and gates are fully locked, keep dogs securely leashed on walks, and pay close attention to surroundings. I treat your home with total respect, keep you posted with photos and notes, and treat your pet with the same care I’d want for my own.

Sitter Profile Image: Amy D.
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Amy D.
from
$16
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Amelia Court House, VA, 23002

About: With a lifetime of experience caring for animals, I bring both reliability and genuine care to every pet I look after. I currently have two rescue tuxedo cats (one with only one eye and nearly blind) and a well-loved flock of 25 chickens, and I’ve spent the past five years dog sitting for friends and neighbors after many years of owning dogs myself. I’m very comfortable with different personalities and routines. I’m attentive and genuinely enjoy all animals. I will always make your pets feel safe and cared for with walks and plenty of playtime! I just retired after a 22 year career in marketing to watch my first grandchild part time- which gives me extra hours to help you with your pet care! I am as attentive to your fur babies as I am to my own. I genuinely love spending time with all animals and will take great care of yours, too!

Sitter Profile Image: Kristina & Richard T.
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Kristina & Richard T.
from
$20
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Midlothian, VA, 23114

She did a great job and was very communicative

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Cameron O.
Sitter Profile Image: Ytalo B.
Verified Enhanced Background Check
Ytalo B.
from
$18
per walk
4.5 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
Midlothian, VA, 23112

About: Hi there! I’m Fabrizio, proud dog parent to Bruno, my 5-year-old buddy who taught me that every pup has their own personality and needs. Over the years I’ve also cared for the pets of friends and family — from playful puppies to older dogs that just need extra love and attention. I’m flexible, reliable, and love keeping owners updated with pics and messages. With me, every walk is an adventure and every cuddle feels like home. 🐾🐶 I work as an independent sports agent, which means most of my job is done from my phone and laptop. Because of this, I have a very flexible schedule and can easily adjust my day around walks, drop-in visits, or pet sitting. Whether it’s mornings, afternoons, evenings, or even weekends, I can usually make it work. I’m happy to discuss your pet’s routine and find the perfect times to keep them happy and cared for. Your pet’s safety is always my top priority. When I’m in your home, I respect your space and follow all instructions carefully to make sure your pets feel comfortable and secure. I treat every house as if it were my own, with responsibility and care. On walks, I’m always alert to surroundings, traffic, and other animals. I keep dogs safely leashed, avoid risky situations, and make sure they get exercise in a fun but safe way. You can trust that your pets will always be in good hands with me.

Sitter Profile Image: Julia H.
Verified Enhanced Background Check
Julia H.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
46 reviews
18 repeat clients
16 years of experience
North Chesterfield, VA, 23236

Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.

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Erin D.
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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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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
  2. 2. Meet In Person

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Popular requests for dog walking - Winterpock

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winterpock average 3
repeat dog walking clients

FAQs for Dog Walking - Winterpock

Frequently asked questions about Rover

The average cost for Dog Walking in Winterpock on Rover is $29.97 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 2,280 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 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 Winterpock.

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 Winterpock. 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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