Dog Walking Winterpock

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

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Over 38
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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: Layla A.
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Layla A.
from
$13
per walk
5.0 out of 5 stars
3 reviews
4 years of experience
Midlothian, VA, 23112

About: I work with a variety of animals from horses to dogs, this includes simple checkups to dog/house sitting! I love being outside and going for walks myself and find it so much more enjoyable with a furry companion. From hyper to chill dogs we can go for walks or runs!! I am doing this to make money for college and hopefully transfer to a university that will foster my passion in engineering. Thank you for considering me :) I am a student with a very flexible schedule as long as we communicate prior to your expectations I can be sure to be a reliable and responsible person to take care of your loved ones. I am completely free on the weekends and in the mornings and late afternoons to evenings on the weekdays when school starts august 25th. During the summer i am completely available everyday! I have a backyard with no fence but a big home, I live with my cat and backyard chickens. My house is tucked away from any busy roads and the yard has clear visibility all around!

Sitter Profile Image: Amy G.
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Amy G.
from
$15
per walk
5.0 out of 5 stars
69 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: Maddie A.
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Maddie A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
8 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: Brian L.
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Brian L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
161 reviews
35 repeat clients
19 years of experience
Chesterfield, VA, 23832

Brian does a great job with our two large, energetic dogs. He follows instructions exactly and gives us great updates. He is very responsive to communication and booking requests. One of our dogs is a young, and strong boxer who gets overexcited when meeting new people or passing other dogs. Brian handles him very well and we are comfortable knowing both dogs are safe in good hands.

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Becky F.
Sitter Profile Image: Erika H.
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Erika H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
76 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: 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: Katie G.
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Katie G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
17 reviews
8 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: Wesley H.
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Wesley H.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
22 reviews
9 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: 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: Peyton B.
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Peyton B.
from
$18
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
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: Michelle C.
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Michelle C.
from
$25
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Midlothian, VA, 23832

About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)

Sitter Profile Image: Lauren H.
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Lauren H.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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: Catherine H.
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Catherine H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
30 years of experience
Moseley, VA, 23120

About: I'm a cat mom to three rescues, including one with a chronic heart condition and asthma, requiring ongoing inhaler treatments and other medication. I'm also experienced caring for senior pets, and pets with special health needs or general anxiety. Every pet I care for gets spoiled like my own. Animals know when someone is comfortable around them and when someone actually cares. I take the time to get to know them, see what makes them happy, what stresses them out, whether they want to play or just want someone nearby for companionship. I'm available mornings, for mid-day walks or playtime, and evenings, and can do multiple visits a day if your pet needs it. With 30 years caring for pets, including seniors and pets with special health needs, I know consistency matters, so you can count on me showing up when I say I will. I always offer new clients a free 30-minute meet-and-greet before the first booking, either at your home or a public location, so I can meet your pet(s) in person. This is the perfect time to show me where everything lives: food, bowls, litter boxes, and anything else I'll need for the visit. While you're away, I'll send daily updates and photos so you can relax and enjoy your trip worry free. My focus is on keeping your pet safe and secure while I am caring for your pet in your home. I make sure doors and gates are secure before I leave, and I do a check for anything out that could be dangerous to your pet. I follow feeding and medication instructions exactly as given, no guesswork, and keep things as close to your pet's normal routine as possible, especially for seniors or pets with special health needs.

Sitter Profile Image: Amy D.
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Amy D.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
8 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: Gracie W.
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Gracie W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
10 repeat clients
4 years of experience
Midlothian, VA, 23112

About: I’ve watch dogs and cats for four years when needed, from a one time visit to 2 weeks of checking in three times daily. I’ve also handled turtles and fish in the same capacity. Am happy to clean out a litter box, take a dog on a walk, or do more. Any added bookings within 24 hours of the first check in, or during visits, is subject to an additional 16$ fee. Any bookings more than a 15 mile drive may be subjected to an additional one time 20$ fee! I’m a student full time and therefore am out of the house from around 9-2 most days but am otherwise available for your pet care needs. I love to spend some extra time at a clients home giving their animal more love and affection to ensure they don’t feel lonely or abandoned.

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: Brianna B.
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Brianna B.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chesterfield, VA, 23832

Brianna was awesome. Arrived right on time and took our Pup for a nice long walk. Would definitely recommend and will be a repeat client.

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Dean T.
Sitter Profile Image: Ytalo B.
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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: Eileen C.
Verified Enhanced Background Check
Eileen C.
from
$22
per walk
5.0 out of 5 stars
74 reviews
23 repeat clients
20 years of experience
Midlothian, VA, 23112

Eileen and her husband are very kind people. My pup loves them and did great on the first walk! Will definitely book again.

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Emily A.
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
Katie M.
from
$24
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
12 years of experience
Chesterfield, VA, 23838

We used Katie for the first time and she did a great job. She went above and beyond to take care of our 10 year springer spaniel. We were updated regularly and our dog looked to be in better shape than we left him and very happy. She is very trustworthy and she is the only person we would use in the future.

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Adil A.
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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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Meet local walkers who will treat your dogs like family

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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 September 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 September 2026, there are 2,279 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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