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.

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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: 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: 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: 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: 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: Marlee F.
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Marlee F.
from
$16
per walk
4 years of experience
Chesterfield, VA, 23832

About: I’ve always been first in line to dogsit for family, friends, and family friends when they go out of town. I love all animals; dogs, cats, you name it! I’d also say i’m pretty reliable! I am currently working part-time but I still have a bunch of free time to take care of you fur-babies! I mainly work 3:30-7:30 so I will always stop by either before or after, or both if you’d like! I always give a lot of love and attention to any pet and constantly make sure they are fed and have water! Bathroom breaks when they need them and before I leave I always let them out/walk them to make sure their are no accidents!

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: Tiffany B.
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Tiffany B.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
30 years of experience
Moseley, VA, 23120

“Very attentive !!! Highly recommend”

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Arline B.
Sitter Profile Image: Richard L.
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Richard L.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Richmond, VA, 23236

About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.

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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 336 reviews
93 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“Damacia is great with our giant Schnoodle. He loves squirrels but she manages to control him. We have used her for boarding and walking and always been pleased. I would highly recommend.”

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Cindy M.
Sitter Profile Image: Casey T.
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Casey T.
from
$55
per walk
5.0 out of 5 stars
• 15 reviews
5 repeat clients
20 years of experience
Midlothian, VA, 23112

“Casey did a wonderful job with walking Jessie! My jessie was a little scared at first but Casey worked through that like a pro and then all was fine! Casey stayed in touch and sent me pictures and Jessie was cared for and loved!”

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Lori W.
Sitter Profile Image: Kayleigh G.
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Kayleigh G.
from
$16
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Chesterfield, VA, 23832

About: I know how to take care of animals with disabilities, my cat that I grew up with is blind and I took care of him until he passed away. I grew up around dogs and cats, my mom currently has two chihuahua mixes that I have taught some basic commands to. I also have a cat named Keke and she’s 3 years old. I can work around my schedule, I currently have a job working at cvs and am willing to move around my schedule to whatever fits best! I have a dog with anxiety and I know how to calm dogs down when they are stressed out about something and distract them away from the problem.

Sitter Profile Image: Madison N.
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Madison N.
from
$20
per walk
4 years of experience
Midlothian, VA, 23113

About: Hi! I'm a passionate pet sitter with professional experience working in both a boarding kennel and a veterinary clinic. During my time at the kennel, I cared for pets of all ages—from young puppies and kittens to senior pets—and worked with a wide variety of breeds, personalities, and energy levels. I also have experience caring for pets with medical conditions and special needs, including administering medications and providing attentive, individualized care. Working in a veterinary clinic has further strengthened my knowledge of animal health and behavior, allowing me to recognize when a pet may need extra attention and provide confident, compassionate care. Whether your pet loves long walks, playtime, cuddles, or simply sticking to their normal routine, I'll treat them like one of my own. My goal is to keep your pets happy, safe, and comfortable while giving you peace of mind with regular updates and photos throughout my visits. 🐾 I currently work full time at the veterinary clinic but I can pop in multiple times a day to check on your furry friend(s) or I can also stay the night at your house 😊 When caring for your furry friends in their home, my goal is to keep them comfortable, safe, and on their normal routine as much as possible. I provide feeding, fresh water, walks, litter box or potty breaks, playtime, and plenty of companionship and attention based on each pet’s personality and needs. I also have experience working in both a veterinary clinic and a boarding kennel, so I’m comfortable caring for pets of all ages, breeds, and temperaments, including those with medical conditions or special care instructions. I understand that pets feel most secure in their own environment, so I take the time to make them feel calm and cared for while you’re away. I can administer medications if needed and will closely follow any instructions you provide to ensure their health and well-being. During each visit, I’ll also check that everything is safe and in order in your home, and I’ll provide regular updates with photos and messages so you always know how your pets are doing. My goal is to give you peace of mind knowing your furry family members are in caring, capable hands. 🐾

Sitter Profile Image: Victoria G.
Verified Enhanced Background Check
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: 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: Darnell M.
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Darnell M.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 102 reviews
39 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: Allejah K.
Verified Enhanced Background Check
Allejah K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
7 repeat clients
14 years of experience
SOUTH CHESTERFIELD, VA, 23834

“Allejah was great . Ciroc really enjoyed her . She kept me updated and I felt safe leaving my dog with her. I would highly recommend!”

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Janayla W.
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: Divine M.
Verified Enhanced Background Check
Divine M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
4 years of experience
Richmond, VA, 23231

“Divine takes such good care of our Winnie! She’s the first dog walker we’ve hired and she has been flexible with our schedule changes week to week, sends the sweetest pictures, and is always on time.”

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Kali N.
1 / 1
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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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 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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