Dog Walking Winesap

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

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Winesap, 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: Jennifer W.
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Jennifer W.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
20 reviews
5 repeat clients
35 years of experience
Madison Heights, VA, 24572

So professional & a great communicator! Did an amazing job & sent so many photos of my pups. I’d give her more than 5 stars if it were an option!

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Hannah V.
Sitter Profile Image: Charlie C.
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Charlie C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
9 years of experience
Madison Heights, VA, 24572

Charlie was wonderful with our dog! He made sure to keep our dog comfortable and hydrated during their walk. He was wonderful with communicating with us as well. Highly recommend!

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Paige T.
Sitter Profile Image: Heather C.
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Heather C.
from
$18
per walk
4.9 out of 5 stars
91 reviews
39 repeat clients
10 years of experience
Lynchburg, VA, 24501

Heather did a fantastic job taking care of my mothers dog Field. She was always on time, communicated welll and did a great job overall. I would definitely recommend her to anyone

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Matt S.
Sitter Profile Image: Abigail G.
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Abigail G.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
9 years of experience
Lynchburg, VA, 24502

Abigail is wonderful! This was my first time with Rover, and she made it easy. She came over for a meet and greet, sent me updates, and took great care of my crazy babies.

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Nicolette A V.
Sitter Profile Image: Maisha R.
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Maisha R.
from
$20
per walk
3 repeat clients
12 years of experience
Lynchburg, VA, 24504

About: In my career I have worked with animals of all shapes and sizes! I specialize in animal behavior and husbandry. I’ve held my dog training certification for over 6 years and have loved working with people and their dogs every step of the way. I believe in helping dog owners better understand their pet through behavior education, training, and enrichment! I am available on a very flexible schedule for you and your dog! I can do drop in visits as well as in home or public access training! I treat every animal with respect for their individual needs! From a simple visit with basic obedience to advanced training and behavior-I’m here to help!

Sitter Profile Image: Arabella & Dylan R.
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Arabella & Dylan R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Lynchburg, VA, 24501

Arabella was fantastic with my fur babies. Super reliable, communicated well, and really appreciated how affectionate she was to all of my fur babies. Definitely recommend.

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Victoria M.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
15 reviews
8 repeat clients
5 years of experience
Lynchburg, VA, 24501

This is the third or fourth time I’ve booked Mia. She is great! Very reliable sand communicative!

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Monica C.
Sitter Profile Image: Anna D.
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Anna D.
from
$18
per walk
4.9 out of 5 stars
13 reviews
6 repeat clients
10 years of experience
Evington, VA, 23320

About: As someone who was raised on a fully functioning farm, animal husbandry has been a part of my daily routine since I could walk! I have experience with almost every domestic animal under the sun, but dogs and cats have always been very personal to me. I worked at doggie daycares/boarding facilities for 3 years, and am an assistant at a competitive showing kennel. I attended CATCH canine trainers academy as well. I would love to extend my love for pets to you and your fur family by caring for them as I would my own. I work part time at a private kennel, but have a lot of flexibility in my schedule. Caring for dogs has been my full time job for 4 years! Working with dogs as much as I have, I feel like I have seen it all! I care deeply about the health, safety, and mental well-being of your dog, and will do my best to give them an amazing time while you are away.

Sitter Profile Image: Katie M.
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Katie M.
from
$25
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
25 years of experience
Lynchburg, VA, 24502

About: Hi! I’m Katie. I’m 35 and have lived in the Lynchburg area for the past 14 years. I’ve lived with and loved animals my whole life. Im a natural with animals and do not get intimated with large animals. I own my own home and I adopted Patty in November of 2020. My life has never been the same. I can pet, walk, exercise, play, feed, brush, water, and love your fur baby! I’m patient and caring and will keep your pet feeling safe, exercised, and loved. Trust in me to keep your pet(s) safe. They’ll be happy. You’ll be happy. I’ll be happy. Hope to hear from you soon! I do work 40 hours a week but am able to come home at lunch. I am home most nights, so ideally I would be a great home if you need your pet to have a sleepover somewhere. I have a fenced in backyard. All dogs are on leashes when we go for walks. My dog sleeps in her crate, but does roam the house during the day. She is so gentle and calm. She has all her shots and a very kind demeanor.

Sitter Profile Image: Samantha B.
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Samantha B.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Lynchburg, VA, 24504

About: Hi! I’m a dependable and caring animal lover with years of hands-on experience working with dogs of all ages, sizes, and personalities. I grew up with two dogs and have been consistently walking and caring for pets from middle school through college. I also worked at a doggy daycare, where I gained experience handling multiple dogs, maintaining routines, and making sure every pet felt safe, comfortable, and cared for. I’m patient, hardworking, and reliable, and I truly love spending time with animals. I have a very flexible schedule and can usually accommodate a variety of days and times throughout the week. I enjoy spending time with animals and make pet care a priority in my routine, whether that means feeding, playtime, walks, check-ins, or overnight care. I’m dependable, responsive, and committed to making sure your pets get plenty of attention and care while you’re away. I always focus on creating a safe, calm, and comfortable environment for every pet in my care. I understand that every animal has different needs and personalities, so I take the time to make them feel secure and cared for. Whether I’m caring for pets in your home or mine, I’ll follow all routines and instructions closely and make sure they receive lots of attention, patience, and love.

Sitter Profile Image: Emily J.
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Emily J.
from
$25
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Lynchburg, VA, 24501

About: I love animals of all kinds and have many years of experience caring for animals in both my personal and professional life. I currently own a wonderful dog and have owned cats, a bunny and a guinea pig. :) I don't know how people live without pets and always enjoy any opportunity to hang with a furry friend! I am comfortable caring for dogs and animals of all ages and with various care needs including giving medicine, baths, and picking up after accidents. I am always up for outdoor adventures and am comfortable going on lengthy hikes or just chilling and keeping your pet company. I currently work part time with a flexible schedule so I can be available during the day on weekdays as well as the weekend. I am also available for early morning check-ins and walks if that is what your dog/pet needs. I have pet-sat many times and am comfortable with all levels of care needed-from just stopping by to check-in to staying overnight and any amount of care in-between. I am a true animal lover and have found that dogs tend to feel comfortable around me so I'm sure your pet and I will become fast friends!

Sitter Profile Image: Ariane G.
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Ariane G.
from
$20
per walk
5.0 out of 5 stars
30 reviews
10 repeat clients
10 years of experience
Lynchburg, VA, 24502

Ariane is amazing and wonderful with my pups!

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Kathleen O.
Sitter Profile Image: Larissa P.
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Larissa P.
from
$18
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
21 years of experience
Lynchburg, VA, 24503

About: I’ve been an animal lover for as long as I can remember! I’ve grown up with — and cared for — pets of all shapes and sizes, from dogs and cats to fish, birds, horses, rodents, and even reptiles. No matter who your furry (or scaly!) family member is, I’m excited to give them the same love and attention I give my own. Pet care is already a natural part of my day. I take care of my cat every morning and evening—making sure she has fresh water, the right amount of food, a clean litter box, and plenty of playtime. Since I’m already in a daily rhythm of caring for pets, adding walks or drop-ins fits easily and naturally into my routine. At home, my kitten is always the first one to greet me at the door, so I make sure she gets attention and reassurance right away. I keep her routine consistent—fresh food and water, a clean litter box, and lots of playtime and affection. When caring for a client’s pets, I’m very mindful of their established routines. I follow feeding schedules, potty breaks, playtime, and any special instructions exactly as given. I want every pet to feel comfortable and secure, so I do my best to maintain the rhythm they’re used to. Whether it’s my home or yours, my priority is making sure pets feel safe, understood, and well cared for.

Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Lynchburg, VA, 24504

About: I’ve cared for dogs of all ages, from energetic puppies to senior pets who need a gentler pace. What sets me apart is my patience, reliability, and attention to each pet’s unique needs. I’m comfortable with daily walks, feeding routines, administering basic medications, and providing extra snuggles for anxious pups. I have had years of experience, with having three labs currently to raising two litters of lab puppies. I have grown up with dogs and love being around them I am in school during the week Monday-Friday. Pet care fits best for me during the evenings or the weekends depending on the week of school. I follow your pet’s routine closely — from feeding schedules and walk times to favorite toys and cuddle spots. I make sure your pet feels secure in their own space, keep their environment tidy, and send regular photo updates so you know they’re happy and well cared for.

Sitter Profile Image: Amber P.
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Amber P.
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Lynchburg, VA, 24504

Amber is great with our babies. She spends quality time with them and we are comforted by her being there when aren’t able to be. -Lindsay & Brian

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Lindsay W.
Sitter Profile Image: Emma M.
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Emma M.
from
$15
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
5 years of experience
Lynchburg, VA, 24502

About: I have taken care of all size dogs, I love all animals so I am not afraid of them and know that they need to gain trust. I am a nursing student at the University of Lynchburg, I would be honored to take care of your fur baby! Able to take last minute or short notice requests if need be. Able to walk them, check on them, give them medicine if needed. I love to play with them and fulfill the basic needs the owner has requested.

Sitter Profile Image: Isabella D.
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Isabella D.
from
$19
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Lynchburg, VA, 24504

About: I’ve been around dogs since I was 6 and I’ve had a pup of my own for almost 10 years! I’m here for all your dogs needs including walks, playtime, cuddles, meals, medications (if needed) and, of course, love! I want your dogs to feel safe and comfortable while you’re away and I don’t want YOU to miss a thing which is why I’ll send plenty of pictures of your fur-babies! I’m a graduate student on summer break so I have plenty of time to play, cuddle, and check-in on your furry friends! I want to work around YOUR schedule and offer my services when you need them most! I want to learn all about what your animals love! From your dogs favorite chew toy to your cats favorite sunny nap spot. I have a senior dog, Ginger, that I’ve had since she was 6 months and a 2 year old cat so I am super familiar and comfortable with dogs and cats alike especially their needs, habits, and personalities. I will follow any schedules/instructions you provide me including meal plans, playtime, medications (if needed), walks, etc. I will also keep the space as clean as I found it so you don’t have to worry about messes or any other stress when you return!

Sitter Profile Image: Casey L.
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Casey L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
127 reviews
45 repeat clients
11 years of experience
Amherst, VA, 24521

Casey was pawsome! She sent pictures of the dogs every time she came to walk them. She even brought dog petters with her. Our dogs were happy, walked and fed on the schedule we laid out. Very happy with the service ?‍?

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Kris S.
Sitter Profile Image: Kali A.
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Kali A.
from
$13
per walk
5.0 out of 5 stars
4 reviews
3 years of experience
Madison Heights, VA, 24572

About: I’ve taken care of dogs for over 3 years now. I can do various things including walking and bathing almost any dog. Taking care of dogs is my job and I love it! My work schedule is pretty flexible so I am able to do walks/drop ins pretty frequently throughout any day of the week. My best times would be before 12 and after 7 but I can typically do times in between as well with enough notice I would care for your pet in any way necessary by following any instructions you can give me. With my experience, I know how to keep dogs safe and happy!

Sitter Profile Image: shaina k.
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shaina k.
from
$20
per walk
6 years of experience
Lynchburg, VA, 24501

About: I’ve been pet sitting for about 6 years and I’ve worked at multiple doggy daycares and with an independent pet care company. I can administer all medications including injections. I’m currently an full time student online so I have plenty of free time to care for any fur babies. I don’t have too many scheduling restrictions! I have a poodle and a labradoodle who have been in daycare a few times, they’re very friendly and enjoy play. I have about an acre of land that’s fenced in so there’s lots of room to run and play!

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The median cost per walk for dog walking in Winesap is $18

Dog parents share their Rover experiences - Winesap

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5.0 out of 5 stars

Jen is great, my dog Marley looked so happy on his walk. She took a lot of pictures and kept me updated- I’d highly recommend her!

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Katie E.
Dog Walking
5.0 out of 5 stars

So professional & a great communicator! Did an amazing job & sent so many photos of my pups. I’d give her more than 5 stars if it were an option!

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Hannah V.
Dog Walking
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    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
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Popular requests for dog walking - Winesap

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winesap average 2
repeat dog walking clients

FAQs for Dog Walking - Winesap

Frequently asked questions about Rover

As of August 2026, there are 302 sitters on Rover offering Dog Walking across Winesap. 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 Winesap. 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 Winesap.

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 Winesap. On Rover:

  • 83% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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