Dog Walkers in Winston, VA
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Winston dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Stephanie is everything you could hope for in a dog walker—she’s communicative, responsive, careful, dependable, and genuinely caring. You can truly tell she loves what she does, and it shows in how she treats the dogs in her care.”


About: Animals—especially dogs—are my passion! I have over a decade of experience pet-sitting and grooming dogs, and have owned, fostered and cared for dogs, cats and exotic pets of all breeds and sizes in my home since I was very young. I have always been particularly passionate about caring for and working with dogs. I am the proud owner of two Australian Shepherds, who I enjoy training in behavior and agility. If you're in need of someone who is loving, patient and trustworthy to look after your dog(s), please don't hesitate to reach out! I look forward to having the opportunity to care for your beloved fur babies, and promise to love them like they’re my own while you’re away. *I have experience working as a dog groomer—I offer bathing services at an additional cost! Feel free to ask.* I currently work remotely full time, so I am available 24 hours a day, 7 days a week to provide attentive care to your dog(s). I have a fenced-in backyard and two friendly Australian Shepherds to keep your dog company. Your dog will have as much supervised outside play time as they would like, and will have free roam of the main floor of my house at other times. If you prefer your pet to be crated at times, just let me know your preference and I’ll be happy to accommodate. ***Note: to avoid stomach upset/any allergic reactions, dogs in my care will ONLY be given food and/or treats supplied and approved by their owner. Additionally, to help protect my family, home and other dogs in my care, I ask that owners please ensure their dogs are up to date with flea/tick/worm preventative. If parasites are found, a $100 cleaning fee will apply.***

About: My name is paul. I grew up with dogs my entire life. They've become family. Im a first responder so safety is always my number 1 priority. My house is 2 stories i have a huge fenced in yard yard. I live on an acre of land. I love bringing dogs to the dog park just up the road. I also have comfy dog beds inside if you're dog is more of a homebody Dogs have full access to every room and all furniture in my house. If their used to sleeping in your bedroom then they are welcome to sleep in mine as well. I have 2 english setters and we go for walks and excersise at least 4x a week and i can do the same with your dog. Also offer baths and nail care. I will treat your dog as i treat mine, like family. I also offer drop off and pick up service. Also, we put air tags on all dogs collars with the approval of their owners. We have never had a dog get out but as I stated before safety is paramount and we like being prepared. My schedule is pretty open. I also only work about 14 days a month and we are tot homebodies so someone is almost always home. I have a huge gated yard full of water bowls, tennis balls, rope toys and so much more. I also have comfy dog beds inside, extra kennels if needed and all of my furniture is open to pets. I have experience administering medicine, brushing animals teeth and am willing to do anything needed to care for your pets. I do have references as ive been doing this a while. If you have any questions at all please fell free to message me , day or night. Thanks for checking out my profile and Have a great day everyone.


“Rhonda was fantastic! I love getting pictures of our boys walking and cuddling while we were gone! She made me feel very comfortable from the very first time meeting the boys! Her communication definetly made us not worry! I would highly recommend her for any services :)”


About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets I am not working at the moment so I have a lot of free time. I am a stay at home mom of older boys. I have a friendly Pitbull to keep your fur baby company and a crate in case it is needed for your friendly caring loved animal

About: I love animals. I will take the best care of your pet. I'm fine with handling aggressive ones and bigger dogs too. I've taken care of animals all my life, so you can travel without a worry. Right now I'm open any day and time. I can overnight stay and house sit as well. I'm a fan of cats and other animals too. I'll follow your instructions to the letter. I will always call for questions and not assume something on your property. I'm fine with taking videos and pictures

About: I have owned dogs for my whole life. I have also fostered for the past 5+ years. I am well suited for any type of dog at any age. I am comfortable with special dietary needs, medications, Baths, walks, hikes ect. I am a stay at home mom of 11 year old twins, also animal lovers. I am self employed and have a very flexible schedule We do not have a fenced in yard however we live on a very private 12 acres with plenty of space for walks, hikes and adventure. I have 3 very well behaved dogs that know the rules! I do have crates and small playpen fences if required and am happy to make any necessary accommodations.

About: Hi, my name is Amelia Reedy. I have been taking care of dogs all my life, whether it be for neighbors or family, and have experience with all sizes of furry friends. Currently within my home, I take care of my two middle-aged dogs. I also often take care of my grandmother’s senior chocolate lab. My childhood pet whom my family had for 16 years, Sierra, was an Australian Cattle Dog with lots of energy, so I am also quite experienced with active pups that require considerable amounts of exercise. Overall, my goal is take care of your companions in a manner that will keep both them and you as happy and comfortable as possible! I am currently enrolled at Virginia Commonwealth University, so I am a seasonal sitter for the summer months and will be available during breaks as well. I am free and flexible to watch dogs each day of the week. Sunday evenings are the only times which I am unavailable to do so. I am available to care of your pet at your home, as I have three dogs of my own in my home that are sometimes unpredictable with new dogs.

About: I have 7 years experience as a veterinary technician and many more just in general. I have a bachelor’s degree in pre-veterinary biology along with many animal internship experiences. Available 24/7 when needed. Along with my children, we can give your pets attention and lots of love! If your pet does not like children we can also establish another plan of care. I am also able to keep small and exotic animals. Please only reach out if you are a serious inquiry. Please know that I make my plans around watching and taking care of your fur babies so that I can give them all the love and attention I possibly can while you are away! I have a giant fenced in yard and a very friendly dog. I am able to come to your house for potty breaks and feedings. I do require proof of up to date vaccines (bordatella, rabies and distemper.) Must also have an up to date NEGATIVE fecal and heartworm test and your pet must be up to date on flea and tick medication.

About: I’ve taken care of dogs and cats of all ages and provided medications when needed including pills, eye drops, and shots! I also am flexible to what your pet’s routine already is! I’m home for summers from college (Go Dukes) and I’ve always loved animals, so pet-sitting is my only job over this time! I’m available all days throughout the week! When you’re vacationing in the summer I will look after your pets and give you peace of mind with pictures I take of them and I always leave your house looking like I was never even there!

About: I am owned by my Australian Shepherd mix Luke, Flat Coat Retreiver Mack, chihuahua mix Dover and Jack Russel Dallas and I am here to put your mind at ease while you go on vacation or out of town for a business trip! I also have extensive experience with the feline variety. I am an EMT-B for humans, but I have also taken training classes in dog/cat CPR and Heimlich. Not that we will need it. I have experience in administering medication by mouth, IM injections and testing blood glucose. Feel free to contact me with any questions. I would prefer to stay in your home so that the fur kid will be more comfortable and maybe it will help with any separation anxiety. I do not mind bringing in the mail or any other task that may be similar.

About: I have grown up surrounded by all sorts of animals, including dogs, cats, horses, bearded dragons, chickens, and more, which sparked my lifelong passion for animal care. I earned my bachelor’s degree in Animal Science from Virginia Tech, where I deepened my knowledge of animal health, behavior, and management. Additionally, I worked for three years in a veterinary hospital, where I gained hands-on experience assisting with medical procedures, patient care, and client education. These experiences have provided me with a strong foundation in animal science and care across a wide range of species. I’m an Animal Science teacher currently on summer break, and I’m looking to fill my time with puppy love and long walks. Growing up with all kinds of animals and earning my degree in Animal Science from Virginia Tech, I’ve always had a deep love and understanding of animals. With three years of hands-on experience working in a veterinary hospital, I’m comfortable handling dogs of all breeds, sizes, and personalities. I’m reliable, flexible, and excited to spend my free time giving dogs the care, attention, and exercise they deserve. Safety and trust are my top priorities when it comes to animals in the home. My time at home with pets is always filled with playtime, cuddles, belly rubs, and plenty of attention. I create a loving, secure environment where animals feel comfortable, happy, and cared for. There’s rarely a moment when I’m not either snuggling with a dog, playing fetch, or simply making sure they feel safe and loved. Building trust through kindness, consistency, and gentle care is at the heart of every interaction I have with animals.

“Makayla was great with my puppies, she took the time to meet them with some help which is understandable because it’s the first time meeting my puppies. Walked with them and tracked if they pooped or peed. Very friendly and understanding. Will be rebooking and making future arrangements for my puppies with her.”


About: I have been pet sitting and house sitting for 1+ days at a time for about 11 years. I treat every home with respect and all pets as my own. I love bonding with and meeting new animals! Each family I've sat for has called me back to sit for them again! Additionally, I have met many new doggos when babysitting in new family's homes. I always treat the pets just as well as the kiddos, giving them lots of love and behind the ear scratches. My family has always had dogs and I've loved dogs of all breeds since I was a little girl. I am a full time speech-language pathologist during the school year, but have flexibility in my schedule and I’m working from home half of the week. I am available for am/pm/afternoon drop in/walk visits and some weekends depending on location and dates. In your home I am comfortable and confident in my abilities taking your dogs out for walks on leashes, or leaving them out in the backyard to get some movement. I can stay and play for a while as needed to give them attention. I have a loving pit-mix at home. If our dogs got along we could potentially plan on having your pet come stay with us for a week/weekend! Additionally, we do have enough space (2 level home), a crate, and a fenced in yard so we can accommodate having another dog who does not get along with other dogs.

About: I have pet-sat since I was in high school, and I have become a reliable person to care for friends' and co-workers' pets. I have pet-sit overnight many times and have cared for young and older cats and dogs. I'm a teacher, so I am currently off for the summer. I have PT 2-3 times a week and have a vacation planned in July. I can do mornings/afternoons/evenings depending on the day. A few of the dogs I cared for had an electric fence or a fenced in back yard. I have a fenced in backyard at my home and have let the family pet (who belongs to my parents) play in the area. I have taken the family pet for walks around the neighborhood, and am willing to do so, if needed. My home is also an open space, making it a safe and comfortable area for pets to enjoy.

About: I have a dog of my own and 2 cats and I love them so very much, have had pets all my life just like most of my friends I love to help with their pets as well I am a current part time phlebotomist looking for a Side job where it can fit on my week days and even some weekends in the mornings and even in the evenings I have a nice green backyard, a dog friendly neighborhood and a loving dog of my own, many dog parks near me as well. My home is a safe environment. I currently work part time but the days i am off I’ll plenty of time for the pups or kitties! Plus some cuddles too of course! I have an open backyard and front yard, so plenty of space to run and play and can crate your pet if crate is provided
Loving dog walkers in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Stephanie H.Star Sitter

“Stephanie is everything you could hope for in a dog walker—she’s communicative, responsive, careful, dependable, and genuinely caring. You can truly tell she loves what she does, and it shows in how she treats the dogs in her care.”




Hannah B.
Star Sitter


“Hannah was very open to my special requests for walking my dogs and was great with the dogs. I definitely plan to use her services again in the future!”


Lindsay Y.

“Cooper loved his walk time with Lindsay. He was so excited to meet her, and will continue to love his walks with her. Highly recommend!”


Jessica W.Star Sitter
“I have never experienced a person more caring and kind with our pets. Jessica goes above and beyond every time! Its like our dog comes home happier and better off then when we left her. Jessica’s children are Soooo good with animals too. Its like the best place we never dreamed we would find. We plan our trips around her availability when possible! No kidding!!! Thank you Jessica and family for being the safest place for our little girl to stay and thrive❣️💖”


Paul S.
“Nice guy, awesome wife. professional and great with my great Dane. Even brought her to the dog park and sent pics every day for the whole week . Ill never use anyone else.”




Ronda S.
Star Sitter


“Rhonda was fantastic! I love getting pictures of our boys walking and cuddling while we were gone! She made me feel very comfortable from the very first time meeting the boys! Her communication definetly made us not worry! I would highly recommend her for any services :)”


Lakeshia W.Star Sitter
About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets I am not working at the moment so I have a lot of free time. I am a stay at home mom of older boys. I have a friendly Pitbull to keep your fur baby company and a crate in case it is needed for your friendly caring loved animal


Billy C.
“I've had Billy watch my pets for years. Always takes care of my pets and goes the extra mile for the best service he can provide. Highly recommend!”


Devon R.
“The best thing I can say about Devon ais she is a responsible, loving and caring person. she cares for my dog at her house every time I go away. Devon is a true animal lover, has her own family dogs and cats and has experience caring for horses. Because she is conscientious, I would highly recommend her for whatever she wanted to pursue.”


Amelia Leeann R.
“Amelia has been a family friend for years. She watched all the dogs in my neighborhood pretty much before she took a break from pet sitting, and I only ever heard great things about her. She’s always on time, honest and loves all animals, she’s a sweet kind soul.”


Kaitlin D.

“Kaitlin is very punctual responsible and kind with my dog would recommend her to anyone”


Kenzie B.
About: I have 7 years experience as a veterinary technician and many more just in general. I have a bachelor’s degree in pre-veterinary biology along with many animal internship experiences. Available 24/7 when needed. Along with my children, we can give your pets attention and lots of love! If your pet does not like children we can also establish another plan of care. I am also able to keep small and exotic animals. Please only reach out if you are a serious inquiry. Please know that I make my plans around watching and taking care of your fur babies so that I can give them all the love and attention I possibly can while you are away! I have a giant fenced in yard and a very friendly dog. I am able to come to your house for potty breaks and feedings. I do require proof of up to date vaccines (bordatella, rabies and distemper.) Must also have an up to date NEGATIVE fecal and heartworm test and your pet must be up to date on flea and tick medication.


Samantha W.
“Samantha is the most responsible, trustworthy and friendly pet sitter I have ever had! Her love of animals is evident immediately, and I have seen it firsthand in the care she gives to my pets and how relaxed and happy they are with her. I trust Samantha completely in my home and with all of my fur babies!”


Stephanie S.

“Stephanie was great, she came in and walked my big baby and gave him some much needed snuggles. I booked her last minute to help and she saved the day!”


Cynthia T.
“I have known Cynthia for six years. She is very loving to her three cats and dog Luke. Luke enjoys being with Cynthia everywhere she goes and at home he's either right by her or in her lap. Her cats are always laying near her as well, it's quite cute!! We have a Chihuahua at our home that is very high strung and Cynthia is very patient and kind to him as well. He will stay at her side jumping and whimpering for her. Cynthia will love on him and talk to him, giving him all the love and attention he needs. I would trust her taking care of our pup anytime.”


Laura D.
About: I have grown up surrounded by all sorts of animals, including dogs, cats, horses, bearded dragons, chickens, and more, which sparked my lifelong passion for animal care. I earned my bachelor’s degree in Animal Science from Virginia Tech, where I deepened my knowledge of animal health, behavior, and management. Additionally, I worked for three years in a veterinary hospital, where I gained hands-on experience assisting with medical procedures, patient care, and client education. These experiences have provided me with a strong foundation in animal science and care across a wide range of species. I’m an Animal Science teacher currently on summer break, and I’m looking to fill my time with puppy love and long walks. Growing up with all kinds of animals and earning my degree in Animal Science from Virginia Tech, I’ve always had a deep love and understanding of animals. With three years of hands-on experience working in a veterinary hospital, I’m comfortable handling dogs of all breeds, sizes, and personalities. I’m reliable, flexible, and excited to spend my free time giving dogs the care, attention, and exercise they deserve. Safety and trust are my top priorities when it comes to animals in the home. My time at home with pets is always filled with playtime, cuddles, belly rubs, and plenty of attention. I create a loving, secure environment where animals feel comfortable, happy, and cared for. There’s rarely a moment when I’m not either snuggling with a dog, playing fetch, or simply making sure they feel safe and loved. Building trust through kindness, consistency, and gentle care is at the heart of every interaction I have with animals.


Makayla M.

“Makayla was great with my puppies, she took the time to meet them with some help which is understandable because it’s the first time meeting my puppies. Walked with them and tracked if they pooped or peed. Very friendly and understanding. Will be rebooking and making future arrangements for my puppies with her.”


Carmen M.
“Carmen is the kindest, loyal friend that I’ve ever had. She is amazing with animals and children of all ages. She is smart and very trustworthy!!! You will love her”


Kelsey P.
“Kelsey is absolutely amazing with both cats and dogs! She seems very comfortable around bigger and smaller dogs and her communication is excellent. She has taken care of both my 13-year-old senior dog and my 9-month-old puppy. Not only is she capable of walking and feeding she is able to follow special food regimens and administer basic medications on schedule. I will allways go with Kelsey for any pet sitting needs!”


Denesy J.
About: I have a dog of my own and 2 cats and I love them so very much, have had pets all my life just like most of my friends I love to help with their pets as well I am a current part time phlebotomist looking for a Side job where it can fit on my week days and even some weekends in the mornings and even in the evenings I have a nice green backyard, a dog friendly neighborhood and a loving dog of my own, many dog parks near me as well. My home is a safe environment. I currently work part time but the days i am off I’ll plenty of time for the pups or kitties! Plus some cuddles too of course! I have an open backyard and front yard, so plenty of space to run and play and can crate your pet if crate is provided
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Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winston on Rover as of Aug 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, there are 318 dog walkers in Winston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 80% of Winston dog walkers respond in under an hour.
Dog walkers in Winston have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Winston.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 318 dog walkers in Winston on Rover, so you’re sure to find the perfect match for your dog! In Winston, 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
