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

Over 14 pet parents in Winfrey have booked dog walking
Winfrey, 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.
“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: I’ve owned and taken care of dogs and cats most my life I really enjoy meeting other furry friends and making them feel happy and safe Taking care of pets is part of my daily routine, including feeding them, cleaning their space, exercising them, and giving attention to keep them healthy and happy I take care of the pets by being able to feed and walk bathe etc anything that’s needed to be taken care of I’m flexible

“Ronda was great and went above and beyond. We needed to book last minute, and she did a meet and greet the same day. Ronda was thorough which put our minds at ease that our baby was well looked after.”


About: I provide dependable, loving care and treat every pet like family. I’m patient, attentive, and committed to keeping your dog’s routine consistent while ensuring they’re safe, happy, and well cared for. My special skills include reading canine body language, handling dogs of different sizes and energy levels, reinforcing basic leash manners, and providing regular photo and text updates so you always know how your pet is doing. I am free consistently 2 days a week and during those 2 days I have a lot of free time and love to fill up my free time doing something I love! When pets stay in my home, they become part of the family. I provide a clean, safe, and comfortable environment with plenty of attention, playtime, walks, fresh water, and regular meals based on their routine. I also make sure they get lots of love and send updates with photos so you can feel confident they’re happy and well cared for.
“Roland's first time with Scrappy. I certainly appreciated his input. Very knowledgeable and helpful. Would highly recommend Roland , for whatever your dog needs...Looking forward to have him walk Scrappy again.”
About: As the daughter of a pet-sitting business owner and veterinary technician, I’ve been caring for animals from an early age. With over 10 years of experience working alongside my mother and in veterinary offices across Northern Virginia, I’ve learned that every pet is unique and deserves individualized care. Before moving back to Northern Virginia in 2023, I also owned a successful pet-sitting business in St. Croix, USVI. My own pets have taught me a lot as well—my pit mix, Bella, survived both a fighting-breed environment and Hurricane Maria, and my two rescue bassets struggled with separation anxiety, as well as our Moluccan cockatoo we raised from a nestling. Those experiences reinforced the importance of patience, empathy, and consistency. I’m a non-smoker, organized, and detail-oriented. I’m also available for last-minute needs and those holiday plans that sometimes run longer than expected. Above all, I take this work seriously and will care for your pet with the same love I give my own. 🐾🖤 Working mainly from home allows me the flexibility to plan my days around feeding, walks, playtime, and making sure pets feel safe, loved, and cared for. In my home or a client’s, I follow each pet’s usual routine for feeding, walks, play, and rest, while giving them plenty of love and attention to keep them comfortable. We can work on learning new tricks and reinforcing obedience training.
About: I’ve had my own dogs since I was like 5 I learned how to take care of them at a young age.Im pretty good at what I do. I’m currently working part time .I have lots of free time on my hands . Im open to almost any schedule .Just shoot me a text. Caring for pets in my client's home involves a personalized approach tailored to each pet’s specific needs and the services I am providing. I prioritize creating a safe, clean, and comfortable environment where the pet feels secure and loved. This includes feeding them according to their dietary requirements, ensuring they have fresh water at all times, and providing plenty of opportunities for exercise and play to keep them mentally and physically stimulated. I also follow grooming routines and administer medications as instructed, keeping a close eye on their health and behavior. Whether I am offering daily walks, pet sitting, or grooming services, I am committed to providing compassionate, attentive, and reliable care that respects the pet’s routine and comforts, ensuring they feel happy and secure in my care.
About: With the exception of a few years during college, I have always had animals in my life! I grew up always having a cat and a dog in the house and taking progressively more responsibility for their care as I got older. Now, I'm owned by two dogs (a boxer mix and a lab mix) and two cats, one of which followed my boxer and I home one day and decided to stay. They are by far the best part of my day. With all these fur babies, I've run the gauntlet of pet care challenges, from pilling cats, to dealing with allergies, to working on behaviors like marking and excessive barking. I don't claim to have it all figured out, but what I do know is that it's made me incredibly patient and compassionate with any animals in my care. Plus I've learned a trick or two along the way! I currently work for myself (from home) as a research consultant. While I do have periodic meetings throughout the week, I usually have a significant amount of flexibility in my schedule during the mornings and afternoons. I often find myself going out on multiple long walks throughout the day and generally finding any excuse I can to be outside. So why not use that time to hang out with some new animal friends? My flexible schedule means that I can accommodate most any pet needs. I go for multiple walks every day both on my own and with my own dogs, so it's easy to incorporate lots of activity in your pet's day. I also have an enclosed front porch that we all love sitting outside in the shade on, just enjoying the fresh air. And on hot days, I even have a kiddie pool that one of my dogs likes to play in to cool off. Both my dogs are very friendly and would love to make new friends! One of my cats even enjoys horsing around with the dogs. My dogs have free reign in the house, but usually hang out with me. I'm happy to have your dog(s) make themself at home as well or to crate them if that's your preference.
About: I’ve been caring for pets for over 7 years, and it’s something I genuinely love. I have experience with dogs of all sizes from energetic puppies to senior dogs who need extra care and attention. I treat every pet like family and always make sure they feel safe, comfortable, and loved. Pet care is a regular and rewarding part of my weekly routine. I’m calm, dependable, and attentive to each pet’s needs making sure they get the right balance of exercise, playtime, and rest throughout the day. Pets stay in a clean, cozy, and pet-friendly space with plenty of room to relax or play, including a fully fenced yard where they can safely explore and enjoy the outdoors. There’s always someone home even if I need to step out briefly, my mom grandma or my boyfriend, who are both equally experienced and caring with pets, are always around to help. I usually introduce them during meet and greets so everyone feels comfortable and at ease
About: Dogs have been part of my life for as long as I can remember. I grew up with dogs on a farm, apartment, townhouse, etc. I have experience with many different personalities, energy levels, and breed needs I currently have two dogs of my own, a great pyrenees and a golden retriever. I’ve also worked at a veterinary clinic as a vet tech, gaining additional experiences with animal care, health needs, and proper handling. I beleive no dog should be judged by their breed or put under a general label. I focus on their body language and individual personalities, while still addressing breed needs. I currently am working 32-40 hours a week that gives me a certain level of flexibility to match your schedule. I receive my schedule every Saturday, two weeks posted at a time. I will give full transparency if there are any schedule conflicts. I understand how important it is to feel comfortable leaving your pet in someone else’s care, they’re your family! My goal is to always make sure both you and your pet few safe, supported, and at ease while you’re away. I do my best to follow your pet’s routing exactly the way you do at home, adjusting to whatever care instructions you prefer. I am also more than happy to provide updates as often as you’d life, whether that’s daily or hourly check-ins, photos, or videos so you can see how your pet is doing. I pay close attention to your pet’s behavior, health, and surroundings, making sure they’re safe and comfortable both inside the home and in outdoor spaces. I keep information on local vets and emergency clinics on my phone. I treat every pet and home with the same care and respect I would my own!
About: I have had pets all my life. Right now I have a rescue dog from China and another dog I just adopted from the culpeper shelter! I have 2 cats as well. One of my cats is a tripod therefore needs extra attention. The other cat is an orange boy so you know he’s a handful. I am in between jobs so I have plenty of time watch your pup! My husband also works from home 2 days a week. NO CHILDREN in the home. I have a very large quiet yard to let your dog out to play (fenced in) . I have room to set up crates and food stations. Must be friendly towards other dogs and ok with being crated during bedtime.
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: Hello! My name is Kelsey and I am a Special Education teacher for Prince William County Schools. I have an 17 year old Puggle named Charlee. I love animals, especially dogs, nature and going out for walks. I am dependable, flexible and very professional. I have experience with dogs, cats, rabbits, hamsters, guinea pigs, fish, etc. I currently live in Culpeper with my husband and 2 daughters. We are all animal lovers and look forward to spending time with your animals. Feel free to ask as many questions as needed to make yourself comfortable as possible! I am so excited about getting to know you and your pets more and helping you out whenever you may need it! Can’t wait to hear from you!! I am a teacher so I work Monday-Friday until mid-June but I am available on weekends until then. I will adjust my schedule once school lets out. Pets will have the opportunity to wander around the house freely (unless documented by owner otherwise), and will also be walked around Old Town Warrenton which is very pet friendly :)
“Madison did a wonderful job and even took pictures of Kukka! She’s a young pup so I was nervous to leave her—- it was nice to get the updates and see how she was doing :) I hope I can coordinate a time with Madison again!!”

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
The median cost per walk for dog walking in Winfrey is $20
Dog parents share their Rover experiences - Winfrey
Katie has been absolutely amazing with Cas, he’s a bit of a tough cookie requiring lots of patience due to him being older and partially deaf/blind. Me being chronically ill and working with long commutes, Katie has been a lifesaver and accommodated last minute requests! Highly recommend.

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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog walking - Winfrey
Select a filter and find qualifying sitters offering dog walking.Sitters in Winfrey average 3 repeat dog walking clients
FAQs for Dog Walking - Winfrey
Frequently asked questions about Rover
The average cost for Dog Walking in Winfrey on Rover is $16.65 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 997 sitters on Rover offering Dog Walking across Winfrey. 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 Winfrey. 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 Winfrey.
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 Winfrey. On Rover:
- 92% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 92% 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.





