Dog Walking Winfrey
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 17 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 has been an absolute blessing! I was a nervous Nelly when it came to finding someone to help with pet sitting and dog walking for our senior Great Dane, Meena. Our family has gone through a lot of changes, including losing our other Dane, who Meena was incredibly bonded with, and our daughter moving out. meaning one less person around to love on and help care for her, especially when we travel. I interviewed three pet sitters, and Stephanie was the only one Meena immediately got excited about. So, I literally let Meena pick her sitter and she picked Stephanie! It was the BEST choice ever. The peace of mind Stephanie has given me is truly immeasurable. She is caring, dependable, communicative, and clearly loves our girl, and knowing Meena is happy and well cared for while we’re away means everything to me. If you need a pet sitter or dog walker, BOOK HER NOW! You and your pets will be so glad you did!”
About: I love animals, all of them. No matter how big or how small, they all deserve love. I love taking dogs on walks, seeing how excited they get for all the lovin from people. I’ve taken care of dogs for many years, my friends and family always ask if I can watch their dogs and make sure they go out and use the bathroom, are feed and have water. And most importantly that they play their little heart out. I’m currently part-time, so I’ll have all the time in the world to make sure your animals are well take care of and that means more play time! I’m available all week after noon. I have a fenced backyard, and I’m easily able to put my cats up, giving your pup all the love and attention they need and deserve!
“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: I have 20+ years of pet experience with dogs, cats, horses, goats, pigs, chickens, and more. I am available for dog boarding in my home for multiple dogs. I am comfortable giving medications. I can make multiple visits to your home while you are gone. Let me know what your needs are and we can find a suitable accommodation for your pet. They will be loved like our own. I am a stay at home mom who homeschools my children. Most of our days are wide open and I can easily accommodate taking care of other pets. I will look after your pets like I do my own. I will make sure they always have the proper food and water and are never left unattended. I can meet a variety of needs for many different pets.
“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 consistently had at least one cat and dog in my household at all times, if not two! I took Small Animal Care 1&2 in high-school. Durring summer breaks I went to horse camp where we learned how to safely handle, ride, and groom horses. I occasionally take care of my neighbors chickens when they go on vacation. I am currently working part-time and my schedule is made on a monthly basis. I'm available most weekends and weekdays after 1pm. Can do early mornings and late potty breaks. The house I live in has a large front yard and a larger backyard. It is unfenced but in a safe neighborhood that's perfect for walking
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: Hi!! I am the owner of Pets and Pastures Pet Care, LLC. I’ve been pet sitting for over 10 years and have experience caring for a wide variety of animals including dogs, cats, turtles, and fish. Friends and neighbors have always trusted me to look after their pets while they're away, knowing they'll be in good hands. Currently, I live on a farm with two horses, three dogs, six cats, one pig, and chickens, so I’m very comfortable around animals of all kinds. I provide services in Castleton, Amissville, Rixeyville, Little Washington, Warrenton, and Culpeper. I am willing to travel to other towns. Your pet’s comfort and safety are my top priorities. I take the time to understand each animal’s unique needs and personality to ensure they feel safe, happy, and well-cared for in your absence. I offer flexible pet sitting services, including multiple daily drop-ins or dog walks. I’ll also provide daily photo updates so you can stay connected with your fur baby while you're away. I am negotiable with prices. Please feel free to reach out! I’d love to meet you and your fur babies!! I'm currently pet sitting full-time and working part time at RAWL, so I’m likely to be available when you need me. I occasionally manage multiple homes at once, so scheduling is usually not a problem. I carefully follow all instructions when caring for pets to ensure they are comfortable and happy while their owner is away. My goal is to give pet owners peace of mind so they can fully enjoy their vacation. I always make sure pets receive plenty of attention, are well cared for, fed on time, and given any necessary medications.
About: I been around dogs and cats my whole life. I been housesitting for family and friends for the last 5-6years. My grandmother’s pets are on a strict schedule, and diet therefore I understand strict diet. I’ve worked on a farm so I have experience with farm animals, small pets, and some exotic animals. In the last two years, I’ve had two sets of puppies so I know what it takes to care of puppies. My Roxy was 13 year old when we had to put her down from old age, so I know what it takes to care for a senior dog. I’m currently not working, therefore I have plenty of time to cuddle, play and care with your pets. I can send pictures and/or videos thought your vacation for peace of mind! I like taking care of pets in their own house to make them feel as safe as possible. I will follow any rules or instructions you have for your house and pets.
About: I believe you treat all animals like if they are your pet. I’m known to overly spoil my animals with love, funny voices, and care. I will keep you updated with pictures and videos and your pets are in exceptional care. I have an open schedule to cover their needs and care while I’m on duty and they become my family for the time they are with me. I’ve been taking care of cats and dogs for over 15 years typically small and medium sized dogs. I do have experience with some larger breeds on basic essential needs and care. I went through a battle of IVDD with my French Bulldog who passed which took a role on how I view the time with animals in general. I have an open schedule and extremely accommodating to your needs. I can work around the necessary schedule. I work this full time and if I don’t have any sitting I also run deliveries. I have a safe and trusted environment. I have one dog who gets along with other dogs but he is hyper and wants to play and nap consistently. I have a cat who does her own thing so my house is relaxed. No little kids and just me and my partner which she works from home so there’s always someone at home.
“Melissa was great. My dog doesn’t always walk well for new people and he took to her right away. She took the time to come by for a meet and greet and we were really impressed!”
About: As an avid, pet lover I will take care of your pets, as if they were my own. I love cats and dogs and other small little creatures. Currently right now I have a pretty flexible schedule working from home so I have an ability to take care of your pets during the day. I will make sure your pets are safe in my care. When we go for walks I will always have them leashed and protect them from other animals.
About: I've done dog sitting for 9 years now and have experience with house sitting along with walking pets and doing a first meet before the scheduled date. I am also in nursing school. I currently am in nursing school (last year) since I am about to graduate I do have flexibility that is updated on my rover calendar frequently. I will schedule a time to meet your pet and see what routine is best for your pet and what their needs are in your home to make them feel as comfortable as possible.
“Really liked meeting with Emily. She was super friendly and my dog hit it right off with her at the meet and greet. When she came to take care of my dog she was on time and left a great message with details about the walk. TOTALLY will be using her again and 100% recommend.”
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.
How to book dog walking
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 of Dog Walking in Winfrey is $17 per walk as of November 2026. Most bookings cost between $17 and $39 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 November 2026, there are 957 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 Winfrey. 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 a map of the walking route, 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 Winfrey 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 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:
- 89% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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