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

Winstead, 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.
“Incredibly reliable, responsible and quick to respond. I was looking for a Dogsitter last minute and Hillari really came through. she was incredibly accommodating of my needs and requirements. I will definitely be booking her again thanks, Hillari!”

About: I have been pet-sitting since I was around 9/10. I have experience sitting with all sorts of animals and have never met one I didn't love. My boyfriend's family breeds Yorkies, so I have experience working with dogs as young as fresh out and as old as the end. I am experienced with dogs of all temperaments, ages, and sizes. I am currently attending wvu so I have a very flexible schedule in terms of classes and would love to make time for your furry friends I am respectful and resourceful when doing overnights in your home, and I will make sure your pet feels comfortable and is happy 110% of the time!
About: With over 12 years of pet care experience, I provide reliable, compassionate care tailored to each pet's unique needs. I have experience caring for dogs, cats, rabbits, and small pets of all ages. I have hands-on experience training puppies, reinforcing basic commands, and helping establish good habits through positive reinforcement. I'm also comfortable administering oral medications to both dogs and cats and providing attentive care for senior pets or those with special needs. Whether your pet loves long walks, playtime, cuddles, or simply a consistent routine, I'll make sure they feel safe, loved, and well cared for while you're away. I treat every pet as if they were my own and understand how important it is to give owners peace of mind through dependable, attentive care and regular updates. I am a graduate student with a flexible schedule, especially during the summer months, which allows me to provide attentive and reliable care for your pets. My schedule gives me the ability to accommodate a variety of pet care needs, including regular walks, drop-in visits, and extended time with pets who need extra attention. I understand the importance of consistency and routine for animals, and I am happy to work with your pet’s individual schedule to help them feel comfortable and cared for while you are away. I provide care exclusively in my clients’ homes, where pets are able to stay comfortable in their familiar environment and maintain their normal routines. I understand that being in a familiar space can help reduce stress, especially for pets who may be anxious or prefer the comfort of their own home. During each visit, I prioritize safety, trust, and attentive care by following your pet’s established routines, respecting your home, and paying close attention to your pet’s behavior and needs. I am happy to provide updates, photos, and communication throughout my time with your pet so you can have peace of mind while you are away. My goal is to make every pet feel safe, loved, and well cared for in the place where they feel most comfortable.

About: Hi! I’ve spent years sitting and walking dogs for friends and family, so I definitely know every dog has their own personality and am happy to cater to them and take whatever time is needed to make them the most comfortable! Growing up there were always 3+ dogs in the house including puppies, seniors, and dogs with disabilities, so I’m equipped to handle all stages of life and different needs! I am patient, understanding, experienced, and ready to give your dog the most loving care! As a student with a part-time job my schedule is pretty flexible! For dogs, that means consistent walks, potty break, and feedings that match their normal schedule. For cats, regular feeding times, litter maintenance, and plenty of attention if they prefer it! Since my shifts change week to week, I will always confirm availability ahead of time and communicate about timing! Your pets safety is my top priority, in your home or mine! I live in an apartment, so I’m mindful about creating a secure, calm place, free of hazardous foods or items. I treat every pet in my care with the same level of attention I’d want for my own, so you can feel confident your dog or cat is in a safe and comfortable environment.
About: I have several years of experience caring for dogs and cats for friends, family, and neighbors. I’m responsible, patient, and love spending time with animals. I’m comfortable with feeding, walking, playtime, and giving lots of attention. I’m also happy to follow specific routines and care instructions to make sure your pet feels safe and comfortable! I have a flexible schedule and can dedicate time each day to care for animals. I can feed, play, and spend quality time with pets, making sure they feel happy, safe, and loved. I provide a clean, safe, and comfortable environment for animals. I follow care instructions carefully, handle them gently, and supervise them to ensure their wellbeing.

About: I’ve dog-sat for multiple families throughout the years, as well as 1 year work-experience at an animal boarding/doggy daycare. (I also nannied for two kids for three years) I have reliable transportation and an open schedule. At this stage, I have significant flexibility in my weekly schedule, which makes pet care a great fit. I am available to accommodate a variety of pet-care needs, including walks, drop-in visits, overnight stays, and last-minute bookings. I value being dependable and making sure pets feel comfortable and cared for. I currently live with my Mom and Step-Dad in a small home with some land. We have a large fenced-in yard for our dogs to play in as well as a catio for our cats to lounge in.
About: What sets me apart from other sitters is the level of care and attention I give to every pet, like they’re part of my own family. I have experience with both high-energy dogs and senior pets, so I know how to adapt to different needs—from playful fetch sessions to gentle walks and medication support. I’m also reliable, flexible with scheduling, and great at communicating with pet parents, always sending updates and photos for peace of mind. Whether it’s sticking to a specific routine or just giving extra love and comfort, I go the extra mile to make sure every pet feels safe, happy, and at home. Pet care fits naturally into my weekly routine because I genuinely enjoy spending time with animals. I plan my schedule around both my part-time job and pet-sitting responsibilities to make sure each pet gets the time, attention, and care they deserve. Whether it’s morning walks, feeding, playtime, or overnight stays, I stay organized and flexible so I can give consistent and loving care, even on busy days. When caring for pets in a client’s home, I follow their routine closely to keep pets comfortable and stress-free. I make sure they’re fed on time, get plenty of play and exercise, and always have clean water. I also take time to bond with them so they feel safe and loved while their owners are away. If I’m doing drop-ins or overnight stays, I also keep the space tidy and send updates with pictures to keep pet parents in the loop. If I’m caring for pets in my home, I create a calm, safe environment where they can relax and have fun. I stick to their feeding and potty schedules, offer plenty of attention, and make sure they’re never left alone for too long.
About: I’ve taken care of dogs and cats my whole life and I love to play with them and take them to the park and play fetch and run with them and have them happy. My schedule is available everyday through Monday - Friday. also I don’t work so my schedule is very flexible and weekends I’m off for babysitting dogs and cat because I’m spending time with my family. I’ll be happy to be your dog sitter or cat sitter and you enjoy your day! I would baby sit them in there own environment so they feel safe around me while I pet sit for the customers and have the customers feel safe to

About: I have been Pet Sitting for 5 years, and have flexibility in my schedule, since I home from college for the Summer. I love running, and taking dogs on walks, and am looking for both recurring customers and those in need of more sporadic help. I can care for dogs in my home or yours (whatever is best for your pet) and I will also care for cats (bunnies, hamsters, fish, alpaca's) in your home as well. Since I do offer a variety of services, just let me know what you're looking for, and I can help you figure it out! References are available as well! If you're looking for walking/running services for multiple dogs, I do offer a discount. For drop ins and walks, I prefer to stay on the Eastern side of PW county, but for overnights am willing to travel further.
About: I’ve been pet sitting for my neighborhood since middle school. I have watched all kinds of pets from birds to dogs! I love to go for walks and jogs, and am used to high energy pets. I am currently a student at WVU and have morning to afternoon classes with breaks in between. Other than class I am home and always willing to commute. I am very attentive and have taken care of puppies, dogs, kittens, and cats at different points. I have skills and knowledge of how to work with pets of all ages and sizes.
About: Have several years experience in taking care of various animals including farm animals. Previously interned with a vets office and currently work with my vet. Currently in college for vet tech and certified in fear free. Grooming for a few years now with grooming certification. Insured. I’ve been taking care of friends pets since I was 13yr old. I have done consistent dog sitting since 2017. Can give medicine, special needs care, etc. appts will be based on if I have childcare- we welcomed a newborn. Unable to do overnights I work part time for grooming due to having a baby recently. I would need enough notice to schedule your designated dates. Weekends are the easiest for me with my husband being home. Week days depend on childcare I take care of your fur babies from the comfort of their own home. I do potty breaks and feedings based of their already set schedule.
About: I’ve taken care of dogs of every kind since I was about 10 years old. They always seem to love me and I love them as well. I also have experience in training as well I’m available all the time as I’m unemployed at the moment. I have plenty of time to spend time and care for pets. I have a dog of my own and he was the sweetest. He gets along with other dogs well I can easily create a dog if needed. But I do have another dog in the home. He is very sweet and gets along with other animals very well.
About: As an active pet sitter with a decade of experience, I love keeping dogs moving and happy. Whether your dog needs a brisk neighborhood run, a fun hike, or just a playful game of fetch, I’m always ready to match their energy! I am a future law student, so you can count on my professionalism, reliability, and dedication to keeping your pet safe. :) I’m pretty flexible so I can take care of your pups on short or long term notice! I don’t have much going on as of now! As an extremely detail-oriented person, I treat your home and your pets with the highest level of respect. I closely follow all instructions regarding crating, food boundaries, and home security. Outdoors, I practice strict leash safety and keep a watchful eye to ensure your pet is always secure.
About: Hi! I’m a 30-year-old nurse and proud beagle mom to my sweet 5-year-old girl. As someone who works long shifts in healthcare, I truly understand how important it is to have reliable, loving care for your pets when life gets busy. That’s why I’m offering drop-in visits for pets in the nearby area, helping give fellow pet parents peace of mind. My schedule can vary, so I kindly ask for 1–2 weeks’ notice to coordinate visits around my work shifts. I’m also open to overnight house sitting depending on availability—we can chat to see what works best! On my days off, I love getting outside and would be happy to take your pup for a walk on a nearby trail—possibly even alongside my own friendly beagle, if you’re comfortable with that. She’s great with other dogs and would love the company! Whether your pet needs a quick check-in, a relaxing walk, or some extra love while you’re away, I’m here to help care for them like one of my own. my schedule changes weekly, so my availability is variable. I’m primarily available for drop-in visits close to home on my days off, and I kindly ask for 1 to 2 weeks’ advance notice whenever possible to help me plan ahead. I’m open to overnight stays after building trust and familiarity with clients, but those will depend on my work schedule. I also occasionally travel, so consistent communication is appreciated for long term planning. I do not provide in-home boarding or care at my own home, but I’m happy to care for your pets in the comfort of their own environment. I’ll follow your instructions closely to maintain their routine. Safety and trust are very important to me, and I’m always respectful of your space and your pet’s needs.
About: I have grown up with all different types of pets since birth, mainly dogs & cats. I myself have 2 dogs and love being around all types of pets!! I am currently looking to care for pets at any time needed in my area and I’m fully devoted to put my time and care into each pet I am able to give care to ! I have grown up with pets, so I know how to properly care for them and understand their needs alongside the owners needs from me with making sure their pet is properly taken care of in all aspects!
About: I have been an avid animal-lover and caretaker since the age of 10. I spent my youth volunteering for animal shelters, fostering dogs, and taking my own pups to obedience and agility classes. I have worked on farms with livestock and assisted my sister with her dog-grooming clients. I have cared for a number of senior dogs and cats and have administered various medications. I am eager to work with pets of any age, though, and I have experience caring for fish, rodents, cats, dogs, horses, cows, chickens, and other birds. I am currently self-employed and working part-time. My schedule is very much open and flexible, so I am able ensure your pet takes first priority! I am quite aware every animal requires different levels of care and attention. I provide serious attention to detail when it comes to all of your pets' various needs and habits. I welcome thorough instructions based on owner preferences and will see to it that your fur-babies are cared for respectively.
The median cost per walk for dog walking in Winstead is $20
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?
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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
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Popular requests for dog walking - Winstead
Select a filter and find qualifying sitters offering dog walking.Sitters in Winstead average 4 repeat dog walking clients
FAQs for Dog Walking - Winstead
Frequently asked questions about Rover
As of September 2026, there are 296 sitters on Rover offering Dog Walking across Winstead. 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 Winstead. 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 Winstead.
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 Winstead. On Rover:
- 100% 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.




