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

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

About: I’ve always taken care of pets whether they were mine, or someone who needed a sitter for the weekend! Pets are our babies as well! I’m currently between jobs, and have more than enough time in my life right now, and would love to take care of your fur babies! We have 5 acres for them to play on! I have two of my own dogs, who are little social butterflies. They would gladly take on some new friends!
About: I grew up on a ranch and have been surrounded by animals of all kinds all my life. I have a lot of experience with small to large dogs, cats and more. I also have experience administering medications. I have a 12yo Maltese dog, 6 yo Blue Heeler dog, and an 2 yo Maine Coon/Ragdoll cat that are like my children. They get a ton of TLC, and so will your pet. I look forward to keeping, getting to know and loving your pet as mine. See you soon. I work night shift three days per week. Therefore, my schedule may vary but I would be able to care for your pet in the morning after work, and on my off days. I will be as flexible as possible to make sure I meet your needs. I will care for your pets in your home, or mine, per your instructions and their routine to ensure they are comfortable, and feel secure. I will also play with your pet outside and take them for walks if able to provide them with exercise they need, and to give them some additional attention. I can crate them as needed per your instructions, and clean up after them as needed.
About: I have taken care of dogs since I was a little kid, and they’ve always been under the most perfect love and care for so long. I also always make sure they are always happy and beyond. Usually I like to spend time with them and have fun with them a lot, such as playing with them. Usually I’m good with dogs, even when approaching them. It’s very important I understand more about the dog though so I can be friendly with it. I have also done a lot of dog-sitting for my friends who have dogs and cats, and usually their dogs and cats would love me and feel comfortable around me. I’ve also watched over my mom’s friend’s dogs a lot throughout my teenaged years, and they would always end up being just fine and happy! I’d play with them and give them the love and affection they deserve. I’m currently a graduated student from high school who is going to Tulsa Community College for musical theatre and acting after the summer ends, while I also do work a part time job at a restaurant. But I’ll definitely be free a lot to spend time with a dog and play with them and watch them, or even walk them! I always enjoy hanging around dogs and even getting the chance to spend time with one and make one happy. Never will it ever become a problem for me to watch over one at any days of the week. And if it does that will be a rare occasion, but it always important I’m given a week or 2 week notice! (Preferably 2 week notice) then I will definitely be more free. I take good care of my 4 cats in my home, by spending time with them, feeding them, playing with them, giving them love and affection, as well. I’ve also taken good care of my 2 dogs throughout most of my life before they passed away recently. I’d always play with them, make sure they stayed well fed, and I always spent a lot of time with them, making sure they’re fine. I would also dog-sit my friends’s dogs and my mom’s friend’s 2 dogs a lot as a teenager growing up, which I still sometimes do to this day. Even when not dog-sitting, at my friends’s house I’d always come off as friendly and nurturing to their cats and/or dogs a lot, and it would always work usually. But as long as the owners of the other cats or dogs tell me how they’re like and how they take to new people approaching them, I’ll be just fine and be fully capable of approaching them well.

About: I’ve had dogs my whole life and I’ve helped my family take care of dogs when they traveled. Now that I’m in college, I would like to continue my passion for dogs by helping families in need of reliable and loving pet care. I will treat your pet like my own. I’m in college at Colorado School of Mines. I have classes Monday through Friday but lots of free time during the day between classes and on the evenings and weekends. Since I live in a college dorm, I will need to care for my clients pets at their home. I will follow the clients instructions first and foremost. I will spend a lot of time with your pets walking, feeding playing fetch, petting them, etc. I’m also happy to do household chores.
About: I have experience with all types of animals, mainly dogs. I have three fur babies of my own, so I completely understand the feeling of guilt and worry when you have to leave them home. All of my babies are pretty big, so rest assured I am comfortable handling bigger pups. I have dealt with new born puppies and senior dogs, so I am able to meet all your needs. Relocating to Tulsa and looking to build up my Rover bookings again. I'm not currently working which leaves plenty of time for me to tend to your babies! Currently I do not offer any services in my home. I have four dogs that are adjusting to a new home. With that and the unpacking process, I do not feel that it is safe for your babies or mine.
About: I am a huge animal lover! I have always been the family/friend everyone asks to pet sit for them anytime they need. I have a lot of experience with a lot of different types of animals. I am also very good with certain training activities. I can do anything needed, play, walk, feed, train, potty breaks, bathe, change diapers, care for animals in heat or post surgery, I’ve done it all! Please let me know all rules and boundaries you or your pets have. I’d like to know as much as I can about them for their safety and comfortability. I am open any day at anytime. I don’t have much going on considering I am on a medical leave. I have too much free time. I have a fenced in yard for all the puppers needed! I do very well with very hyper dogs as well, I can handle a lot! Also very good at certain training routines if needed.
About: Hello! Let me help you and your pet feel safe and secure. I've been a pet lover for years and now have the time to offer care on a larger scale. In the past I have fostered animals, primarily cats and dogs with the SPCA. During that time I worked with small and larger breeds of various personalities. I have the patience to work with dogs that may be anxious or shy, and dogs that are more rambunctious as well. I love learning about animals, and would even like to become a dog trainer. Let's connect! My schedule is flexible and open at this time. I can work mornings, afternoons, or evenings, and I'm always open to discuss what needs you may have. It's essential to build a relationship with the pet. You want the dog to feel secure, ensure that you can change behavior if needed, and pay attention so that they don't find themselves in trouble.
About: I’ve trained 3 dogs to be pet pals. I have had and cared for dogs my whole life. I have cared for puppies to senior dogs and have experience administering medication to elderly dogs. I am currently in college so I have plenty of time to care for pets! I am available to house sit or walk dogs as needed! I am able to crate dogs if needed and have experience dealing with multiple dogs. I also have experience with food aggression and other special needs.
About: I've taken care of all kinds of dogs since I was 13. I personally have 5 current pets right now. This includes 1 dog 3 cats and even a turtle. I got a degree to be a veterinarian assistant and worked in an animal clinic for almost a year. Right now I am a kennel attendant at a doggy daycare. Where required online training was required. We get a variety of different dogs. Ranging from small to large, young to old, even a few dogs with some medicine issues. I'm currently working part-time. In my free time, I take my son out for walks, so I can possibly bring dogs with me. I do have my own car for transportation. I'm available Monday and Tuesday anytime after noon, Wednesday and Thursday 11 am to 2 pm. Friday anytime before 2:00 p.m., Saturday early morning to 1 p.m., and Sundays free all day. I live in a neighborhood where there is a lot of strays, so when I walk my dog, I carry a spray shield, which is citronella and animal deterrent from Pet Safe. Working at a dog daycare, we get a lot of dogs with some type of medical condition. From clean Bulldogs folds to make sure dogs take their medicine when needed.
About: hello, I am Amber I worked as a vet tech in a hospital now am full time vet tech student . I have always had a passion for animals, their care along with behavioral and rehabilitation. I am a mom. I have my own animals. Experienced and knowledgeable in what to do in most situations. Responsible, honest and reliable. I plan in the future to eventually become specialized in animal behavior and rehabilitation. I know these pets are more than pets to you and I will treat them as if they were my own. I look forward to meeting you and getting to know your fur children. Thank you for taking the time to read this. Have a wonderful day! I have a huge fenced yard, 3 well behaved md/LG dogs, 4 cats. We have a 13 yr old boy who also has a passion for animals. I have a baby on the way. I attend school for my licensee as a vet tech. I have my own animals to care for them is first nature. Careing for you furry friends will be a delight for me. Honestly I have only pet sit few animals both in my home. I treat them as if they were my own . However I am very knowledgeable on animal behavior.
About: I feel truly blessed to be entrusted with the care of my friends' beloved dogs and cats. Whether it’s a refreshing walk, tasty treats, belly rubs, or simply providing companionship while their owners are at work, I cherish every moment. I understand that allowing someone into your home to care for your furry family members is a big decision, and I consider it an absolute honor. Your pets’ happiness and well-being are my top priorities! With a flexible schedule, I provide reliable pet care around my work and school commitments. I’m available for morning, midday, and early evening walks on most weekdays, with additional availability before and after overnight shifts on weekends. Whether it’s a quick potty break, a long walk, or companionship while you're at work, promising your pets receive the attention, exercise, and love they deserve! If I am caring for pets in a client’s home, I always treat their space with the utmost respect. I communicate with each client to understand their preferences—whether that means taking the dogs outside for walks, engaging them in playtime indoors.My goal is to ensure both the pets and their owners feel comfortable and confident in the care I provide.
About: I’ve taken care of dogs and cats for 5 plus years I have watched every kind, friends and family have relied on me to care for their animals and their homes. It began when my family moved away and I was unable to have a dog at my new home, so I began dog sitting to get my fix. I’m currently working part time at a coffee shop, my schedule is very flexible to whatever you and your animals may need! It’s extremely easy for me to drop in through out the day to care for the dogs or cats! I have a fenced in yard and no other animals present. I can provide bathing, walks, and care throughout the night whatever your animal needs
About: I have taken care of dogs and cats my entire life and currently parent dogs and cats of my own. Friends and family have relied on me to care for their pets while out of town, let out for bathroom breaks, and spend overall time loving their pets! I currently work full time however, I have availability every day during the day until around 3 pm as well as all day Monday, and evenings Tuesday and Sundays. I have experience with crating dogs as well as monitoring dogs of all sizes while taking on leashed bathroom breaks or bathroom breaks in a fenced in yard
About: I have been a professional dog walker and pet sitter for 7 years and have cared for many animals through the course of my life ranging from mice and snakes to mastiffs and great danes. No animal is too big or small for me and your beloved fur babies will be well cared for and spoiled when given permission! I have worked with puppies and kittens as young as 3 months to dogs and cats over 15 years of age. I can offer lots of exercise and engagement or if your fur kid just liked to lounge, we can do that too! Whatever you and your fur kid needs, I'm your guy! Right now I have a lot of free time while looking for employment so my days are wide open. I do doordash in the evenings around 6-9 but those can easily be rescheduled when necessary. In my clients home, whatever my client needs I am willing to provide. If you need oral medication administered, specific dietary instructions for your fur babies, mental or physical engagement or maybe you just don't want your pet to feel alone, I'm your guy! You let me know what you need and I will provide that!
How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Winchester is $19
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winchester average 3 repeat dog walking clients
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 Winchester on Rover as of Jun 2026 was about $19 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 Jun 2026, there are 555 dog walkers in Winchester. 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, 89% of Winchester dog walkers respond in under an hour.
Dog walkers in Winchester have an average of 18 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 Winchester.
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 555 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 93% 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.

