Dog Walkers in Winchester, OK
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Top rated Winchester dog walkers

“Keira is wonderful with the dogs and very pleasant to deal with. She’s flexible and understanding. I’ve already verbally recommended her multiple times to friends and family, and I highly recommend her to anyone that is needing a dog walker or a sitter.”

About: I’m 24! I’m new to Rover but I have loved and taken care of animals since I can remember. Worked in Shelters. I have a dog of my own who is practically my kid. I’d love to meet and hangout with your fur babies! I currently have my own cleaning company. I don’t work everyday, and this sounds like the best thing to be doing when I am not cleaning! Animals bring me so much joy. I’d make sure they are as comfortable as I can make them! Keeping them busy is very important to me and making sure they feel safe.

About: I have had many loving pets since I was a kid. I've had my current dog Echo for eleven years and Harley for nine years. I work from home alongside our three dogs: Harley, Echo, and Astrid. I do a lot of walking and exercise on my own so getting to do that with all the fur babies is just a bonus. I take care of your pets like my own. I make sure that my pets and their space are clean and that they are well loved and taken care of.

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 both cats and dogs in the past. Currently have 3 cats with one feral cat being nursed back to health. Also cared for my 2 senior dogs with one being diabetic until their passing last year. I'm compassionate and loving as if they were my own. I'm retired so my schedule is very flexible. Willing to stay at pet owner's home as needed, pop in to let dogs out or feed your cat. Will do everything to make sure your baby is being cared for. I will follow feeding, walks or even playing schedules per your request. I will do everything possible to make sure your fur baby is comfortable and anxiety free!

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, 22yo cat, and 6 month old 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: Ark Pet Care by Nik Castello I have 8+ years of pet care experience, including dog body language training! I’ve cared for rats, to birds, dogs, cats, and even some donkeys! I have experience with seniors, special needs, and puppies as well! Pet care fits into my life like a puzzle piece, I never stop caring for my babies and I aspire to get my pet care business off the ground. I have a very calm aura so I usually let the animals come to me first. Depending on if your pet has accepted me into their home, they will receive all the love and possible kisses. I usually ask for a list of duties you’d like me to complete and fit that into my routine visit, such as walks, feeding, play, etc. I do not stay overnight in homes but I can visit your home three times a day.


About: I’m an animal lover! Your pet will get the same love attention you give them! I believe the pets we have in our families are members of our families and they deserve to be treated as such! They have feelings! When you are away they need to be comfort until you get back so they know they are loved and not forgotten! I feel it is important to get excerise, daily walks so they are not destructive. I am available most morning, afternoons and evenings. I do have a 8 yr old daughter, i have to work around her schedule as well depending on the needs and wants of you fur baby is needing but i will provide the best service you can ask for

“Omni responded very quick, which was super helpful since I needed someone to check on my puppy dog so last minute. Thankful that my puppy got walked late at night/while it was dark out! I’ll be scheduling with omni again!”


About: I've been working with pets for as long as I can remember! Other than the casual sitting and walking, I also have my own Australian Shepherd that I take care of. I am a college student in town, so my least busy days are Wednesdays, Fridays, and the weekend. If you need someone to stay overnight or for multiple days, I’m also available but will just have to leave a couple hours during the week for class! As someone who has had multiple pets and dogs that I've raised from puppies, I understand how important safety is when caring for animals. I am very attentive and know how to handle dangerous situations under pressure. Your pets safety is so valuable to me!

About: Im very devoted to my furry friends. I got my first dog when I was 14. She is still with me today! I currently have 3 dogs and 2 cats. I’ve always been an animal lover, before I had a dog. It was all I ever asked for. My dad told me “anytime we asked what you wanted for your birthday or Christmas it was always a dog.” I am the type of person to stop and ask to pet peoples dogs! There all so cute. Im currently working part-time at a separate job on mondays and Tuesday, im free Wednesday - Sunday, im available for potty breaks, house sitting and dog walks! I will respect your house rules, I’m very courteous. I can help with potty training, or crate training if needed. Thank you for your time.

About: I have grown up loving dogs and always had big and small ones! I have a 115 pound Pyranees Lab of my own and a pug! I come from a family that loves rescuing dogs and fostering! I am currently working part time as a barista in early mornings and am in highschool however am taking virtual College classes so I don’t have to be at the school. I love tennis and long walks and would love to spend time with pups! I would love to help and keep your pup company and loved and cared for!! I can come at any times needed and do whatever you need!

About: I’ve been with dogs ever since I can remember. I grew up with cattle dogs and have lots of experience with dogs and cats as I foster often. I have a border collie pit mix and a Lab! I am able to help with medication administration, senior dogs, and puppies I am all for it! I’ve always been a pet lover. I currently work Monday-Wednesday. I am able to provide potty breaks during working hours. I’m home and available the rest of the week for lots of playtime and potty breaks😊. On my days off I love to go on walks with the pups and give the love and attention they deserve. We just built our house this year! I live on 2 acres and have part of it fenced. I have 2 fenced areas in the yard and dogs have access to water in both yards. I even have a room for my pups and others! My 2 sweet fur babies will be sure to keep your pups company. If I need to run an errand all dogs including mine will be crated for safety. I’m usually with my dogs at all times so they are in good hands with me! I DO REQUIRE IDENTIFICATION ON COLLARS.

About: Hi, I’m Emily! I’m a lifelong animal lover with years of experience caring for dogs and cats of all ages and sizes. Whether your pet needs cuddles, playtime, or a long walk, I’ll treat them like family while you’re away. I work from home full-time and am able to work from anywhere! I have a flexible schedule that allows me to take breaks as needed to care for your furry friend. When I’m with your pet, they get my full attention. I stick closely to their routine, making sure they feel safe, loved, and stress-free. Whether it’s playtime, walks, feedings, or just quiet companionship, I tailor my care to fit each pet’s unique personality and needs. I’m patient, calm, and always alert to their comfort and well-being—because I know how important it is to feel at ease when you're away from your furry family.

About: I have had my own dogs ranging from 10 lbs to 70 lbs for the last 15 years. I love fur babies of all ages. I am a teacher, so my summer hours are very flexible for vacationers! During the school year my evenings and weekend hours are pretty flexible. I have a very larger fenced yard. I have 3 friendly dogs and a large crate. My babies are okay with being outside if your baby likes to be alone without other dogs. I’m very respectful of the homes of other people and am aware that the dog may be very protective of their home and may need some time and patience to warm up to me.

About: What sets me apart from other sitters is my blend of experience and genuine love for animals. I have been taking care of my neighbors, friends and families fur babies since I was 11. I have a 7 month old dog who is well trained and an ESA! I also have a passion for caring for senior pets, providing them with the gentle attention and specialized care they need to stay comfortable and happy. My approach combines trustworthiness with a deep understanding of animal behavior, ensuring every pet feels safe and loved in my care I’m currently working part time, so I have plenty of time on my hands to take care of your fur babies, so anyone who doesn’t have as much time as I do, I’m here for you! I have a fenced in yard, with a bunch of outdoor activities for my pup, so that’ll give your fur baby some company and activities to keep them entertained. I also have a good size dog park and a pond that my dog loves to jump in!

About: I’ve helped raise my sisters dog which is more like horse, but she’s really sweet. I’d consider myself quite experienced. I’m happy to help care for anyone’s doggos if needed. I’ll be working part time soon, so I’ll have plenty of time to take care of your sweet pups! I love long walks so taking dogs on walks fits perfectly into my schedule. I have a fenced in yard that they can run around in, but I do have a niece and nephew that are allergic to dogs saliva so they won’t be allowed inside unfortunately. Hopefully you wouldn’t be opposed to an in home sitter ?

About: I will treat your dog like it is my own. I absolutely love animals and will take them for walks, play with them, and make sure that they are comfortable and happy while you are gone and away. I have a lot of experience with animals, old and young. I’ve administered all kinds of meds to dogs and cats, from pills to allergy shots, and will make sure that all their needs are taken care of. I currently work at a restaurant and may be away for 8 hours or so while I take care of your pet, so please keep that in mind! However, I only work 4-5 days a week, so there will be days where I’m hardly gone at all. I have a dog of my own as well, but he will be staying with my parents while I stay with yours. On days where I am working, rest assured that I will exercise your dog as needed so they’re nice and tuckered out before I leave. I will take care of your animal as one of my own! I am used to high energy dog breeds and lazy dog breeds. I will respect your house rules and make sure that your animal is well taken care of.
Loving dog walkers in your neighborhood
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Keira M.
Star Sitter

“Keira is wonderful with the dogs and very pleasant to deal with. She’s flexible and understanding. I’ve already verbally recommended her multiple times to friends and family, and I highly recommend her to anyone that is needing a dog walker or a sitter.”


Immajen B.
“Immajen is so attentive to the animals in her care! She has her own puppy that she absolutely adores, and I know that I can always count on her to take care of my kitties when I go out of town too! Immajen loves animals and she is the best choice to take care of your fur babies!!”


Brittany S.
“Brittany showed great care when pet sitting for my four cats. She came over and made sure that each one of them was fed, taken care of, and gave them lots of pets. I was very appreciative of her.”


Ryan R.
“Ever since I met Ryan, his love for animals has stood out to me! At every party, you'll find him on the floor playing with the animal. He is as sweet and as gentle as can be!”


Diane A.
“Diane is amazing with animals! She is so caring and gentle with them and they just gravitate towards her. I think they sense her to be a safe "place." I would recommend her to watch anyone's furbabies without hesitation. 😻”


Thomas H.

“Thomas did a great job walking our dogs and making sure they were taken care of while we were gone for the day. We'll definitely book Thomas again in the future!”


Amy M.
“Rover knew what it was doing by matching with Amy. She is a second to none pet caregiver. My dog simply loved her from go due to her warm attitude and cheerful demeanor. My dog was fed and walked on time and she provided pictures of her and my pet playing together. Thank you for your service Amy and I look forward to retaining your services again soon.”


Nikki C.Star Sitter
“Nikki is a very dependable dog sitter who is a very avid animal lover. Nikki took care of our older golden retriever many times, including overnight. He was always excited to see and spend time with Nikki. I highly recommend Nikki as a pet sitter.”


Rachel K.Star Sitter

“Rachel does a great job!!”




Erin M.
About: I’m an animal lover! Your pet will get the same love attention you give them! I believe the pets we have in our families are members of our families and they deserve to be treated as such! They have feelings! When you are away they need to be comfort until you get back so they know they are loved and not forgotten! I feel it is important to get excerise, daily walks so they are not destructive. I am available most morning, afternoons and evenings. I do have a 8 yr old daughter, i have to work around her schedule as well depending on the needs and wants of you fur baby is needing but i will provide the best service you can ask for


Omni B.Star Sitter

“Omni responded very quick, which was super helpful since I needed someone to check on my puppy dog so last minute. Thankful that my puppy got walked late at night/while it was dark out! I’ll be scheduling with omni again!”


Elle S.
About: I've been working with pets for as long as I can remember! Other than the casual sitting and walking, I also have my own Australian Shepherd that I take care of. I am a college student in town, so my least busy days are Wednesdays, Fridays, and the weekend. If you need someone to stay overnight or for multiple days, I’m also available but will just have to leave a couple hours during the week for class! As someone who has had multiple pets and dogs that I've raised from puppies, I understand how important safety is when caring for animals. I am very attentive and know how to handle dangerous situations under pressure. Your pets safety is so valuable to me!


Ashlynn F.
“Ashlynn is just beloved by the many dogs she cares for specially my boy Fido. Dogs love her so much she once saved a strangers dog running wild on nyc streets with her loving and endearing voice alone . She's like a dog whisperer !”


Ariel G.
“Ariel is great with all kinds of dogs, and every time we go out of town and leave our baby with her, I know that our puppy is in extremely good hands. Our puppy is always so excited to see her and stay with her.”


Jessa C.
About: I’ve been with dogs ever since I can remember. I grew up with cattle dogs and have lots of experience with dogs and cats as I foster often. I have a border collie pit mix and a Lab! I am able to help with medication administration, senior dogs, and puppies I am all for it! I’ve always been a pet lover. I currently work Monday-Wednesday. I am able to provide potty breaks during working hours. I’m home and available the rest of the week for lots of playtime and potty breaks😊. On my days off I love to go on walks with the pups and give the love and attention they deserve. We just built our house this year! I live on 2 acres and have part of it fenced. I have 2 fenced areas in the yard and dogs have access to water in both yards. I even have a room for my pups and others! My 2 sweet fur babies will be sure to keep your pups company. If I need to run an errand all dogs including mine will be crated for safety. I’m usually with my dogs at all times so they are in good hands with me! I DO REQUIRE IDENTIFICATION ON COLLARS.


Emily H.
“Emily is one of the most caring pet lovers I know! She has the biggest heart for animals and is one of the most responsible, loving people I know. We first bonded over our mutual love for cats, and I’ve seen firsthand how patient and attentive she is with every pet she meets including my own cats & dogs. Whether it’s keeping them safe, giving them tons of affection, or just understanding their unique personalities, Emily goes above and beyond. Any pet in her care is in amazing hands!”


Kasey K.
“If you’re looking for someone to love your pets like they’re royalty (or, honestly, better than most people love their actual children), Kasey is your girl. She has a full on zoo/farm situation going on at home. She has dogs, cats, birds, chickens, fish, lizards and maybe a few squirrels she’s secretly rehabilitating, and every single one of them is her baby. I’m pretty sure her first emergency contact is her vet. Kasey will literally try to rescue every animal she sees. Injured pigeon on the sidewalk? She’s on it. Random stray that clearly belongs to someone else? She’s already got a leash. Even if the animal bites her and she’s bleeding out, she’s still like, “It’s not his fault, he’s just scared!” Watching a movie with her is an emotional rollercoaster, not because of the plot, but because she’s devastated if any animal gets hurt. But seriously, she’s the most responsible and loving pet mom you could ask for. She keeps up with medications, vet visits, and about 400 different feeding schedules. Your pets are in the absolute best hands with Kasey, and she’ll probably love them more than you do. (Just kidding… kind of.)”


Kristi E.
“Kristi is a great pet owner that gives care to every pet she encounters. She has a dog of her own that is loved for every day. She has watched my dog for days at a time and my dog always leaves her care happy. I definitely recommend Kristi for rover.com.”


Laney D.
“I have always trusted Laney with taking care of my pets when my family and I are out of town. We have two dogs and Laney always does a great job of making sure they're comfortable and taken care of.”


Mikayla M.

About: I will treat your dog like it is my own. I absolutely love animals and will take them for walks, play with them, and make sure that they are comfortable and happy while you are gone and away. I have a lot of experience with animals, old and young. I’ve administered all kinds of meds to dogs and cats, from pills to allergy shots, and will make sure that all their needs are taken care of. I currently work at a restaurant and may be away for 8 hours or so while I take care of your pet, so please keep that in mind! However, I only work 4-5 days a week, so there will be days where I’m hardly gone at all. I have a dog of my own as well, but he will be staying with my parents while I stay with yours. On days where I am working, rest assured that I will exercise your dog as needed so they’re nice and tuckered out before I leave. I will take care of your animal as one of my own! I am used to high energy dog breeds and lazy dog breeds. I will respect your house rules and make sure that your animal is well taken care of.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Winchester is $18
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 Aug 2025 was about $18 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 560 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, 84% of Winchester dog walkers respond in under an hour.
Dog walkers in Winchester have an average of 16 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 560 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 95% 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.
