Dog Walkers in Winchester, MO
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Top rated Winchester dog walkers

About: Hi, my name is Bella and I would love to help care for your fur babies. I have 10+ years working with dogs and about three years working with cats. I have worked temporality at Williamsburg pet hotel, and have experience with feeding giving medication and walking. I have two cats who I adore so I am also open to cat sitting as well. I am very responsible and punctual. I look forward to working with you! I am looking for a full time job currently so I have a lot of free time and am at home regularly with my two cats. I also have a dog at my parents house that I dog sit regularly. I would prefer taking care of pets in a clients home. I feel if a pet is in their own environment they are more likely to feel comfortable!

“This was my first time using Rover and Alycia was great with my pup. She responded quickly every time I reached out before and after booking and sent me updates and pictures while I was gone. I knew my pup was in very good hands which allowed me to enjoy my trip. I would 100% recommend Alycia and will be using her again for my next trip.”


“Kiffin is the best! My dog is always so excited to see her and I know is getting lots of attention when i’m gone. She is my first experience with rover and it has been great!”


“We felt immediately comfortable with Barbara when meeting for the first time. Her experience with and love of dogs was evident when meeting Cooper and Zachary. I love the Rover alerts when she came to walk Coop and the photo. I just felt at ease and grateful we had her to care for our boy. Will hope to be able to book her whenever we go away!”


“Morgan did a great job with Cooper! She was prompt, courteous and trustworthy - and very good with Cooper. I appreciate the pictures and notes, letting me know how the visit went.”



About: Senior pets, special needs, or spirited puppies — I handle all tails with love (and a little humor)! 🐾 Hi! I’m a former Dog Day Camp Director with experience caring for pets of all ages and personalities. I’ve managed everything from high-energy playgroups to gentle senior care, and I know how to keep every pet happy, safe, and stimulated. I’m trained in medication administration and experienced with special needs pets, so even unique challenges are no problem. Whether it’s fetch, snuggles, or calm companionship, I provide personalized care for each pet. I love all animals and can’t wait to meet your fur family! As a full-time pet sitter, my day revolves around your pets’ happiness and well-being. Mornings are for feeding, walks, and playtime, afternoons for check-ins, medication, and companionship, and evenings for settling every pet comfortably. Every pet is unique, and I create a schedule that’s flexible, personalized, and full of love, ensuring your furry family members get the care, attention, and fun they deserve—every single day. Safety comes first! I keep pets secure with vigilant walks, careful leash checks, and strict routines, while building trust through positive interactions and plenty of love. Pet parents can relax knowing I provide transparent updates, respectful home care, and reliable attention—giving both pets and their humans peace of mind.

About: Hello! I’m an active, experienced animal lover who has been around dogs, cats, barns, birds, and all types of animals my entire life - horses, hamsters, guinea pigs, reptiles, hedgehogs, you name it! I own large breed dogs and have experience working with dogs through multiple levels of training. I can provide care for dogs of all sizes and have previously owned cats (including one who lived to be 19!) I’m also happy to care for your barn animal (horse, donkey, goats, chickens, etc) or exotic pets and reptiles. Unfortunately I do not pet sit for pit bulls or pit bull mixes. I communicate well so you know how things are going, work from home, and can be flexible on days, nights and weekends. I only schedule a few clients at a time to ensure your pet gets the time, safe care, and attention they need. Additionally, if you need a dog walker (regularly or as needed), I’m your person. I enjoy being outside and active, and can take your dog on short or long walks (even in winter), exercise them outside, and if needed can help work with them on leash training. I will follow any special needs you have for your pet to continue their routine, training, medications, shots, etc. Your pet(s) will be well cared for so you have peace of mind and can be present in the moment while you’re away! I work full time but have a flexible schedule days, nights and weekends. I only work with clients within a reasonable radius of my home and only a few at a time to ensure your pet receives the best care possible. Care for your dog or cat would be in your home. I can care for other small pets in my home or yours, whichever works best for you.

About: I’ve been caring for dogs my entire life, with 10 years of hands-on experience from fostering a wide variety of breeds, ages, and abilities. I’ve worked with everything from newborn puppies to senior dogs in hospice care. My expertise includes training blind and deaf dogs, as well as working with breeds that require specialized care and attention. I’m also experienced in behavior training, ensuring that each dog feels safe, loved, and well-cared for under my watch. I am a student with only online classes with Rover as my part time job. The flexibility of online classes gives me the ability to adapt my pet care schedule as necessary I put the pet first in all situations. In most situations I’ve had limited interactions with a pet before working with them for the first time. It’s most important to me that the pet and bond on their terms so the respect gained is mutual. If a pet doesn’t trust you, then they won’t be comfortable. So it’s important to me that I use a pet first approach in all aspects so the pet is most comfortable in every situation.

About: Over the years I have taken care of so many different kinds of animals. Personally, I’ve had three bunnies, a hamster, a fish and currently have a dog. I’ve learned that pets make life more fun and interesting! I’m currently working part time, so I am available most days. I occasionally work a long shift, but I am usually flexible. I am willing to frequently communicate with you about your pets needs. I don’t like knowing pets are home alone. I think it’s important to give them love and attention because they deserve it and need it!

“Sam is amazing! She did a great job taking care of my dogs and let herself available even I needed a sitter last minute. Appreciate her a lot and the love she gave to Olaf and Kirby! Will definitely recommend her to other furparents.”


About: Choosing someone to care for your dog is a big decision, and you want peace of mind knowing they're in capable, loving hands. I've had the pleasure of caring for many dogs over the years, both in their own homes and in mine. This experience has taught me how to truly care for dogs, making sure they feel happy, safe, and loved. You can rest assured your dog will be well-cared for, receiving plenty of attention, playtime, and comfort. Since I work from home, your dog seamlessly becomes part of my day! They'll get consistent attention and supervision because I'm around most of the time. This means no long stretches of being alone; instead, they'll be right in the mix of a lively, active household. We'll fit in plenty of potty breaks, playtime, and even just cozy lounging nearby while I'm at my desk. My schedule is super flexible, so it's easy to make sure they get their walks, meals, and individual play sessions right on time. When caring for pets, I treat them like part of the family—whether in my home or yours. I follow their usual routine, including feeding, walks, playtime, and any special instructions you provide. In my home, we have a fully fenced-in yard for safe outdoor play, and I can easily crate your dog if needed or requested. I provide a clean, secure, and comfortable environment where your pet can feel at ease. In your home, I’m respectful of your space while making sure your pet feels safe and loved. I also send regular updates with messages and photos so you can relax knowing your pet is in good hands.

“Lori truly has a love for animals. She took Darwin on a walk and played with him at the house. Very kind and professional. I was initially hesitant about using this app but now I’m thrilled I found it!”


About: I have taken care of pets ever since I was little. I grew up with a German Shepherd and a Bishon Frise. I enjoyed taking care of both animals when I was mature enough! When I was out of the house I would frequently take care of my roommates dog & cat, as well as my brothers two dogs. I now have a dog of my own, my Presley! Presley is an English Crème Golden Retriever and I love taking care of him. He’s very good with other dogs! :) I work from home, and am able to adjust my schedule when necessary. I usually take my pup for a walk/hike at least once a day. I’m able to walk the dogs together or take other dogs on one on one walks. I care for pets by recognizing their needs. I’m happy to go on walks, runs, and hikes to help get their energy out. I also have water and an on the go bowl for the dogs. I’m very attentive and promise to love your fur baby well.

About: I treat pets like family – Every walk, meal, and cuddle comes with genuine love and care. I offer overnight stays – Giving pets comfort in their own home (or yours) while their humans are away. I am reliable and trustworthy – Always on time, communicative, and consistent—clients can relax knowing their pets are in safe hands. I specialize in dogs and cats – Confident, experienced care for both, from walks to purr therapy. I build bonds – Pets love me! I am not just a sitter—I am their second-best friend. I am detail-oriented – Meds, feeding schedules, routines—I don’t miss a thing. I go the extra mile – Whether it's cleaning up messes, sending photo updates, or squeezing in a few extra belly rubs, I do it all with heart. I currently work from home, which allows me time to spoil your furry friend and give them the love and attention that they all deserve. Daily Basics Feed on time (follow the owner's instructions exactly—type of food, portion size, schedule) Fresh water always available Daily walks & exercise tailored to the dog’s age, breed, and energy level Bathroom breaks regularly, especially in the morning, after meals, and before bed 🧠 Mental & Emotional Care Playtime with toys or games they enjoy Affection & attention (petting, brushing, cuddles—if they like it) Stick to routine to reduce anxiety while their owner is away 🏥 Health & Safety Watch for signs of illness or distress (vomiting, limping, excessive barking, etc.) Give meds if needed (make sure you're trained and authorized) Keep dogs leashed or fenced—never assume recall is perfect

About: I have worked in dog care for multiple years and have gained many skills from this. I have also had a lot of exposure to different dogs and their needs! I do work at a dog kennel currently, but wanted to try something on my own but I would work this around my work schedule as I am only part time. Firstly I will always respect your space! I would love in-depth instructions to ensure no confusion. I will complete all tasks properly and meet all their needs. Their safety is most important as well as caring for them properly:)

About: As a performer who travels the world by sea, I know how comforting the love of an animal can be and while I’m away I miss that connection so much! I have loved, snuggled, and pet animals around the world and while I’m back on land I would love the opportunity to give your pets the same attention! I’ve had dogs my whole life and grew up in a home full of furry friends. My parents volunteer with Duo Dogs, so our house has always been a revolving door of puppies and big dogs alike. Two of our English Labs are especially sensitive to fireworks and thunderstorms, so I’m no stranger to calming anxious pups with patience, love, and a gentle hand. Whether it’s a walk around the block, a game of fetch, some cozy snuggle time, or maybe it’s your turn to get out and see the world, I’m here to keep your pets happy and cared for while you’re away. My schedule is wide open during my time home-so don’t hesitate to reach out and let’s set something up! Since I am taking a land break, my schedule is very open! I enjoy my time at the gym, but other than that I don’t have many routine commitments. Your pet’s safety and comfort are my top priorities. I offer care in your home where your pet feels most secure and relaxed. I always follow your instructions closely, respect your space, and treat your home with care. You can trust that your pet will be loved, safe, and well looked after while you’re away.

“Alisa did a great job watching my pup and taking her on a walk! My pup was nervous to have someone new in the house and Alisa was so kind and gentle with her until she could get her outside. Alisa went at the pace of my pup and made sure she was comfortable before she got closer to her :) I will definitely use her again in the future!”


About: An experienced sitter with neighbor approved dog care including walks and vacation stays. My shelter volunteer work deepens my passion for all pups and pets. I am self employed and work online so my time is flexible when it comes to providing attention, breaks and walks through out the day. My home is pet proofed ensuring no hazardous items are accessible. I have specific areas for feeding sleeping and play to maintain a sense of routine and comfort. I book a meet and greet before I decide to take care of anyone’s pets. When I take of pets in their own home, I try to maintain their familiar routine and environment with little to no disruption.
Loving dog walkers in your neighborhood
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Bella D.
“Bella has such a compassionate heart and love for all animals. She is extremely dependable and responsible and would do whatever it takes to make sure your dog is happy and healthy.”


Alycia H.
Star Sitter


“This was my first time using Rover and Alycia was great with my pup. She responded quickly every time I reached out before and after booking and sent me updates and pictures while I was gone. I knew my pup was in very good hands which allowed me to enjoy my trip. I would 100% recommend Alycia and will be using her again for my next trip.”


Kiffin M.Star Sitter

“Kiffin is the best! My dog is always so excited to see her and I know is getting lots of attention when i’m gone. She is my first experience with rover and it has been great!”




Nikki W.

“Nikki was amazing. She really worked with Samuel while she took care of him. She followed all instructions so that there would be consistency as he is a puppy. She is very caring.”


Barbara B.


“We felt immediately comfortable with Barbara when meeting for the first time. Her experience with and love of dogs was evident when meeting Cooper and Zachary. I love the Rover alerts when she came to walk Coop and the photo. I just felt at ease and grateful we had her to care for our boy. Will hope to be able to book her whenever we go away!”


Alli S.Star Sitter
“Alli is fantastic. I felt at ease with her taking care of Cooper and knew he was well taken care of. I will be using Alli many times in the future!.”


Morgan I.Star Sitter

“Morgan did a great job with Cooper! She was prompt, courteous and trustworthy - and very good with Cooper. I appreciate the pictures and notes, letting me know how the visit went.”




Charles F.

“My partner and I had a family emergency and he was available. Not only did he have the availability, he could handle two senior dogs with no problem. Highly recommend.”


Cynthia S.
“Dog’s best friend!! You will not go wrong by choosing Cynthia to be your furry family member’s walking buddy. She has experience with large and small dogs, cats, lizards and more. She is so loving and caring and can also good off with and burn our Huskie’s energy! No small task! Seeing her interact with our dogs, rabbit and lizard, I can tell you your critter is in good hands and will get the attention and care you hope for and that they deserve. Cynthia is also very responsible and trustworthy and active. A great companion for a chill stroll or a multi-mile trek. 100% recommended!”


Amber K.Star Sitter
“Amber has always been interested in dog training and always has many dogs to practice with. She fostered dogs with her mom for two years getting acquainted with many breeds. She dog sits for some people and is very responsible. She would be an asset to you as she is very happy and enjoys contact with the dogs.”


Cammie R.
“Cammie did a wonderful job watching my cat while I was on vacation. He is usually very timid towards new people, but immediately loved Cammie when they met. She is very reliable and my go-to pet sitter.”


Amy N.Star Sitter

“Sam is amazing! She did a great job taking care of my dogs and let herself available even I needed a sitter last minute. Appreciate her a lot and the love she gave to Olaf and Kirby! Will definitely recommend her to other furparents.”


Blanca B.
“Blanca is very reliable and gentle with our dog. She watched Milky while we were out of town for a week. We would 100% ask Blanca to watch our dog again in the future.”


Lori A.

“Lori truly has a love for animals. She took Darwin on a walk and played with him at the house. Very kind and professional. I was initially hesitant about using this app but now I’m thrilled I found it!”


Shannon B.
“Shannon is WONDERFUL! She puts a lot of energy and caring into every job she takes on! Her love for animals and people is immediately recognizable. If you want someone reliable, Shannon is the right person.”


Jason K.
“Jason has watched my pups on several occasions. I have an elderly 14 year old pup, that moves a little slower, and Jason has all the patience with her on their walks as she enjoys sniffing all the things. He has also cared for my pup with epilepsy and provides snuggles and tennis ball plays to keep him engaged and his energy in check. I know my pups are well cared for and they enjoy Jason spending time with them as they are quick to greet him and bring him a toy to play with or belly up for some scratches and ear rubs. I highly recommend Jason if you need a pet sitter!”


Finnley W.
“Finnley is wonderful! While we don’t have pets, she watches our children and is an excellent caregiver to our kids. She is caring and kind and is always doing fun activities with them. They love her! Finnley is also very clean and the house always looks better than I left it. She’s always on time and very easy and sweet to work with. We love having Finnley around and she would be a wonderful person to care for your pet.”


Kelsey R.
“I wouldn’t think twice about trusting Kelsey with the care of my pets. She is no stranger to what it takes to care for an animal. Her and her family help train service dogs as well as owning dogs themselves. Not only is she the definition of a dog lover she also leads a very active life style and will have no problem playing with your fur babies and taking them on walks. She is extremely caring and will always be considerate of your pets needs. There is no one I’d trust more than Kelsey to look over my fur babies!”


Alisa G.

“Alisa did a great job watching my pup and taking her on a walk! My pup was nervous to have someone new in the house and Alisa was so kind and gentle with her until she could get her outside. Alisa went at the pace of my pup and made sure she was comfortable before she got closer to her :) I will definitely use her again in the future!”


Pooja A.
About: An experienced sitter with neighbor approved dog care including walks and vacation stays. My shelter volunteer work deepens my passion for all pups and pets. I am self employed and work online so my time is flexible when it comes to providing attention, breaks and walks through out the day. My home is pet proofed ensuring no hazardous items are accessible. I have specific areas for feeding sleeping and play to maintain a sense of routine and comfort. I book a meet and greet before I decide to take care of anyone’s pets. When I take of pets in their own home, I try to maintain their familiar routine and environment with little to no disruption.
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!
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.
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 $20 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 2,273 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, 82% of Winchester dog walkers respond in under an hour.
Dog walkers in Winchester have an average of 14 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 2,273 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.
