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

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Top rated Winchester dog walkers

“Alicia is not just dog walker, she really put in the work to form a fast bond with my pup and is always looking for ways to make or keep her happy and feeling safe. I guarantee it's my pup's favorite time of day when Alicia stops by.”


“Kayla was great! I’ve tried rover before and my dog doesn’t do good with separation anxiety at other peoples houses. So when I went in my last trip I had Kayla come walk her three times a day as well as feed and water her. My pup did great no accidents and was happy to be in her home. Will def be going this route for vacations in the future”


“Allie was amazing to have with our animals while we were away! She came to meet them beforehand and was extremely organized and flexible. Allie provided updates throughout and was extremely helpful! Hoping we can book her again!!!”


About: I’ve had dogs my entire life and genuinely consider them family. I’m so dedicated to animals that I’ve chosen a pet-focused lifestyle over having children. As a husky mom and lifelong animal lover, I have hands-on experience with everything from energetic puppies to senior pets with special needs. I’m a certified pharmacy technician (CPhT), so I’m trained in medication safety and certified to administer vaccines—giving me an extra level of skill when caring for pets who need meds or special attention. I’m calm under pressure, detail-oriented, and treat every pet like they’re one of my own. I have very open availability and can easily fit pet care into my daily routine. As a husky mom, I’m accustomed to regular walks and consistent care, so whether it’s quick visits, daily check-ins, or overnight stays, I’m flexible and reliable. I’m attentive to your pet’s individual needs and always treat them with the same care and love I give my own. I prioritize safety and comfort above all else when caring for pets. In my home, I maintain a clean, secure, and calm environment where pets can feel relaxed and happy. I’m experienced with managing multiple pets, making sure each one gets individual attention while preventing stress or conflict. When caring for pets in their own home, I respect your space and routines, following all instructions closely to ensure consistency and comfort. I’m fully attentive, keep an eye on any health or behavior changes, and communicate promptly with you for peace of mind.

About: I am pretty flexible around my work schedule with caring for dogs, I can find a way to make sure your dogs are a top priority in my daily schedule. Since my work schedule does range, I will keep my availability updated. I have always taken care of my own dogs and other people’s almost my whole life since I was a preteen. I absolutely adore getting to know other dogs and giving/receiving love from them. I’ve been training with dogs since I was 11 years old in basic manners, tricks, and agility, so I am experienced in training puppies and younger dogs. I am always up for learning more about other dogs and their personalities as well. They are such intriguing and beautiful animals. I make sure to walk dogs before and after work. Dog park a few times a week. (If that’s in their routine) And lots of cuddle time! Brushing and brushing teeth are weekly tasks normally. I ask for the pets’ normal routine. This way, it is less stressful on them that their routine doesn’t change as much with their person/people gone.

About: With over 7 years of hands, on experience caring for dogs, cats, and small animals, I provide loving and attentive care tailored to each pet’s unique needs. I’ve worked with pets of all ages, sizes, and temperaments. From energetic puppies and kittens to senior pets who need a gentler touch. Whether it’s daily walks, feeding routines, playtime, or administering medication, I prioritize safety, comfort, and communication. My goal is to ensure your pet feels happy, secure, and loved while you’re away. You can count on me for reliable, professional, and compassionate care every time. I offer flexible availability throughout the week to meet you and your pet’s needs! Here’s a general outline of my schedule: • Weekdays (Mon–Fri): Available for drop ins, walks, and house sitting from 5 AM – 8 PM. Morning, midday, and evening visits can be arranged to suit your routine. • Weekends (Sat–Sun): Open availability, perfect for weekend getaways or last minute plans! I’m happy to accommodate longer stays and multiple visits. Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. I treat every pet I care for like one of my own, with patience, attentiveness, and lots of love. • Trust & Communication: I believe in open and clear communication. I’ll always keep you updated with messages, photos, and honest check-ins, so you never have to wonder how your pet is doing. • Safe & Calm Environment: Whether I’m walking your dog, stopping by for a visit, or house-sitting, I maintain a calm, positive environment tailored to your pet’s personality and needs. I follow all your care instructions carefully and ensure your pet feels safe, secure, and well-loved at all times. • Reliable & Responsible Care: I’m punctual, dependable, and respectful of your home and routines. I know how important it is to have someone you can count on when you’re away, and I take that responsibility seriously. Every pet is different and I’m here to provide personalized care that makes both you and your furry friend feel totally at ease.

About: Since I was a child, I've been surrounded by pets. I grew up with two dogs and two cats, so I'm used to being around animals. I've worked with a variety of dogs, and my friends and family trust me to look after their pets! I have a fairly flexible schedule because I have some free time throughout the day. As a result, I can provide services early, midday, and late. I understand that some plans must be made at the last minute, so I am willing to accept last-minute bookings. Just let me know, and I'll do my best to work with you! I currently do not have any pets, so when I need to house sit your pet, they will be safe because they are the only pets there

“I had a last minute need for a walker, within 24 hours, I reached out to Olivia and she came over to meet Brin and I that evening. She was personable, nice and Brin took to her immediately. She asked good questions, she obviously likes animals and has some of her own. She showed up on time the next day, ran into a friend of ours with her dog at the park during their walk, and my friend was impressed by her as well. I recommend her for any needs you might have. I will use her services again.”


About: Enjoy nurturing and taking care of animals. Happy to comfort and love on them when owners away. Can provide exercise for dogs. I currently have 2 dogs and 1 cat. Let me help take care of your fur babies so you don’t have to worry. Stay at home mom looking for odd jobs to help keep me busy when my daughter is at school and it be flexible for when things come up with her. Experienced with animals with separation anxiety. Experienced with potty training and cleaning up after animals. Have large crate to transfer or for sleeping. Love all animals!

About: With over 5 years of hands-on experience as a veterinary and kennel technician, I bring a deep understanding of animal care, behavior, and health to every pet I look after. Animals have always been a huge part of my life – I’ve been involved in animal rescue for as long as I can remember, and caring for pets isn’t just a job to me, it’s a lifelong passion. Whether it’s walking an energetic pup, caring for a senior pet with special needs, or just giving your furry friend some extra love while you’re away, I provide compassionate, reliable, and knowledgeable care every step of the way. You can trust that your pet will be treated like family in my care. I have experience with exotics and farm animals! I also have my wildlife rehabilitation license. Let’s connect – I’d love to meet you and your pets! I have four pets myself. A Chow, a Doberman, and two cats. My “hobbies” and “activities” include animals. I do animal rescue every day of my life, happily. I exercise, hike, or walk the track of Lake Reba every day with my fur babies and would love to take yours! My pets are on a routine. They go outside to the restroom around every 1-4 hours, other than when I am at work. I feed my pets once in the morning and then before bed.. I’m strict and stay on schedule, never late!

About: I've grown up with dogs my entire life and have always loved them. I treat them as if they are kids and give them all the extra lovins. I lost my dog a few years ago so this allows me to get my pup time in! I’m currently a travel nurse but on break in between contracts so I’m local. I have open availability through the week and weekends right now I have a home that is close to a dog park I visit regularly that has separate sections for small and large breeds. I have experience with larger pups and smaller ones as well

About: I simply love dogs!! They are my passion! I love English Bulldogs, French Bulldogs, Lhasa Apsos, Shihtzus, Shorkies, Greyhound’s, King Charles Caviler Spaniels. I know a lot about these breeds and they’re my speciality. Excited to love on other breeds too. This is my way to love on all these doggies since I cannot be a full time fur mommy to them all. My fur babies in my home are Khalessi (English Bulldog girl). My Lhasa Apso passed away August 2023. My Shorkie is still in the family, rehomed with an older family member for emotional support. I have been raised with dogs my whole life. One of my goals is to get some bulldog hugs! 😉 I’m also a MidWoof. I have independently and successfully delivered 3 litters of puppies in my home. Then whelped (nursed and raised) one litter til they were 4 weeks old of age then found their furever homes. I will love on your fur babies like they’re my own. It takes a special love to understand the high maintenance needs of bulldogs. I’m your girl for that! BOOK ME! Looking forward to being your Fur Baby’s Bonus Mom when they’re in my care. *I also have 10+ repeat clients not listed on this app. I currently work from home full time and I’m a mom to young kids. I could do drop in visits during the day. On weekends, when I’m in town, I could be fully available to dog sit in your home, my home or for check in visits. I have plenty of grassy court yard space where I live in a dog friendly neighborhood. I also have a fur baby to keep your dogs company if needed for service in my home. I have a dog room set up in my home. We also travel to dog parks when weather permits, if your dog needs activities, we will go on walks and even to our favorite dog park!

“We are so blessed to have found Maria to walk our dog, Aria. She's been walking Aria 3-4 times a week for a year now, and she loves Aria like she's her own. I could not speak more highly of her. We love, Maria!”


About: I have been dogsitting for over 5 years. The clients I have worked for I have done overnight stays, dog walks, and day sitting for up to 8-10 hours. I do have one dog I sit for that doesn’t do walks so I adjust to what the clients needs. On overnight stays, I do clean up and bring in mail/ newspaper if the clients ask. I am a big animal lover so your dog/ cat will get lots of love. I do have a clients that likes to receive pictures during my stay. The dog will get plenty of exercise and playtime. Also I am flexible and very reliable. I can provide references of my regulars if needed and their type of dog. I enjoy providing lots of fun and love. I am flexible and reliable. I am able to meet to whatever the client might need. I am available whatever day and time. I do my best to meet the needs of the client. I haven’t cared for other animals in my home besides my own. When I go to someone’s residence, I follow what the owner normally does. I am usually left instructions to follow.

About: I’ve been around animals all my life and I’m always the friend who gets asked to watch the dogs while the owners are out of town. I’m also a college student who moved away from my dogs so it’d be nice to see some furry friends still! I might even teach them a new trick or two! I am currently unemployed so Rover is a great option for me right now while I’m figuring out what I want to do in the future. Therefore I’m available 24/7 and would love to help take care of your animals! I’ll do whatever it takes to make sure your pet(s) still have a fun time while their human is away! I’ll treat them as if they were my own!

About: I have had all kinds of pets of my own as well as when I was child. Love them all and very willing to care for you puppies! I am a work from home mom with two dogs of my own. Can come during my lunch breaks and in the evenings after work during the week and the weekends are typically free for me We love on our pets here they sleep in our beds with us. We have 2 pugs and they are the best thing ever! I have a soft spot for dogs particularly.
Loving dog walkers in your neighborhood
Search Results


Alicia R.Star Sitter

“Alicia is not just dog walker, she really put in the work to form a fast bond with my pup and is always looking for ways to make or keep her happy and feeling safe. I guarantee it's my pup's favorite time of day when Alicia stops by.”


Kayla C.Star Sitter

“Kayla was great! I’ve tried rover before and my dog doesn’t do good with separation anxiety at other peoples houses. So when I went in my last trip I had Kayla come walk her three times a day as well as feed and water her. My pup did great no accidents and was happy to be in her home. Will def be going this route for vacations in the future”


Finnley R.

“Awesome again!”


Allie H.Star Sitter

“Allie was amazing to have with our animals while we were away! She came to meet them beforehand and was extremely organized and flexible. Allie provided updates throughout and was extremely helpful! Hoping we can book her again!!!”


Tanika L.

“Tanika is fantastic and cares about your pups! She's very flexible and easy to work with. I'll definitely continue to hire her moving forward.”


Lauren I.
“Lauren is responsible and trustworthy. She is extremely passionate about providing excellent care to animals. She has two of the most well behaved and well groomed Siberian Huskies I’ve ever seen.”


Alysha K.
“Alysha is great at taking care of dogs! She loves to play and go on walks along with knowing exactly when a puppy needs to go out. I wouldn’t want anyone besides Alysha to care for my puppy when I can’t be there.”


Neftali R.
“When we moved, we struggled to find a reliable dog walker/sitter who would care for our dogs as much as we do…luckily we found Nef! It was apparent immediately that Nef had a true love for animals and cared for our dogs as if they were his own. He ensured the dog walks fit with both our dogs needs as well as his own and provided us with regular feedback on how they were. Not only did he provide dog walks, but he also looked after our dogs when we are away which worked out great since we could relax knowing our babies were well taken care of, happy, safe and of course spoiled. In addition to Nef's competencies in pet care, he is extremely dependable, organised and a very approachable person. I would definitely recommend him.”


Eslam S.
About: Since I was a child, I've been surrounded by pets. I grew up with two dogs and two cats, so I'm used to being around animals. I've worked with a variety of dogs, and my friends and family trust me to look after their pets! I have a fairly flexible schedule because I have some free time throughout the day. As a result, I can provide services early, midday, and late. I understand that some plans must be made at the last minute, so I am willing to accept last-minute bookings. Just let me know, and I'll do my best to work with you! I currently do not have any pets, so when I need to house sit your pet, they will be safe because they are the only pets there


Olivia C.

“I had a last minute need for a walker, within 24 hours, I reached out to Olivia and she came over to meet Brin and I that evening. She was personable, nice and Brin took to her immediately. She asked good questions, she obviously likes animals and has some of her own. She showed up on time the next day, ran into a friend of ours with her dog at the park during their walk, and my friend was impressed by her as well. I recommend her for any needs you might have. I will use her services again.”


Gemma B.
“Gemma is a caring and trustworthy pet sitter. She loves all animals and will treat your pet as her own. Gemma enjoys helping others as well as spending time with animals. She will take great care of your fur babies.”


Hailie G.
About: With over 5 years of hands-on experience as a veterinary and kennel technician, I bring a deep understanding of animal care, behavior, and health to every pet I look after. Animals have always been a huge part of my life – I’ve been involved in animal rescue for as long as I can remember, and caring for pets isn’t just a job to me, it’s a lifelong passion. Whether it’s walking an energetic pup, caring for a senior pet with special needs, or just giving your furry friend some extra love while you’re away, I provide compassionate, reliable, and knowledgeable care every step of the way. You can trust that your pet will be treated like family in my care. I have experience with exotics and farm animals! I also have my wildlife rehabilitation license. Let’s connect – I’d love to meet you and your pets! I have four pets myself. A Chow, a Doberman, and two cats. My “hobbies” and “activities” include animals. I do animal rescue every day of my life, happily. I exercise, hike, or walk the track of Lake Reba every day with my fur babies and would love to take yours! My pets are on a routine. They go outside to the restroom around every 1-4 hours, other than when I am at work. I feed my pets once in the morning and then before bed.. I’m strict and stay on schedule, never late!


Alexus M.
About: I've grown up with dogs my entire life and have always loved them. I treat them as if they are kids and give them all the extra lovins. I lost my dog a few years ago so this allows me to get my pup time in! I’m currently a travel nurse but on break in between contracts so I’m local. I have open availability through the week and weekends right now I have a home that is close to a dog park I visit regularly that has separate sections for small and large breeds. I have experience with larger pups and smaller ones as well


Ebony H.
“Ebony S., is a over all lover of animals!! She loves dogs first and foremost, she is a very responsible college graduate and take great care and shows love and concern for my dog every time she keeps him.. she goes out of her was and above what’s expected in her care for dog.. I will continue to book with her as long as I have a dog and need a sitter or even boarding!! I highly recommend her and her skills with dogs!!”


Chelsea D.

“Chelsea was great. She greeted our pup with enthusiasm and took the time to let her sniff which to a Beagle is everything.”


Maria L.

“We are so blessed to have found Maria to walk our dog, Aria. She's been walking Aria 3-4 times a week for a year now, and she loves Aria like she's her own. I could not speak more highly of her. We love, Maria!”


Laura S.

“Laura did a fantastic job walking our dog, Leo. She noticed a tick in his ear that we missed. Great attention to detail!”


Pam D.
“Pam has been a pet sitter for several years, and does an excellent job. She is dependable, responsible, and punctual. Pam truly loves animals, and they would be lucky to have her pet sit.”


Shelby V.
About: I’ve been around animals all my life and I’m always the friend who gets asked to watch the dogs while the owners are out of town. I’m also a college student who moved away from my dogs so it’d be nice to see some furry friends still! I might even teach them a new trick or two! I am currently unemployed so Rover is a great option for me right now while I’m figuring out what I want to do in the future. Therefore I’m available 24/7 and would love to help take care of your animals! I’ll do whatever it takes to make sure your pet(s) still have a fun time while their human is away! I’ll treat them as if they were my own!


Miranda K.
About: I have had all kinds of pets of my own as well as when I was child. Love them all and very willing to care for you puppies! I am a work from home mom with two dogs of my own. Can come during my lunch breaks and in the evenings after work during the week and the weekends are typically free for me We love on our pets here they sleep in our beds with us. We have 2 pugs and they are the best thing ever! I have a soft spot for dogs particularly.
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 $17 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 614 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 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 614 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 96% 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.
