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
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have experience with dogs and cats. My pets are treated like family. I am a retired nurse and I will do my very best to treat your pet and home with the utmost care. I am retired from nursing but Iâm looking for something to keep busy and to help others. Iâm available 95% of the time. I am reliable and can be trusted to take care of your fur baby. I will follow your instructions exactly to care for your beloved pet in your home. I will treat your pet and home with respect and care.
âWe 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!â

About: Families book with me for loving, family-style care, frequent photo updates (if desired), and the peace of mind that comes from working with a sitter trusted by repeat clients since 2021. đś I simply love dogs. They are truly my passion. đž Caring for them isnât just something I do, itâs something that fills my heart. đ I have a special love and deep experience with breeds such as English Bulldogs, French Bulldogs, Lhasa Apsos, Shih Tzus, Shorkies, Greyhounds, Cavalier King Charles Spaniels, and Bernedoodles, but I genuinely enjoy caring for all breeds and personalities. Every pup deserves to feel safe, adored, and understood. Dogs have been a part of my life for as long as I can remember. While I canât be a full-time fur mama to them all, dog sitting allows me to pour love into as many pups as possible and I wouldnât trade that for anything. It has been such a blessing to learn and care for new breeds through my bookings. Each dog I welcome into my home deepens my knowledge, strengthens my skills, and grows my love for dogs even more. What truly sets me apart is the family experience I provide. When your dog stays with me, they arenât just âwatchedââthey become part of our home. While your family is away, your fur baby enjoys a warm, loving, family-style environment filled with cuddles, attention, and genuine connection. I happily send plenty of photo updates (if desired) so you can relax knowing your pup is safe, happy, and well-loved. My family loves dogs too, and on occasion, trusted family members may stop by simply to meet my furry clients and share a few extra cuddles (not to assist with care), but purely because they enjoy loving on dogs. đś Some of my favorite repeat clients even get to travel with me, including family visits and store outings (photos available!). Your dog gets real-life experiences, companionship, and enrichmentânot just a place to stay. Over the years, I have lovingly been a full-time fur mom to up to three dogs at the same time, gaining daily, hands-on experience managing multiple dogs under one roof. Currently, my home includes Khaleesi, my sweet English Bulldog girl. I also carry deep love for my Lhasa Apso, who crossed the rainbow bridge in August 2023 đ. My Shorkie was lovingly rehomed with an older family member to provide emotional support, and while she no longer lives in my home, she remains part of my extended family story. Iâm also what I proudly call a âMid-Woofâ đśâI have independently and successfully delivered 4 litters of puppies in my home and have personally whelped, nursed, and raised two litters until 4â8 weeks of age before helping them find their forever homes. I understand canine behavior, comfort, and care on a deeper level than most. I will love on your fur baby as if they were my own. Bulldogs, in particular, require a special level of patience, knowledge, and care and if youâre a bulldog parent, Iâm absolutely your girl. (Bulldog hugs are always welcome đ) Iâm proud to share that I have 10+ repeat clients, including several families who have trusted me with their fur babies consistently since 2021ârelationships built on love, reliability, and peace of mind. I look forward to being your dogâs Bonus Mom while youâre away. Letâs get your pup booked, loved, and spoiled! đžđ I work in an office MondayâFriday but return home on lunch breaks for potty breaks and check-ins. After working from home for seven years, Iâve adjusted my availability while remaining intentional and reliable. Iâm a mom to young children under 10 who are gentle, respectful, and great with dogs đĽ°. Iâm available for daytime drop-in visits, and on weekends (when in town) Iâm fully available for dog sitting in your home, my home, or for additional check-ins. I have plenty of grassy 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 area 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!
About: Iâve have taken care of pets since I was 8, helped them when they were pregnant and giving birth and made sure they were healthy Iâm currently not working, I will have plenty of time to take care of these cute animals and take them on great walks and play dates I have two friendly dogs that love playing with other dogs I have crates if they are needed and a backyard for them to play.
About: I have taken care of both dogs and cats since I was 10. Nieghbors, families and friends have always relied on my support. I am able to feed, walk and bathe as necessary your pet(s). I am familiar with working with pets with diabetes and thyroid conditions. I am retired and available most days mornings and night during the week and weekends, providing 4-6hr breaks, so there is minimal daily. I would be able to walk pets also on an as need basis as well! I believe a pet is most comfortable in their own home environment, especially if older. I am willing to travel twice per day and stay overnight if easier to care every 4-6 hrs.
âTanika is the best! She was able to take care of my little fur baby LAST MINUTE and did SUCH a great job!! I have a regular Rover or I'd be asking for her services every day!â

About: Growing up, I took the most responsibility for caring for our family German Shepherd. Her name was Daisy and I was responsible for teaching her how to sit and stay, we went on daily walks when the weather was nice and even though she was considered a family pet she was mine. I do not have training skills past basic household tricks but I have plenty of love to give. I donât have much of a set routine at work. I am technically full-time, but my schedule varies drastically from week to week. This is why I have my booking two weeks in advance so I can plan accordingly. Other than my job, I am a homebody. I do love being outside and going for walks/hikes when the weather is nicer. Iâm very courteous and if you leave specific instructions for your home, I will follow them to a T. As for my own home, I have two cats that have free range over every room. I have no plants at all (let alone anything that would be dangerous for animals), a water fountain thatâs plugged up for continuous running water, and three litter boxes throughout the home. I am more equipped for cats when it comes to toys, scratching post/cat trees and treats.
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 doesnât 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 havenât cared for other animals in my home besides my own. When I go to someoneâs residence, I follow what the owner normally does. I am usually left instructions to follow.
About: I have always been passionate about helping and caring for people and animals. I have care experience with many breeds and types of animals, including dogs, cats, birds, rodents, reptiles, and horses. I adore dogs especially â their friendliness, loyalty, and energetic demeanor is contagious, and I love them so much for it! My dream is to rescue animals and help to find their forever homes. I will love and care for your pet(s) like my own. As for more about me, I am originally from Kentucky, and I studied music, specifically opera, all throughout college. I am a singer, actress, model, chef-in-the-making, fitness guru, social media influencer, artist, writer, and much more. I enjoy meeting new people and animals, and my greatest goal in life is to help as many others, human and animal, as I possibly can! I am able to check in as early at 9am, and as late as 9pm. I often have my children with me, and they either wait in the car or join us for walks in their stroller. I like to gather as much information from you as possible so that I can recreate your petâs daily routine while youâre away! I enjoy giving animals the best, most comfortable and familiar experience as possible.
About: Iâve been around animals all my life and Iâm always the friend who gets asked to watch the dogs while the owners are out of town. Iâm also a college student who moved away from my dogs so itâd 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 Iâm figuring out what I want to do in the future. Therefore Iâm available 24/7 and would love to help take care of your animals! Iâll do whatever it takes to make sure your pet(s) still have a fun time while their human is away! Iâll treat them as if they were my own!
âKayla was great! Iâve tried rover before and my dog doesnât 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 futureâ

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.
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 peopleâs almost my whole life since I was a preteen. I absolutely adore getting to know other dogs and giving/receiving love from them. Iâve 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 thatâs in their routine) And lots of cuddle time! Brushing and brushing teeth are weekly tasks normally. I ask for the petsâ normal routine. This way, it is less stressful on them that their routine doesnât change as much with their person/people gone.
About: Hey there! I am a pet/animal lover and enthusiast. I would have all the animals in the world if I could. I currently have 1 dog, Kash, and 1 cat, Darla Jean. Animals and caring for them are my life! Hereâs my why: My grandmother lost her husband at a young age. She never dated again. She took in dogs and taking care of those dogs became her life purpose. Growing up, I would always want to visit my grandmother so that I could stay up all night with her and take care of the dogs. It became our thing. I feel that I am now living out my grandmotherâs purpose by fulfilling my own purpose in giving unconditional love and care to any animal that crosses my path, just as she would have done. I love animals, and quite honestly, more than people, haha! I look forward to meeting, loving on, and caring for your fur baby as if they are my own. â¤ď¸đž I am a special education teacher full time, but my toddler and myself love to show unconditional love to animals by taking care of them like they are our own. I get to do what I love as a part time âside hustleâ plus also show my little boy of my own how to treat and care for animals plus teaching some responsibility! Iâm available evenings, most weekends, and most holidays/ school breaks. It says on my profile âno children in the home,â but since I started Rover, I have had a baby and there is a 2 year old in the home. I tried to edit that info but literally cannot find it anywhere. Just wanted to make sure that was said though. Anyway, Iâll care for your pet as if they were my own child. I like to meet with my clients face to face first so that I can get to know not only their fur baby, but their expectations in caring for their pet. Iâm a great listener and follower of directions, so if you tell me exactly what you need, I will do my very best to make that happen.
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
Over 34 pet parents in Winchester have booked dog walking
How Rover works

1. Search
Read verified reviews and choose a dog walker whoâs a great match for you and your dog
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
All payments are processed through Roverâs secured platform and your booking is backed by 24/7 support. Itâs that easy!
The median cost per walk for dog walking in Winchester is $17
Why Choose Rover?
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Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your dog walker has to cancel, weâll work with you to find a new walker.
World-class support
Weâre 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 Feb 2026 was about $17 per walk, after factoring in Roverâs service fees. A dog walkerâs rate may also change as you customize your booking to fit your and your dogâs needs.
As of Feb 2026, there are 655 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 dogâs 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 canât always predict a super busy day at work, but you can anticipate your dogâs 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 needâon 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 655 dog walkers in Winchester on Rover, so youâre 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 dogâs 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 itâsometimes 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 walkerâs cancellation policy.





