Dog Walking in Winchester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Loving dog walkers in your neighborhood
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1. Alina M.
“Alina has been fantastic with our little boy, Linus! She walks him four times a week, always sends wonderful pictures, and is incredibly caring and attentive. I highly recommend her as a dog walker and sitter!”
2. Leslie Y.
“Leslie is very nice - it is easy to communicate with him, he is very accommodating to our rambunctious dog, and he is always on time! It is a pleasure to have him walking our dog, Archie :)”
3. James T.
“Potato seems to love james! He’s always on time and takes the cutest pictures on their walks. Highly recommend”
4. Shawn V.
“Wow, Shawn is AMAZING! Great with our pups. Prompt and very professional communication. Can’t say enough great things about her. Will absolutely work with her again!”
5. Melinda C.
“Melinda was great with my mother’s dog, Sophie! Sophie loved her too! I would recommend Melinda to anyone!”
6. Selena O.
“Selena is a great walker for our pup! She is very communicative and does a great job taking care of Bailey. We would always recommend her to anyone in need of care!”
7. Blane H.
“Blane was super nice and very patient with my shy little dog. He was professional and easy to work with. I would definitely recommend him!”
8. shuyi g.
“Shuyi has treated Merlot with such great respect and kindness! I’ve seen my pup Merlot so happy and excited to see her on days when she helps me. I highly recommend her for any dog service! Thanks so much Shuyi!!”
9. Shannon C.
“Shannon would be an amazing pet caregiver. She's grown up around animals and has extensive knowledge and intuition that come very naturally. She can quickly adapt to each pet's needs and provide them with the care and attention they require. She's responsible, compassionate, and would go above and beyond to ensure that you're pet is happy, healthy, and loved.”
10. Victoria D.
“Victoria was great, she was easy to communicate with and very accommodating for my bernese, she came right to where we were staying for a meet and greet to keep her calm.”
11. Matthew C.
“Matt walked my then-one-year-old pitt-mix Brody for a full semester in addition to his classes at Tufts. Matt was fantastic in every respect, always on time, always highly conscientious, and most importantly, always terrific with Brody. Brody loved his walks with Max, and I hope he can do more of them in the future!”
12. Natalie J.
“Natalie always takes great care of my pup! She was especially helpful today when I reached out last minute and she was still available for a dog walk! Thank you!!”
13. Ken G.
“Ken was my savior today. I have been feeling sick all day and Ken accepted a walk last minute so my antsy dog could get much needed outdoor time. Thank you”
14. Lourdes S.
“Lindy is amazing! There were some issues getting into my house and she was very flexible about dealing with the frustration. She’s great with my dog, who is very high energy and can sometimes be overwhelming to people. So awesome!!!”
15. Caitlin M.
“Caitlin is superb (and then some!)! Delilah loves seeing her for walks, and Caitlin is incredibly attentive. She learns her cues, and understands Delilah’s needs like no one else. Could not recommend more!”
16. Julia Alves L.
“Julia demonstrated excellent work with my pets. She is truly dedicated and concerned about the well-being of the animals. I always trust her to care for my pets and have no doubt that she is highly qualified for this. In addition to growing up with animals of various sizes, she has years of experience as a dog and cat caregiver. I highly recommend her work!”
17. Margaret F.
“I have had the pleasure of knowing Margaret for many years. I can say with confidence her care, compassion, dedication and love for animals is truly remarkable. Margaret has an attention for detail and commitment to each pet's unique needs. She's dependable and always ensures your pets feel safe and loved. I wholeheartedly recommend Margaret as an animal sitter to anyone looking for someone trustworthy, attentive, and truly passionate about animal well-being. Sheryl, Sofie and Louie”
18. marilyn g.
“Hi, I am a dog and cat Mom, I have had Marilyn watch all my pets for many years. What I think sets Marilyn apart from other sitters I have had is her experience as a veterinary technician. She has been such a huge help with some of my medically complicated or geriatric pets over the years! She goes the extra mile to make sure they get the care they need. I’m so thankful we have her!”
19. Kelly D.
“I was impressed that the first walk without prior introduction went smoothly. Chip seemed relaxed and happy. Kelly sent me pictures too, which was reassuring”
20. March A.
“My family spend significant time with March and his delightful dog, Obi-Wan. I could see what a devoted, caring, responsible pet owner March was by Obi-Wan's absolute devotion to him - the dog wanted to follow March everywhere, and greeted him excitedly whenever he arrived home. March's large house and yard were very well suited for a dog. Obi-Wan had lots of energy, which March managed well with regular walks and exercise in the woods next to his house. This care and training really showed in Obi-Wan's mood and behaviour, which were excellent. Obi-Wan was always very gentle and affectionate with everyone, including excitable children - he genuinely seemed to enjoy the very frequent cuddles my 3-year-old demanded of him! I would not hesitate to put any pet of mine in March's care: March was a caring, responsible, unflappable pet owner.”
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s 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 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.
Doggy Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Winchester on Rover as of Jun 2025 was about $22 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2025, there are 9,693 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, 85% of Winchester dog walkers respond in under an hour.
Dog walkers in Winchester have an average of 13 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 9,693 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 89% 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.
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