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. Chay H.

“Chay did a great job and even took my request on short notice. Was very responsive to messaging to get things set up. Would absolutely work with her again!”


2. Finnley R.

“Thanks!!”


3. Kayla C.

“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”




4. Meghan J.

“Meghan always puts her animals' needs first, and makes sure they are well taken care of and loved. There's no one else I would rather have watching my pets while I am gone, because I know they will be treated like one of the family while I am gone.”


5. Rachel W.

“Was fantastic with my two dogs! Very friendly and prompt at responding!”


6. Samantha D.
About: I grew up with a dog and always have loved them. I take them for long walks, clean up after them, make sure they go to the dog park, and help keep the training you have taught them. I may spoil them with treats but I am very mindful of allergies and health issues and will do everything I can to help them feel loved while you are away. I will bathe them if needed and make sure all meds are given. I work full time at the children's hospital, 12 hours 3 days a week, so whenever I am off I can help take care of pets or I can go before and after work to make sure your animal is taken care of. My cats have automatic feeders and water bowls that help them maintain their daily life. For dogs and cats I make sure they are fed, have clean water, make sure their food and water bowls are clean, make sure they go to the bathroom and take note of any abnormalities, give them healthy treats, make sure play time is made and also make sure they get enough sleep.


7. Gemma B.
“First Time using dog Walker in Kentucky I have a 4year old szhanzer who just loves the out doors not matter what the temp and had a Great experience using Gemma who is very kind and patience with my pet glad I found her ,on rover just a great choice for me”


8. Elena S.
“Alona is great with animals!! She takes great care of her own dog and also my 2 cats. She has experience dog sitting, dog walking, and caring for other animals as well. Truly, she is mature and a hard worker at everything she does. Highly recommend!”


9. Dani K.


“Dani was amazing with my puppy Hank. Even an unexpected escape from his crate didn’t phase her. She was communicative and easy to talk to. Hank was nice and worn out by their visits which was perfect.”


10. Ebony H.
“Ebony is hand down the most compassionate animal lover I have ever witnessed!!! She will love your animal just as if they are her own! Ebony is well educated and is a great person to have in your corner, especially if you need help with just simple questions about animal that you may need help with! She has the answers, and is an amazing Dog Consultant! She is dedicated to her services and is willing to open up her home at anytime and will cultivate it to your dogs new oasis and a true home away from home! She will accommodate each and everyone of yours and your dogs needs to make sure that your animal’s stay feels just like home! I will definitely be booking with Ebony again for my future dog sitting needs! She calls herself your animals “Bonus Fur Mom!” And it’s so true…and she will stand by it!! Book with her today! I promise you won’t be sorry! :)”


11. Christan M.
“If you're looking for a pet sitter or dog walker who will treat your furry family member with the utmost care and love, Hannah M. is your person! She recently took care of my dog, Max, who is no easy pup to handle. Max has anxiety, a ton of energy, and can be very picky with his meals. But Hannah handled it all like an absolute pro. She was patient, gentle, and knew exactly how to make Max feel comfortable. From making sure he ate his food (which is no small feat!) to giving him the exercise and attention he needed to stay happy, Hannah went above and beyond. I could tell Max felt safe and loved with her, which meant the world to me. Hannah’s attention to detail, reliability, and genuine love for animals truly set her apart. I wouldn’t hesitate to recommend her to anyone who wants their pet to be cared for like family. Max gives her two paws up, and so do I!”


12. 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!”


13. 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.”


14. 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.”


15. 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!”


16. Vanessa R.
About: I have taken care of several different animals from lizards and dogs to cats and opossums. I have 2 pets of my own and plenty of room and energy to care for your fur family memeber. I work full time as a corrections officer and I would be doing the work on off days from my full time job but they will have my full attention when I am caring for them. Caring for animals in your home I will respect your home and routines, As well as, making my home a home away from home for them.


17. Eva H.
“Eva is an amazing dog mom to her boy Theo, and loves all animals. I would trust her to spend time with my dog any day that I need her to and she would be happy to do it! She is responsible and trustworthy. She gets my stamp of approval!”


18. Pam D.
“Pam is reliable and dependable. She is flexible and always able to accommodate. Pam is a wonderful petsitter. She will take extra good care of your dog/cat. I enjoy working with her.”


19. 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.


20. 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!
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.
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 Jan 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 Jan 2025, there are 567 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, 87% 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 567 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 88% 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.
