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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winchester dog walkers

“Monica was very attentive to Cooper and made sure he was tuckered out before leaving. She took him for a nice walk and then let him have some zoomies in the yard every day she was here!”


“Our pups were happy to have Abigail come and feed and play with them! The daily updates and overall communication from Abigail were excellent! We enjoyed seeing pictures from her time with them knowing how content they were . We highly recommend having her care for your fur babies!”


“Alainnah has been such a life saver. She’s super reliable and consistent with watching our doggos during the work week. She also went the extra mile when my puppy was a little sick one time. She truly cares about our dogs and is great at communicating everything with us, so we know everything they are doing/getting themselves into. :) I highly recommend Alainnah and am so grateful for all of her help.”


About: I’ve had pets all my life. The past 20 or so years I’ve had several cats with special need, hyperthyroidism, kidney disease, diabetic. I can administer medication. I give my diabetic cat two shots a day. Also understand the importance of a special diet to maintain healthiness. Love dogs, can walk, play, check in on them and clean up after… a walk… Can feed and check in on any other types of pets but prefer no reptiles. Weekdays I’m available after 2:30 pm for longer visits. I work from home and could pop in for a quick check in if needed. My work schedule can be pretty flexible. On the weekend I’m available any time. At this time I would not offer pet sitting at my home. Any rules you have in your home I would follow to a “T” Example: indoor pets stay indoor, no pet off leash, if pet parent wants an anti bite harness. I would do what the pet parent wants.

About: I've had pets in the home since age 1, and have been helping to take care of them since I could walk. I've always loved animals, and began volunteering at animal shelters, walking, bathing, and feeding shelter dogs beginning at age 5. I have worked in the field of veterinary medicine since 2023, and have a working knowledge of many medical and behavioral issues. I am comfortable caring for cats and dogs of any size, administering medications, walking reactive dogs, and more. I am also trained in canine CPR and first aid, in case of emergencies. I'm currently working from home, with the ability to bring my work on the road, so I have the flexibility to accommodate the needs of each individual fur family! I currently provide services in the client's home only. I will ask for a rundown of of your pet's daily feeding/walking/play schedule, and do my best to make your fur baby feel at ease while under my care with lots of playtime, cuddles and love; and maintaining their usual routine while you're away!

About: Compassionate, communicative, safety focused and respectful of my clients and their buddies of all different shapes and sizes! not to mention we live in such a beautiful part of the world and dogs just make it so much better to share with! I can be the good guy or the stern guy, all depends on the situation and the needs of your babies! I’m a merchandiser for a well known pet food company so well versed in animal nutrition. My dogs dabble in Top Dog events here and there so I’m definitely well versed in the challenges of some breeds and I’ve also been a house/animal sitter (all types of animals large and small) pretty solidly for the last few years with Trusted Housesitters. I have 5⭐️ reviews for all of my sits, repeat sits and more importantly life long friendships with my clients and their animals. Let’s just say that I have a ton of furry nieces and nephews 🤣 I’m taking the plunge with ROVER to keep active, to continue my flexible income goals and to support my stupidly expensive fishing habit. But all jokes aside this is ridiculously serious to me because it’s a nightmare when you can’t take a holiday or travel or focus on work because you don’t have the trust or faith that your pets will be cared for at the same level as you do. A few years of Veterinary Tech and Grooming work gives me a fairly mature and solid base of animal husbandry practices and procedures that is always an asset as well as SO MUCH LOVE and APPRECIATION that we get to be loved back by all the critters! Pet care encompasses every waking hour because I’m a dog mom of three! In saying that I can’t afford the perfect life of hanging out with my dogs 24/7 although I keep trying! I’m super flexible with my job. No set hours so whatever suits your pets needs/schedule works for me! Socializing, insane nature walks, or sitting at a picnic table or bench just taking it all in and reflecting, because you 💯 know that our pets are the masters of reflection and taking it all in❤️Flexibility and open mindedness makes everyone’s life better. I don’t offer my home for boarding but we do live on 10 acres of property that is full of madrone trees, creeks, challenging terrain or relaxing flat logging roads for an epic leg stretch! Every animal is different and has their own individual needs and wants so once we assess those we can create a program that will be pure stoke for your pet! I’m an outdoorsy chick who is always scouting for fish so my walks are generally planned around a watershed for the most part. One thing that I can promise you is that there’s a good chance your pet will be pretty pumped to see me again🫶 Your home=your rules🤙

About: I’ve had dogs in my life since I was 5. I’ve had my own dog since I was 16 and currently live in a household with 5 dogs. I even have and do pet sit for friends and family. Proper animal care is like second nature to me. I’m currently unemployed so my availability is very open (especially after June). Taking care of dogs is basically my whole life, we have 5 of them in our household. I also live with a dog trainer so I have a little bit of knowledge on that as well. Proper pet care is my top priority. I take care of clients animals just like they’re my own. making sure they’re fed and watered and have their enrichment time. If your dog gets along with others I will bring mine for a playmate

About: I currently work at the local veterinarian clinic, so I have the staff there as a resource in case I need them. I have a crazy passion for animals especially dogs! I was raised on a ranch and my grandpa was a horse trainer. I believe it runs in my blood and I’m looking for an opportunity to grow in the pup community! I love dogs and am constantly researching effective ways in training and improving the quality of life in our best friends! I would love nothing other than to work with these amazing animals for the rest of my life. Also making it easier for others to enjoy their lives with their companions as well. I have taught a few pups manners and basic tricks. I’ve also researched a lot of training regimens. I pay attention to detail and behavior and keep an eye on their daily activities with a caring and patient sensibility. I currently work 40 hours at the local veterinary clinic but I made sure to set my schedule to my days off so that I can provide as much time to your fur friend as possible. I’m also willing to be flexible on certain things, basically just message me and we can try to work something out! 😊 I have a fenced yard, access to crates and dog gates. Not to mention the access to the local clinic that I work at in case there are any emergencies. I have and am currently studying Canine body language and have a keen eye for anything that might pose as a threat to our loved ones.

About: Greeting, My name is Helen. I’ve recently completed my contract in the military. During my time in the service I spent time caring for my colleagues dogs (I do love cats, but I’m allergic) and found myself actually branching out to others when they needed someone to watch their babies. I grew up always having a dog in our family, and know how important they are as family members. Their unconditional love is something I’ve always cherished, and it would be my joy and honor to care for your fur babies whenever. My schedule is flexible, and I am available often. It’s really not a hardship spending time with loving pups. I do have experience with pets that have special needs. I look forward to hearing from you and your fur members.

About: I’ve taken care of dogs since I was a kid. My parents and neighbors have always relied on me to care for their pets while away. I always makes sure the pets are taken care of— that includes regular feedings, regular and plentiful walks, play times, and any medicine that needs to be given. I’m a teacher on break for the summer. So I have a lot of free time nowadays. I can look after pets for the next month and a half with not many conflicts in my schedule. I care for pets in others’ homes by respecting their house rules, making sure feedings and walks are done in a timely manner, and giving the pets lots of attention.

About: I have grown up with dogs, raising all of them from puppies (starting at 10 weeks). I also worked for four summers at a dog daycare with dogs of all ages and breeds. At work, I learned how to perform basic grooming procedures, worked with many dietary plans and restrictions, and handled medications. I have also volunteered with shelter dogs and cats with various behaviors and needs. I currently work 4 day weeks, but I have ample free time on my days off I have included in my calendar. Let me know how I can best fit your pet’s needs. I have a dog of my own who is very timid and territorial, so I do not offer services in at my own place. However, I will treat your fur babies with the same love as my own.

About: I have owned a dog and 2 cats for a year now. I have always been around animals growing up. I love taking dogs on walks and playing with furry friends. I’m currently working part time so I have some time to spare. Due to this, my work schedule isn’t always the same each month. But I would love to make some time to help take care of some cute doggies and cats! I have taken care of different kinds of dogs. I rescued a dog from the shelter so I have experience with taking care of animals that can be a bit more difficult. I am willing to clean up messes. I am very patient with animals and I will give them lots of love:)


About: I volunteered with Northeastern SPCA, North Carolina in 2012 to 2014. I volunteered with Placer SPCA, Roseville, California. I provided dogs with walks. I assisted dogs and cats with classical conditioning and lure/reward training. I assisted dogs with positive reinforcement, desensitization, and counter conditioning. I apply positive reinforcement and maintain a clean a sanitary environment. I will provide the best care for your little one or your big one, but we all know they’re all little. You’re dog, cat, or whatever your companion may be they deserve the best care and all the love. I am prepared to give that to them. I love and care for animals. I plan to become a vet technician and a pet groomer for my career. I provide a good atmosphere and environment. I am creative and outgoing. I’ve been on Rover a little over one year now, and I absolutely love the people and their fur babies. I’ve been around many different animals my whole life. I am looking forward to meeting you and the your best friend(s) on four paws.

About: I have taken care of many animals including dogs from big to small. Have taken care of cats and have cats of my own. I have took dogs for walks since I was very young. I have done some emergency care, I know how to behave around them, I know how to care for them, I can usually read there body language good, I have volunteered and I work at a clinic, I love and enjoy being around animals, and ECT. I am also still in schooling and the learning process of a Veterinary Technician. I currently work full time at a veterinary clinic. My availability on weekdays usually would be Monday-Thursday from 6:00pm-9:00pm and on weekends Friday (2:00pm-9:00pm), Saturday-Sunday from 8:00am-9:00pm are the days and hours I'm available to work. I do work at a veterinary clinic so my schedule can fluctuate. I can do home care at my place depending on the situation. Text me and I'll answer any questions needed or even call for more information. Communication is key.

“Sabrina is exactly the type of dog walker we were looking for for our blind, anxious dog. She has experience training dogs, and therefore knows enough about dog behavior to keep our adorable little monster well behaved! She responds pretty quickly to messages and is able to work with our sometimes shifting schedule. She is also great about including pictures and thorough updates for each walk. Would highly recommend!!!”


About: I have been taking care of my friend's and family's pets for over 20 years. Oh my gosh! So many dogs and cats over the years, even a bird! I am committed to animal health and welfare. I am excited to bring my strong pet care history to folks that need extra help. Right now I am available Mondays and Tuesdays. I work Wednesday thru Sunday at a local boutique. I can do early walks and evenings, too. I am mainly looking for dog walking opportunities but I do have a fenced yard. I definitely would adhere to what the pet owner prefers. I do tend to be a cautious person, so a leash is the golden standard!

About: I am a veteran pet caretaker, having years of professional experience working in multiple large boarding kennels, as well as doing in-home care for dogs and cats of all breeds, temperaments, and ages. My main source of work is as a professional dog trainer, so I am equipped to care for dogs of a variety of temperaments and behavioral needs. I love dogs and cats, and when working with me you can be assured that your pet will be in caring, gentle hands. My schedule varies by week; please reach out for details and to arrange a visit schedule that is perfect for your pet. I will be happy to speak with you regarding your pet's needs and routine. As a veteran pet caretaker, I understand that I have the capacity to improve your pet's wellbeing while you work or travel, and that is what I aim to do. When dropping in for home visits, I want to make sure that I meet the pet's needs as completely as possible - so if a cat misses their person who is traveling, I might want to spend some extra time cuddling with them. If a cat is high energy, I would spend time playing with them. I strongly feel that drop-in visits should not just give your pet food and water, but some of the normal comforts they are used to when you are home. When walking your dog, I always want to make sure that I am engaged with them so that I can meet their need for stimulation and interaction, and to make sure that I am reinforcing good outside habits.
Loving dog walkers in your neighborhood
Search Results


Pamela M.Star Sitter

“Great with my pups!”


Monica K.

“Monica was very attentive to Cooper and made sure he was tuckered out before leaving. She took him for a nice walk and then let him have some zoomies in the yard every day she was here!”


rashell w.Star Sitter

“Did a great job walking my 2 dogs. Got them in boots and coats faster than I ever can. Very friendly and reliable.”


Allison T.

“Allison is so great! She’s very responsive and treats our pup like family! Thank you Allison!”


Abigail G.

“Our pups were happy to have Abigail come and feed and play with them! The daily updates and overall communication from Abigail were excellent! We enjoyed seeing pictures from her time with them knowing how content they were . We highly recommend having her care for your fur babies!”


Alainnah K.


“Alainnah has been such a life saver. She’s super reliable and consistent with watching our doggos during the work week. She also went the extra mile when my puppy was a little sick one time. She truly cares about our dogs and is great at communicating everything with us, so we know everything they are doing/getting themselves into. :) I highly recommend Alainnah and am so grateful for all of her help.”


Shawnda W.
About: I’ve had pets all my life. The past 20 or so years I’ve had several cats with special need, hyperthyroidism, kidney disease, diabetic. I can administer medication. I give my diabetic cat two shots a day. Also understand the importance of a special diet to maintain healthiness. Love dogs, can walk, play, check in on them and clean up after… a walk… Can feed and check in on any other types of pets but prefer no reptiles. Weekdays I’m available after 2:30 pm for longer visits. I work from home and could pop in for a quick check in if needed. My work schedule can be pretty flexible. On the weekend I’m available any time. At this time I would not offer pet sitting at my home. Any rules you have in your home I would follow to a “T” Example: indoor pets stay indoor, no pet off leash, if pet parent wants an anti bite harness. I would do what the pet parent wants.


Brittany P.
“Britt is a fantastic caregiver for both dogs and cats. She’s watched my three dogs and three cats multiple times, and each time, they’ve received the best care possible. My dogs are on a feeding schedule, and one is on a daily medication, but with Britt, I don’t have to worry that their food or medication will be forgotten about. Additionally, Britt has experience working at a veterinary hospital, so she knows better than a lot of people what to look out for and what might be a medical emergency. I trust her completely when it comes to caring for my animals, and I don’t trust lightly. Britt is a caring and attentive person that loves animals like they’re her own. I would absolutely recommend her services.”


SHANDY D.
“Shandy is the best choice when it comes to caring for your furry friend, and she proves it in a matter of minutes! She is attentive to their specific needs, and all about keeping your pet safe. She is reliable, trustworthy, and communicative. Your mind will be at ease and your dog’s tail won’t stop wagging!”


Dot F.
“Dot has a love and passion toward animals and pets. She would be a great caregiver as a dog sitter or walker. You can’t go wrong with Dot!”


Trinity H.
“Trinity has the patience, athleticism, and love of life to be a great dog sitter. She will feed, bathe, play with a puppy to a grouchy old dog that had to stay home while the owners had to fly out of town. She has spent most of her life as a pet owner, she knows her way amongst canines!”


Helen R.
“Helen is seriously the best dog sitter we have ever had. She treats ever dog like her baby and gives them plenty of love and attention. She makes sure to adhere to any sort of walk or food schedule and just does an amazing job overall. She has watched our dogs multiple times and I would not hesitate to have her watch them again. I honestly cannot day enough good things about her abilities.”


Leslie D.
“Leslie is great! She watched my dogs Carl and Lilian for me for a couple weeks while I traveled with my wife. The dogs were well looked after and I would 100% rec Leslie to anyone looking for a dog-sitter.”


Katelyn A.
“Our dogs absolutely love Katelyn! Our Ellie follows her around for belly rubs and rounds of fetch, and Patches loves to cuddle on her lap. Katelyn loves all animals and has also taken care of our picky parakeet and our grumpy hedgehog. She is very patient with reluctant pets, and knows how to keep the dogs entertained and happy. Katelyn is always prompt and extremely responsible and has a vast knowledge of pet health needs.”


Elizabet S.
“Elizabeth has been over to watch our 2 dogs many times and they absolutely love her, including our grouchy Beagle who doesn’t get alone with most people. She has shown great compassion for all animals that I’ve seen her with and has a dog of her own that she treats like family. She is patient and understanding to our dogs even when they are not at their best behavior. I recommend Elizabeth to anyone who is wanting their dogs or cats taken good care of. She is also capable of walking with them with no issues.”




Nikki C.
About: I volunteered with Northeastern SPCA, North Carolina in 2012 to 2014. I volunteered with Placer SPCA, Roseville, California. I provided dogs with walks. I assisted dogs and cats with classical conditioning and lure/reward training. I assisted dogs with positive reinforcement, desensitization, and counter conditioning. I apply positive reinforcement and maintain a clean a sanitary environment. I will provide the best care for your little one or your big one, but we all know they’re all little. You’re dog, cat, or whatever your companion may be they deserve the best care and all the love. I am prepared to give that to them. I love and care for animals. I plan to become a vet technician and a pet groomer for my career. I provide a good atmosphere and environment. I am creative and outgoing. I’ve been on Rover a little over one year now, and I absolutely love the people and their fur babies. I’ve been around many different animals my whole life. I am looking forward to meeting you and the your best friend(s) on four paws.


Jewels H.
About: I have taken care of many animals including dogs from big to small. Have taken care of cats and have cats of my own. I have took dogs for walks since I was very young. I have done some emergency care, I know how to behave around them, I know how to care for them, I can usually read there body language good, I have volunteered and I work at a clinic, I love and enjoy being around animals, and ECT. I am also still in schooling and the learning process of a Veterinary Technician. I currently work full time at a veterinary clinic. My availability on weekdays usually would be Monday-Thursday from 6:00pm-9:00pm and on weekends Friday (2:00pm-9:00pm), Saturday-Sunday from 8:00am-9:00pm are the days and hours I'm available to work. I do work at a veterinary clinic so my schedule can fluctuate. I can do home care at my place depending on the situation. Text me and I'll answer any questions needed or even call for more information. Communication is key.


Sabrina D.

“Sabrina is exactly the type of dog walker we were looking for for our blind, anxious dog. She has experience training dogs, and therefore knows enough about dog behavior to keep our adorable little monster well behaved! She responds pretty quickly to messages and is able to work with our sometimes shifting schedule. She is also great about including pictures and thorough updates for each walk. Would highly recommend!!!”


Hallie T.
“Hallie is a great petsitter! She is a kind, loving and trustworthy person who is great with all types of animals! I would highly recommend her for daily walks or staying in your home when you go on vacation!”


Dani N.
“Dani is one of the most compassionate and empathetic dog owners and professionals I've ever known. Not only does her career entirely revolve around dog training and care, her focus is on proven non forceful methods and the well being of her clients canines.”
Winchester dog parents share their Rover experiences
Our pups were happy to have Abigail come and feed and play with them! The daily updates and overall communication from Abigail were excellent! We enjoyed seeing pictures from her time with them knowing how content they were . We highly recommend having her care for your fur babies!

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!
The median cost per walk for dog walking in Winchester is $20
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 Jul 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 Jul 2025, there are 47 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, 86% of Winchester dog walkers respond in under an hour.
Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available 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 47 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. 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.
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.
