Dog Walkers in Winchester, CA

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Winchester dog walkers

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Cyrissa B.
Verified Enhanced Background Check
Cyrissa B.
$20
total per walk
5.0 out of 5 stars
274 reviews
27 repeat clients
10 years of experience
Hemet, CA, 92545

Mila loves Cyrissa and does well with her walkies (it’s surprising since she’s very wild) and we are members of Rover because of her. Thank you!

Profile image
felipe g.
Sitter Profile Image: Dawn B.
Verified Enhanced Background Check
Dawn B.
$28
total per walk
5.0 out of 5 stars
69 reviews
25 repeat clients
15 years of experience
Menifee, CA, 92585

Dawn is great with my dogs (one being a puppy!) and is very responsive and responsible. I feel like my dogs are in good hands when they are on walks with her!!

Profile image
Heather H.
Sitter Profile Image: Keiona D.
Verified Enhanced Background Check
Keiona D.
$23
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
13 years of experience
Winchester, CA, 92596

Highly recommend! Took care of our 3 dogs while we were away and very tentative to instructions. Communicated perfectly if we needed adjustments and our dogs were so excited to walk with her when she arrived at our house. Will definitely use her again in the future! Thank you Keiona!

Profile image
Alyssa B.
Sitter Profile Image: Juliet D.
Verified Enhanced Background Check
Juliet D.
$26
total per walk
6 years of experience
Romoland, CA, 92585

About: Im home 24/7 so you need a sitter dog, walker im there 😭 all I do currently is take care of 4 dogs. Always make sure they get their walk so they stay fit, I never over feed, make sure they get their outside play time and nap time I am on it. I currently have plenty of spare time so im very free everyday to go on walks, play take care of a dog whenever needed. Currently do that right now with my own little weiner army all I do all week is take care of dogs. I have 4 small weenies who love to dig and play in the big back yard and i take them on walks every day or every other day depending on their energy. They do mostly love to sleep throughout the whole day and dig.

Sitter Profile Image: Ashleigh D.
Verified Background Check
Ashleigh D.
$22
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Winchester, CA, 92596

About: I have experience with all shapes, sizes and temperaments of animals. I currently own two large dogs. I have experience walking reactive dogs and fearful dogs. I have also cared for elderly pets and trained quite a few puppies! Knowing how particular I am with my own pets, I take your care instructions extremely seriously and will ensure you pet has nothing but the best while you are away. I work from home and am my own boss so my time is very flexible to give your pet all that they need! I can do check-ins or walks all times of the day. I am happy to follow your lead on whatever you like your dog to do every day! Backyard playing or walks around the neighborhood. Whatever your dog likes best, I can do!

Sitter Profile Image: Jennifer M.
Verified Background Check
Jennifer M.
$34
total per walk
5.0 out of 5 stars
158 reviews
77 repeat clients
36 years of experience
Winchester, CA, 92596

About: Hi I’m jen . I was a personal trainer , but I found my true passion in working with animals especially dogs !! I have a big yard to play in, and two very friendly little dogs . I’ll treat your dog like my own , because I know how difficult it is to leave your fur babies and feel at ease. I send tons of videos and pictures to make you feel they’re still with you while away ! Just give me all your concerns and I’ll do my best to make you worry less on your trip ! I’ve loved dogs since I was a kid and grew up on a ranch with many along with many other animals so I know how to take care of them . I’ve also recently been taking online vet tech courses just to have the extra knowledge in caring for your fur babies ! Seniors I’ll take extra caution and care because I know they’re fragile and need more loving . I do often sit 5+ at Once as long as they all get along and I feel social interaction is Great for dogs as well ! I hope to meet your furry kids soon ! Love ❤️ Jen I’m full time pet sitter so I’ll have all my time to focus on your pets needs .just text me anytime with any questions or concerns. I keep my place puppy proof and supervise 24:7 and cater to any needs your pups should have . Feel free to text or call anytime! I wake around 6-7 am and in bed around 10pm so I’ll try to work with you on your schedule because I do this full time. I have a fenced yard and extra crates if you prefer yours crated to eat or at night . Otherwise they’re welcome in my room .

Sitter Profile Image: Estefany D.
Verified Enhanced Background Check
Estefany D.
$23
total per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
7 years of experience
Menifee, CA, 92584

Estefany was so kind and patient with my elderly and sometimes stubborn pup!

Profile image
Veronica P.
Sitter Profile Image: Jenny D.
Verified Enhanced Background Check
Jenny D.
$35
total per walk
5.0 out of 5 stars
174 reviews
39 repeat clients
40 years of experience
Menifee, CA, 92584

First of many bookings for sure!!! Thank you for caring for our puppy!! Lots of communication and pictures through. We are very pleased and relieved that Noelle had a nice walk!

Profile image
Raphael O.
Sitter Profile Image: Kimberly C.
Verified Enhanced Background Check
Kimberly C.
$28
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
26 years of experience
Menifee, CA, 92584

About: I started caring professionally for animals when I was just 16 years old. In the veterinary facilities over the years, I worked my way up from kennel attendant, to customer service representative, to customer service supervisor, to customer service manager, to reproduction veterinary assistant. Over these years I have cared for dogs and cats of all ages. During my time as a reproduction veterinary assistant, I found a passion for breeding/deliveries/neonatal puppy care etc. I took this passion and started caring for other people’s pregnant momma dogs within my home. I delivered the puppies, and raised them for infinite weeks until said breeders found their forever families. I raised, cared for, and trained over 150 puppies within my home during the last 4 years. I established long lasting relationships with not only the momma dogs families, but also the families of many of the puppies I was blessed to raise here. Many of which now come to me to watch and care for their dogs/puppies while on vacation, busy day at work, or maybe need a bath/blowdry/brushout/nail trim etc. when needed. I wanted to open up my home and extend my love and animal care for anyone else who may need my service. I am home all day most days. Now that my kids are grown and come and go on their own, I have ability to care for others pets and fully accommodate any needs they may have. When pets are in my home, they can roam freely within designated areas, sleep in beds with us like they are family, or be crated off and on if preferred by their families. We have a fenced yard for outside playtime and a designated turf area for dogs to do their business.

Sitter Profile Image: Kaitlyn M.
Verified Enhanced Background Check
Kaitlyn M.
$23
total per walk
10 years of experience
Menifee, CA, 92585

About: Within my family we have multiple different dogs of different sizes. In highschool I was apart of my schools vet class as well as the school competitions. I’ve volunteered at animal shelters and at a local veterinary. Currently I’m on summer break so I have unlimited time to take care of any pets. I would like to communicate with the owners and hear of what expectations they want so I can provide it. When going to a customers house I follow all rules that have been provided. I’m also careful with what I bring with me so no harm can come to the animals I’m watching.

Sitter Profile Image: Valarie R.
Verified Enhanced Background Check
Valarie R.
$23
total per walk
15 years of experience
Homeland, CA, 92548

About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have enclosures for the pet and a larger enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.

Sitter Profile Image: Lexie R.
Verified Enhanced Background Check
Lexie R.
$22
total per walk
15 years of experience
Menifee, CA, 92584

About: Ive had pets since I was a child. Frogs, fish, turtles, dogs/puppies, bunnies, and a parrot. I would say I am well rounded in pet care. I am able to board small dogs, I also can watch your furbaby in home if you like. If you need someone to drop in and take care of your pet while out I am also willing to do that. I know how to administer oral medications if that is of need. I currently only have two rabbits and a fish tank so your pet wouldnt interfere with any of mine. I board only one pet at a time so that I can give full attention to that furbaby. Making your pet comfortable and happy is what I strive for when you see your furbaby again. I am currently working from home so I have more than enough time to take care of your animal. I will be available to feed , and do any extra activities they your animal may need. I have a fenced in yard, and can crate if needed. Please bring your own crate I do not have extras at my home yet.

Sitter Profile Image: Briana Z.
Verified Enhanced Background Check
Briana Z.
$22
total per walk
8 years of experience
Hemet, CA, 92545

About: ⭐️ Former D1 athlete, so discipline and follow-through come naturally ⭐️ Specialize in gentle, steady-paced fitness routines for senior or overweight dogs ⭐️ Meticulous drop-in care for cats and small caged pets ⭐️ Welcome healthy adult dogs, puppies, and pets of all shapes and sizes! ⏰ On time, every time, no exceptions ⏰ No rushing, every visit gets my full attention ⏰ Pets stay on their familiar, vet-approved routines while you’re away 🏡Treat your home with executive-level respect 🏡 Keep your space immaculate and your privacy protected 🏡 A calm, quiet, focused presence from start to finish

Sitter Profile Image: Donna M.
Verified Enhanced Background Check
Donna M.
$20
total per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
21 years of experience
Menifee, CA, 92584

Donna is truly the best! the compassion and care she had for my baby was clear and it brought me peace while I was away.

Profile image
Fabian J.
Sitter Profile Image: Ashley L.
Verified Enhanced Background Check
Ashley L.
$22
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Menifee, CA, 92586

About: I’ve assisted with dog sitting alongside my mom and grandma, helping with playtime, and companionship. I’m patient, attentive, and following routines to ensure dogs feel safe and cared for. Pet care fits easily into my daily routine. I have flexible availability as I am unemployed and already care for my own two cats and two bearded dragons daily. I provide attentive care in peoples homes, following routines closely. As an owner of two cats and two bearded dragons, I’m experienced with safety, cleanliness, and gentle handling.

Sitter Profile Image: Celina P.
Verified Enhanced Background Check
Celina P.
$23
total per walk
4.6 out of 5 stars
7 reviews
1 repeat client
17 years of experience
Menifee, CA, 92584

About: I've cared for dogs for seventeen years & promise to care for your dog like I would my own dogs. I'm excited to work with your fur babies! I also gained valuable experience with a wide spectrum of breeds, behaviors, instincts and attitudes. With a deepened understanding, my compassion for animals has grown, and I decided to make a business out of it. I absolutely love working with animals! I work from home and have the time to care for your fur babies and always make sure they have a great time with me! If medication is needed I will be able to administer your doggies medication & make sure they eat at their scheduled times. I have a fenced in backyard for the dogs to be able to run around and play. No matter what your dog will be on their leash when they're on a walk to assure they're safe & properly taken care of. If your dog prefers to sleep in a crate please do provide their crate as well as their dog food & dog bowls.

Sitter Profile Image: Benny C.
Verified Background Check
Benny C.
$34
total per walk
5.0 out of 5 stars
39 reviews
21 repeat clients
10 years of experience
Menifee, CA, 92585

About: 1. First of all I have my own dog (full time) and two other dogs (part time) in my care and my passion and excitement is around with dogs. 2. I communicate with dogs as my own children and care for them unconditionally. Making sure I understand their needs like personal relief every so many hours, food at required time, exercise and outdoor activities when weather permits. 3. I am retired now so I have all the time to do this from 6 AM to 6PM everyday. 4. My home is catered for Dogs, well fenced and lots of yard to play around, live in a community with a lot of Dog Lovers and green belts to Walk. 5. My wife who is also a Dog Lover will be with me attending to the dogs.

Sitter Profile Image: Vicki C.
Verified Background Check
Vicki C.
$23
total per walk
5.0 out of 5 stars
21 reviews
8 repeat clients
40 years of experience
Summerlin North, Menifee, CA, 92584

About: My name is Vicki. I am a 59 year old wife, mother, grandmother and animal lover. I have worked with Veterinarians over the years and have fantastic references. One of my best friends is a veterinarian. We have 2 dogs of our own (my hubby and I.) We spoil them rotten! I have an animal science degree and a HUGE compassionate heart. Animals are truly my heaven on earth. I am a responsible, loving and trustworthy pet companion. Why I love dog sitting: Since I was a child! I have grown up with pets and never been without an animal in my life. About my yard: Dog area, dog door to freely come in and out. I dedicate 100% of my time to your pet with love and compassion and exercise. You will have freedom to know your pet is well taken care of. My home is pet friendly and has a fenced area with a dog door. It is easy access to go in and out to go potty.

Sitter Profile Image: Portia G.
Verified Enhanced Background Check
Portia G.
$28
total per walk
10 years of experience
Menifee, CA, 92585

About: I am extremely reliable, I treat animals with a one of a kind type of affection. I pay good attention to their needs and wants. I don’t have a weekday job, when I do work it’s for a brief 3-5 hours on weekends or online work. I am able to give the pet any extra attention needed. My home is extremely safe. We live in a nice neighborhood with a close by park. My family adores animals. We have a clean living area.

Sitter Profile Image: Tara C.
Verified Background Check
Tara C.
$28
total per walk
5.0 out of 5 stars
23 reviews
5 repeat clients
10 years of experience
Menifee, CA, 92584

Tara is wonderful with Briggs during the day while I'm at work. She always supplies pictures and a little blurb about their walk, which I love reading. She's also good about bringing things to my attention, whether it's a comment (about Briggs) made by one of my neighbors or if he seems to have trouble defecating. One of my neighbors even made a point to let me know how great she is with Briggs. Definitely recommend.

Profile image
Amy K.
1 / 1
View more sitters

Over 10
pet parents in Winchester have booked dog walking

Winchester dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Wow! Paco loved James and he usually takes a while to warm up to people! James was easy to work with and has the best attitude! We will be contacting James again for more dog walks! Thanks again James!

Profile image
Liz F.
Dog Walking
5.0 out of 5 stars

James did great with my little pup. Dickie is usually very shy with strangers but was very comfortable with James. Dickie had a lot of fun. I will definitely be contacting James again.

Profile image
Robert S.
Dog Walking
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 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!

The median cost per walk for dog walking in Winchester is $25

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.

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 Jun 2026 was about $25 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.

If you’re searching for a Winchester dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 3,530 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.

Dog walkers in Winchester have an average of 16 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 3,530 dog walkers in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 90% 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.