Dog Walking East Winston

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Over 43
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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Elise S.
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Elise S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
14 reviews
6 repeat clients
8 years of experience
Winston-Salem, NC, 27103

Elise was great with our dog and super responsive throughout planning and while caring for her! She kept us updated with lots of pics and was willing to come visit beforehand to go over care instructions. Would recommend!

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Jarrett D.
Sitter Profile Image: Cameron B.
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Cameron B.
from
$16
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
5 years of experience
Winston-Salem, NC, 27101

Cameron was great and the dogs loved her right away. I will call her again.

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Lynn S.
Sitter Profile Image: Megan F.
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Megan F.
from
$17
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
Kernersville, NC, 27284

About: I’ve been around dogs my whole life and cats for most of it — pet care has just always been part of my world. For the past 5 and a half years, I’ve raised my own dog, a German Shepherd/Belgian Malinois mix, from a puppy to adulthood, including working through his reactivity, so I have real hands-on experience with reactive and high-energy dogs. I know structured exercise, mental stimulation, training, and reading a dog’s cues, and I’m comfortable handling pets that need a more experienced, patient hand. Whether your dog is laid-back or comes with their own quirks, they’ll be in good hands with me. I was recently laid off from my full-time job at the airport, so my schedule is completely flexible to fit the needs of you and your pet(s). Your home and your pet’s safety are always my top priority. I treat every house I stay in with the same care and respect I’d want for my own — securing doors and gates, following your pet’s routine closely, and staying alert to anything out of the ordinary. I’m comfortable, calm, and responsible in someone else’s space, and I communicate regularly so you always know your pet (and your home) are in good hands while you’re away.

Sitter Profile Image: Carly R.
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Carly R.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
20 years of experience
Winston-Salem, NC, 27104

Carly was amazing, she treated Diesel like her own! Her updates were detailed, she was always on time, and my dog and I both loved her. I’ll absolutely be booking again!

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Lexi E.
Sitter Profile Image: Brooke D.
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Brooke D.
from
$15
per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Winston-Salem, NC, 27101

About: I have grown up with dogs and taken care of friends’/neighbors’ dogs and cats regularly since high school! I love all animals and look forward to meeting yours :) I am a graduate student with the flexibility to go home/to your house in the morning, during lunch, and after 5pm or overnight for walks, mealtime, playtime, and potty breaks! I am comfortable with nearly all cats and dogs and will follow any instructions you leave closely! I love to take walks or go to dog parks/dog friendly places if you are comfortable with that!

Sitter Profile Image: Emily W.
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Emily W.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Winston-Salem, NC, 27101

About: I have taken care of a variety of dogs. Last year I got my first pup, who has taught me a lot about dogs with anxiety. I am a science teacher and have my summers off. I am looking forward to spending more time outside with some great dogs on walks! I can crate my dog to accommodate to yours and can have a separate area of the apartment for your pup so they feel like they have their own space.

Sitter Profile Image: Elise V.
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Elise V.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
24 reviews
11 repeat clients
15 years of experience
Winston-Salem, NC, 27101

About: I grew up in a home that was always full of all types of animals - dogs, cats, lizards, guinea pigs, hamsters, fish, you name it. Throughout my life, I have been trusted to take care of not only my pets, but neighbors and friends’ as well. My goal is to provide safe and loving care to your pets as if they’re my own I am currently a full-time graduate student at Wake. While my days are busy, being a student allows for a lot of flexibility in my schedule. Reach out for more information on my availability! I provide reliable, attentive and compassionate care in your home, respecting your space, and creating a relaxing and safe environment where you pet feels comfortable while you’re away.

Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$22
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Winston-Salem, NC, 27103

Kathleen was great with Nova -an immeasurable help. She easily developed a bond with Nova, calmed the high energy, covered a lot of ground in a half-hour walk. Nova shortly began perching on the sofa every morning with her head toward the door, watching for Kathleen.

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Marilyn T.
Sitter Profile Image: Emlee N.
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Emlee N.
Star Sitter
from
$18
per walk
4.9 out of 5 stars
26 reviews
10 repeat clients
25 years of experience
Winston Salem, NC, 27107

Emilee was wonderful! She came by for a meet and greet ahead of time, which gave me so much peace of mind, and took great care of my dogs during a big day for me. She was reliable, communicative, and clearly very comfortable with them. I’m so grateful and would absolutely book with her again.

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Rebecca G.
Sitter Profile Image: Hannah S.
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Hannah S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
51 reviews
20 repeat clients
1 year of experience
Winston-Salem, NC, 27105

Hannah provided excellent communication and was thorough when asking details about my pet. I will be requesting her services again in the future, and would absolutely recommend her!

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Mackenzie R.
Sitter Profile Image: Hailey P.
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Hailey P.
from
$23
per walk
5.0 out of 5 stars
15 reviews
6 repeat clients
11 years of experience
Winston-Salem, NC, 27101

About: I’ve taken care of pets since I was 10 years old! I have years of experience with cats and dogs and am a happy owner of two cats myself! I have a plethora of experience of taking care of pets of all ages, including seniors as well as pets of all needs; including medication administration, special dietary needs, and more. I adore spending time with pets of any kind and will provide quality care to give you a piece of mind while your away from your fur babies! My goal during my care time is to ensure your fur pals are as comfortable and happy as when you are home; all while giving you plenty of updates, picture mail, and anything else to make you feel confident in my care! PLEASE READ AS MY SCHEDULE IS UNIQUE TO WHAT MANY CLIENTS ARE LOOKING FOR!!!!!!!!!!!: I currently working full time at Forsyth County Health Dept; Monday through Friday 8am-5pm. Occasionally, I work until 7pm, but go in later those days typically around 10am, as well as a very short shift on Saturdays. I also occasionally work at Vintage Sofa Bar on Saturday nights, going in anywhere from 6pm-9pm and getting off anywhere from 12pm-3am. If these shifts ever fall on your requested days, it will be communicated! If it is close enough and I am able, I’m happy to drop in during the day as well to ensure the well being of your fur pals, and give you peace of mind! I do best when there is notes with a feeding schedule and other needs for your future babies so I can ensure they are getting the best care while you’re away! I will update with as many photos or videos as you would like throughout the day. If allowed in your home, i leave the bedroom door (of the room I am sleeping in) open so they can crawl up in bed with me or just know that I am there. I love to take them on walks, play with them inside or outside, or even lounge around with them! :)

Sitter Profile Image: Haley S.
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Haley S.
from
$15
per walk
15 years of experience
Winston-Salem, NC, 27103

About: I’ve been a dog lover for as long as I can remember! I’ve grown up with 1–2 dogs in my household my entire life and have also cared for family and friends’ dogs many times over the years. I’m comfortable caring for dogs with different personalities and love getting to know each dog’s individual routine and needs. While I haven’t worked professionally as a dog walker, I’m very comfortable around dogs and would love the opportunity to give them some extra exercise, attention, and companionship. I’m especially interested in dog walks and drop-in visits, and I’m always happy to provide plenty of snuggles, belly rubs, playtime, and affection!:) My schedule is flexible, and I’m available for dog walks and drop in visits throughout the week. I’m happy to work with your pet’s routine and provide plenty of exercise, attention, playtime, and snuggles! I treat every pet with respect/love and prioritize their safety, comfort, and routine. I’m comfortable following detailed care instructions, keeping doors and gates secure, and making sure your pup feels happy and cared for while you’re away.

Sitter Profile Image: Carolaine W.
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Carolaine W.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Winston-Salem, NC, 27101

About: I had my first furry friend when I was 18 against my mom’s will and everyone knows how the story ends right?! Yes she was calling herself grandma after the first week. I’m married now and we have 2 kids, waffles and pancake, yes we love breakfast food. Playing and going for walks aside from giving them love is my skill, they are also here for one lifetime experience so they do deserve to get all the love that they give us. I am currently working full time but I have a lot of flexibility throughout the day, I’m mostly looking to help around the weekends or evening care after 5pm 7 days a week. We live in an apartment, our cat goes on walks once a day and I would be happy to care for your pet in your home as well.

Sitter Profile Image: Susan Caroline C.
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Susan Caroline C.
from
$16
per walk
12 years of experience
Winston-Salem, NC, 27127

About: I have several years of hands-on experience caring for both dogs and cats. Since I was 15 years old, I have worked with rescue animals, helping provide daily care, socialization, and support as they transitioned into permanent homes. This experience taught me how to work with pets of different ages, temperaments, and needs. I currently have a dog of my own and have experience pet sitting for both dogs and cats. My roommate has two cats, and I regularly help care for them as well. My experience includes feeding, maintaining routines, providing exercise and enrichment, cleaning litter boxes, and ensuring pets feel safe and comfortable while their owners are away. I take pride in being reliable, attentive, and treating every pet as if they were my own. I have a very flexible schedule and several days off throughout the week. My work hours can vary from day to day, so I’m able to move things around and accommodate your pet’s needs whenever possible. I’m happy to work with your schedule and provide consistent, reliable care. I have a fenced yard and one friendly dog who loves having company. Your pet can enjoy a safe, comfortable home environment, and I’m also happy to provide care in your home if that’s what works best.

Sitter Profile Image: Jacob A.
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Jacob A.
from
$18
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
3 years of experience
Winston-Salem, NC, 27103

Jacob did a wonderful job with taking care of my dog! He always left a fun note about how he did each day!! I knew I would never have to worry about my dog with Jacob! I definitely plan on reaching out to him again in the future!!

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K’Shylah W.
Sitter Profile Image: Dave F.
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Dave F.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
57 reviews
15 repeat clients
14 years of experience
Winston-Salem, NC, 27101

Dave was great and was very accommodating with my last-minute request. My dog is pretty shy with new people and he managed to get her to go out (that’s a big deal). I really appreciated Dave’s quick responses and the pictures! I will definitely reach out to him in the future.

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Jeremy D.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$12
per walk
5.0 out of 5 stars
1 review
1 year of experience
Winston-Salem, NC, 27127

About: First time doing this on a professional app! I’ve been caring for pets for a couple years—both as a long-time dog owner and friend to similarly-minded friends. Recently, I’ve gotten into caring for reptiles and amphibians, including feeding and changing humidity when needed. I’m a college student, so although I have classes that will take up a few hours out of my day—they’re flexible enough to allow me the freedom to set my own schedule! I know that pets deserve the upmost respect! They are our best friend our siblings and children and I will treat them as such. Furthermore, I’m fairly athletic, so if you have a gentle giant or wild speedster, I’ll be able to keep up with them.

Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$20
per walk
5.0 out of 5 stars
4 reviews
16 years of experience
Winston salem, NC, 27101

About: I've taken care of dogs and other pets since I was a child and enjoy giving them the best experience! I am passionate about animals and their health and well-being. In my own life, my dog absolutely takes priority! Experience with medication administration, females in heat, specific needs or behaviors. I am a new-grad Wake PA looking to spend my summer caring for pets before I start a PA job in the fall. I am home all day and schedule is highly flexible. I will treat your pets / your home / etc. with the utmost care and respect. I am here to help make your life easier and provide peace of mind that your beloved pup(s) are thriving while you're away. Besides basic needs, your pets will be loved and tended to just like my own.

Sitter Profile Image: Amanda C.
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Amanda C.
from
$15
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Winston-Salem, NC, 27107

About: I've got over 15 years experience pet sitting, dog walking, and working in kennel environments. I've cared for dogs, cats, chickens, sheep, horses, and everything in between! I have 3 dogs of my own who love to meet and play with other dogs. I have special experience and a soft spot for senior pups who may need meds or have other special needs. I will love your furbabies like they are my own. I work from home 3 days per week and usually have weekends off from my full time job. I have a fully fenced yard with a dog door so as long as your pup gets along with my dogs they will be able to roam my house and yard freely all day when I am home. My pups are a mix of active and lazy/cuddly. My yard is fully fenced with special care to block any would-be diggers or jumpers. Dogs are crated when I am not home or cannot watch them. For dog walks, I can accommodate meals and medications if needed along with let outs and walks.

Sitter Profile Image: Bailey L.
Verified Enhanced Background Check
Bailey L.
from
$15
per walk
10 years of experience
Winston-Salem, NC, 27101

About: Hello, I'm Bailey. I specialize taking care of dogs that are high energy &/or struggle with anxiety. I’m a natural healer & that extends to our furry friends! I’ve worked in doggy daycares, animal shelters, and even been around for a few dog births! Since then, I have managed a few restaurants and opened a facial business, which has increased my strong sense of reliability, organization, and many hours on my feet! I appreciate the consideration and look forward to meeting your furry friend! I own an esthetics business and am looking for some fun part time work while I build my clientele! I am almost always outdoors and walk a lot myself so I figured hey, let’s add in some furry friends too! Thanks for looking at my profile! My, and your, pets safety is always my first priority. Our animals needs us in the same ways we need them. Making sure they’re stimulated and happy is always my goal.

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The median cost per walk for dog walking in East Winston is $20

Dog parents share their Rover experiences - East Winston

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5.0 out of 5 stars

Kathleen was great with Nova -an immeasurable help. She easily developed a bond with Nova, calmed the high energy, covered a lot of ground in a half-hour walk. Nova shortly began perching on the sofa every morning with her head toward the door, watching for Kathleen.

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Marilyn T.
Dog Walking
5.0 out of 5 stars

Eliza did a great job! She is communicative, reliable, and took good care of our dog. I will definitely ask her to walk our dog again in the future.

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Jenelle C.
Dog Walking
5.0 out of 5 stars

Tara, as always is an angel to our pups! They love her and I always feel comfortable leaving home knowing she’ll take great care of them :)

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Nicole C.
Dog Walking
5.0 out of 5 stars

Emily is wonderful! Always on time and I truly feel at ease going to work knowing that she will make sure my dogs are taken care of in the mornings!

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Nicole C.
Dog Walking
5.0 out of 5 stars

If you need a pet sitter this is your gal! She is great with our dog and approved by her as well! We will be using her again!

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Ham T.
Dog Walking
5.0 out of 5 stars

Ryan was terrific with my dog KC…he took him for nice long walks, played with him, and made sure he was fed and watered. Great communication! Would highly recommend!

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Brent H.
Dog Walking
5.0 out of 5 stars

Dave is always great with our boys! He is always on time, super communicative, and great to work with.

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Allison V.
Dog Walking
5.0 out of 5 stars

Maggie came last minute for a midday walk and was very professional. My dog approves, which is really all that matters.

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Jessica E.
Dog Walking
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Popular requests for dog walking - East Winston

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Sitters in East Winston average 3
repeat dog walking clients

FAQs for Dog Walking - East Winston

Frequently asked questions about Rover

The average cost for Dog Walking in East Winston on Rover is $19.98 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of August 2026, there are 1,411 sitters on Rover offering Dog Walking across East Winston. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your East Winston. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in East Winston.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in East Winston. On Rover:

  • 91% of walkers can help with special care needs
  • 99% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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