Dog Walkers in Winding Creek South, MD

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Top rated Winding Creek South dog walkers

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: Billie-Hope Z.
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Billie-Hope Z.
from
$16
per walk
19 years of experience
Hagerstown, MD, 21742

About: I can help potty train and get them in a routine. I can help them become more friendly and open to new things. Doesn't matter the week day Considering I don’t work, and I love animals. It doesn't matter the time or day. I can always be there when your animal needs me. Constantly loving and looking out for them. Always seeing if they want something to drink or eat. Take them out whenever they need to. I love animals

Sitter Profile Image: Brian B.
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Brian B.
from
$15
per walk
5.0 out of 5.0 stars
2 reviews
1 repeat client
4 years of experience
Hagerstown, MD, 21740

Brian was reliable and he took great care of Pemi! We will definitely rebook with Brian next time we need help.

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Kyi-Sin T.
Sitter Profile Image: payten h.
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payten h.
from
$22
per walk
5.0 out of 5.0 stars
37 reviews
7 repeat clients
10 years of experience
Hagerstown, MD, 21740

Five stars! Payten communicates well and arrives on time. She is easy to work with and our dog George loves her. We highly recommend her to anyone who needs pet care.

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Jeff N.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$15
per walk
4 years of experience
Hagerstown, MD, 21740

About: I have worked with animals going on 4 years now. Previously I have worked in VetMed. I’ve cared for dogs and cats of all ages, sizes, and temperaments. I understand each pet is unique and may require a specific approach. I promise to find the best way to care for your furry friend(s)! My schedule is currently very flexible. Caring for pets will naturally fit into my daily routine and would become the main priority of my day. As a pet owner myself, I want to know that my pets being treated by the caregiver as if they were their own. I will closely follow your care instructions. The safety of your pet will be a main priority to me.

Sitter Profile Image: Amy R.
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Amy R.
from
$20
per walk
5.0 out of 5.0 stars
4 reviews
30 years of experience
Hagerstown, MD, 21742

About: I am a semi-retired professional with more than thirty years of experience caring for dogs and cats. I am comfortable taking long walks with high energy dogs or spending time with cats who prefer a quiet cuddle session. I also have experience with senior dogs and cats. I am available to walk your dogs, or to give pets a visit and feeding during the day. Whether your dog meeds a long walk around the neighborhood or your cat needs a visit during the day, I can tailor my services to fit your family's unique schedule and needs. I am dependable and caring, and will treat your pet with love and respect. You can be assured that your pet will be treated with exceptional care.

Sitter Profile Image: Eva J.
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Eva J.
from
$15
per walk
8 years of experience
Hagerstown, MD, 21742

About: I’m a responsible, compassionate pet sitter and dog walker with hands-on experience as a dog walker at the Humane Society. I enjoy caring for pets of all sizes, ages, and energy levels, and I always prioritize safety, consistency, and positive interactions. I work part-time, which gives me a flexible schedule throughout the week. Pet care fits easily into my daily routine, allowing me to provide walks, drop-ins, and extended visits without rushing or overbooking. When caring for pets in my home or a client’s home, I follow all provided instructions carefully. I prioritize leash safety, secure doors and gates, clean environments, and constant supervision. My Humane Society experience has trained me to stay calm, observant, and responsive to different behaviors and needs.

Sitter Profile Image: Cari Y.
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Cari Y.
Star Sitter
from
$23
per walk
5.0 out of 5.0 stars
70 reviews
13 repeat clients
15 years of experience
Hagerstown, MD, 21740

Thank you Cary for taking care of Jack.

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Sheila E.
Sitter Profile Image: Hannah M.
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Hannah M.
from
$20
per walk
4.9 out of 5.0 stars
27 reviews
15 repeat clients
6 years of experience
Hagerstown, MD, 21740

About: I'm Hannah! I have two boys, ages 3 and 7. My kids are great with dogs as we have been doing Rover for over 6 years. We are dog lovers and we would love to have your doggy in our home while you are away! I can offer as much or as little outside time that’s needed. Your baby will be in great hands while you’re away and you won’t miss a beat with all the pictures that are sent your way. Your dog will get a lot of outside time, exercise, play time, snuggles and freedom. Please feel free to message me with any questions or special requests. (: I have a flexible work schedule and work from home 3 days a week. We love to be outdoors playing but are also completely fine staying inside and relaxing. We treat any dog in our home like family. We try to make them feel as comfortable as possible as we understand that being out of their home and away from their owners can cause different behaviors such as anxiety, sadness, hyperness, etc.

Sitter Profile Image: Kirsten W.
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Kirsten W.
from
$18
per walk
5.0 out of 5.0 stars
11 reviews
2 repeat clients
5 years of experience
Hagerstown, MD, 21742

About: Hello, I’m Kirsten. I have been actively dog sitting for the last 5 years in and around thurmont and the surrounding areas. (Mount airy, woodbine, Frederick, smithsburg, Hagerstown. etc) I do both overnights in your home and boarding opportunities in our home. I can work from home most days which allows a very flexible schedule. I am willing to accommodate for what ever needs are present and will make sure your pet is well taken care of. Thanks for your consideration ! I work full time, I can provide care before and after work. I also have the flexibility to work from home as needed. Thank you! I do have a fenced in yard, no restrictions at my home as far as where the dog can go, they can sleep in my bed if they would like.

Sitter Profile Image: Jaden W.
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Jaden W.
from
$19
per walk
4.7 out of 5.0 stars
12 reviews
9 repeat clients
2 years of experience
Hagerstown, MD, 21740

I messaged Jaden and she was able to come that same evening for a meet and great, and start walks as early as the next day. I highly recommend her! Jaden has been walking my puppy Toby for 3 weeks now. On time, great communication, super flexible and has great availability. Will continue to work with Jaden moving forward.

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Gabriela C.
Sitter Profile Image: Emilee P.
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Emilee P.
from
$22
per walk
15 years of experience
Smithsburg, MD, 21783

About: Since I can remember, I have been caring for animals. If people know me, they know there is no Emilee without pets. Whether it's caring for the 3 dogs of my own, my cat, or a friend's/family's/colleague's animals, I am always excited for bonus time around fury loved ones. I have a background and degree in Animal Science and specific skills pertaining to diabetic animals. I am comfortable with all breeds, ages and sizes. I currently have a flexible schedule, so I am able to take on new clients for one-off visits, or daily/weekly/monthly needs. I realize things come up unexpectedly, so I am happy to be an immediate resource for you if my schedule allows! My personal philosophy has always been, "What would I think if it were me?" If someone were entering my home, or taking care of my animals, I would want full confidence that I can 100% trust that person without a single doubt in my mind. Whatever your needs & preferences are, I can promise I will execute them on every level.

Sitter Profile Image: Ana D.
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Ana D.
from
$25
per walk
5.0 out of 5.0 stars
10 reviews
3 repeat clients
9 years of experience
Hagerstown, MD, 21742

Ana was great!! When she came over to meet Apollo, I could tell she had a lot of experience caring for animals. Apollo seemed to love her too! Highly recommend Ana for your pets!

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Matt L.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$16
per walk
5.0 out of 5.0 stars
8 reviews
3 repeat clients
8 years of experience
Hagerstown, MD, 21742

About: I am currently in college so I miss my animals at home, so I’d love to watch yours. I personally have owned many animals including dogs, cats, guinea pigs, hamsters, and lizards. I spent most of my past summers dog-sitting for family friends and now I want to expand! I am currently a student so I have a fixed schedule for my classes, but besides that, I am very flexible to work with your schedule. I can offer your pet the best fit for them and you! If this means taking extra long walks I’m ready to stretch my legs, or if you have a couch potato I’m prepared to sit and love on them. I also have experience giving medication to cats and dogs and working with elderly or puppy-aged dogs.

Sitter Profile Image: Marielys G.
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Marielys G.
from
$25
per walk
5 years of experience
Hagerstown, MD, 21740

About: I have 5+ years of professional experience taking care of pets. I started taking care of family members pets and now I provided my services to all pet-parents in need of a reliable pet-sitter. I personalize my services based on the client and pet needs. Working with all kind of animals is my purpose. I love all of them and based on experience I'm pretty sure the love me too (Lol). I'm available most of the time during weekdays and weekends. I have a Fenced yard, two dogs that are great with cat's and a cat that is 9 years old. All pets are loved and well cared in my home.

Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$18
per walk
5.0 out of 5.0 stars
12 reviews
4 repeat clients
8 years of experience
Hagerstown, MD, 21740

About: I’ve taken care of dogs for years for people I know, but I wanna help other dog owners who need help to take care of them too I’m an actress, so my job is very patchy. This is my side gig so I’m very open and available! Need cancelled 2 days before I love them like they’re my own and I’m very gentle and I know every dog is different in needs and health wise, I wanna make sure they’re cared for and safe

Sitter Profile Image: Arnaldo Z.
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Arnaldo Z.
Star Sitter
from
$15
per walk
5.0 out of 5.0 stars
58 reviews
11 repeat clients
23 years of experience
Fairplay, MD, 21733

Cannoli took to Arnie immediately which is really unusual for her. But they get along great and I know she lives the walks! When comes home she crashes for an hour or so. Arnie is early and takes good care of Cannoli. Very much appreciated. I definitely went with the right walker!

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Sherrie-Lynn H.
Sitter Profile Image: Abigail S.
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Abigail S.
from
$15
per walk
5.0 out of 5.0 stars
11 reviews
2 repeat clients
17 years of experience
Hagerstown, MD, 21740

About: I’ve taken care of dogs of varying sizes since I was a little girl. In my childhood home we had five dogs, two cats and one bunny! I currently have three pups, and four cats! They’re very special to me and I take the most precious care of them, which I extend to all animals and hopefully, to yours too! I currently have college classes on Tuesdays and Thursdays, so I am unavailable 1-2:30pm! M/W and weekends I can be available anytime if I have enough notice! :) Just like I do with my pets, I will follow your fur babies eating and potty schedule to a tee. They’ll only get the best love, and “gentle dog parenting” (haha). I love to go on walks myself, so they’ll get out plenty. It’s your home and your pet, so I will surely follow the rules you have set for your pet care.

Sitter Profile Image: Carley T.
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Carley T.
from
$25
per walk
5.0 out of 5.0 stars
5 reviews
15 years of experience
Smithsburg, MD, 21783

About: I’ve always had a deep love for animals, and my experience is mostly centered around dogs. At one point, I had five dogs of my own, but currently, I’m lucky to have two. While dogs are my main focus, I’ve also had the pleasure of caring for cats, horses, birds, reptiles, and smaller mammals like bunnies. No matter the pet, I treat each one with the same love and attention, ensuring they get the best care possible. You can trust that I’ll treat your furbabies as if they were my own! I work from home, so I’m usually available throughout the week and most weekends, making me super flexible for drop-ins and walks! While I can sometimes accommodate daytime requests, I generally prefer to schedule walks and visits after 4 p.m. once my workday is wrapped up. I’m happy to work with your pet’s schedule and provide them with the care and attention they deserve! When I take your dog on a walk or visit your pet, I treat them like they're my own. I make sure walks are fun and tailored to their energy level, whether it’s a relaxing stroll or a more energetic outing. I keep a close eye on them to ensure they’re comfortable and safe the entire time. During drop-ins, I’ll give them lots of love, playtime, and bathroom breaks, and make sure they have fresh water. I’ll keep you updated with tons of photos, so you can see how much fun they’re having and know they’re in good hands! Please feel free to contact me with any questions.

Sitter Profile Image: Isabel C.
Verified Enhanced Background Check
Isabel C.
Star Sitter
from
$20
per walk
5.0 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
Waynesboro, PA, 17268

About: I’ve been pet sitting for over 10 years, starting in middle school and continuing through college and grad school. I have experience with dog walking, drop-in visits, overnight stays, and caring for both dogs and cats. While in school, I regularly pet sat for families in Pennsylvania and built lasting relationships through reliable, attentive care. I’ve worked with pets of all ages and sizes—including dogs with health issues who require medication, special routines, or extra attention. What sets me apart is my lifelong connection to animals. I grew up in a home with pets throughout my childhood—including 4 dogs (labs and pointers), 6 cats, and 10 bunnies—so caring for animals has always been a part of my life. I’m dependable, patient, and genuinely love making animals feel safe, happy, and cared for. I recently started a full-time role, but the great news is I only work three days a week! That means I still have plenty of availability during weekdays and weekends for drop-ins, walks, and pet sitting. I'm happy to work with your schedule and provide consistent care for your pets while you're away or at work. Feel free to reach out with any questions or requests—I’d love to help! I take safety and trust seriously and always aim to make both pets and their owners feel at ease. I care for pets in their own home to help maintain their routine and comfort, which I know is especially important for animals who may get anxious in unfamiliar environments. I follow all instructions carefully—whether it's feeding schedules, medication, walking routes, or playtime preferences—and I’m happy to provide updates and photos so you know your pet is safe and happy while you're away. I treat every pet like my own and every home with the utmost respect, keeping things clean, secure, and exactly how you left them. You can feel confident that your furry friend is in caring, trustworthy hands.

Sitter Profile Image: Adriana M.
Verified Enhanced Background Check
Adriana M.
Star Sitter
from
$14
per walk
5.0 out of 5.0 stars
10 reviews
4 repeat clients
3 years of experience
Greencastle, PA, 17225

Always on time, great with both pets

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Noe V.
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Winding Creek South dog parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Jacob has been a wonderful dog walker for Zoey. He makes her walking experience enjoyable and makes over her and she just loves him. He's been very punctual and has walked the dog for the scheduled amount of time.

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J D.
Dog Walking
5.0 out of 5.0 stars

JACOB did a great job handling Omar. He was very professional and very good with Bigger dogs. i am speechless to say the least. Jacob exceeded my expectations! Thank you so much.

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Marvin S.
Dog Walking
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The median cost per walk for dog walking in Winding Creek South is $20

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Sitters in Winding Creek South 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 Winding Creek South on Rover as of Jan 2026 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.

If you’re searching for a Winding Creek South 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 Jan 2026, there are 979 dog walkers in Winding Creek South. 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 Winding Creek South dog walkers respond in under an hour.

Dog walkers in Winding Creek South have an average of 15 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 Winding Creek South.

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 979 dog walkers in Winding Creek South on Rover, so you’re sure to find the perfect match for your dog! In Winding Creek South, 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.