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: Amber G.
Verified Enhanced Background Check
Amber G.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
61 reviews
34 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was great. She communicated everything clearly, asked great questions and she and Winnie bonded immediately. I highly recommend Amber for dog walking!

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Margaret P.
Sitter Profile Image: John H.
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John H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Smithsburg, MD, 21783

About: I have experience, taking care of cats, dogs, and chickens. I am willing to take care of smaller animals, such as hamsters, birds or guinea pigs as well. During the summer, I am home most days of the week. I am a full time teacher so I am off during the summer. Therefore I am very reliable and flexible with times. I have a fenced in yard that’s big enough for dogs to get some exercise. I have two kids who enjoy seeing and meeting new animals.

Sitter Profile Image: Cari Y.
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Cari Y.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
87 reviews
15 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: Christina H.
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Christina H.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
30 years of experience
Hagerstown, MD, 21740

Thank you for taking excellent care of Phoebe! I appreciate your flexibility and prompt responses!

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Billy H.
Sitter Profile Image: Arnaldo Z.
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Arnaldo Z.
from
$15
per walk
5.0 out of 5 stars
68 reviews
12 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
$20
per walk
5.0 out of 5 stars
16 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 two elder dogs, and three 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 am pretty available, as I work overnights mainly! I can also offer home stays as well with enough time to prepare in advance! :) 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 parenting” (haha). I love to go on walks myself, so they’ll get out plenty. As well as respecting your home & rules!

Sitter Profile Image: Jacob D.
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Jacob D.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Hagerstown, MD, 21742

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.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$20
per walk
5 years of experience
Hagerstown, MD, 21742

About: Hey there! I’ve worked in veterinary medicine for 5 years and also have experience volunteering at the animal shelter and helping out at my grandparents boarding kennel. I’m trying to save money for veterinary school while sticking to my passions. I offer caring, quality, and trustworthy pet services that can also put pet parents at ease. I can provide medical care utilizing my veterinary experience, education, and skills.I will always be available for honest communication and updates on how your pets are doing - photos included! I look forward to connecting and meeting your best friends! Currently working full time at a veterinary hospital. Can definitely do weekends for house-sitting, check-ins, or walks. Can do check-ins or walks during the week around my work schedule. Able to do early mornings before 9, quick lunch drops ins between 1-2, and evenings after 6. I’ll care for your pet just as I would with my own pets and patients at the clinic! Attentive care and adaptations based on each pets needs and what works best for them. Can plan for whatever your pet enjoys and you are comfortable with! Whether that includes play time at your home, local walks, or just calm lounging around. Can also head out to places for walks or play time as your trust with me builds. I’ll give them lots of affection, but if they want space that’s okay too! Safety is a priority! Will navigate walks and playtime with safety at the forefront - weather adjustments, unsafe interactions, behavior or reactivity adjustments, and proper equipment. Transparent and available communication - asking questions to ensure quality and safe care, as well as updating with any concerns!

Sitter Profile Image: JENNIFER D.
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JENNIFER D.
from
$20
per walk
15 years of experience
Hagerstown, MD, 21742

About: **please note I have a day job that takes me away from my house M-F from 5:30am until 4:15pm…all boarded pets will be let out to potty immediately upon returning home ** I have been taken care of dogs for over 15 years. My first dog 2 when I adopted him and I cared for him until he crossed over the rainbow bridge when he passed at 10yrs old. I also raised two puppies from 8 weeks until they crossed over as well. I work full time away from home, so my availability is limited to the weekends. I am able to walk dogs / check in on family pets after 4:30pm on week days. I have a deck and a 6ft tall fenced in yard. I do not have small children in my home. I also do not have any other parents that may not get along with another dog. I will always care for your pet as if it were my own.

Sitter Profile Image: Emily C.
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Emily C.
from
$14
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Hagerstown, MD, 21742

About: I am a life long animal lover with both personal and professional experience with animal care. I have a 10 year old Yorkie named Chica and a crested gecko named Peanut. I have cared for a variety of animals over the years including cats, dogs, reptiles, and small furry animals. I have provided pet care for friends and family over the last 10 years. I have also volunteered at animal shelters and I worked at PetSmart for a couple years caring for the animals. Over all, I am here to show your cat or dog the extra love you're looking for! On top of providing for their needs, I am happy to hang out with them, play with them, and give them cuddles if they are interested. I'm also happy to take pictures of them and update you. I work a set, part time schedule. This provides me the opportunity to be flexible with pet care scheduling and focus my attention on your beloved companions. I have a good understanding of dogs and cats body language, meaning I can better understand your fur babies and what they're looking for from me, which helps build trust and connection. I make sure they have fresh water and will feed as directed.

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

About: I hav 3 years of experience in pet care. My responsibilities have included feeding,walking. My goal is always to create a safe fun and comfortable environment for pets making sure they feel loved and at ease while their owners are away. I am currently a stay at home mom. I will provide your furbaby a daily walk and also provide love and care just like they were mine. I prioritize creating a safe and trusting environment for pets.this means ensuring that all areas are secure and pets feel comfortable and love also take the time to build trust and ensure that they feel safe

Sitter Profile Image: Moriah H.
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Moriah H.
from
$15
per walk
10 years of experience
Hagerstown, MD, 21742

About: I am a lifelong animal lover who genuinely enjoys caring for both dogs and cats. I understand how important it is to know your pets are safe and comfortable while you are away. I have experience caring for energetic puppies, independent cats, and animals with different personalities and needs. I am attentive, patient, and treat every pet like family. I am happy to provide regular updates and photos so you always know how your pet is doing. My home has a large backyard that is partially fenced, along with a smaller fully fenced area for safe outdoor time. We also have a finished open basement where pups can run, play, and relax comfortably indoors. Pet care fits naturally into my daily routine because I am home full time and enjoy spending time with animals. Dogs receive regular potty breaks, playtime, and attention throughout the day. I am able to follow your pet’s normal feeding and activity schedule so they feel comfortable and settled while you are away. I am also happy to send regular updates and photos so you always know how your pet is doing. Your pet’s safety and comfort are my top priorities. Our home has a large backyard that is partially fenced, along with a smaller fully fenced area where dogs can safely spend time outside. Inside the home we also have a spacious finished basement where pets can play and relax indoors. I carefully follow feeding schedules, routines, and any special instructions you provide. I treat every pet like my own and make sure they feel safe, comfortable, and well cared for during their stay.

Sitter Profile Image: Lauren C.
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Lauren C.
from
$20
per walk
10 years of experience
Hagerstown, MD, 21742

About: Hey! I have worked with animals for over 10 years. From sitting to fostering. I currently live on 2+ acres with a fenced in area and an non fenced area for unlimited play and run time. I am a full time student that is home all day, my schedule is very flexible. I am also available around holidays as well to help out when needed. I treat all animals as if they’re my own, a part of my family. I have multiple places within my home and outside of my home to create a safe place for your pet if they need down time, play or love.

Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$18
per walk
5.0 out of 5 stars
18 reviews
7 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: 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: Raquel A.
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Raquel A.
from
$15
per walk
5 years of experience
Hagerstown, MD, 21740

About: Hi! I am Raquel. I have experience with dogs and seniors. I have done pet sitting for friends and family. I would love to help you care for your pets I currently have a flexible job. I can do drop in visits and walks during the week or weekend. I am also available in the evenings. I have experience with senior dogs. I can let them out , make sure they have water and food and that they have had some exercise when I do my drop in visit.

Sitter Profile Image: payten h.
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payten h.
from
$25
per walk
5.0 out of 5 stars
38 reviews
8 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: Hannah S.
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Hannah S.
from
$15
per walk
3 years of experience
Hagerstown, MD, 21740

About: I’ve always taken care of dogs since I was little, i’ve had many different breeds & know everything there is to come with from a dog as i’m such a big dog lover! & im also capable of taking care of cats i love any animals, I took care of my neighbors cat while they were gone for a week long vacation and it was the greatest time! It fits my routine as i’m a part time worker who wants something to do on my free time & being around dogs would be the best to share my free time with. I have my own dog so what i do to care for her is feed her 2 meals a day (with treats throughout the day!) i like to take my dog lydia on walks as she loves the outdoors and seeing people in the neighborhood.

Sitter Profile Image: Mckayla C.
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Mckayla C.
from
$25
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Hagerstown, MD, 21742

McKayla is just the best!

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Brooke F.
Sitter Profile Image: Shianne L.
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Shianne L.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Hagerstown, MD, 21740

Shianne was wonderful I will definitely need her service again.

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Kiana R.
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Winding Creek South dog parents share their Rover experiences

1 / 1
5.0 out of 5 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
5.0 out of 5 stars

Jacob, you've been great! Thank you for being so good to Zoey and being so faithful to come and walk her. Weather permitting of course. (so much rain 🤣) She looks forward to your walks.

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J D.
Dog Walking
1 / 1
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How Rover works

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The median cost per walk for dog walking in Winding Creek South is $20

Why Choose Rover?

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  • 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.

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    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

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 Jun 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 Jun 2026, there are 978 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, 85% 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 978 dog walkers in Winding Creek South on Rover, so you’re sure to find the perfect match for your dog! In Winding Creek South, 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.