Dog Walking Pyletown

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

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Pyletown, Find top rated dog walking

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: Sierra C.
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Sierra C.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

About: Hello, my name is Sierra! As a dedicated pet owner myself, I understand the deep bond between animals and their families. With over 7 years of experience caring for dogs and cats of all breeds, I've honed my skills in providing compassionate and reliable pet-sitting services. I'm excited to extend my love for animals to your furry friends. I am seeking a rewarding opportunity to utilize my free time. I'm available most days and times and would love to offer my services as a reliable and compassionate pet sitter. Your pet will feel right at home in my caring environment. I offer a safe and fun outdoor space, as well as cozy indoor comforts. I'm flexible and adaptable, ensuring that your pet's needs are always met.

Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 91 reviews
28 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

“Sarah is great and she is super with my dog! W Sarah”

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Eric W.
Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 652 reviews
316 repeat clients
24 years of experience
Stephens city, VA, 22655

“After 16 years, we finally decided to try a dog walker with our dog. We couldn't have picked a better person to trust her with! After meeting Meghan we felt very confident with her taking care of Lily. We will definitely use her again.”

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Regina P.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 359 reviews
124 repeat clients
8 years of experience
Winchester, VA, 22601

“Kimberly is incredible!!! She always take such good care of my baby while I’m at work and sends me tons of pictures. I’m never worried when Kimberly is coming. My dog is also very anxious of people and she warmed right up to her. I can’t say enough good things about her. Highly recommend!!!”

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Paula F.
Sitter Profile Image: Mykayla M.
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Mykayla M.
from
$14
per walk
4.5 out of 5 stars
• 3 reviews
2 years of experience
front royal, VA, 22630

“Sonny wasn’t up for a walk that day but we appreciate the effort.”

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Liz R.
Sitter Profile Image: Susan B.
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Susan B.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Winchester, VA, 22601

About: I’ve loved animals my whole life, and I’ve had the pleasure of living with, and pet sitting for multiple cats and dogs. I’ve done both kitty and dog meds, so if you have a high maintenance fur child like me, I’ve got you covered!! If you trust me with your fur baby, I promise I will love them as much as I love my own!! I work from home, so I have a lot of flexibility. Mornings are more difficult for me, but I can definitely work with you to find what’s best for the pets! My own pets are high maintenance, so I am definitely able to work with your pets needs. I crate my own dog, and give both my dog and cat meds and supplements. I don’t have any human children so my pets are my children. I will give your pet the love, attention, and care I give my own!!

Sitter Profile Image: Kathy G.
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Kathy G.
from
$25
per walk
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

About: I have been an animal lover & owner my entire life. I've always had a dog along with the occasional hamster, cat, guinea pig, lizard, hermit crab, rabbit, bird & fish. I love animals especially dogs. I am very comfortable with large breed dogs as well as smaller dogs too. I like to think the bigger the dog the more loves & cuddles you get.🥰 I've volunteered for rescues over the past 10 years & have fostered both dogs & cats. I'm very excited to meet new animals and their owners. I currently have 1 dog & 3 cats. I try to stick to your animal's schedule so they continue with their normal routines. I make sure your animal is given lots of attention & play time. I will show your animal affection & lots of play time & snuggling if they enjoy that. I've never met a dog that hasn't liked me....big or small.

Sitter Profile Image: Caroline M.
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Caroline M.
from
$40
per walk
20 years of experience
Winchester, VA, 22602

About: I’ve enjoyed the steady companionship of dogs and cats since I could walk. I’ve been pet sitting from a young age and I love animals of all kinds! I’ve taken care of my own family pets from young to old and can’t imagine my life without animals playing a key role. My schedule is very open as I am self-employed and I’m happy to work around whatever you need. I prefer to be home in the evenings for my own pets but can occasionally make accommodations if necessary. I am very safety conscious and will ensure that pets are kept away from everyday dangerous and that your rules are followed to the letter.

Sitter Profile Image: Chelsea A.
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Chelsea A.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Winchester, VA, 22602

About: I’ve taken care of dogs since I was a child. My family and I grew up with a family dog and then got a puppy in high school that we trained. Even would watch the neighbors pets when they went away. Most recently, I have watched/stayed with a dog when the family traveled. Love all animals, but especially dogs! I work from home and on my own schedule. I have the flexibility to take dogs on walks, bathroom breaks, and even stay with the pet when needed! Working for yourself has great perks when it comes to taking care of our lovely pets. I live in an apartment complex, but have sidewalks for walks. We also have two dog parks. I love staying active, so walks for me are enjoyable! I don’t have any pets of my own currently, so I love being able to love on others pets!

Sitter Profile Image: Kourtney P.
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Kourtney P.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Charles Town, WV, 25414

“Kourtney was friendly, on time, and communicative. We will definitely use her again for walks!”

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Valerie C.
Sitter Profile Image: Kayla L.
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Kayla L.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
Stephens City, VA, 22655

About: Looking for a trustworthy dog sitter? You've come to the right place! As a Critical Care Veterinary Technician, caring for animals is more than my career, it's one of my favorite passions. Your pet's safety, comfort, and happiness are always my top priorities. Whether your pup is energetic and loves to play, prefers a quiet place to relax, or has special medical needs, I'll provide personalized care tailored to them. I know how important it is to leave your furry family member with someone you can trust. That's why I'll treat your dog like one of my own, with plenty of love, attention, exercise, and cuddles while you're away. My goal is to make every stay as comfortable and stress free as possible, so you can enjoy your time away with complete peace of mind. I look forward to meeting you and your four legged best friend and becoming their home away from home! Rover is currently a fun side hustle, it helps keep me from buying more animals at the moment! I am available for meet and greets around your schedule. I currently do work full time as a critical care veterinarian technician at an emergency vet hospital 3 days a week. I was a large animal veterinarian assistant prior to transitioning to small animals! I grew up on a working ranch, so I can assure you your animals will be in great care! I try my best to be accommodating to last minute bookings and I can always adjust my prices to your needs! Daily updates are absolutely always included, I will always send pictures. I keep my phone on ring at all times so you can rely on me for a prompt answer. I take safety very seriously and will always accommodate to your pets needs.

Sitter Profile Image: Megan S.
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Megan S.
from
$30
per walk
5.0 out of 5 stars
• 93 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

“I was nervous having someone come into my home and take my pup on walks while I’m at work but Megan has been so great! My dog Dixie loves her! Thank you Megan for what you do! 😁”

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Abigail L.
Sitter Profile Image: Day B.
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Day B.
from
$25
per walk
4.9 out of 5 stars
• 66 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

“Day is absolutely wonderful. She is caring and fun with the animals, takes Spencer in long walks and is reliable. Excellent person! Grace K”

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Grace K.
Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$24
per walk
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Charles Town, WV, 25414

“She took great care of my dog. Would recommend her to anyone.”

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MattaLynn P.
Sitter Profile Image: Gabriella P.
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Gabriella P.
from
$19
per walk
5.0 out of 5 stars
• 1 review
18 years of experience
Round hill, VA, 20141

About: I’ve been solely in change of taking care of my family’s dogs since 2020 when I raised my dog over covid, I have also fed and let out neighborhood dogs when needed. I’m working part time at a restaurant while I’m home from college this summer so I’ll have plenty of time to take care of your dog! I will not differ from your instructions unless necessary but when necessary I can act quickly to adjust on my feet. I know that dogs are unpredictable so I am prepared for whatever comes.

Sitter Profile Image: Margaret C.
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Margaret C.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 57 reviews
12 repeat clients
45 years of experience
Purcellville, VA, 20132

“Margaret arrived on time and gave the dogs a nice long walk. Plus, she re-worked her schedule to be there for me. Will definitely use again.”

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Rob R.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$100
per walk
5.0 out of 5 stars
• 79 reviews
27 repeat clients
15 years of experience
Round Hill, VA, 20141

About: With years of dedicated pet care experience, my husband and I have developed a deep understanding and genuine love for all animals, making us the ideal choice for your furry family member. What sets us apart from other sitters is our personalized approach and attention to detail. We specialize in training puppies, ensuring they receive the guidance and love they need to thrive. Additionally, our expertise in senior pet care allows us to provide specialized attention and comfort to older pets, including administering medications and accommodating their unique needs with compassion and patience. Our commitment to creating a safe, comfortable, and loving environment for pets of all ages sets us apart as caring and reliable pet sitters you can trust. My husband and I are currently working from home, allowing us ample time to pamper your Fur-Babies and devote attention to your beloved Fur-Baby! Check out our Instagram page for a glimpse into our pet-filled adventures! Search: auvannita My husband and I don't have children, and we adore dogs. They bring immense joy to our lives. We'll lovingly care for your Fur-Baby just like our own! Check out our Instagram page for a glimpse into our pet-filled adventures! Search: auvannita It's always our goal to provide a nurturing and comfortable environment for all the pups in our care.

Sitter Profile Image: Alexia K.
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Alexia K.
from
$25
per walk
5.0 out of 5 stars
• 29 reviews
8 repeat clients
15 years of experience
Harpers Ferry, WV, 25425

“Alexia was very accommodating and gave our Riley lots of attention and a good walk! Photo sent was added bonus. We highly recommend her to anyone staying in Harpers Ferry . 5 star service!”

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Shaun F.
Sitter Profile Image: Hana A.
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Hana A.
from
$20
per walk
4.5 out of 5 stars
• 3 reviews
2 repeat clients
18 years of experience
Shepherdstown, WV, 25443

About: I’ve been taking care of animals since I was 5. I’ve always believed that they should be shown so much love and compassion. I currently have 3 dogs and 2 cats of varying ages. I have looked after animals of all sizes and ages so I am well prepared. I have experience with feeding, walking, bathing, bathing, nail trimming, and medication giving. I currently am putting my full attention into pet care so I will have plenty of time available to take care of your furry family members. I am available all week days and most weekends. I have no problem staying nights if needed. I treat my fur babies like they are family and I give them lots of love. I will treat your pets with the same love I show mine. I have no problem following whatever routine and habits that will make your pets feel comfortable.

Sitter Profile Image: Alexis D.
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Alexis D.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
3 years of experience
Purcellville, VA, 20132

About: I have a wide variety of sitting experience as I have cared for dogs, snakes, chickens, goats and even emus! There is no challenge too big and as long as you’re willing to show me how to care for your pet, I’ll be quick to learn! I generally have a very open schedule. I like to keep busy by spending my time in valuable ways and am always down for an afternoon of play! I am a detail oriented individual and, unless otherwise requested, I keep a detailed log of what I do when so that families know as much as possible about how their pets have spent their time. This also gives assurance that in the case of emergency, you’ll be able to see if anything happened that may have caused an adverse reaction in your pet. More of a precaution than anything as you can never be to careful when it comes to your precious animals!

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Pyletown

Select a filter and find qualifying sitters offering dog walking.

Sitters in Pyletown average 4
repeat dog walking clients

FAQs for Dog Walking - Pyletown

Frequently asked questions about Rover

As of October 2026, there are 1,523 sitters on Rover offering Dog Walking across Pyletown. 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 Pyletown. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Pyletown after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 90% of walkers can help with special care needs
  • 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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