Dog Walking Chester Gap

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Over 7
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Chester Gap, 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.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 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: Molly S.
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Molly S.
from
$20
per walk
5.0 out of 5 stars
4 reviews
7 years of experience
Front Royal, VA, 22630

About: What sets me apart is my personal experience with dogs of all sizes, temperaments, and life stages. I’ve raised and cared for five dogs throughout my life, including Labs, Golden Retrievers, Chihuahuas, and German Shepherds, so I understand the very different needs of small, medium, and large breeds. I trained my own puppy from 8 weeks old, teaching her a wide range of tricks and good behaviors, which gave me a lot of patience and training skills. I’m also comfortable handling more challenging dogs as one of my Chihuahuas was very aggressive, which taught me how to read body language and safely manage reactive pets, from a young age. In addition, I have extensive experience caring for senior dogs. I’ve helped raise multiple dogs into old age, including a German Shepherd that lived until 15, and a Labrador Retriever that lived until 17! I understand the gentleness, and care older dogs require. Overall, I bring a lot of confidence to this role because of my genuine understanding of dogs at every stage of life. I just finished my undergrad and plan to be home all summer. I begin graduate school in the fall online and will practically have no big everyday commitments. I have a few vacations planned but besides that I am an open book willing to work anytime. When caring for pets in a client’s home, I prioritize keeping their routine as consistent as possible. (Dogs know their schedule!) I follow all instructions closely and carefully for any specific care needs. I make sure pets get plenty of attention, exercise so they feel comfortable while their owner is away. I have cared for dogs that experience extreme distress from their owner being gone and I have developed my skills to better care for dogs experiencing this. I’m also very attentive to behavior and health, so I can quickly notice if something seems off. I respect my client’s home by secure and exactly as I found it. My goal is to make both the pet, and the owner feel completely at ease, just as I would want if my dog was being watched.

Sitter Profile Image: Christin W.
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Christin W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
16 years of experience
Linden, VA, 22642

100% would recommend Christin to anyone! She is so professional and kind, the dogs love her. Such a sweet, responsible, courteous person., I cannot say enough good things about her!

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Val B.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$16
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Stephens City, VA, 22655

Sherry took our menagerie of dogs and cats in stride when she arrived and she handled my dog Duncan with ease during the walk. She obviously loves animals and my dog, who is sometimes shy with strangers, immediately liked her and will be happy to see her the next time she comes. I highly recommend her if you need a good caretaker for your pets.

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Kelly F.
Sitter Profile Image: Jocelyn J.
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Jocelyn J.
from
$25
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
17 years of experience
Edinburg, VA, 22824

Jocelyn was great to communicate with and was on time with her arrival. My dog is sound asleep after their walk… would absolutely recommend Jocelyn for your dog sitting needs!

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Andrew W.
Sitter Profile Image: Carissa T.
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Carissa T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Front royal, VA, 22630

About: I have taken care of dogs for 3 to 4 years. I do have experience with cats as well. I enjoy making new friends and love playing, relaxing and cuddling, furry friends. I have watched dogs for friends for almost 3 to 4 years in a row. I’m currently doing in home care for clients and have tons of flexibility around that, as well as in school. I have most days free and would love to watch your furry friends! I always make sure to have whatever I need on daily walks if Dogs on meds I make sure they are given. I always make sure to leave the home as found, as well as follow instructions by clients.

Sitter Profile Image: Kate N.
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Kate N.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Delaplane, VA, 20144

About: I love animals and have volunteered at Middleburg Humane Shelter and fostered for them for the past 5 years. My favorite types of dogs are larger working dogs, but the smaller pups require a more delicate skill set that I'm thrilled to provide. I have experience with dog training and am able to be as strict or lax with your pets as you'd prefer. I have open availability for pet care, especially when approached with a job further in advance. That being said, I do keep pretty regular hours and have plenty of time so I love my last minute clients too! I have two cats and a German Shepherd mix! I have experience with dogs, cats, smaller mammals, and horses! My sister and I do some agility work with the pup, and I love to take my cats on day trips with me- they both walk on a leash! I'm happy to send you all the pictures in the world of your animals while I'm with them, report to you the exact mileage of walks, and love to snuggle on the couch with them if I'm house-sitting. I don't mind if you have cameras in your house to watch your pets; I just appreciate being told in advance.

Sitter Profile Image: Elizabeth T.
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Elizabeth T.
from
$18
per walk
4 years of experience
Front Royal, VA, 22630

About: I have been with dogs and cats from day ones this is all I know and I came to help you with your .. . I wake up it time to care for pet my own or yours it just what feels right to me I can’t say I ever done anything else I care for pet in my own or others home on a schedule I will ask for a detailed list on thing to do with you pet and feeding

Sitter Profile Image: Gianna S.
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Gianna S.
from
$15
per walk
5.0 out of 5 stars
5 reviews
22 years of experience
Front Royal, VA, 22630

About: I have lived on my parents farm my whole life. While growing up I helped raise: horses, cows, goats, pigs, dogs, cats, chickens, you name it. About 5 minutes from my home is a humane society where I use to volunteer as a dog walker and foster. I have experience in birthing and raising kittens, one of which I chose to adopt myself. He is a sweet tabby named Bruno who I have the uttermost privilege of loving. I have a sweet spot for pit bulls but ultimately I love all animals unconditionally. If you choose me, I guarantee your baby ( or babies ) will get every ounce of my care and loving affection. When it comes to my daily routine, I work remotely and am blessed with a very flexible schedule. Therefore, I’ll have plenty of free time to entertain and care for your kids. I care for animals with my absolute full attention to their needs. I be sure to stick close to them so as to be certain they are satisfied and safe. :)

Sitter Profile Image: Samantha D.
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Samantha D.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
4 years of experience
Linden, VA, 22642

About: Hi! i’m Samantha, im currently attending a local community college. I love working with animals! I currently own 1 cat, 2 lizards, and a super energetic Jack Russell Terrier! I have specifically have experience with new puppies, senior cats, & energetic dogs. I’ve worked with many different breeds, energy levels while pet sitting for family, friends, and clients! I also have experience with taking care of different plants and gardens while house sitting! Im typical available most of the day including weekdays, weekends, & holidays . I am a special education teacher during the week which makes my weekends fully available and my weekly hours shorter! I’m available for the occasional dog walking, to one time pet sitting while your away on vacation! I have lots of experience with reactive dogs, even owning one myself. I am flexible and can meet the specific needs to tend to your fur babies, weather that’s long walks to get there energy out, or giving them their medication!

Sitter Profile Image: Wendy K.
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Wendy K.
from
$30
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Front Royal, VA, 22630

About: - Please note: On my property I have created a private fenced dog park and will pick u your fur baby, travel to my private dog park, spend a few hours having amazing fun and then travel back home, happy as can be and exhausted! - I have been a volunteer and foster of shelter animals as well as rescuing and providing a forever home for animals for many years. I worked at a shelter for a short time before resigning to open my own animal rescue. Working at an animal shelter opened my eyes to so many issues and reasons why people surrender their animals. I am currently in the process of opening an animal rescue through fostering each animal while finding a forever home for them. In addition, my rescue will focus on educating the public on the responsibilities of owning an animal over its lifetime. Opening a Non Profit rescue is what I am doing in my spare time because I have to continue to earn a living to provide for my family. Dog/cat sitting is the perfect profession for me because I get to continue to work with animals on a full-time basis and I feel this is the area in which I thrive and can continue to help with providing the best care possible. Over the years I have learned something from every animal I have worked with and/or owned. In recent years, I have completed training in Behavior Adjustment Training and The DO NO HARM DOG TRAINING AND BEHAVIOR HANDBOOK. I have the skills to know how to positively and appropriately approach animals as well as interact with them in a healthy way. In addition, I have the skills to quickly earn the trust of an animal. I am hoping that caring for animals will become my profession because I feel that I thrive in this area. Animals are the food for my soul and it would be a dream come true to work with them on a full-time basis. In my home and in my client’s home I practice what I have learned through attending dog training school as well as reading and practicing “THE DO NO HARM DOG TRAINING AND BEHAVIOR HANDBOOK.” Through school and experience I have learned how to appropriately approach animals, how to interact in a positive manner and how to gain the trust of an animal. In addition, I have the skills to positively interact with animals that may have difficulty walking on a leash, excessive jumping and much more.

Sitter Profile Image: Tawny H.
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Tawny H.
from
$18
per walk
5.0 out of 5 stars
19 reviews
3 repeat clients
2 years of experience
Front Royal, VA, 22630

About: This is my dream job! I love animals. I’ve been taking care of close friends pets for years, along with family pets as well. I would love a career centered around doing what I love!! I’m currently looking for a way to get out of the house and spend time doing what I love. I’m available all day long every day! I have plenty of yard and a playful kitty to keep your pet company. If your pet were to stay with me, I have plenty of space to run around and tons of toys! But, however you want it done in your home is okay with me, I can keep your pet company outside or inside, or in a crate if that’s your preference!

Sitter Profile Image: Laura P.
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Laura P.
from
$25
per walk
5.0 out of 5 stars
26 reviews
5 repeat clients
20 years of experience
Front Royal, VA, 22630

Laura is such a kind, animal loving person! She is excellent at communicating and so wonderful with my dogs. They are excited when she comes over to walk them. Highly recommend her!

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Melissa T.
Sitter Profile Image: Katie F.
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Katie F.
from
$15
per walk
5.0 out of 5 stars
3 reviews
20 years of experience
Front Royal, VA, 22630

About: Hello! My name is Katie. I have been caring for animals my whole life from cats, dogs and fish all the way to large farm animals such as horses. I am very active and would be more than happy to provide long walks or runs for active dogs of all sizes. I also love fetch, training and mind games as well. I have a fairly flexible schedule and can provide drop in visits, walks, and overnight stays! I have experience with dogs of all sizes and energy levels, so very large or high energy pups are no problem! I am also more than happy to look after cats and other pets, and would be more than happy to care for house plants during long stays. I am clean and trustworthy, and I look forward to meeting your pup!

Sitter Profile Image: kelsey B.
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kelsey B.
from
$15
per walk
34 years of experience
Front Royal, VA, 22630

About: I've taken care of dogs and cats my entire life. We have always had a pet for as long as I can remember. I love animals. I have taken care of puppies to senior animals. I have plenty of free time, so I would be able to keep your fur baby company anytime needed and give them lots of not only play time but affection. I have a fenced in yard and three fur babies to keep yours company! I can easily crate your pet if need be. Fun and loving environment.

Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$15
per walk
5.0 out of 5 stars
73 reviews
10 repeat clients
7 years of experience
Winchester, VA, 22601

Thanks Alyssa. Ever since my Wife, his Mommy, passed away in April, his eating and pooping has been off sometimes. We both miss her. When it's hot he will plop down in front of the fan because I turn it on low for him...lol Thanks for taking care of my boy.

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James H.
Sitter Profile Image: Amy A.
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Amy A.
from
$25
per walk
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Linden, VA, 22642

About: I cared for my dog Bear for 15 years until he passed last year. I have experience caring for senior dogs, giving medication, lifting and assisting walking. We don’t have a fenced in yard but we have 10 acres for the dogs to walk and play. Caring for dogs fits easily into my daily routine. We love being at home and to have a dog enjoy the outdoor space makes it even better! I treat pets I’m taking care of like they are my own. I keep a close on them and monitor them to make sure they are comfortable and happy. I want them to feel at home.

Sitter Profile Image: Courtney C.
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Courtney C.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Front Royal, VA, 22630

About: I’ve had dogs my entire life and done training and dog walking in a shelter as a volunteer. I love getting dogs outside and letting them run around. I have been hiking with my dog for his entire life and was able to train him on the leash and off the leash to allow us to have the freedom to run free and the ability to get him on the leash and behave around other dogs and people on the road and on the trails. I have been dog sitting for the last 8 years and love spending time with all the pups. I can’t wait to take care of animals and give them the necessary play time and exercise when you’re not there to. I keep my schedule updated to where I am unavailable when I work to allow for your pets to get the utmost care. However I am willing to work with you around my work schedule! I have experience with reactive dogs and I will keep your dog safe and on a leash unless in a fenced in yard. I prefer staying at the dogs home to help them stay comfortable

Sitter Profile Image: Jordan C.
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Jordan C.
from
$20
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Front Royal, VA, 22630

About: I have over 10 years of experience caring for dogs of all sizes and ages. I’m comfortable with boarding, walks, drop-ins, feeding, meds, playtime, and senior pups who need a little extra love. I work from home, so I have a flexible schedule and can fit in visits when your pets need them. I can usually accommodate same-day or last-minute drop-ins, and I’ll make sure your pets get attention on your timetable. Your pet’s safety and comfort are my top priority. I provide a calm, clean, and secure environment for every visit. I follow all your instructions carefully, from feeding to exercise routines, and will treat your pets with the same love and attention I give my own. You can trust me to keep their space safe, maintain their routine, and give you peace of mind while you’re away.

Sitter Profile Image: Veronica P.
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Veronica P.
from
$18
per walk
10 years of experience
Apple Mountain Lake, VA, 22642

About: I love all animals and adore big dogs and cats! Ive had many pets over the years from childhood to now. My family has cared for cats, dogs, hamsters, fish, and even once had sugar gliders and a rat named master splinter! I have trained our boxer with simple skills when I was just in 5th grade! I am now caring for my sister in laws pit puppy Hank while they’re at work and have taught him to sit, give paw, and lie down in just 3 weeks! I’m great with hyper puppies and senior dogs as well. My love and care for animals is unconditional. I’m a stay at home mom to a 7 month old so I have plenty of time on my hands to make sure your pets are well taken care of while you’re away. I will feed, play, and give all the belly rubs to your fur babies! I can work on desired training skills as well such as no jumping, or being gentle when given a treat.

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

Dog parents share their Rover experiences - Chester Gap

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5.0 out of 5 stars

Alexandra was incredible and our puppy loved her! Not only was she an amazing care taker for our baby while we were on vacation but she was also 100% reliable. If you are looking for someone who has a deep connection with animals and who you can rely on, I would definitely recommend you go with Alexandra!

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Ashley T.
Dog Walking
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Sitters in Chester Gap average 4
repeat dog walking clients

FAQs for Dog Walking - Chester Gap

Frequently asked questions about Rover

The average cost for Dog Walking in Chester Gap on Rover is $24.98 per walk (as of June 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 June 2026, there are 1,427 sitters on Rover offering Dog Walking across Chester Gap. 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 Chester Gap. 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 Chester Gap.

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 Chester Gap. On Rover:

  • 91% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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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