Dog Walking Chester Gap

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

End
Search

Over 7
pet parents in Chester Gap have booked dog walking

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.

1 / 1
Sitter Profile Image: Katie B.
Verified Enhanced Background Check
Katie B.
from
$20
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
7 years of experience
Front Royal, VA, 22630

Kaite is AWESOME with my dogs! The love their walks with her

Profile image
Amy Z.
Sitter Profile Image: Jamie M.
Verified Enhanced Background Check
Jamie M.
from
$12
per walk
5.0 out of 5 stars
1 review
1 repeat client
16 years of experience
Front Royal, VA, 22630

About: I’ve grown up with my doggies since we were both babies and been taking care of them ever since and instantly found love being with and just meeting new babies. Dogs ahve always been something i enjoy with my whole heart and always comfort me. Love jumping on any little thing that involves doggies!! I’m currently just working with rover so my schedule is always open to come and take care of ur pups. Any time of the day, any day that works for you My whole balcony is fenced and gated which is great for us to just be outside and chill and sun bath but no fenced yard which means just have to leach our babies to take them to the bathroom in our yard whenever need be but other than that just loves of play and love love :)

Sitter Profile Image: Shannon Q.
Verified Enhanced Background Check
Shannon Q.
from
$18
per walk
8 years of experience
Front Royal, VA, 22630

About: Ever since I can remember, I have grown up with a pet in the house. I have great experience with pets such as: Dog walking, Caretaking, Bathing and loving animals! I have participated in many dog training sessions which has given me experience with potty training puppy’s, proper dog walking and owner caretaking tips. As of right now I am a bunny mom and have learned so much about smaller animals as well (did you know you can come litter train bunnies? Being around pets is a big joy in my life. I love knowing a furry friend needs and almost as much as we need them! Given this, I am a motivated, reliable and trustworthy person especially when it comes to animals. Thank you!

Sitter Profile Image: Ariahna J.
Verified Enhanced Background Check
Ariahna J.
from
$15
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Orlean, VA, 20115

About: I grew up on a mini farm surrounded by animals — from lizards and hermit crabs to dogs, cats, horses, and chickens. Over the years, I’ve cared for pets of all ages and needs, from anxious puppies and kittens to senior dogs with health or mobility challenges, as well as cats with special needs. Every pet in my care receives the same love and attention I would give my own. I’m available to provide flexible care around errands and appointments, giving your pets love, attention, playtime, companionship, and comfort throughout the day, tailored to each pet’s needs. When caring for pets in your home, I follow your routines carefully to ensure comfort and familiarity. Pets are supervised at all times, with fresh water, treats, and attention. I maintain feeding schedules, potty breaks, and playtime, adapting to any special needs, mobility issues, or anxieties. Safety, consistency, and love are my priorities, so your pet feels secure and cared for while you’re away. In my home, I introduce pets safely, separating them from my own during initial meetings. I provide a secure space for each pet and use mini fencing to ensure safety, even though my property is not fully fenced. I follow the same level of care and safety as I would in your home.

Sitter Profile Image: Sherry R.
Verified Background Check
Sherry R.
from
$16
per walk
5.0 out of 5 stars
20 reviews
8 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.

Profile image
Kelly F.
Sitter Profile Image: Victoria K.
Verified Enhanced Background Check
Victoria K.
from
$15
per walk
1 year of experience
Bentonville, VA, 22610

About: Hello! I am 23 years old and when I was 15-17 I helped train dogs including a service dog. I love all dogs and will always love your dog as well! I am looking for any opportunities that involve dog walking or dog sitting! I do not have my own dog but would love to have a golden retriever later in life! I am currently available all throughout June and July. August 3rd I will be unavailable because I start a nanny job that will be full time. I am just looking for specifically summer hours in June and July. I will help feed, get into crate, or “space”, if needed train, and go for walks with the dog. I will help in anyway I can.

Sitter Profile Image: Sierra C.
Verified Enhanced Background Check
Sierra C.
from
$20
per walk
5.0 out of 5 stars
10 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: Chaimae B.
Verified Enhanced Background Check
Chaimae B.
from
$21
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Haymarket, VA, 20169

About: I’m a genuine and dependable animal lover trustworthy and responsible. I’m patient, attentive, and committed to making pets feel safe, comfortable, and loved while their family is away. I’m happy to follow specific feeding, walking, playtime, and care routines, and I’m especially patient with pets who need extra attention, including young, energetic, shy, or senior pets. I treat every pet as if they were my own and make sure their owners can feel confident and at ease while they’re in my care. I am available daily for pet sitting and boarding and dog walking! I love being around animals and will provide a beautiful experience that's safe and trustworthy! I have a fenced yard and live in a pet friendly subdivision with several trails that your pet may enjoy! I love animals and I am taking this as a full time job and following my passion for animal care.

Sitter Profile Image: Sunanda G.
Sunanda G.
from
$26
per walk
5.0 out of 5 stars
26 reviews
3 repeat clients
5 years of experience
Huntly, VA, 22640

Sunanda was great! She was super flexible with timing and Irwin took to her instantly — he walked right out the door , tail wagging, without so much as a backward glance :)

Profile image
Hannah H.
Sitter Profile Image: courtney b.
Verified Enhanced Background Check
courtney b.
from
$17
per walk
5.0 out of 5 stars
54 reviews
16 repeat clients
20 years of experience
Winchester, VA, 22601

She was fantastic. Both my boys like her I would recommend her to anyone with any size dog.

Profile image
Brian H.
Sitter Profile Image: Christin W.
Verified Enhanced Background Check
Christin W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
46 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!

Profile image
Val B.
Sitter Profile Image: Tinnley S.
Verified Enhanced Background Check
Tinnley S.
from
$40
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Front Royal, VA, 22630

About: I have always had and taken care of animals from a young age. I will always do my best to go above and beyond for your pets and will always treat them as if they are my own! I work for the Veterinary Emergency Group and will always accommodate /always be willing to move my schedule around to look after and help with your animals! I accept pets of all sizes into my home and they will always be treated just they are my own! I always have a veterinarian on call for emergencies and will always call/ reach out for any questions! You will also always get daily photos!

Sitter Profile Image: Jordan C.
Verified Enhanced Background Check
Jordan C.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
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: Alyssa F.
Verified Background Check
Alyssa F.
from
$15
per walk
5.0 out of 5 stars
91 reviews
11 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.

Profile image
James H.
Sitter Profile Image: Jocelyn J.
Verified Enhanced Background Check
Jocelyn J.
from
$25
per walk
5.0 out of 5 stars
12 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!

Profile image
Andrew W.
Sitter Profile Image: Taylor R.
Verified Enhanced Background Check
Taylor R.
from
$15
per walk
2 repeat clients
15 years of experience
Winchester, VA, 22601

About: I’ve taken care of dogs and cats of all sorts. I grew up with small, medium, and large dogs as well as indoor and outdoor cats. I’ve also grown up caring for animals from a variety of backgrounds- fosters, rescues, you name it. I genuinely love spending time with animals and since I can’t have one of my own this seems like a great way to connect with pets and offer my services. I’m happy to come meet any animals in advance to make you more comfortable. I currently work remotely 90% of the time so this gives me a lot of flexibility to walk and take care of animals during work day hours if needed. I’m very good with following whatever directions will make you and your pets feel the most comfortable in your homes and out on walks.

Sitter Profile Image: Cobie O.
Verified Enhanced Background Check
Cobie O.
from
$30
per walk
4.9 out of 5 stars
31 reviews
12 repeat clients
6 years of experience
Front Royal, VA, 22630

About: I love all dogs, no matter the shape or size. When I was younger, I never had a dog of my own, but all the dogs in my neighborhood were "mine" when I went to visit them. I love letting dogs snuggle up with me when they're all tuckered out. Unfortunately, I am severely allergic to cats, so I only accept dogs. I am currently seeking part-time employment, but I'd like to continue as a pet sitter as a side gig. I love animals of all sizes, and I love taking care of them. A dog’s safety is my number one priority. During meet and greets, I verify how the owner handles letting the dogs out during the day, whether it’s in a fenced yard or on a leash.

Sitter Profile Image: Elyssa H.
Verified Enhanced Background Check
Elyssa H.
from
$30
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
8 years of experience
Front royal, VA, 22630

Elyssa does a great job!!

Profile image
Steven G.
Sitter Profile Image: Megan S.
Verified Enhanced Background Check
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! 😁

Profile image
Abigail L.
Sitter Profile Image: Mykayla M.
Verified Enhanced Background Check
Mykayla M.
from
$14
per walk
5.0 out of 5 stars
2 reviews
2 years of experience
front royal, VA, 22630

About: i’ve been watching and walking dogs for ever, and i wouldn’t love anything more then to be able to watch yours:) dogs are the best things in this world im available anytime during the days, i dont work right now, i have a 3 week old so i am only free during the weekends since my boyfriend works during the week i can’t really have animals in my house since i do have two other dogs who don’t get along with other dogs, but i will love to watch them at your house

1 / 1
View more

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

Dog parents share their Rover experiences - Chester Gap

1 / 1
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!

Profile image
Ashley T.
Dog Walking
1 / 1
Find pet care near you

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.

Meet local walkers who will treat your dogs like family

  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 - Chester Gap

Select a filter and find qualifying sitters offering dog walking.

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 September 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 September 2026, there are 1,381 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:

  • 92% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 92% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge