Pet Sitting Chester Gap

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 11
pet parents in Chester Gap have booked pet sitting

Chester Gap, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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

“Christin came through for us again for another last minute request- this time for weekend drop-ins. Her service was stellar- again, no problem giving pills to Neo, and completely understanding of our special requests and needs. Her care was a great comfort- we can’t recommend her enough!”

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Tracey R.
Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 93 reviews
32 repeat clients
21 years of experience
Front Royal, VA, 22630

“Pamela did an amazing job taking care of my cat for a week while I was out!! She was really attentive and left me great pictures. I felt very at-ease knowing she was there to watch over my cat! 💛”

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Laura D.
Sitter Profile Image: Kiernan W.
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Kiernan W.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
2 years of experience
Front Royal, VA, 22630

“Kiernan was amazing! So attentive to detail and very patient with my nervous girl. He’s kind and punctual, very friendly with all of my animals! I felt very good about leaving them in his care. I will be booking him again!”

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Kristi R.
Sitter Profile Image: Mykayla M.
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Mykayla M.
from
$15
per visit
4.5 out of 5 stars
• 3 reviews
2 years of experience
front royal, VA, 22630

“Mykayla took well care of my dogs as if they were her own. She’s trustworthy, reliable and communicates well throughout each visit.”

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Silvia B.
Sitter Profile Image: Darian C.
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Darian C.
from
$25
per visit
5.0 out of 5 stars
• 19 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

“We had an amazing experience with Darian! She did a phenomenal job caring for our dogs while we were out of town. We felt reassured from the moment we left knowing they were in good hands. She went above and beyond—keeping us updated with photos and messages, ensuring they stuck to their routines, and showing them so much love and attention. It was clear she genuinely cared for our pups, and we returned to find them happy and well cared for. We couldn't have asked for better care, and we will absolutely book her again in the future! Highly recommend! 🐾”

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Laurie W.
Sitter Profile Image: Kylie C.
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Kylie C.
from
$45
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
Hume, VA, 22639

About: I have three large dogs & two goats! I also work full time at a local veterinary clinic. I will love your pets as my own! I can help take care of livestock animals as well! I currently work Monday through Thursday from 8am to 6pm. I am available after 6pm Monday through Thursday or anytime Friday, Saturday or Sunday. Thank you! I will treat your home with the up most respect and will be sure to take care of your furry family member's just as well as you all do!

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

“Megan was very professional and helpful with a last minute visit request. She took good care of our Thea (75 lbs) and sent pictures of their walk every visit she made.”

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Justin D.
Sitter Profile Image: Nikita Z.
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Nikita Z.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
18 years of experience
Toms Brook, VA, 22660

“Nikita showed his skills as a dog handler from literally the moment he walked in, greeting the shy dog so skillfully that she happily went right up to him to say hi. He was great with rambunctious Duncan and my very energetic young puppy Holly, managing to keep them playing safely together until they were tired enough to give me a few hours of peace before they recharge their energy. I'll definitely book Nikita again!”

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Kelly F.
Sitter Profile Image: courtney b.
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courtney b.
from
$23
per visit
4.9 out of 5 stars
• 59 reviews
19 repeat clients
20 years of experience
Winchester, VA, 22602

“We had a wonderful experience with Courtney! I accidentally booked the wrong weekend for our cat care, and as soon as I realized the mistake and contacted her, she immediately offered to head right over to take care of my kitty. That level of kindness, flexibility, and reliability meant so much to me, especially while traveling over a holiday weekend. She stayed for at least a full hour each visit, sent tons of photos and detailed updates every day, and clearly spent quality time making sure my cat was comfortable and cared for. The updates really helped me relax and enjoy my trip knowing my kitty was in such good hands. I truly appreciated her responsiveness, professionalism, and genuine care for animals. I would absolutely book with her again and highly recommend her to anyone looking for a dependable and thoughtful sitter!”

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Kristyn A.
Sitter Profile Image: Amber D.
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Amber D.
from
$20
per visit
1 repeat client
10 years of experience
Woodstock, VA, 22664

About: I’ve been around dogs my whole life and have hands-on experience caring for my own dogs as well as dog sitting for family members. I’m comfortable with daily routines like feeding, walks, potty breaks, playtime, and giving lots of attention and affection. I’m available anytime on Fridays and weekends since I’m off work those days. Monday through Thursday, I’m available for evening visits and later times as needed. Safety and trust are my top priorities when caring for pets, whether in my home or in a client’s home. I always follow each pet’s routine closely, including feeding schedules, potty breaks, walks, and any special instructions provided by the owner. In my home, dogs are always supervised. While my yard is not fenced, I take dogs out on a leash only to ensure their safety at all times. I never leave pets unattended outside. Inside, I provide a calm, clean environment with plenty of attention, playtime, and rest. I have a sweet, friendly golden retriever puppy who is well-socialized and gentle. All interactions are closely monitored to make sure every dog feels comfortable and safe. If a dog prefers space or separate time, I fully respect that. When caring for pets in a client’s home, I’m respectful of their space and follow all instructions carefully. I make sure pets are secure, doors and gates are checked, and I provide updates so owners feel confident their pets are in good hands.

Sitter Profile Image: Day B.
Verified Background Check
Day B.
from
$35
per visit
4.9 out of 5 stars
• 66 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

“I wanted Day to spend some time with my dogs prior to an extended dog sit. My GSD likes to jump on people who enter the house and gets very excited. Day took charge and let Mira know to get off and waited for her to calm down before proceeding. Both dogs have specific needs ranging from sensitive stomach issues to elderly care issues. Day got to spend time with the dogs while I left them alone to get acquainted. The visit went well. Dogs were snuggled up on the couch with Day upon my return.”

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Susan P.
Sitter Profile Image: Evelyn U.
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Evelyn U.
from
$30
per visit
5 years of experience
Harpers Ferry, WV, 25425

About: Hi! My name is Evelyn! I have a lot of time on my hands currently only working about 7 days a month so my schedule and hours are very flexible right now! I love all animals and have cared for many pets throughout my childhood and adult life. I am very understanding and respectful of anyone’s pets and home. My boyfriend and I have three pups of our own and love them more than anything in the world! I will gladly take any care instructions without question as I just want your pets to be happy and healthy and well taken care of until you get back to them! I also have experience with house sitting/cleaning and will make sure I take care of your home as if it were mine!

Sitter Profile Image: Anastasia D.
Verified Background Check
Anastasia D.
from
$30
per visit
5.0 out of 5 stars
• 88 reviews
20 repeat clients
6 years of experience
Centreville, VA, 20121

“Anastasia is great! My kitties love her. I feel comfortable having her coming home to watch over them. She is responsible and always comes on time and send me videos and pictures of the them in every visit. I’d recommend her:)”

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Isis M.
Sitter Profile Image: Sher E.
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Sher E.
from
$55
per visit
5.0 out of 5 stars
• 29 reviews
10 repeat clients
15 years of experience
Brambleton, VA, 20148

About: I have been privileged with taking good care of these beautiful 🐶 & 😺 for so many years while playing with them & having fun!! I am available most of the times on. Daily basis according to your needs. I can make it work with your schedule and your needs!! I will come to your home for whatever you need, whether it's walking them, feeding them or stay with them and also play and have fun or all!!

Sitter Profile Image: Vishal M.
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Vishal M.
from
$15
per visit
20 years of experience
Sterling, VA, 20165

About: All my life I had Dogs I love them and 99% I know in out of them love and care all they need ! Love All I can say give a chance I can prove and show my best if Doc can speak, he will let you know after the walk that he is my favorite person who walked me I have a Rottweiler.All my life I had dogs so I know dogs inn and out . I have been training other dogs and results are always outstanding!

Sitter Profile Image: Ninia B.
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Ninia B.
from
$25
per visit
4.9 out of 5 stars
• 37 reviews
8 repeat clients
7 years of experience
Shenandoah, VA, 22849

About: With aspirations of becoming a Veterinarian I have combined 6 years experience in the Veterinary field, and 7 years working with animals. I own 6 dogs all of varies breeds, along with the occasional foster pup or two. While in my care your fur baby will have ample amount of structure play, to ensure 100% safety I keep play groups small with some one on one time play. I have a wide variety of experience with reactive dogs as well, if your dog does not do well with others open communication is all I ask and I will ensure your loved one is fulfilled during their stay. I work from home allowing my schedule to be pretty flexible, I am happy to offer pick up and drop off services if needed or work around your schedule I have a fully fenced in yard with access to trails and parks, where I enjoy spending as much time outdoors allowing all the pets in home to feel enriched

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The median cost per visit for pet sitting in Chester Gap is $20

Pet parents share their Rover experiences - Chester Gap

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5.0 out of 5 stars

Alex has pet sit for me on many occasions before she was advertising on Rover and she is amazing! My cats take to her really well especially my skittish calico 🧡 I would highly recommend her for any pet needs as she has the kindest heart and cares for all animals big or small. 10/10 highest recommendations!!!

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Kloe J.
Drop-In Visits
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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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  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 pet sitting - Chester Gap

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Sitters in Chester Gap average 6
repeat pet sitting clients

FAQs for Pet Sitting - Chester Gap

Frequently asked questions about Rover

The average cost of Pet Sitting in Chester Gap is $17 per visit as of November 2026. Most bookings cost between $17 and $26 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 1,397 sitters on Rover offering Pet Sitting across Chester Gap. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Chester Gap. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, 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 sitter.

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