House Sitting Chester Gap

Find a loving house sitter to watch over your pets and your home.

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Over 45
pet parents in Chester Gap have booked house sitting

Chester Gap, Find top rated house sitting

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

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Sitter Profile Image: Cobie O.
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Cobie O.
from
$50
per night
4.9 out of 5 stars
• 31 reviews
12 repeat clients
6 years of experience
Front Royal, VA, 22630

“Cobie was very great!! My dice absolutely loved her. She was so kind, very sweet! She kept me posted the entire time ! I felt beyond comfortable with leaving my dog in her hands. I will for sure book her again for my baby”

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Chamari J.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra took great care of Izzy and left the house super clean.”

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Becky J.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$63
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
3 years of experience
Stephens City, VA, 22655

“She is awesome. Did a great job, knowledgeable, very nice. Will definitely use again sometime.”

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Elliot A.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$24
per night
15 years of experience
The Plains, VA, 20198

About: Throughout my experience caring for animals, I’ve been responsible for a variety of daily pet-care needs, including feeding and providing fresh water, cleaning food and water bowls, maintaining clean living areas, giving pets attention and companionship, and making sure they are safe and comfortable. For cats and dogs, I’m comfortable with playtime, walks, bathroom breaks, litter box cleaning, and keeping them on their normal routines. For smaller pets like hamsters, I can provide food, fresh water, and habitat cleaning. I also have experience caring for fish, including feeding and maintaining a clean environment. I pay close attention to each pet’s behavior and routine so I can recognize when something seems unusual. I’m also happy to follow specific instructions from owners to make sure their pets receive consistent care while they’re away. Pet care fits naturally into my routine. I’m comfortable working around a pets established routine and making sure they receive consistent meals, fresh water, litter box care, playtime, and attention. In a clients home, I’ll treat their space with the same respect I would want for my own. I’ll make sure doors, gates, and other areas are secure, follow feeding and medication instructions carefully, and keep their environment clean and safe. I’ll also provide regular updates and photos so you can feel confident that your pet is doing well while you’re away.

Sitter Profile Image: Maggie D.
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Maggie D.
from
$35
per night
10 years of experience
Front Royal, VA, 22630

About: i’ve had my own dog for 6 years and taken care of friends and family’s dogs for the past 4, whether it’s stopping in to feed them, bath them, walk them, or stay over to give them the love and affection they need. i currently work monday tuesday and thursday mornings and have the rest of the day free to care for any pet needs, and have fridays and weekends off i have a large fenced in back yard and a welcoming safe neighborhood to walk in if walks are what you’d like, the backyard is all grass and is an amazing place to let your dogs roam in to play

Sitter Profile Image: Megan S.
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Megan S.
from
$75
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

“Megan is the best. I never have to worry about leaving my baby girl thanks to her. Megan always takes such great care of her and sends me updates consistently. Highly recommend her!”

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Cody F.
Sitter Profile Image: Pam N.
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Pam N.
from
$68
per night
4.9 out of 5 stars
• 23 reviews
10 repeat clients
20 years of experience
Marshall, VA, 20115

“Pam took great care of our pups and left our house looking amazing. She also communicated frequently!!”

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Molly D.
Sitter Profile Image: Stefany P.
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Stefany P.
from
$60
per night
3.7 out of 5 stars
• 3 reviews
5 years of experience
Winchester, VA, 22602

About: Life is Good with pets! I have been providing professional pet care services for dogs for over 5 years. I have always had different dogs in my life from childhood to adulthood. I’ve seen how happy my own pet is from taking him on regular walks and I am excited to provide this same experience for other pets. I have a large, fenced yard in a semi-rural neighborhood, and I enjoy taking dogs on nice long walks. Pets are allowed on furniture to snuggle and I am also happy to crate train pets, if preferred. I am currently working from home, so I have most of my time to give attention and love to your pet. I am happy to provide these services at all times. I have plenty space and a fenced yard for your pet to play or simple go on potty breaks, if needed. The services requested will be depending on the customers offer :)

Sitter Profile Image: Traci G.
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Traci G.
from
$75
per night
10 years of experience
Warrenton, VA, 20187

About: I provide pet care with a genuine focus on safety, structure, compassion and comfort. I'm patient, attentive, and committed to making every pet feel secure, loved, and understood. I have experience with puppies, but senior pups have my heart. One thing my clients like is how connected they feel while they're away. I take lots of photos and videos throughout the day and send daily updates so you always know how your pet is doing. Your pet's happiness and well-being are my priority, and I make sure you feel just as supported as they do. My goal is to make them feel at home and cared for and return back to you happy, relaxed and well cared for. I recently left my position as a General Manager to pursue my love for animals full-time, which means pet care is now the center of my daily routine. I structure my days around the pet's I'm caring for, making sure they get consistent walks, playtime, feedings and lots of snuggles. I am able to be flexible, responsive, and fully present with every pet in my care. Your pet will always have my time, my patience and my full commitment. My care is always tailored to each family’s needs and each pet’s personality. When I’m caring for pets in your home, I follow your established routines—feeding schedules, walk times, house rules, and any specific training or comfort needs. If you have a fenced-in yard, I ensure your pet gets safe outdoor time. If leash walking is required, I provide structured, attentive walks based on your pet’s energy level. When pets stay in my home, they’re welcomed into a calm, country setting with a large, open yard. While I don’t have a fenced-in backyard, safety is always my priority. Until I fully know and trust your pet’s recall, behavior, and comfort level, all outdoor time will be done on leash. Once I understand their temperament and you are comfortable, we can adjust as appropriate. No matter the environment, my goal is to make every pet feel safe, secure, and truly cared for whether I’m in your home or mine.

Sitter Profile Image: courtney b.
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courtney b.
from
$100
per night
4.9 out of 5 stars
• 56 reviews
19 repeat clients
20 years of experience
Winchester, VA, 22601

“Courtney helped me out last minute with dog sitting due to inclement weather. She was prompt, responsible, responsive, and really helped me out. Will repeat.”

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Bin L.
Sitter Profile Image: Cammie S.
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Cammie S.
from
$80
per night
3 years of experience
Linton Hall, VA, 20136

About: I have 3 years of professional experience working in the animal industry and currently work at a veterinary hospital, where I provide hands-on care to a variety of pets every day. My experience has given me a strong understanding of animal behavior, health, safety, and the individual needs of different pets. I’m comfortable caring for dogs and cats of different ages, sizes, breeds, and temperaments, including pets who may require extra patience, medication, or specialized care. Working in a veterinary environment has also taught me how to recognize changes in behavior or health and respond appropriately when a pet may not be feeling their best. When caring for your pets, my priority is to make them feel safe, comfortable, and loved while maintaining their normal routines as closely as possible. I understand that every pet is different, and I’m happy to follow detailed instructions regarding feeding, walks, medications, exercise, and other specific needs. You can feel confident knowing that your pets are in the care of someone with professional animal-care experience who genuinely enjoys helping animals and treating every pet as if they were my own. Depending on my schedule I work from 7am - 3pm or 8am - 5pm, before or after my regular job I am free to hang out with your fuzzy guy! I care for pets in my clients’ homes by keeping them comfortable, safe, and as close to their normal routine as possible. I follow each pet’s individual care instructions for feeding, walks, playtime, medications, and any special needs. I also make sure they receive plenty of attention, affection, and enrichment while their owners are away. With 3 years of experience in the animal industry and my current work at a veterinary hospital, I’m comfortable caring for pets with a variety of personalities and needs. I pay close attention to changes in behavior, appetite, energy levels, or other signs that something may be wrong, and I communicate with the owner promptly if I have any concerns. I also treat my clients’ homes with the same respect and care I give their pets, keeping things clean and secure and providing updates so owners can have peace of mind while they’re away.

Sitter Profile Image: Joy C.
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Joy C.
from
$40
per night
46 years of experience
Capon Bridge, WV, 26711

About: I love animals Have always had an animal in my life. Not sure if I would function without one. Looking forward to caring for other animals. I currently have open availability. Not currently working outside of my home. Looking forward to helping others with their pets and making them feel comfortable being away from them Prefer to care for pets in your home. I have 2 dogs and the are pretty much just used to each other. Need to know what your dogs temperament is likes and dislikes

Sitter Profile Image: Anastasia D.
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Anastasia D.
from
$100
per night
5.0 out of 5 stars
• 88 reviews
20 repeat clients
6 years of experience
Centreville, VA, 20121

“We loved working with Anastasia! She stayed at our home with our dog for a week. She was a perfect and polite houseguest and took such good care of our dog. She sent tons of pictures, videos, and updates. We felt so comfortable and relieved on our vacation leaving our dog and our home in Anastasia’s care. We fully recommend working with her!”

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Caroline B.
Sitter Profile Image: Andrea M.
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Andrea M.
from
$80
per night
20 years of experience
Manassas, VA, 20110

About: Hello ! My name is Andrea. Im a veterinary professional offering care not only in the hospital, but also in my home. I have years of experience with care , handling, and husbandry of multiple species of animals. I offer in home care, boarding, grooming services, dog walking, medical care for special needs pets, and even dog training. Think of me as our one stop shop ! I am available most days, times, and holidays when needed or requested. Your pet receives the love and attention they would get from you at home. All pets receive the best care while being cared for, including snuggles, play time, toys or blankets from home to help them settle in, and easy access to the fenced in back and front yard for potty breaks and zoomies.

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Charles Town, WV, 25414

About: Retired College Athlete with kennel experience of working K9’s❤️💙 Love training puppies, grooming, bathing, treating animals with the same respect and kindness as humans, and caring compassionately for elderly animals🥹💖🐾 I have open availability through out the week and weekend! Currently working full time as a pet sitter, so I’m very flexible with my schedule! I care for every animal on earth as God intends with kindness and compassion!☺️💖 Experienced and passionate dog walker with years of experience. I'm dedicated to providing safe, fun, and reliable walks tailored to your dogs needs. I'm comfortable with all breeds and sizes, and I'm also experienced in administering medication. Your furry friend will be in good hands!

Sitter Profile Image: Kiana A.
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Kiana A.
from
$107
per night
4.8 out of 5 stars
• 16 reviews
3 repeat clients
5 years of experience
Leesburg, VA, 20176

“Kiana was absolutely awesome with my pups! She was very affectionate and attentive towards them. Her communication with me was amazing and I felt so safe to leave my babies with her.”

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Jackie H.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$43
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
14 years of experience
Orange, VA, 22960

“Victoria was great! So responsive and was easy to get in touch with! Our pets loved her!”

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Carlee A.
Sitter Profile Image: Giselle H.
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Giselle H.
from
$139
per night
4.9 out of 5 stars
• 154 reviews
104 repeat clients
35 years of experience
Vienna, VA, 22180

About: Thank you for visiting my profile. I am a full time pet sitter and able to care for multiple dogs at a time. Contact me with any questions. Boarding is Available Year Round Appointment Hours for drop-offs and pick-ups Fridays & Sundays 8:00am - 9:00am Sunday-Friday 4:30pm - 6:30pm CLOSED Saturdays for appointments I offer all day play time outside in my fully fenced in backyard. Tons of playing fetch, chase, and wrestling. Dogs can freely come and go from the kitchen to the backyard as they please. Dogs begin the day outdoors and I gradually open up the rest of the common areas as the day progresses. I supply food bowls, toys, treats, memory foam dog beds, and riser beds. Dogs are fed separately and bowls are washed after every meal. There are six 2.5 gallon gravity waterers available at all times. Waterers are washed at every refill

Sitter Profile Image: William B.
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William B.
from
$135
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Martinsburg, WV, 25405

About: I’ve been taking care of dogs for over 10 years, with skills for basic training. Your pets happiness and safety is my priority. Thank you! I work remote and have the time to spend with your furry companion. I have two dogs of my own that I foster. My schedule is open and flexible to meet your dogs needs. I live in a three story townhouse that allows me the space to observe each dogs temperament to see how they interact with other dogs.

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The median cost per night for house sitting in Chester Gap is $50

Pet parents share their Rover experiences - Chester Gap

1 / 1
5.0 out of 5 stars

This was our first time booking with Selina. We had a meet and greet prior to the sitting time. And, we knew at that time that she was the sitter for us. During our time away, Selina kept us informed and sent pictures. She even had a sighting or two of one of our kitties who normally hides from the world when we are away. Selina cleaned up after the cats eating sessions and kept our flowers alive. All of our cats were very happy in Selina's care and we will be booking again. Thank you Selina!

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Tammie A.
House Sitting
5.0 out of 5 stars

Leonarda takes such great care of our fur babies! She always arrives on time and gives our two dogs love while we are not home. Additionally she takes very good care of our home while she stays here. It is a relief to know our dogs and home are taken care of while on vacation!

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Alex T.
House Sitting
5.0 out of 5 stars

Laura was amazing with our little zoo! She was so amazing into our babies and brought a dog friend over for them to play with! We will absolutely be booking again!

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Cheyney P.
House Sitting
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  • 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.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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Popular requests for house sitting - Chester Gap

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chester Gap average 3
repeat house sitting clients

FAQs for House Sitting - Chester Gap

Frequently asked questions about Rover

The average cost of House Sitting in Chester Gap on Rover is $33 per night as of October 2026. Most bookings cost between $33 and $78 per night. 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 October 2026, there are 756 sitters on Rover offering House Sitting across Chester Gap. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chester Gap walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chester Gap maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chester Gap choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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 .

sitters 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 sitter.

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
  • 94% 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.

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