House Sitting Pyletown

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Pyletown, 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: Sierra C.
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Sierra C.
from
$50
per night
4.8 out of 5 stars
• 12 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: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

“Kathy is a true gem. We had complete peace of mind while she house sat our three Lab rescues. Kathy is dependable, communicative, and takes care of your house and pets like they are her own. We will absolutely be booking her again.”

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Jessica F.
Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
• 121 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

Sitter Profile Image: Cameron W.
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Cameron W.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
7 years of experience
Winchester, VA, 22601

About: I have a love and understanding for all animals! I have trained my own and have learned so much through them. I have a lot of experience with dogs with behavioral issues. I am a college student with a lot of free time. My evenings are free and I have a lot of gaps during the day! I would love to get out on walks with dogs in my gaps. I have my own dog to keep yours company if that is something you would like. If not, he can stay with his other mama when your pup is over! Dogs will get full exercise and enrichment when staying with me. We will be in a fenced in yard running around and go on serval walks throughout the day.

Sitter Profile Image: Haley Z.
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Haley Z.
from
$55
per night
5.0 out of 5 stars
• 141 reviews
45 repeat clients
17 years of experience
Stephens City, VA, 22655

“Haley was amazing with our dogs and our home! This was our first time using Rover and we were a bit nervous leaving them with someone new, but truly couldn’t have found a better fit. The pups were SO excited to have a new buddy and warmed up to her immediately (they were sad when she didn’t come back after we returned home!). Haley took great care of our home, keeping it safe and clean while we were away. She went above and beyond in her professionalism and in sending daily photo updates on how the pups were doing — such peace of mind! My husband and I are both veterinarians and would recommend Haley to anyone looking for a trustworthy pet sitter!”

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Chantal G.
Sitter Profile Image: Marshall M.
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Marshall M.
from
$31
per night
15 years of experience
Harpers Ferry, WV, 25425

About: Hello! My name is Marshall and I am a primary cat groomer as well as dog groomer. I am passionate about the care and comfort of pets and pet parents alike and I strive to create a welcoming, comfortable, and gentle environment. I am experienced in administering medications, senior care, as well as general basic training. Currently, I own 2 cats and 1 dog that I have raised since each were kittens/puppy! Pet care is incredibly important and I am passionate to work with pets! I currently work part time however, since I do create my own hours, I am incredibly flexible and can work with your needed care hours. My kitties have free rein of the house since they are older and are house broken. My puppy is only 9.5 months old and requires full supervision and is crated whenever she is unable to be supervised. We go out every 1-2 hours for walks, hikes multiple times a week, as well as designated training and play time daily. My goal is to create a strong bond with my babies as they are essentially my children. I treat all pet clients as if they were my own (very loved)

Sitter Profile Image: Day B.
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Day B.
from
$60
per night
4.9 out of 5 stars
• 66 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

“Day is wonderful. Our anxious little pup was calm and happy when we got home. Day is a great communicator with our dog and with us, sending lots of pictures and keeping us informed. Definitely recommend her.”

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Carly G.
Sitter Profile Image: Destiny F.
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Destiny F.
from
$65
per night
3.0 out of 5 stars
• 4 reviews
1 repeat client
12 years of experience
Stephens City, VA, 22655

“Destiny was absolutely fantastic! She took great care of our babies and they all loved her! She was very communicative, gave great updates everyday, and very responsive! Highly recommend her for your pet sitting needs!!”

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Kayla G.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
3 years of experience
winchester, VA, 22602

About: I have been dog sitting/ walking for several years. The most dogs I have handled at 1 time was 3. I own 2 small dogs myself how ever I have experience handling big dogs as well. I have experience administering medication. I work 4 days on 3 days off so I would love to provide care for your animals on the days I have off! I'm more than happy to help! I can take your dog on daily walks, I love hiking can take a well trained dog with me! i trained my own to go with me, they're great both on and off the leash. I love any and all dogs and would love to give yours pets and attention.

Sitter Profile Image: Hanna E.
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Hanna E.
from
$31
per night
15 years of experience
Boyce, VA, 22620

About: Hello, my name is Hannah. I have been an animal lover, my whole life I have. I have eight years experience in dog sitting.I would love to be able to babysit your baby while you are away or do daily walks. I am always walking my dog Raven. We do daily walks up to three times a day .I am located in Boyce, Virginia. If your dog would be staying with me, i have a fully fenced half acre that they can roam around in and play. I am a stay at home mom to a two-year-old and year old. My schedule is very flexible considering I am home most of the time. We have a spacious home with a half acre yard for the dog to play in, my kids and I would give plenty of care and attention to your dog. But also be willing to take dogs to a doggy park, Walks around our town, And of course Play in our yard

Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
11 repeat clients
10 years of experience
Cross Junction, VA, 22625

“My dogs loved Jennifer! She was attentive and responsive our entire trip and sent many picture updates! We will definitely be booking with her again!”

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Hanna K.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Winchester, VA, 22602

“Victoria stayed in our home to take care of our dog Mika. She was very conscientious and respectful of place and took great care of Mika. Victoria spent most of the day with Mika so she wasn’t alone. We returned to a very calm and relaxed pup. Victoria is a good communicator, anytime she had a question or concern she was quick to let me know. We won’t hesitate to use Victoria again.”

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Belinda M.
Sitter Profile Image: Alexia K.
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Alexia K.
from
$95
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
15 years of experience
Harpers Ferry, WV, 25425

“Alexia took great care of Sophie. She kept communicating with me constantly, and sent me plenty of pictures and videos. Great experience overall!”

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Dahiana R.
Sitter Profile Image: Savannah H.
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Savannah H.
from
$50
per night
4.7 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Charles Town, WV, 25414

“We appreciated that she spent time with our dogs and kept them company while we were away. It was clear they were being given attention, which meant a lot to us. However, there were a couple of concerns that are important to mention. We have cameras in our home, which she was made aware of in advance. While most were turned off, we left the front door and one camera in the dogs’ area on. At one point, one of our dogs had an accident in that room. The footage showed that it was seen multiple times but not addressed. I only became aware of the situation after receiving several notifications and had to reach out to ask that it be cleaned. This made me feel that it may have been left unattended otherwise. Additionally, we had left our house key in a lockbox on the door. While the key was placed back inside, the combination was not reset. Since we were out of town, this felt like a safety concern, as it left our home more accessible than we were comfortable with. That said, I’m still giving her 4 stars. I know she’s just starting out, and these are all things that can easily be improved with a bit more experience. Overall, we’re grateful for the care she showed our dogs and appreciate her help.”

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Consuelo C.
Sitter Profile Image: courtney b.
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courtney b.
from
$100
per night
4.9 out of 5 stars
• 61 reviews
20 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: Caitlyn N.
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Caitlyn N.
from
$20
per night
5.0 out of 5 stars
• 1 review
18 years of experience
Paris, VA, 20130

About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!

Sitter Profile Image: Rachel R.
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Rachel R.
from
$55
per night
30 years of experience
Charles Town, WV, 25414

About: I’ve had dogs of my own my whole life. I’ve been taking care of others’ dogs for many years. I have experience with various breeds and sizes. Willing to do occasional jobs or recurring ones. I had to put set prices into my profile, but willing to discuss. I’m currently working part time and have a very flexible schedule. I am available any weekday and, with notice, can be available on weekends as well. I do not provide care in my home, but would love to come to your home where your dogs are most comfortable. I will provide any care needed- letting out in a fenced yard, taking for walks, feeding, administering meds, etc.

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: Kaylee W.
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Kaylee W.
from
$120
per night
18 years of experience
Front Royal, VA, 22630

About: Hello! My name is Kaylee, I am 23 years old and my biggest personality trait is my love for animals. If you were to ask someone who knows me, they may say “that girl with the zoo? I currently have 5 pets, who I consider my children, and that is the least amount of animals I have ever owned at once. (Only due to apartment living.) Caring for animals is my comfort and passion, it truly brings me joy. I have never lived a day without pets- and I don’t want to, so, I focused my career around them. However, I’m still in search of more! I am currently a manager at a dog boarding facility part time, and I love my job, but I would love to find more local work. At my facility, I am currently managing multiple groups of up to 20 free ranged dogs at a time. I have worked with nearly every dog breed out there, and I have loved them all. I have experience in handling many medical conditions in dogs, such as anxiety, allergies, seizures, joint issues, diabetes, asthma, and many more. I also have experience in administering a multitude of medications, including inhalers and insulin. I am currently working part time, and my work days are typically the same each week. I am unavailable on my work days during hours 4 AM- 3 PM, but I would love to work with you any other time! The approach I take to care for a pet depends on the pets temperament and needs. As I have probably met over 2,000 dogs at this point- I understand that each dog is different. Some may want constant affection, and I’m more than happy to give that! However, I know that some pets appreciate their space, or need to be taken slowly with.

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
4 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!

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The median cost per night for house sitting in Pyletown is $55

Pet parents share their Rover experiences - Pyletown

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5.0 out of 5 stars

Our dog was happily in her own home relaxing and everything was clean upon our return. Sierra did a wonderful job!

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Becky J.
House Sitting
5.0 out of 5 stars

Sierra took great care of our dog Stella! We returned home to a happy dog. Highly recommend and will definitely be reaching out again.

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

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for house sitting - Pyletown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Pyletown average 4
repeat house sitting clients

FAQs for House Sitting - Pyletown

Frequently asked questions about Rover

As of November 2026, there are 840 sitters on Rover offering House Sitting across Pyletown. 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 Pyletown 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 Pyletown 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.

Tip: 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 Pyletown 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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 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.

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

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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