House Sitting in Pyletown

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

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Top rated Pyletown house sitters

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: Annalee O.
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Annalee O.
from
$40
per night
1 repeat client
11 years of experience
Berryville, VA, 22611

About: For over 11 years, I’ve been a dedicated pet parent to both cats and dogs. My experience ranges from nursing an abandoned kitten back to health to raising a Great Pyrenees from puppyhood. I am very comfortable with giant breeds, senior pets, and high-energy dogs. I understand that every animal has a unique personality and I pride myself on providing the specific care and patience they need. I offer a consistent routine that fits perfectly around a standard workday. I’m available for early morning visits before 8:30 AM, midday check-ins during my lunch break, and am fully available after 3:00 PM for afternoon walks and evening care. My weekends are very flexible, allowing me to provide dedicated time and attention to your pets while you're away. I do not offer boarding in my home to ensure my own two dogs—a Great Pyrenees and a Bichon Frise—have an stress-free environment. However, my experience managing a multi-dog household makes me highly observant of pet behavior and safety. In your home, I focus on keeping your pet’s routine exactly as they like it. During visits, I provide fresh water, feeding, and plenty of exercise or backyard play. I am extremely respectful of your home and always send photo updates after every visit so you can see your pet is happy and safe.

Sitter Profile Image: Sierra C.
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Sierra C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
7 years of experience
Boyce, VA, 22620

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.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

Was gone for about 3 days. Jessica was able to provide me with a morning and afternoon report on how my pets were doing and sent me plenty of pictures. I was so grateful and was able to enjoy my trip knowing that they were in good hands. My 2 cats and pup were so comfortable with her. Definitely recommend and will rebook again!

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Jessica N.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$27
per night
10 years of experience
Winchester, VA, 22602

About: I have been a pet owner for as long as I can remember. I have had both dogs and cats and love them both equally. I have cared for pets for both family members and friends. I've watched all types of animals with many different personalities. On top of pet sitting, I have fostered multiple litters of kittens, which has taught me patience and attentiveness. In my free time, I also enjoy volunteering at a local rescue to help walk dogs. I understand the hard work, attention and love that goes into managing any kind of animal, and I am willing to do just about anything to make sure that your pet feels loved and safe. I am a grad student who only has in person classes on Tuesday typically 8am - 4pm, which makes me very flexible for the rest of the week. I am very conscious about safety when it comes to walk, and/or letting dogs out in a fenced in area. I am sure to read any instructions before hand to learn about any issues individual pet needs.

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

Haley did a great job keeping my high energy Border collies content. She was great with status reports and communications. Will definitely keep her in mind next time. Very happy with her. Thanks Haley

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John G.
Sitter Profile Image: Kristine S.
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Kristine S.
from
$30
per night
5.0 out of 5 stars
6 reviews
30 years of experience
Winchester, VA, 22601

Kristine is a warm and caring individual and my dogs picked up on that immediately. She was fantastic with our three German Shepherds. She took great care of our dogs and our home while we were away. She was respectful of our property, cleaned up after herself and the dogs, and went above and beyond by mopping up after a rainstorm and even throwing linens in the wash before we returned. It gave us so much peace of mind knowing everything was being handled so thoughtfully. Great communication, too. I would absolutely book Kristine again and highly recommend. Kristine, if you’re reading this, thank you so much for putting up with all the shedding, the Shepherds were dropping their coats like crazy.

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Alesha R.
Sitter Profile Image: Carissa T.
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Carissa T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Front royal, VA, 22630

We were on vacation with our high-anxiety pup and Carissa was happy to help us out - she's a great communicator and we appreciate her willingness to come up to our Airbnb in the mountains!

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Leslie H.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
58 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

Kathy took excellent care in our home of our 6-month old puppy, as well as our 3 adult cats, 1 kitten and 1 hamster while we were out of town for 5 nights. She carefully reviewed and followed all care instructions. She took good care of our home also. She was responsive, respectful and courteous at all times. She sent regular updates and photos, and messaged us with questions as appropriate. We would not hesitate to request her services again.

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Michael A.
Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Winchester, VA, 22601

Our 130# Newfoundland and cat were well taken care of. Communication was great, even using a different app since we were in Europe. Would not hesitate to use Charlotte again, she cared for our animals like they were hers.

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Giovanna C.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$50
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
12 years of experience
Boyce, VA, 22620

Can’t recommend Taylor enough. She was great at dog-sitting our 1yo Samoyed pup. She communicated well, followed our instructions to a T and gave our pup lots of love.

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Tj J.
Sitter Profile Image: Shannon B.
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Shannon B.
from
$55
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Winchester, VA, 22602

Shannon was great with our dog for a 2 night house sitting. She was excellent with communication and gave us updates and pictures while we were gone. She left our home in great condition, and we would definitely use her again!

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Denise F.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
89 reviews
27 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: Suellen W.
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Suellen W.
from
$30
per night
2 years of experience
Winchester, VA, 22601

About: I’ve had dogs my entire life, and got into dog training 2 years ago. I assisted a dog training company with the dogs they would board and care for, and assisted with multiple training outings. I also raised and trained my own service animal. I’m currently working part time, and will focus solely on providing care for your pet and home. They are my number one priority and love to do things with them. I will take them on long walks and do training with them to get their brain going. I’ll make sure their meals are extra tasty and made with love.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$35
per night
4.8 out of 5 stars
7 reviews
23 years of experience
Winchester, VA, 22602

Victoria provided frequent comms and was very responsive. Great job, we will definitely use her again!

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Stu Y.
Sitter Profile Image: Kathryn W.
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Kathryn W.
from
$50
per night
5.0 out of 5 stars
1 review
10 years of experience
Winchester, VA, 22601

Katherine was absolutely great with Donner and Murphy during the storms we had yesterday. Played with them cuddled with them to comfort them. We’ll definitely have back as needed.

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Pamela T.
Sitter Profile Image: Anneliese S.
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Anneliese S.
from
$75
per night
5.0 out of 5 stars
5 reviews
14 years of experience
Winchester, VA, 22602

About: My family has had 2 dogs since I was 10 and two cats since I was 14 which I took part in caring for. Four years ago I also got a cat of my own! I have been fortunate enough to also care for pets from different friends and families while they’ve been away! So, I have a lot of experience feeding, playing, cleaning up after and caring for cats and dogs of all different breeds! I am currently taking some time off of work before starting PA school over the summer. So I have a pretty open schedule to figure out what works best for you and your furry friends! I am great at following any directions from you to ensure that your pet is safe with me! You let me know what standards and precautions you follow and prefer and I will always abide by them!

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: grace f.
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grace f.
from
$32
per night
21 years of experience
Purcellville, VA, 20132

About: I grew up with 2 Labrador retrievers, who I grew a special bond with where I grew to love taking care of dogs! I now have a 3 year old German Shepherd pure bred, who I raised and helped to train. I just adopted a Hound, who is a 2 year old rescue. I love walking my dogs everyday, and also driving them to parks as well. I feed my dogs everyday, and have always been known to be taking care of dogs my whole life. I am 21 years old, and a student at East Carolina University. I come home very often, especially during breaks, and live here all summer! My pets are apart of my everyday life, and I am willing to take care and spend valuable time with pets whenever needed and necessary for you! I am willing to do just about anything with your pets, such as spending time playing with them, walking them, going to a park, feeding them, making sure they go to bed safe, whatever fits you and your pets needs!

Sitter Profile Image: Reina P.
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Reina P.
from
$47
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
114 reviews
45 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).

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Pyletown pet parents share their Rover experiences

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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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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Pyletown average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Pyletown on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Pyletown house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 346 house sitters in Pyletown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Pyletown house sitters respond in under an hour.

House sitters in Pyletown have an average of 17 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Pyletown.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Pyletown house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.