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: charlotte g.
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charlotte g.
Star Sitter
from
$60
per night
5.0 out of 5 stars
7 reviews
4 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: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

Julia is wonderful with our cat! We always know he is in good hands. When we come home, it's like we never left. Julia always keeps us up to date with photos and videos which is really nice when we're missing him. Thanks so much!

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Kristyn A.
Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
10 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: Kristine S.
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Kristine S.
from
$40
per night
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Winchester, VA, 22601

Kristine was very responsible taking care of our dog and home while we were gone for 4 days. In fact, more than we expected. We will definitely want her to take of Boots again when we need a dog sitter.

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Sharon B.
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: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Winchester, VA, 22601

Natalie is everything I was hoping to find in a dog sitter, and then some! She is trustworthy, compassionate, dependable, kindhearted, caring, and overall just a wonderful person to work with. From the moment we had our meet and greet, I just knew I found THE perfect person that I instantly trusted to take care of my dog in my home. She takes the time to get to know you and your pet, and even organizes all of the information into a detailed “cheat sheet” about your pet! She is now my go-to person for any future pet sitting needs!

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Lindsey R.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$63
per night
4.9 out of 5 stars
16 reviews
7 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: Matthew H.
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Matthew H.
from
$30
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
7 years of experience
Reseda, Stephens City, VA, 22655

Matt was amazing already booked again did a great job with all 4 including our new pup who is not completely house trained yet

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Ricky
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
92 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: Randi E.
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Randi E.
from
$50
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Lovettsville, VA, 20180

About: I have over 5 years of experience house sitting and pet sitting . I have experience from puppies to seniors! I’m comfortable in giving meds I own my own business and work a part time job but they both allow so I’m able to make my own schedule . Day I care for pets in Clients home with all the respect of there home and follow all the guidelines the client sets for their pet

Sitter Profile Image: Jamie B.
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Jamie B.
from
$100
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
12 years of experience
Berryville, VA, 22611

About: I have worked in pet care/home care for over a decade! I work as a dog walker for a company in Berryville, and I also work as a groomer for a Newfoundland Breeder with show dogs. I have had experience as a vet technician as well! I am comfortable will all types of dogs and would love to meet yours❤️ I provide daily dog walking services and breaks, in home boarding or house sitting. Dog walking and pet care is more then simply providing the basics, I appreciate the trust that owners give when having someone provide care for there beloved animals. Respect, genuine love, trust and a building relationship goes into each pet a care for. Pet care is full time for me, and I am available weekly and in the weekends. My schedule is generally flexible and I can usually accommodate even last min requests. However I do occasionally have a fully scheduled week and any house sitting or dog sitting requests would be easier to schedule with a couple weeks notice. I do not currently have a fenced in yard, but I provide walks and potty breaks by walking on a leash as needed. I live close to 2 dog park’s and I love to take them there to burn off energy ( as long as dog parks are not an overwhelming experience and the owner agrees it is ok to visit one ), I also enjoy bringing them along as a running and hiking buddy on the several nature trails near me. If I am watching a pet in their own home, I will just keep up with the normal routine as stated by the owner, and of course always check with you to make sure any new activities we try are ok

Sitter Profile Image: Liberty W.
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Liberty W.
from
$90
per night
5.0 out of 5 stars
138 reviews
46 repeat clients
15 years of experience
Leesburg, VA, 20175

Libby was great with our two dogs. One is blind and one is still in the process of house breaking. Both are so shy. She was able to win them over and support potty training! They just loved her. She sent pictures every day. She also took excellent care of our home while we were away. She’s all around an excellent choice and would highly recommend to anyone. Thank you Libby!!

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stephanie t.
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 watched our dog and housesat for us for an entire week. She communicated with us the entire time and sent photos and videos. She kept the house spotless and made sure to bring in the mail every day. We were never worried about our puppy or the house. Kathy was great and we can’t wait to book her again.

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

Day is phenomenal! She’s such a wonderful person and you can tell instantly how much she loves animals. She took the time to get to know our 4 dogs and even learned their quirks and built up trust with them. By the end of the weekend our Cattle dog was in love with her. He was very disappointed when it was us who came through the door and not Day. 🤣 Thank you so much Day for your care and kindness with our dogs. We even learned a lot from you! We will definitely apply your tips to our training routine right away. We will definitely call when we need a sitter again!

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Errin K.
Sitter Profile Image: Kourtney P.
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Kourtney P.
from
$85
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Charles Town, WV, 25414

I want to be greedy and keep Kourtney a secret…But also go on and on about how amazing she is! This was our first time leaving the girls with someone and we could not have asked for anyone better. She was timely, communicative, and most importantly so kind to our baby dogs (and our home)! You will not regret having her help care for your pups. If we could give 1,000 stars we would!

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

Haley was great! We had no problems at all, she kept us updated on our pets and when she left the house nothing was out of place and everything was cleaned up!

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Kyle V.
Sitter Profile Image: Darian C.
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Darian C.
from
$65
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

Darian was amazing! She house sat for our three cats, two dogs, and backyard chickens. She gave us peace of mind knowing she was responsible, caring, and professional. She really cared for our animals like they were her own. We will definitely be asking her to take care of our girls again in the future and I would recommend her to anyone.

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Rae S.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$30
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Winchester, VA, 22603

Sarah was very friendly and professional. Our dogs were taken care well. Would book her again.

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Nancy M.
Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per night
4.9 out of 5 stars
33 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

As before, Laurie took great care of our 2 corgis for the weekend. She was communicative and gave us peace of mind while we were out of town.

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Hannah M.
Sitter Profile Image: Olga & Stepan A.
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Olga & Stepan A.
from
$44
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sperryville, VA, 22740

Olga & Stepan were excellent! They cared for our 3 pets (two cats and dog) while we were gone for the day—they gave the dog her daily pill, took her out, played their special game, and even went above and beyond to leave the house better than when we left it. We are looking forward to having them back for a longer visit.

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

Pet parents share their Rover experiences - Pyletown

1 / 1
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
1 / 1
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  • 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 sitters who will treat your pets like family

  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 September 2026, there are 854 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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 sitter.

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

  • 95% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 97% 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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