House Sitting Webbtown

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

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Webbtown, 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: 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: charlotte g.
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charlotte g.
Star Sitter
from
$60
per night
5.0 out of 5 stars
6 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: Sherry R.
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Sherry R.
from
$63
per night
4.9 out of 5 stars
13 reviews
6 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: 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

Anastasia takes excellent care of our two Rhodesian Ridgebacks, and are home. We always miss our dogs terribly when we go away, but trust they are well cared for by Anastasia.

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Susan L.
Sitter Profile Image: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
22 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

Julia is wonderful with our cat and taking care of our home while we are out of town. She kept us up-to-date throughout each day with photos and even a video of our little guy. She was very prompt and great at communication. Thank you so much, Julia!

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Kristyn A.
Sitter Profile Image: Aly P.
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Aly P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
16 years of experience
Martinsburg, WV, 25405

Aly was kind and communicative. Our dogs seemed to love her, and she sent regular updates throughout the booking. I would definitely recommend!

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Molly R.
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: Emelyn S.
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Emelyn S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
57 reviews
17 repeat clients
3 years of experience
Purcellville, VA, 20132

Eme was so good! Came home to a spotless house and our dog was in great hands! She was responsive and put our mind at ease with great updates. You can tell she’s very experienced and professional. Your pet is in good hands with Eme!

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Ryan C.
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 an absolute treasure!! And that’s with a T not a P. Although she was also a pleasure to work with she is one of the most capable, friendly, caring, conscientious, pet sitters I have ever met. I will definitely use her again. I say treasure because she’s the sitter I would want again and again and again. 10/10 🥰🥰

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Amanda B.
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 Izzy and left the house super clean.

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Becky J.
Sitter Profile Image: Brooke H.
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Brooke H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
68 reviews
25 repeat clients
25 years of experience
Sterling, VA, 20166

Brooke was absolutely fantastic! We had her do a drop in visit as well as an overnight stay. Our pup can be a bit anxious around new people but she very quickly warmed up to Brooke and was snuggling in no time. Brooke was easy to communicate with, shared lots of updates and cute photos, and left our house in great condition. She was also punctual. We would absolutely trust her to watch our dog again!

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Christine K.
Sitter Profile Image: Deborah G.
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Deborah G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
40 years of experience
Woodbridge, VA, 22191

Deborah was absolutely wonderful when she house sat for us while we were out of town! Our Great Dane loved her and our house was in better shape than when we left! 10/10 recommend and will be using her again in the future!!

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Richard C.
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

Laurie watched our two dogs for a week and they seemed very well taken care of! She sent us photos every day to show us they were doing well.

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Mckayla E.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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: Liberty W.
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Liberty W.
from
$90
per night
5.0 out of 5 stars
137 reviews
46 repeat clients
15 years of experience
Leesburg, VA, 20175

A fantastic dog sitter!!! Took good care of our dog, left our home the way we left it!! A responsible lady, always on time!! Recommend highly!! She is the best!!

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Sharon E.
Sitter Profile Image: Kristine S.
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Kristine S.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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: 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: Kim K.
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Kim K.
Star Sitter
from
$86
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
40 years of experience
Round Hill, VA, 20141

Kim was amazing with our high maintenance little dachshund. We are so appreciative of her attentiveness, kindness, and professionalism. Your pup will be in great hands with Kim!

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Amalio C.
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 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: Cassidy R.
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Cassidy R.
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
2 years of experience
Shepherdstown, WV, 25443

Cassidy took great care of Ash! Would happily hire again.

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Vex S.
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The median cost per night for house sitting in Webbtown is $50

Pet parents share their Rover experiences - Webbtown

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5.0 out of 5 stars

Annalee is an incredible sitter! She house sat and cared for my dog for a week and a half. She took my dog on lots of walks and gave her so much love, care, and attention. I really appreciate the daily updates and pictures. She was also very respectful of my home and things and left my home just as she found it. She is definitely my go-to sitter for the future! I greatly appreciate her!

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Michelle M.
House Sitting
5.0 out of 5 stars

Highly recommend! Annalee was super accommodating, kept me updated the whole time, and took amazing care of my dog. I felt comfortable and a peace of mind knowing my pup was being well taken care of. I’ll definitely book with her again!"

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Macy M.
House Sitting
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Find pet care near you

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.

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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Webbtown

Select a filter and find qualifying sitters offering house sitting.

Sitters in Webbtown average 4
repeat house sitting clients

FAQs for House Sitting - Webbtown

Frequently asked questions about Rover

As of August 2026, there are 1,420 sitters on Rover offering House Sitting across Webbtown. 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 Webbtown 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 Webbtown 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 Webbtown 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 Webbtown. On Rover:

  • 95% of sitters can help with special care needs
  • 99% 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.

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