House Sitting Winebrenners Crossroad

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Winebrenners Crossroad, 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: Heather & Melina I.
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Heather & Melina I.
Star Sitter
from
$55
per night
5.0 out of 5 stars
98 reviews
34 repeat clients
40 years of experience
Martinsburg, WV, 25405

Heather was wonderful with our dogs. She kept us well informed and sent lots of pictures. Everything was great upon our return. We have already booked some drop ins with her and we are planning on booking with her again

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Lisa W.
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 so communicative and took extra care to interact and snuggle with our cats. We really appreciated her willingness to sit for us last minute and enjoyed our trip knowing she was updating us with pictures of her sleepovers with our girls and Pookie. She was able to administer insulin for our diabetic cat and ensure her dietary needs were met. We were so lucky to find her!

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Stephanie L.
Sitter Profile Image: Lindsey J.
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Lindsey J.
Star Sitter
from
$80
per night
5.0 out of 5 stars
62 reviews
16 repeat clients
13 years of experience
Martinsburg, WV, 25404

We are very pleased with Lindsey. She took real good care of our Rocky. She communicated with us the entire time she was caring for our pup. We highly recommend her and we definitely use her again in the future.

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Irene E.
Sitter Profile Image: Adriene M.
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Adriene M.
from
$50
per night
5 years of experience
Martinsburg, WV, 25401

About: I've taken care of multiple types of animals over the years! Dogs, cats, birds, bugs, reptiles, rodents, amphibians and fish! Much of my experience comes from working at PetSmart and owning most of these animals myself! I have 2 Rottweiler/Husky mixes, 2 cats, a cornsnake, 5 birds (Sun Conure, Green Cheek Conure, Cockatiel, and 2 Budgies!), 3 axolotls, one tank of Koi and Goldfish, and another tank of tropical fish! I currently work part-time at PetSmart as a pet caretaker! I have Thursdays off, but my work schedule doesn't normally get in the way. I always wait for an animal to greet me first to avoid stressing the pet out. I normally have calming chews and treats on me to try to encourage the animal that I am not a threat.

Sitter Profile Image: Oksana G.
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Oksana G.
from
$60
per night
5.0 out of 5 stars
37 reviews
6 repeat clients
6 years of experience
Martinsburg, WV, 25404

Oksana was great — she followed all instructions, kept the pups happy and well cared for, and left the house spotless. We came home to calm, content dogs and everything exactly as we left it. Highly recommend!

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Heather Z.
Sitter Profile Image: Courtney G.
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Courtney G.
from
$50
per night
5.0 out of 5 stars
11 reviews
9 repeat clients
1 year of experience
Martinsburg, WV, 25404

Courtney was communicative, prompt and took great care of my energetic dog and my home. I hope to book her again soon.

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Donna L.
Sitter Profile Image: Dyani C.
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Dyani C.
from
$65
per night
3.5 out of 5 stars
5 reviews
14 years of experience
Martinsburg, WV, 25404

About: Ive always loved animals, especially dogs. I grew up on a farm, and I have skills training, and taking care of many types of animals. Im currently working part time, and have plenty of time to check on and watch your pups. I have time on the weekends and weekdays for you. I have lots of space, love, and care for your pets. At my clients home I follow instructions and preferences to care for their pets.

Sitter Profile Image: Alexia K.
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Alexia K.
from
$70
per night
5.0 out of 5 stars
23 reviews
7 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: Emi T.
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Emi T.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
45 years of experience
Martinsburg, WV, 25404

About: I have been an owner of many animals! I have taken care of dogs, cats, birds, hamsters, and farm animals. I am an animal lover and enjoy spending time with them. I was hosted in a wildlife refugee home when I was young, so I have a lot of experiences with animals with special needs. I have retired early and looking to help out with animal care. I have an open and flexible schedule and can work with pet owners about their needs and schedules. I can accommodate and adapt to your family’s routine and will build on the household’s established needs to create a structured, consistent environment for your pet.

Sitter Profile Image: Cassidy R.
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Cassidy R.
from
$30
per night
5.0 out of 5 stars
4 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.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$50
per night
5.0 out of 5 stars
5 reviews
7 years of experience
Shepherdstown, WV, 25443

Jack and Micki were so happy when we got home which tells me they were well cared for. Sarah was responsive, shared pictures, and cleaned up the house after staying with them which is amazing to come home to. So glad our pups had a great time with her while we were away.

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Mikayla S.
Sitter Profile Image: Lauren L.
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Lauren L.
Star Sitter
from
$31
per night
5.0 out of 5 stars
66 reviews
18 repeat clients
6 years of experience
Shepherdstown, WV, 25443

Lauren was great with our pups! We have three big dogs and she sent updates on each one when she let them and fed them! It made it easier on me being gone knowing they were well taken care of. We came home to three happy dogs!! Will definitely be using Lauren again in the future.

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Samantha L.
Sitter Profile Image: Chelsy E.
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Chelsy E.
from
$50
per night
20 years of experience
Kearneysville, WV, 25430

About: I have over 20 years of experience and caring for pets. We have also had the opportunity to breed German shepherds for many years. I have experience with senior animals, as well as with animals that require medication. Please feel free to reach out at any time. My schedule is fairly open! I am available during the week as well as on weekends. Please reach out with any additional scheduling questions you may have. I am dedicated to providing quality care for your animals and a safe environment. I understand the importance of providing quality care for your animals while you are away as your animals are an extension of your family.

Sitter Profile Image: Faith W.
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Faith W.
from
$70
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Charles Town, WV, 25414

Faith took such good care of our dogs! Would highly recommend her to anyone!

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Carrie F.
Sitter Profile Image: Teri B.
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Teri B.
from
$50
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
56 years of experience
Shepherdstown, WV, 25443

Teri was so loving to my baby boy Diego, and made sure to provide updates so that I felt completely secure and I knew he was being well cared for. Will definitely be a repeat client and I highly recommend Teri for your pet needs!

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Jessica T.
Sitter Profile Image: Zeel L.
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Zeel L.
from
$60
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
20 years of experience
Charles Town, WV, 25414

About: Hi, I'm restarting my animal care business. I want to ensure a stimulated experience with a swift pace and consistent disciplined walking style of what I like to refer to as "nose to toes," where the dogs stay no further than my toe, to my sides, or behind me. I also have experience with aggressive dog behavior, so if a single walk is necessary, I can do that. I have been in the animal care business for as long as I can remember, and I know Fairlington very well since I grew up here. I now live in Harper's Ferry in West Virginia. I will be able to track my walks with a phone app that will track your dog's walking pace, distance traveled, and the route we take. I usually do pack walks of 3-5 dogs depending on size, but I can do singles if needed. I'm also able to cat-sit/dog-sit and care for exotics and birds (no insects). I'm flexible because I have my own cleaning/organizing/declutter business. I wake up however early dog might need be let out or pet given meds, and give at least 3 long 30min-hour walks depending on the energy level and few let outs throught the day if needed for young pups or older if bladder is sensitive. Plenty of loves and can work on training or stimulated play time with toys and puzzles. I will be professional and not have any guests over ever, and always keep doors locked when not there and if plants need care I can help with watering. I have 4 animals myself so it's pretty automatic to just add another pet cuz I've cared for multiple animals at a time or drop in visits when needed throughout my day. Whatever the fmaily requests for schedule when to feed, medicate(if needed), amount of walks and play time needed to make sure they're healthy and stimulated. Whenever they're ready for bed, crate if needed requested by parents, and make sure they go outside(dogs) to ensure no accidents throughout the night. I give them just as much love and attention and play as my own. And feed round same schedule unless instructed otherwise. Giving exercise and play time when needed. And kept to routine of crating if owners instruct.

Sitter Profile Image: Christine P.
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Christine P.
from
$32
per night
5.0 out of 5 stars
2 reviews
25 years of experience
Shepherdstown, WV, 25443

Christine was attentive to the details and instruction I left with her. She’s really a good dog sitter. You will not regret booking her.

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Alfa J.
Sitter Profile Image: Chantal W.
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Chantal W.
from
$28
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Martinsburg, WV, 25401

About: Having grown up with pets my entire life (from pigs and peacocks to dogs and guinea pigs), I understand the importance of providing great care to all furry friends. I have two dogs of my own, a 4 year old lab and 7 year old Cavapoo. I am happy to provide play time, snuggle time, walks, and medication (if necessary) for puppies to senior dogs. I know leaving your fur baby in the care of someone else can be stressful, so I try to alleviate that stress by being responsive, providing updates, and loving on your pet while you are away. **please note, I do not provide care for aggressive dogs. Thank you for understanding!!! I have plenty of time to care for your pet. I work part time from home, and am able to provide walks, play time, and couch time if you have a snuggler. I have a fenced in yard with two friendly dogs. For them, we enjoy nightly walks, afternoon fetch, and morning treats. If you board in our home, your pet must be dog and kid friendly. At your home, I can provide play time, walks, and tons of love and affection.

Sitter Profile Image: Renee F.
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Renee F.
from
$65
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
12 years of experience
Martinsburg, WV, 25405

About: Hi! I’m such a huge animal lover! I’m an avid dog lover! I had a American Stanford Shire for 7 years who I loved dearly before she passed away. I learned so much about dogs from my experience with her,specifically about pit breeds. So all your pit breeds out there don’t hesitate to call me:) I love all breeds bully, Rottweilers, Pitts, mastiff and boxers! My schedule is super flexible so it’s easy to fit yours. Rover appealed to me because,I’m not able to have a dog of my own right now. But it allows me to still Be able spend time with dogs. I’ll be sure to show your pup TONS of love and affection while we are on walks and be sure to take it at their pace. I’m available for running and walking appointments 7 days a week, so if your dog needs to go and let out some energy I’m the one to call. I can’t wait to meet you and your fur babies soon!

Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$125
per night
5.0 out of 5 stars
113 reviews
51 repeat clients
34 years of experience
WV, 25413

Lauren is AWESOME! My dogs instantly loved her, and she played frisbee in the hot, hot heat until one pup was satisfied, and snuggled with the other to his hearts content.

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Holly L.
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The median cost per night for house sitting in Winebrenners Crossroad is $50

Pet parents share their Rover experiences - Winebrenners Crossroad

1 / 1
5.0 out of 5 stars

They were great for my household of pets! Understanding to a variety of needs, open and adaptable to changes and sent many pictures throughout the day for peace of mind! They even were about to get our shy cat out of hiding and lots of pets and cuddles! Would book again :)

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Carla A.
House Sitting
5.0 out of 5 stars

Courtney was communicative, prompt and took great care of my energetic dog and my home. I hope to book her again soon.

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Donna L.
House Sitting
5.0 out of 5 stars

Terry went above and beyond watching our one year old pup, Bravo again. Terry even slept on the couch because Bravo seemed a bit nervous at night. Bravo didn’t want to leave and loves their property and dog. Terry sent pics and videos during his overnight stay. We can’t thank their family enough!!!

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Jessica D.
House Sitting
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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

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  • 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 - Winebrenners Crossroad

Select a filter and find qualifying sitters offering house sitting.

Sitters in Winebrenners Crossroad average 4
repeat house sitting clients

FAQs for House Sitting - Winebrenners Crossroad

Frequently asked questions about Rover

As of August 2026, there are 880 sitters on Rover offering House Sitting across Winebrenners Crossroad. 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 Winebrenners Crossroad 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 Winebrenners Crossroad 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 Winebrenners Crossroad 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 Winebrenners Crossroad. On Rover:

  • 95% of sitters can help with special care needs
  • 100% 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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