House Sitting in Winchester

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Top rated Winchester house sitters

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Sitter Profile Image: Ava L.
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Ava L.
from
$50
per night
6 years of experience
Perry, GA, 31069

About: I have been a pet owner for many years of my life. I’ve been apart of local farms as well. I build special connections with animals and will treat them like my own. I am currently working part time, but I am still available every day of the week. It has never been a problem working and taking care of animals. My animals are very taken care of, if anything too spoiled. While taking care of the animals I make sure the house is taken care of as well.

Sitter Profile Image: Ellen M.
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Ellen M.
from
$50
per night
5.0 out of 5 stars
93 reviews
30 repeat clients
Perry, GA, 31069

Ellen and her husband did a great job of watching all of our dogs (including a new puppy). She kept us up to date with check-ins and was very transparent with us about anything we may want to know. Ellen was great with her communication and replied quickly to us. We will definitely be booking with her in the future

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Elizabeth H.
Sitter Profile Image: Caitlin K.
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Caitlin K.
from
$40
per night
6 years of experience
Powersville, GA, 31008

About: I have been pet sitting dogs and cats since I was very young and am passionate about caring for and saving animals of all breeds! I am currently a college student who attends school 3-4 days a week. However this doesn’t not affect my pet care because I prioritize any potential clients and can balance work and life! I make sure to give lots of love, attention, cuddles, and play time with any animal of any size. I am big on treat giving!

Sitter Profile Image: Anastasia O.
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Anastasia O.
from
$40
per night
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Fort Valley, GA, 31030

About: I have 10 years of hands-on experience caring for animals and have worked with dogs of all sizes, breeds, and temperaments. Families, friends, and neighbors consistently trust me to provide dependable and attentive care, including feeding, walking, playtime, and maintaining structured daily routines. In addition to dogs and cats, I am also comfortable caring for reptiles and other small animals. I understand the importance of proper habitat maintenance, feeding schedules, and careful handling to ensure their health and safety. I have experience with puppies, high-energy dogs, senior pets, and animals that may need extra patience or reassurance. I prioritize consistency, safety, and clear communication, and I always provide regular updates and photos so you can feel confident while you’re away. Every pet in my care is treated with respect, attentiveness, and genuine love. I have open availability and a flexible schedule, which allows me to accommodate a wide range of pet care needs, including boarding, drop-ins, and extended stays. I am available weekdays, weekends, and holidays, and I can adjust to your pet’s established routine to ensure consistency and comfort. My priority is providing dependable care and being accessible when my clients need support. Your pet’s safety and well-being are my top priorities. I have a fully fenced yard as well as a secure outdoor fenced playpen area to allow for safe exercise and supervised outdoor time. Inside the home, pets are monitored closely and kept in a clean, structured environment. I am able to crate if requested and will always follow your specific instructions regarding routines, feeding, and supervision. I focus on creating a calm, secure, and stress-free environment so your pet feels comfortable and cared for at all times.

Sitter Profile Image: Tahj E.
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Tahj E.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Fort valley, GA, 31030

About: I have been in love with dogs every since I was little and I inspire to be a zoologist when I get older and graduate college so my passion for animals In general is a all time high also I played sports in high school so I’m a very active person and never get tired so if you want top notch service I’m here for you and will guarantee a happy and safe environment for your dog and will always be active and having fun 24/7 also I used to own a Great Dane before it sadly passed away I was upset and it was my best friend so big dogs are my specialty but I’m good with any dog so choose me for a wonderful service

Sitter Profile Image: Madelyn W.
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Madelyn W.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Vienna, GA, 31092

About: I have several years of experience caring for dogs of different sizes and personalities. I’m comfortable with feeding, walking, playtime, and making sure pets feel safe and comfortable while their owners are away. I also have experience caring for my own pets and understand how important it is to treat every animal like part of the family. I’m patient, attentive, and always make sure pets get the attention, exercise, and care they need. Pet care fits naturally into my daily routine because I truly enjoy spending time with animals. I make sure to plan my day so pets get plenty of attention, walks, playtime, and care. I’m happy to follow each pet’s normal routine to help them feel comfortable and relaxed while their owner is away. My goal is to make them feel safe, loved, and well cared for. 🐾 You’re pet’s safety and comfort are very important to me. I have a fully fenced-in yard where dogs can safely play and get fresh air. I do not have any other pets in the home, which helps provide a calm and stress-free environment. If your pet is crate trained or prefers a crate for sleeping or downtime, I’m happy to accommodate that as well. My goal is to create a safe, comfortable space where pets feel relaxed and well cared for while you’re away. 🐾

Sitter Profile Image: James H.
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James H.
from
$50
per night
5.0 out of 5 stars
4 reviews
5 years of experience
Roberta, GA, 31078

About: Hi 👋 I offer overnight care in the pet's home environment to be sure they are well cared for while you're away. I'm available to care for them, love on them, and go above and beyond your expectations! I will come do an introductory visit with the pets while you are there so I can meet them and we can go over their routines, what they like to do during the day, discuss any medications, discuss any household chores, and we can be sure the pets will feel comfortable with me as their caregiver while you are away. I've been blessed to care for dogs, cats, horses, ponies, chickens, ducks, turtles, and even catfish. I’ve been blessed to pet sit for years and I will happily provide references at your request! I am available to pet/home sit for any duration. One day/night up to weeks at a time. My rates are fair and affordable. Along with caring for your fur family, I can also handle everyday household tasks such as watering plants, taking the trash to the road, checking the mail, and etc. Household chores are no extra charge. Please, no snakes or lizards. Let's chat! Other than pet sitting, I do ministry with a Christian camp. When we discuss the dates and what you need, I can tell you about my ministry schedule for the dates that you need me. Rest assured, I will be sure to take excellent care of your fur family! During the introductory visit, I make it a point to learn the general household schedule so I know what is normal around your home and what is not normal. I take safety of your fur family and your property seriously. If your fur family needs to go outside, I am right there with them. If your fur family stays outside, apart from me spending time playing with them, I check on them routinely to be sure they are safe and content.

Sitter Profile Image: Hilani M.
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Hilani M.
from
$20
per night
4.7 out of 5 stars
4 reviews
1 repeat client
19 years of experience
Bonaire, GA, 31005

Wonderful job watching our pets! Very caring and easy going. She grasped quickly our special instructions to feed, medicate and care for our dogs and chickens!

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Karynthia B.
Sitter Profile Image: Teran B.
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Teran B.
from
$26
per night
10 years of experience
Kathleen, GA, 31047

About: I have taken care of pets of all ages. Including giving medication, and I am working on learning different training methods. I am comfortable with rambunctious puppies and aging seniors. Medications and Allergies are okay. This is my job. So I have plenty of time to spend with your fur baby. I am available for Housesitting, Drop-in, and Dog Walking. Contact me today. I will meet with the client and pet(s) and the get to know the routine and the placement of everything. Ask questions. Then it's playtime or lazy day.

Sitter Profile Image: Qundrea H.
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Qundrea H.
from
$32
per night
3 years of experience
Fort Valley, GA, 31030

About: i have been taking care of pet's since the age of 11 all of my family and friends call on me when they need help or boarding for their pets. Have taken care of some senior pets as well. i am currently a sophomore at Fort Valley State University. I am available to pet sit, walk, and play after 4pm on Monday, Wednesday and Friday on Tuesdays anytime after 11:30am and Thursdays anytime after 2pm. For boarding please contact me When I’m home in Atlanta, my day with my dog starts with a potty break at 6 AM and breakfast at 7 AM. We go outside around 7:45 for about an hour, then play and relax until noon with another potty break around 11 AM. I give a small snack around 12:15, followed by a potty break, and quiet time or crating until 2 PM if needed. In the afternoon, we spend 2+ hours outside depending on energy levels, take a rest, then go back out for about an hour. Dinner is at 7 PM, followed by a potty break at 7:45. After winding down, there’s a final potty break at 10 PM before bed. Are you going either to your schedule or the schedule that I’m getting one sitting other pets

Sitter Profile Image: Karrington W.
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Karrington W.
from
$36
per night
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Warner Robins, GA, 31088

About: I have several years of experience caring for dogs and other animals and have always had a natural connection with pets. I’ve owned and cared for a variety of animals and have regularly helped family members by walking, feeding, and pet sitting their dogs. I’m comfortable with dogs of different sizes, breeds, and personalities. I focus on making sure every dog feels safe, happy, and well cared for. Whether it’s walks, playtime, feeding, or simply giving them attention and companionship, I treat every pet as if they were my own! I have a flexible schedule that allows me to give pets plenty of attention throughout the day. I make time for regular walks, playtime, feeding, and bathroom breaks so dogs stay comfortable and active. I’m available most days and will always work to keep your pet’s routine as close as possible to what they are used to at home. Your pet’s safety and comfort are my top priorities. I always make sure pets are supervised, fed on schedule, and have clean water and a safe environment. I pay close attention during walks and keep dogs on leash unless otherwise instructed. I also make sure they feel calm and secure by giving them plenty of attention, affection, and patience while you’re away.

Sitter Profile Image: Crissey B.
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Crissey B.
from
$60
per night
4.9 out of 5 stars
22 reviews
4 repeat clients
15 years of experience
Byron, GA, 31008

About: I have always loved taking care of animals. Growing up in military housing I would care for our neighbors dogs whether it was walking, bathing or brushing teeth. I do have two small Chihuahua mix fur babies of my own. My priority is to ensure a safe and clean home for my dogs, and I promise it will be the same for yours as well. You will get photos throughout the day to stay updated! I am currently working part time and I would have time avalible during the day to ensure I am able to provide the upmost care for your fur babies! I do live in an apartment building but there is a bark park I can take your baby to burn off energy if you prefer, or I can also walk them multiple times a day around the complex.

Sitter Profile Image: Jordan B.
Verified Background Check
Jordan B.
from
$30
per night
18 years of experience
Warner Robins, GA, 31093

About: ****I have base access!!!!**** I love animals. This is a job I would love to do to be around even more animals. I currently have 2 huskies, 1 golden retriever, and 1 mix breed. I have also owned Rottweilers before they passed. I’ve cared for animals since I could first walk. I’m flexible around my job. I’m very understanding and I’ll try to help you out with your pets in anyway that I can. If there’s something at your house you need me to do while I’m there please, just ask. I’m very adoring of animals. I’ve took care of cats, dogs, rabbits, and fish. ***Please, please make sure your pets are friendly.**** I’ll take care of any animal from newborn to senior pets with special dietary needs. Pet care fits perfectly into my schedule. I have time throughout the date to adjust my schedule to cater to the needs of any family pet. I care for pets in my home, and yours, as if they are family. No unfairness , mistreatment, or non caring will occur when they are in my care.

Sitter Profile Image: Kaila P.
Verified Enhanced Background Check
Kaila P.
Star Sitter
from
$25
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
1 year of experience
Macon, GA, 31204

Took great care of my big dog. Very polite and provided lots of photos and updates!

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John W.
Sitter Profile Image: Shellawn J.
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Shellawn J.
from
$50
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Macon, GA, 31220

About: Hi! My name is shellawn and I am a 27 year old, pet caretaker, and a mother of one child who is 5 years old. I have one dog name prince who lives with my mother but I still help take care of my longtime prince. I am available for Home Visits for dogs. I can provide feedings, walks, fresh water, medications, and, of course PLAY TIME! Cuddle time is also my specialty :) I have owned and cared for all types of animals since I was 12 years old. Over the years I have been to many classes and courses on proper way to handle and train dogs of all ages, so I can also help with dog training, from house breaking to not pulling when on a leash/ off leash recall. I'm currently stay at home, so I have plenty of time to play and love on your babies, with multiple potty breaks a day, and walks. I stay at home so your babies will receive round and clock care, I have a dog park where I live so I can take any of the fur babies to the park to play and show them all the fun they can have running and playing together, in a nice quiet and safe neighborhood. Please note that 10 miles is the max distance for walks, please contact me prior to booking to be sure I can accommodate further distances for services. Home visits: I am background checked and can provide references as to my character and work. I realize how important it is for you to feel secure that anyone visiting your home to be reliable, trustworthy, responsible, and respectful. I will treat your home and precious babies with the same care and respect I would demand for my own needs, including frequent communication, attention to detail, and going the extra mile whenever that is required. You can expect me to clean up after your babies and make sure they are safe and comfortable. I document all of your instructions and can provide feedback as needed. Requested information if needed. I work part time so I have plenty of time to play and care for any pets. I am available around the clock for walks or play time. At my apartments, we have a dog park here that is fenced in. Also I am willing to take for many walks in areas that are safe and free of other dogs for safety precautions.

Sitter Profile Image: Katie H.
Verified Enhanced Background Check
Katie H.
from
$60
per night
25 years of experience
Macon, GA, 31216

About: I have over 20 years of experience caring for animals of all kinds, including senior pets and those with special needs. As a pet owner myself, I understand how important it is to find someone trustworthy and dependable. My top priority is providing you with peace of mind while you’re away, knowing your pets are receiving attentive, compassionate care. Leave your fur babies with me and enjoy your trip worry-free. I currently have a flexible work schedule so I have plenty of time to love on your fur babies while you’re away!! Please feel free to reach out with any questions about availability. I ensure trusted customized services to meet the unique needs of your pet! I strive for the best experience for them and you. I pride myself on excellent communication with lots of pictures and updates, so you can rest easy knowing your fur family is thriving.

Sitter Profile Image: Malayla J.
Verified Enhanced Background Check
Malayla J.
from
$40
per night
5 years of experience
Hawkinsville, GA, 31036

About: I’ve been caring for pets professionally and personally for several years, and it’s truly something I’m passionate about. I have experience with dogs of all sizes, breeds, and temperaments, from energetic puppies to mellow seniors and I always take the time to get to know each pet’s unique personality. Pet care fits into my daily and weekly routine as a structured, essential part of the day just like eating or working. • Morning: Feed pets, refresh water, take dogs for a walk or clean litter boxes. • Midday: Walks, playtime, or drop-in visits if providing services to clients. • Evening: Dinner, another walk or potty break, brushing or light grooming. • Safe environment: Pet-proofed spaces, separate areas if needed for different pets. • Feeding on schedule: Following owner instructions exactly, including dietary restrictions. • Exercise/playtime: Supervised yard play, walks. • Comfort & rest: Cozy resting areas, routines that mimic their home life to reduce stress. • Updates to owners: Daily photos or messages to reassure and stay transparent.

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The median cost per night for house sitting in Winchester is $40

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Sitters in Winchester average 2
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 Winchester on Rover as of Jun 2026 was about $40 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 Winchester 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 92 house sitters in Winchester. 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, 82% of Winchester house sitters respond in under an hour.

House sitters with repeat customers have an average of 2 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 Winchester.

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. Winchester 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.