Pet Sitting Winchester
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Winchester, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Animals have been a huge part of my life since I was little - from dogs and cats to reptiles and small pets. For almost a year now, I've been a volunteer with Midwest Pet Refuge, working hands-on with cats and a variety of small animals. I've fostered cats for the past 8 months, including newborn kittens who needed bottle-feeding from just a day old. I also have experience with rats, bunnies, guinea pigs, reptiles, and dogs, so I'm comfortable caring for pets with all kinds of personalities and needs. I'm patient, gentle, and genuinely love getting to know each animal as an individual. When I'm caring for your pets, they'll be treated like family - safe, loved, and cared for with experience you can trust. Pet care is an important part of my week, and I make sure to set aside dedicated time when I can be fully present and attentive with your animals. Dedicated Pet‑Care Days: - Sundays: 10:00 AM – 5:00 PM - Mondays: 10:00 AM – 5:00 PM - Tuesdays: 3:00 PM - 5:00 PM - Thursdays: 3:00 PM - 5:00 PM These are the days when I can focus entirely on your pets — keeping them comfortable, following their routines, and giving them the same gentle, family‑style care I give my own animals. If you need Pet-Care on different days or times, message me and I'll see if I can fit you in. I volunteer at Midwest Pet Refuge 3 days a week. Those days are dedicated to rescue work, so I typically don’t take on additional pet‑sitting during those times. Between my volunteer work, home life, and my scheduled pet‑sitting days, animals are at the heart of my weekly routine. The structure helps me stay reliable, consistent, and fully available for the pets in my care. I care for pets in their own home where they feel safest. I treat every animal like family — following their routines, giving them attention the way they like it, and keeping their space clean and comfortable. I’m gentle, patient, and attentive, especially with shy or sensitive pets, and I always make sure they feel loved and safe while you’re away.
“Ashlyn did I wonderful job of taking care of my cat! Hired her for drop in visits and she did amazing. Very attentive to instructions and great communication. My kitty loved her and I would definitely recommend her/will be using her in the future if I need to!”
About: My family has always owned a dog. Ever since I was young, my family and friends have relied on me to care for their animals, whether it be a walk, or an overnight sit. I’m a current Ball State Social Work grad student and love paying visits to the local Animal Shelter in my free time! I am a part time grad student at Ball State University, and also work part time at a daycare. I still have a lot of free time I’d like to fill throughout the week doing something I love, like taking care of animals. I am very attentive when it comes to caring for other peoples babies. Safety for myself and the pet is my number one priority. I do have a fenced in big back yard, and I also live right next to campus!
About: I have pet sit for many years. I love meeting new animals. I enjoy pet sitting because as a social worker I am able to come home to an animal and sent time with them. Animals are the way I cope. I have plenty of time to play with animals in the evenings and weekends. My schedule is very open for this and I am excited to have this opportunity I will ensure to keep everything the way I found it or even better. I know animals do best in their own environment so I have no problem being in other peoples homes. I show respect.
“Maura accepted our last-minute request to provide drop-in care for our cats and bird when an unexpected trip came up. We trusted her from our first meeting with her and she did a great job! She communicated with us and sent photos from every visit. We will definitely reach out to her when we need to travel again!”
About: I have worked with pet 6+ years that is between the pet at home and working in a lodging facility and veterinary clinics. I also have graduated as a Veterinary Technician at which I currently work in a veterinary clinic. SO if your furry family member( your pet) need medicine administer during a home visit or before/after a walk I am able to help you out with that also. During home visit if you need your pet feed cause your at work and he/she eats three time or more a day I would be more than happy to make sure that gets done. So please contact me if you have any questions or would like to set up an appointment. Can't wait to meet you furry family member (your pet).
About: I grew up around untrained dogs, not afraid of any animal. I had two cats of my own and raised them from kittens so I’m great with cats!! I am nice and patient and have never been one for caging in animals unless it’s to travel to appointments, so your little loved ones will always be free to wander with me. I like to give them freedom to explore. If you have any questions please feel free to reach out. I like to play a lot and encourage activities. I try to put on interactive games and toys are highly encouraged to bring! I do freelance work so if I’m pet sitting your baby will be the number one priority! Open space apartment, I like to be outside a lot so I will spend a majority of time allowing your pet to be free and safe if they’re an outside animal. We have local shops within a mile that allow cats so if you’re open, I can allow your pet to go for outdoor time.
About: Hi! I’m a full-time professional with a deep love for animals and experience caring for pets of all kinds. I can provide a variety of pet care services and give each animal plenty of love, attention, and individualized care. I’m happy to care for both dogs and cats. *we do have a nice large run in the garage! I do have a personal dog who prefers to keep to herself; however, she will always be safely separated and put away during any pet stays to ensure a calm and secure environment for your pet. I also have kennels available if needed. Ive got lots of room plus a fenced in back yard! Thank you for trusting me with your furry family member — I look forward to caring for them! 😊 **I also have lots of experience working in dog shelters and kennels, so I know a lot! I can pick up in wabash too! I work full time- but can have a routine! My mother in law works at my house as a nanny. So if needed she will always be present. My dogs are bell trained so when they need to go potty I take them on a leash. Most dogs that have stayed with me have learned quickly where to go if they need to potty. I can provide any service for your pet, just tell me the details.
“We had a great meet and greet with Kaitlin. She explained everything clearly and took charge right away, which made us feel super comfortable. Inno responded really well to her. She even gave us things to work on with him until her next visit, which we really appreciated. We’re excited to see his progress and definitely recommend her!”
About: Ive dog sat for my sisters who both have giant dogs more than I can count and I’ve kept my fathers friends service dog. I love animals and it just feels right I currently work part time so it’s easy to work something out ! All I ask is to ask and let me see what I can do to help! I currently don’t have a dog but I’m looking! My yard isn’t fenced but it it however quite big and if needed I will walk them out there with a leach! My house is big and they are allowed to come inside!
About: I have about 15 years experience with all sorts of animals ranging from big dogs to rodents, I provide walking an check-ins for dogs an cats. When going for walks just around the neighborhood I like to add just a little running to get those heartbeats pumping. With check-ins I'm available to do about 3-4 times a day if needed, I am also willing to give medicine if your pet requires it. I'm flexible when it comes to schedules an am always willing to work with you so you an your pet get the best service provided. If you have any questions or concerns I will be more than happy to address it, just shoot me a message an I'll get back to you within 24-48hrs It's something that I have always wanted to do, and I am willing to rearrange and schedule pet care and walking as needed for my client's pets. In my own home, I make sure that my cats are well fed, exercised, groomed, and up to date on their routine vet visits and vaccines to ensure they are healthy and happy. In my client's home, I make sure that the animal is comfortable with me in any and all situations. I ensure that they are also fed, given medications if needed, exercised, and loved all in a visit.
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. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Winchester
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Winchester
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Connect anywhere with the Rover app
