Pet Sitting Winchester
Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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: **About me** I have always wanted to move to the country and care for animals all my life. My husband (Patrick) and I currently have three rescue dogs and 5 outdoor rescue cats. We also have two horses Valentine and Peanut that love to walk the trails with us. My passion is caring for animals and I have had years of experience raising all breeds and types of pets! We live in a small home built on 31 beautiful acres. We have a fully fenced large back yard and several wooded trails, a beautiful pond in the front yard and lots of room to play! Your pets will love coming here and it will truly be like they are on vacation. I have 4 grand pups that come to the farm regularly and they get very excited to visit. **About my home/services** I will provide a loving and fun environment for all pets that come here to stay! They will be safe and will love every minute of their stay! **About my neighborhood** We live on 31 acres with only 1 neighbor close. We have a fully fenced back yard and a pond to fetching toys if your pet loves to swim. We have wooded trails that we often take walks on and we will have lots of exercise or just hanging out in the back yard.
About: I am married and have two daughters and a son. They are 12, 8, and 5. I have a wonderful German Shepherd, an Alaskan Klee Kai, and a 20 pound cat named Karen. We love caring for other animals. We have a big yard so there’s plenty of room to run.! I can come to your home or board in ours. We are very active individuals. Both my husband and I are runners. Just let me know if you have anymore questions and I would be more than willing to answer them! We are very flexible with our schedules. My husband works full-time, but I drive for Uber so I can make my own schedule when needed. We try to stay as active as possible and play with pets in the home. We have a German shepherd that loves the extra play time!
“We’ve used Skylar twice now and both times have been so awesome. She communicates clearly with the visits and takes great care of our dog and cats, two of who are very senior and require special medication and treatment. They love her and were comfortable with her even the super shy one! Highly recommend.”
About: I used to be a military police dog handler for a long time so I have great experience with dogs. I am a person who genuinely cares about animals. Ever since I was little I’ve had a dog there for me in my life. I treat every animal with care and respect! Your dog will be in great hands when booked with me! Right now I am on leave for quite a while so everyday any day will work for me. I will be around the dog 24/7 and make sure they are happy and taken great care of. I have a fenced back yard and a fenced play area in the basement where dogs can run around and play without getting too hot because outside in the hot sun all day.
About: I’ve worked professionally in animal welfare for two years. I’m a certified pet sitter for both dogs and cats while also being pet first aid and CPR certified as well. I’m also fear free certified. I’ve owned my own dogs and cats for the last 10 years! I currently work part time in animal welfare. I’m able to come to your home Tuesday, Thursday or Friday anytime in the afternoon after 12:30. I can come to your home and walk your dog for fresh air and exercise or I can do a pet visit where I check on your dog/cat! In the comfort of your home I can let a dog out to their yard, feed/water cats or dogs, play time etc
“Emily is the finest dog sitter we’ve ever had and that is over the last 50 years. She is prompt, efficient, creative, has excellent communications, and most of all loves and cares for each dog individually!!!”

About: I have worked with leash pulling, dog reactivity, and senior dogs. I am currently a Pet Dog Obedience Trainer in Overland Park Kansas! I am 19 years old and have been working/trained with dogs for at least 10+ years of my life. What started my childhood dog, Katy, continues to be an inspiration for the reach of my life. I work full time during weekdays & weekends are usually pretty open. I am open to dog/house sitting anywhere that is in a 40-45 minute radius of Overland Park. If you live 45 minutes or more from Overland Park I request an additional fee for drive time. I want to go above and beyond for your pets and make sure all their needs are met for you! I want to treat them as if they are my own dog.
About: I have been a dog owner since I was a child and I’ve been walking dogs for friends and family. Since I was about 15. I treat every animals as if it’s my own and give them all the love and respect that you would want when someone is in the care of your animals Working part-time gives me a flexible schedule, which makes pet care a great fit for my daily and weekly routine. I’m able to plan walks, drop-ins, and playtime around my work schedule while still having plenty of availability during the day. I love having the opportunity to stay active, spend time with animals, and give pet parents peace of mind knowing their pets are getting the attention and care they deserve. I can access MILITARY BASE !!!! I take caring for animals seriously and treat every pet as if they were my own. Whether I’m caring for a pet in my home or visiting them in their home, I focus on making sure they feel safe, comfortable, loved, and well cared for. My home has a fenced-in yard, giving dogs a safe space to enjoy some outdoor time and play. I’m also happy to follow each pet’s individual routine, including feeding schedules, walks, playtime, medications if needed, and any special instructions. My goal is to give both pets and their owners peace of mind while they’re apart.
About: Animals have always been a huge part of my life. I grew up caring for dogs, cats, horses, goats, chickens, and turkeys, which gave me hands-on experience with animals of all kinds from a young age. Over the years, I’ve cared for dogs for family, friends, and neighbors, gaining experience with everything from puppy potty and crate training to feeding, walking, bathing, administering basic care, and providing lots of love and attention. I’m comfortable with pets of all sizes, personalities, and energy levels, and I treat every pet like they’re part of my own family. I'm currently working part time, so I have plenty of time within my days to love and care for your fur babies while your're unable to! I have a fenced yard with lots of other friendly dogs that are always eager to have another playmate! Between crate training, potty training, or walks with your pup I am able and willing to do it all!

About: I started pet sitting a couple years ago for my family and friends and it’s truly a job I love doing. I have experience with pet sitting several different dogs, varying in age and breed. I have experience with senior dogs. My responsibilities while pet sitting dogs included taking dogs on daily walks, preparing food and water, administering medication, and even giving baths. I’m currently a college student at the University of Kansas, and I am taking classes on the weekdays. I have selected that I’m available on all weekdays, because I have several gaps between classes that will allow me check on and take care of your pets every 2-4 hours. After 3 o’clock on every weekday except Thursday I will be able provide full time care as well as on weekends. My goal is to provide the best care for your pet, and I’m prepared to walk, play, feed, crate, clean and do whatever is needed to provide your pet with the best care.
About: I always insure that pets are comfortable! I’ve taken care of old cats and dogs, and I when they are old like that it’s important to meet their needs first, as most of the time they need a lot of guidance and help. I am currently going into online college, so most of my day is free! I often sit down and watch TV or play video games, but I mostly enjoy writing and drawing in my free time I personally like to ask owners how there pets are in the company of others, as well as if any weather bugs them! The comfort of my pets, and owners is always my number 1 priority! I want to make sure that they are comfortable around me, and I never approach any animal until I’ve let them sniff me, it’s important that they trust me to be around them.
“Alejandra did an amazing job looking after our two kitties! It can be very difficult to find a sitter that you trust to look after your babies and she proved to be very trustworthy and attentive. We will book again! 💕”


About: I’ve always taken care of my family dogs growing up and walked neighbor dogs when needed. Have enjoyed cats in my life as an adult I’m retired and look forward to caring for animals as my second act. I love seeing happy parents and pets when they come together again. I would love to get to know you so I can learn your pet needs and loves, if cuddles or being independent. Give me a call!
About: Friends and family have relied on me to check in with, feeding and playing with their pets. And even sometimes have play dates with my dog. I’m currently trying to find things to keep me busy there out the week/weekends so I’ll have plenty of time to play with your pups. I’m available during the week and weekends at any time. I have two friendly pets to keep your fur baby company.crate your dog if needed I have a labradoodle. She is two years old and I have a Sphynx cat, which is four years old.
“Marianne was absolutely delightful at our meet and greet, and the gang 🐾 loved her from the start! The pics each visit felt very personal, and I knew my babies were in good hands!”

About: My mom has been a trusted Rover sitter for several years now, so I grew up around this — it’s kind of in the blood. I’ve personally owned and cared for dogs, cats, birds, turtles, you name it, so I’m comfortable with just about any animal you bring my way. I have a large fenced backyard, a clean and pet-friendly home, and a very playful environment. Every stay includes treats, toys, and whatever adventures we can get into. I also have three dogs of my own — a Beagle, a Chihuahua, and a Shar-Pei — so your pet will always have company and will feel right at home within minutes. Your pet will be in good hands — I take it seriously and genuinely enjoy it. I have one of my own that’s stays in a consistent schedule and never forgotten or goes without attention (constant potty breaks included) , have all the free time in the word and have years on years of experience with all pets massive and small obedient or not, your pet will be looked after enjoy the time an my little fur baby loves to keep them company wherever they decide to adventure I have a big gated backyard plenty but enough for multiple dogs to do their own thing including own free range to sleep jump and lay on furniture including beds and free range to the entire house and back yard,Very used to medicating if needed, crating, training, all an etc whatever special treatment they may need I’ve delt with it all and nothing to difficult to stay or keep up on if needed
About: My family has had dogs, cats and fish my whole life. I often watch them when my parents are out of town and I have dog and cat sat for family & friends for years. I have helped a friends family with their cattle and pigs, but am not as experienced with livestock outside chickens. I’m currently available 7 days/wk I work as a server in my pleasant so whoever I’m staying with ideally should be able to go 6-8hrs between potty breaks! If I have 2 weeks or more advanced notice I can make arrangements to be able to check in more frequently. o o o o o o o o o o I love interacting with the pets and getting to see them get more comfortable with me. I am very comunicative and willing to ask questions.
About: 💊 Medical Professional 🥰 Doggie Mommy We all have to work to pay for treats and toys. Our fur babies don’t get that tho. Let me help walk and feed water and pet your loved one so you can get some stuff done. Thanks and I look forward to the jobs, as well as using the service so I can leave overnight and not feel so guilty about it. I’ll be glad to come by. Feed the fish walk the dog administer medication. Just ask I’m flexible. Burn out on my current career and taking some time off I have extra time and would love to bring some excitement and joy to a doggies day 😊 In our neighborhood, you'll discover a variety of dog parks, charming paths weaving through townhouses, sidewalks, and even serene creek areas. There's ample opportunity for your furry friends to enjoy walks, play fetch, and have leash-free exercise time to their heart's content!
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.
How to book pet sitting

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.




