Pet Sitting Winston
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Winston, 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.
“Pennie was very professional at our meet & greet. Sent pictures of both my cats with updates. She also did additional things for me—getting mail & watering tomato plant.”
“We were nervous to have someone come take care of our dog while we went on vacation but Kaylee did an outstanding job. She is very reliable and texts when she is on the way. I would definitely recommend to everyone.”
About: Dogs have been a part of my life for most of my life. My first dog was our family’s black Lab, Nya. Then I got my own dog, Henry, a Jack Russell Terrier mix who was by my side for 12 wonderful years. As Henry got older, he experienced a variety of health issues, so I became very comfortable administering medication, including oral medications and eye drops. I’m also familiar with caring for dogs who require a specific diet and a little extra patience and attention. I recently had to say goodbye to Henry, and while I’m not quite ready to welcome another dog of my own, I deeply miss the companionship and joy that comes with having a furry friend around. I know how much trust it takes to put your dog in someone else’s care. Whether they need a good walk, playtime, companionship, or just someone to give them a little extra love while you’re away, I’d love to be someone your family can count on. I’ll treat your dog with the same patience, affection, and care I would want someone to give my own. ❤️ My schedule is very flexible right now, which allows me to make pet care a regular part of my day. I’m available Monday through Friday from 7 AM to 7 PM for walks, drop-in visits, playtime, feeding, or just some extra companionship while you’re away. I have plenty of flexibility throughout the day, so I’m happy to work with your pet’s normal routine and schedule whenever possible. If you need care outside of those hours, feel free to reach out! I’m happy to be flexible when I can. I know that trusting someone with your pet also means trusting them in your home, and I take both seriously. I’ll always follow your instructions closely and do my best to keep your pet’s normal routine consistent so they feel safe and comfortable while you’re away. I’m mindful of doors, gates, leashes, and anything else that helps keep your pet secure, and I’ll treat your home with the same care and respect I would my own. I’m also happy to send photos and updates during my visit so you can feel confident that your furry family member is happy, safe, and well cared for.
About: My family has had a golden since I was born and I was always entrusted to take responsibility of my latest dog Punkin! Apart from that I have watched and walked neighbor and family friends' dogs! I have experience dealing with dogs on strict diets and certain walking schedules. I also have experience with taking care of senior dogs. All deserve the same love and respect no matter the type or breed. I have started college back up again YAY! my schedule allows a good amount of freedom after 12 pm but I also have a work study and will update this text when my daily work schedule comes out. At this moment I am free anytime after 11 or 12 pm on the weekdays and after 9am on the weekends until further notice!! I have experience regarding crating the dog. I have no dogs at the moment at my house and currently am not offering services at my house. I always provide a good amount of play time and long walks for each pet but make sure they are comfortable with my presence first.
About: I’ve taken care of animals since I was little as 11 years old. I had two dogs growing up and two cats growing up. I also had a ball python in high school and love reptiles! I currently work from 7:30 am to 4:00 pm Monday through Friday with an hour for lunch at 11:30 pm. I have the ability to switch my lunch hour and work from home three days a week! This is perfect if you are looking for a house sitter as I can hang out with your animals throughout the day while working from my laptop! I currently live in an apartment complex and unfortunately cannot house other furry friends. However, I am willing to come to you instead! I am a happy cat owner :)
“This is our second time using Erika and it wont be our last! She cared for our 3 cats while we were gone for vacation and the peace of mind she gave us was priceless. She truly cares about your family member and it shows in the work she puts forth to gain your pets trust. Dont hesitate to book her, shes excellent!”
“I’m so thankful to have found Amber on Rover. Her drop-in visits to care for my two calicos when I travel are exactly what I need. She’s kind, thorough and thoughtful—she even brought in our mail! Her reports and photos are informative and give me peace of mind that my cats are cared for. I’m a repeat customer, and I’ll continue to book services with Amber as long as she’s available.”
“Rashana was super communicative and respectful of the things we needed done for our cat while we were out of town. Her kindness really separates her from everyone else on Rover and exemplifies professionalism. Will book Rashana from now on with any of our pet-sitting needs.”
“Olivia was amazing! This was our first time using Rover. Our baby boy, Emerson Roy, has a traumatic past as a shelter rescue. He is extremely shy and nervous around new people and it takes him a long time to trust and recognize safe humans especially if mom and dad are not present. Olivia accommodated all of our requests and went by Emerson’s pace. She gave him space, while also talking to him and comforting him. Her communication was 10/10, she was always on time, extremely responsive, and gave us reassurance while we were out of state. We will continue to book her for our sitting needs. On top of her skills as a pet sitter, she is so warm, funny, personable, and caring. She asked all of the right questions at the meet and greet (including safety/emergency planning), and even left a pair of shoes and a sweatshirt so that Emmy could warm up to her scent a week before our booking time. Olivia went above and beyond to provide excellent care. We plan to frequently book her (even if we aren’t going out of town) so that Emmy gets even more used to her for whenever we go out of town next. We are so grateful! ♥️🐾 highly recommend!”
About: Hello! 👋 Animals have always been a huge part of my life. I grew up surrounded by both cats and dogs, and caring for them has always come naturally to me. Providing a safe, loving, and happy environment for pets is something I truly enjoy. I currently care for dogs from two different families whenever they travel, and they love staying with me! One of the dogs has special needs and requires extra attention, including meals every four hours, feeding in a harness, and daily medication. I’m honored to be the only person outside of her immediate family that they trust with her care, and I take that responsibility very seriously. Whether your pet loves to play, cuddle, or simply relax, they’ll be treated like part of the family in my home. My goal is to make every pet feel comfortable, loved, and well cared for while you’re away, so you can enjoy peace of mind knowing they’re in great hands. ❤️ Hi! I’m so glad you’re here! I currently work remotely full-time through September. After that, I’ll be a stay-at-home mom, which gives me even more flexibility to provide attentive, personalized care for your pets. On weekdays, I take my child to school in the morning and return home by 8:30 a.m. School pickup is between 2:15–3:00 p.m., and we usually head straight home for homework and our evening routine. This means your pet will spend the majority of the day in a calm, loving home with plenty of attention. While I don’t have a fully fenced yard, I live in a safe, pet-friendly neighborhood that’s perfect for walks, potty breaks, and getting some fresh air. Inside my home, your pet’s safety and comfort are my top priorities. I use baby gates to keep certain areas, like my child’s playroom, off-limits, creating a safe and pet-friendly environment throughout the rest of the house.
“My fur-babies love Alexis & Luca, and their fur-mama does, too! Alexis is very hands on, and very vested in the well-being of my fur-babies! Anytime I have to go out of town, I always reach out to Alexis to see if she’s available!”
“Rosemary is a great sitter, very reliable and attentive. She took good care of our dogs for a weekend while we were gone. I’ll recommend her to anyone that needs help with their dogs. 100%”
“Elizabeth was excellent with both of my dogs. She made sure to send updates and pictures so I always knew what was going on and made sure to play with my puppy so he would get out all of his energy. I would definitely recommend her and will be rebooking again.”
“Matt and Nicole did a wonderful job taking care of my cats. It was so great getting pictures everyday and they took so many great ones! It’s nice not having to worry that your pets are fed and taken care of. I’d definitely ask for them again!”
“Amber was amazing! We felt totally at ease while we were away knowing she was taking care of our dog. Her updates were reassuring and she cared for our our dog with so much kindness and love. We would definitely book with her again for our next trip!”
About: I'm a certified pet sittier through Fetch Find and have over a decade of experience. I work with dogs, cats, and bunnies. I have experience with sick and anxious animals. My own senior cat is both and requires tender loving care to medicate. I'll bring the same love and patience to your animals that I bring to my own. I currently work from home full time. I have a semi flexible schedule and I'm available from 2pm-9pm for walks, drop ins, or anything your pets may need. I individualize my care based on what each client needs. That may look like giving your babies tons of attention or the space they need to feel safe. We can talk 1:1 to make sure your pets have what they need.
About: Dog sitting is more than a job for me- it’s a passion! I’ve spent time with dogs of all sizes, from tiny Terriers to gigantic Great Danes. I’m not just your average sitter; I bring a knack for understanding doggy body language, a talent for getting even the pickiest pups to swallow their pills, and I always carry a bag full of treats (of course!). Whether your dog needs a running buddy, a snuggle partner, or just someone to toss the ball again and again- I’ve got it covered. I pride myself on keeping tails wagging and owners stress free, knowing their fur babies are in the best hands. Since pet sitting is my primary job and I’m currently a college student, my schedule is quite flexible. I can easily incorporate pet care into my daily routine, offering plenty of time for walks, play sessions, and any special needs your dog may have. My evenings and weekends are also free, so I can provide consistent care and attention throughout the week. Safety and trust are crucial when caring for pets in your home. I make sure to follow your specific instructions to the letter, from feeding routines to exercise needs. I will keep your home secure by ensuring all doors and gates are closed and never leave your pet unattended in potentially hazardous situations. I also maintain a clean and organized environment, respecting your space and belongings. Your pet’s well-being is my utmost concern, and I strive to provide the same level of care and attention that you would.
“Our cats were very well taken care of by Vanessa. She was able to drop in last minute, voiced any concerns quickly, and even made us feel great about our home. 10/10 would recommend!”
About: Siempre he tenido perros en mi hogar, por lo que estoy familiarizada con sus cuidados y necesidades. Actualmente tengo un perrito en Cuba que permanece allá debido a su delicado estado de salud. Además, he cuidado a la mascota de mi mejor amiga, prestándole mucha atención y llevándola a pasear. Soy paciente, responsable y trato a cada mascota con mucho cariño. Trabajo durante las mañanas, por lo que tengo disponibilidad en las tardes para cuidar mascotas. Puedo dedicarles tiempo para pasear, jugar, alimentarlas y brindarles compañía y cariño durante mi estancia Prefiero cuidar a las mascotas en mi casa porque tengo un espacio más amplio y un parque justo enfrente, donde puedo llevarlas a caminar, jugar y hacer ejercicio. Sin embargo, si algún día necesitan que las cuide en su propia casa, también puedo hacerlo.
About: Been working with and caring for animals since I was 8, I have taken care of family and friends places while they take vacation since I was 16, I enjoy being able to help someone in need and this way you can enjoy the time away while you are gone. Pet care fits into my daily routine as needed but it’s easy to work around my schedule, I am able to accommodate personal requests because I understand every animal has it’s different needs. I will do the things that the homeowner request during the service and make sure that the environment is the same as it was when they left. I will play with the animals so they get to enjoy company even though they are away from the owner.
Pet parents share their Rover experiences - Winston
Pennie was amazing! She was always communicating with me about how my cats were doing. She left the cats bowls/area clean and even got my mail while I was gone. Pennie sent pictures of my boys & went above & beyond what I asked. Would highly recommend her for drop-in visits.
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 - Winston
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Winston
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 .
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 , 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 .
sitters on Rover set their own , 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.
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