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.
“It’s like we never left! Alicia followed every detail precisely, was dependable, and very respectful of our house and cats. She figured out all the nuances of each of my three cats’ personalities and needs. She communicated w us through each visit which was so appreciated and eased my stress. It became clear, that her priority was to be of service- not to just get a job done. I really could go on and on. But coming home to calm cats, house intact, n the peace of mind she gave us each day was priceless to us. I can speak from experience of many failed pet sitter experiences, Alicia is the best! We will be a return customer!!!!”

“After some strike-outs with other pet sitters who only stay for the bare minimum and do the bare minimum, I found Terry on Rover. Perfect match. I spent the holidays worry free for the first time in a long time. Even when there was a small upset, Terry had everything under control. I could fill the page with a range of specifics, but to save time, I had no complaints. The house was in great condition when I returned. My indoor/outdoor cats were actually at home waiting for me. It is a relief to know there is a great pet care professional out there (with professional being the critical point!).”

About: I've taken care of friends and families pets for the past 10 years, I've worked in pet retail for more then 9 years. My growth and passion for animals is every evolving. I treat every pet like they are my own! Very passionate and understanding with all animals. I am completely open to any needs. My schedule is very flexible. I am completly open to last minute needs and long term schedules to make sure the fur pals are taken care of. I have 8+ years of pet education along with nutrition and training, I have more then 40 hour of positive/ positive reinforcement training to help keep things under control.

About: I have the most experience with cats but I'm also very confident with other pets. I'm someone who strives to make both the pets and owners comfortable and confident with chosing me. I'm currently full time gig work, meaning I'm available any time I'm needed! Including weekdays, weekends, and holidays. If something comes up I will be there! I'm very detailed oriented about how to provide a trusted and safe working environment. Following instructions provided and having that open line of communication to ease any stress the owners may have.
About: Ive taken care of dogs and cats all my life I personally have 2 dogs and one cat. Ive lived around animals my whole life and love them all dearly. I am currently a college student and I am in a musical theatre production but I will have plenty of time for your pets in between classes and before and after rehearsals! I will give your pets all the attention I do not offer services in my home because my cat is very jumpy but I will gladly come over and keep your baby company, walk them and feed them.
About: I have 7 years of experience caring for dogs and currently have three mini dachshunds of my own. I also regularly watch dogs for friends and family. I’m comfortable with feeding, walking, playtime, potty breaks, and giving pets plenty of attention and care. I understand that every dog has their own personality and routine, and I’ll treat your dog like one of my own. I work part-time, so my availability varies throughout the week. I’m usually available in the mornings, on certain weekdays, and can be flexible with walks, drop ins, feeding, and playtime depending on my work schedule. I make sure every pet feels safe, comfortable, and cared for. I follow the owner’s instructions closely, keep feeding and potty schedules consistent, provide plenty of attention and playtime, and always make sure pets are in a clean and secure environment.
About: I adore animals, and with me, your pet will always remain safe and pampered. I have a long history of animal care, having grown up raising and caring for just about anything you could imagine. I am a college student and athlete, and I am an expert at juggling my workload. I can be wherever needed at any point, except when I have class or soccer games. I believe in treating everything with proper respect and care, especially when that entails others' property. I have no issue cleaning messes made by pets, and will always do my best to prevent any misshaps.

About: I grew up with three dogs, so taking care of pets has always been a part of my life. I genuinely enjoy being around animals, whether it’s spending time with dogs, visiting cat cafés, or stopping by the humane society to hang out with the animals there. I’m patient, dependable, and I’ll make sure your pets get the attention, care, and love they deserve while you’re away. Have also house and plant sat for people over the years and always enjoyed helping out. I work full time, so I have a consistent routine and know how to manage my time well. I’m available before and after work, on my days off, and can work with pet owners to make sure their pets stay on their normal schedule. I’m reliable, communicative, and committed to giving every pet the care and attention they deserve. I care for pets by following their normal routine as closely as possible and making sure they feel safe, comfortable, and relaxed. In a client’s home, I respect their space, keep doors secured, follow feeding and medication instructions carefully, and provide plenty of attention, exercise, and fresh water. I also like to send updates and photos so owners know their pets are happy and well cared for while they’re away.
About: Ive taken care of dogs and cats my entire life both personally and with family and friends! I love animals and know how stressful it can be finding pet care! Im on a travel contract in Lexington, KY from 11/12 to 2/14! I can provide over night care on Friday and Saturday nights if I know in advance and can do nightly walks or check ins after 6pm during the week! Currently can’t board pets at my place of residence right now but am open to check ins, walks, and staying at your place depending on needs!

“Glenn was amazing! Great communication, lots of pictures and updates. He asked thoughtful questions before sitting for us and our pups were relaxed and happy when we got home. Highly recommend!”

Pet parents share their Rover experiences - Winston
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 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.
