Pet Sitting in Winston
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winston pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jewels was a great pet sitter for our Betsy Lu! She was excellent in communication and remedied issues that came up during our time away. We will look forward to hiring her again in the future!”

“Pam is a kind and passionate pet sitter! She had an intuitive and immediate connection with my skittish cat, and I completely trusted her to care for my pet and my home.”

“Megan did another fantastic job of taking care of our cats and handling our constantly changing medicine needs. She sent great pictures and updates and clearly cares very deeply for the animals she takes care of! We hope to have her back to watch our cats again!”

“Wonderful, friendly drop-in visits, with photos of my cats daily. 3/5 made an appearance, which says something about Lauren’s demeanor. Usually they hide from new people! Would book again! : )”

About: For the past seven years I have been walking and caring for a dog in my community. I do have experience with elderly dog, and animals with special needs. I currently work a full-time job, but I’m free most weekends, evenings, and holidays to care for your fur babies. Of course if you have any questions regarding dates or times, just let me know. Of course whatever the client is looking for or know is best for their pet is what I will do. Safety is my number one priority with your family member.
About: I’ve had dogs in my life since I was 5. and have had my own dog since I was 16 and currently live in a household with 4 dogs. I even have pet sit for friends and family. Proper animal care is like second nature to me, it is my passionate I do have a part time job at a grooming salon and work 4-6 hours tuesday-friday typically. Working in a dog friendly environment I am able to work around potty breaks. Taking care of dogs is basically my whole life, we have 4 of them in our household. I also live with a dog trainer so I have a little bit of knowledge on that as well. Proper pet care is my top priority. I take care of clients animals just like they’re my own. making sure they’re fed and watered and have their enrichment time. If your dog gets along with others I will bring mine for a playmate
“Tom has been doing a fantastic job! He deserves five stars. Will definitely use them again and again, it's great to find someone who cares for your dog , And your dog cares for him.”

About: My previous partner and I ran a board and train business out of our home so I have extensive experience handling/training any size and shape of dog. With passion, patience, and mindfulness I can recognize what most dogs needs are and cater to them with care 🫶🏼 I work as a life/health insurance agent and life coach which allows me to create/manage my own schedule. This gives me the freedom and availability to adapt to requests with ease. I make sure to bring owner approved treats, good vibes, and good scratches to make sure your pup is feeling safe and secure during the entire experience
About: Greeting, My name is Helen. I’ve recently completed my contract in the military. During my time in the service I spent time caring for my colleagues dogs (I do love cats, but I’m allergic) and found myself actually branching out to others when they needed someone to watch their babies. I grew up always having a dog in our family, and know how important they are as family members. Their unconditional love is something I’ve always cherished, and it would be my joy and honor to care for your fur babies whenever. My schedule is flexible, and I am available often. It’s really not a hardship spending time with loving pups. I do have experience with pets that have special needs. I look forward to hearing from you and your fur members.
About: I am a dog mom of 4. I have been employed through petsmart. Taken and given pet training classes. I have experience in parrots indoor fish outdoor fish dogs cats snakes And an assortment of reptiles. I follow instructions well, and do things the way that you want them done. I would love to give you a peace of mind. And know your pet is safe with me. I currently own a dog park that I ran out through sniff spot. I have a lot of free time on my hands. I am available 24/7. I will follow your instructions explicitly.If I have any questions, I will ask or call you. Last minute, I am available whatever you need.I will be there!!
About: I’ve taken care of dogs and cats since I can remember. I currently have 2 cats and a pup. Friends and family have always relied on me to pet sit, including other animals such as goats, donkeys, and chickens. I work Monday-Thursday, but am always available before and after work (before 7am and after 5pm). I am also available to do drop in visits at my lunch break. I am available all day Friday-Sunday. I have a townhome with a wide field that I take my own puppy out to regularly. I crate train my dog, but do not require if for boarding other dogs. I also have two cats, so I ask for no dogs that are aggressive to kitties. If I am dropping in for visits, I treat your home like my own. I will make sure it is in the same state as it started and will give your pets lots of love!
About: I currently work at the local veterinarian clinic, so I have the staff there as a resource in case I need them. I have a crazy passion for animals especially dogs! I was raised on a ranch and my grandpa was a horse trainer. I believe it runs in my blood and I’m looking for an opportunity to grow in the pup community! I love dogs and am constantly researching effective ways in training and improving the quality of life in our best friends! I would love nothing other than to work with these amazing animals for the rest of my life. Also making it easier for others to enjoy their lives with their companions as well. I have taught a few pups manners and basic tricks. I’ve also researched a lot of training regimens. I pay attention to detail and behavior and keep an eye on their daily activities with a caring and patient sensibility. I currently work 40 hours at the local veterinary clinic but I made sure to set my schedule to my days off so that I can provide as much time to your fur friend as possible. I’m also willing to be flexible on certain things, basically just message me and we can try to work something out! 😊 I have a fenced yard, access to crates and dog gates. Not to mention the access to the local clinic that I work at in case there are any emergencies. I have and am currently studying Canine body language and have a keen eye for anything that might pose as a threat to our loved ones.
About: I have been caring for my own pets for seven years, as well as helping others with their pets. I have three very well behaved dogs of my own! I really enjoy going for walks so bringing a new friend would be awesome! I am a full time student at UCC, and work part time at planet fitness on the weekends. I am almost always available in the evening. I provide my pets with the food and water they need, bathe and groom them regularly, go on walks and to the dog park and they are maintained with their vaccinations. I love animals very much so I also give them lots of love!
About: (TWO PEOPLE USING ACCOUNT ME AND MY BF) We both been taking care of our own animals and family members since the age of 9, I love animals with a passion and I will spoil them with affection care and maybe a few treats <3 My pet care has seamlessly become an integral part of my daily routine since childhood. As a pet enthusiast, I dedicate ample time and attention to nurture and care for our furry companions. Each morning, I wake up eager to tend to their needs, starting with feeding and providing fresh water. Throughout the day, I incorporate playtime and interactive sessions to keep them mentally and physically stimulated. During midday lulls, I set aside moments to engage in bonding activities, ensuring they feel loved and cherished. Evenings are dedicated to additional play, grooming, and relaxation, allowing our pets to unwind. By creating a structured routine, I maintain consistency in their care, which in turn fosters a strong and trusting relationship with our beloved pets. Without the confines of a job, I cherish the privilege to spend quality time with our furry friends, providing them with all the care and attention they deserve. Morning: - 7:00 AM: Breakfast time with fresh water - 7:30 AM: Independent playtime with toys Midday: - 12:00 PM: Short play session or interactive toy time Afternoon: - 3:00 PM: Nap time or lounging in a sunny spot Evening: - 6:00 PM: Dinner time with fresh water - 6:30 PM: Interactive play session or grooming Night: - 9:00 PM: Evening playtime or interactive toys - 10:00 PM: Calm and relaxing environment before bedtime
“Samantha was a quick study, efficient, kind, and was able to touch my skittish cat at first meeting! I was so worried but she took my worries away and was so happy to get her reassuring words and pic while I was away. I was also happy to learn Sam is a local which provided even more assurance and even though I live a ways out she was willing to travel to me where others I contacted all said I was out of their area. I really liked her and my kitty Jack did as well, straightforward and got the job done. Thanks Sam, you were a life saver!”

Over 9 pet parents in Winston have booked pet sitting
Winston pet parents share their Rover experiences
Mitzi is amazing, she was very attentive to my little fur burglar. She was always on time and made sure to send me pictures and updates as to if she ate, went to the bathroom and how long they played together. I'm a firm believer in paying attention to who "The Princess" likes and doesn't like and she absolutely adored Mitzi!!! 10/10 would hire her again.
Popular requests near you
Select a filter and find qualifying Winston sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Winston is $22
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 pet 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.
Sitters in Winston average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winston on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 54 pet sitters in Winston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Winston pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winston.
Rover makes it easy to find Winston pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 54 pet sitters in Winston on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.





