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.
“Makayla did a fantastic job for us while we were at the hospital having our first child. We had some circumstances that made us be there 3 days more than we expected and MaKayla extended her visits with no problem. Our dog loves her and she took great care of our home(cause our dog can be a bit excitable). She gave us the peace of mind we needed with our pup so we could focus on growing our family. If I could give 10 out of 5 stars I would. Will definitely be asking for her help in the future.”
“Stephanie was our first ever caregiver for our sweet boy Bud! She is phenomenal & goes above and beyond! She exudes care & love for Bud! We are so lucky to have met her!”
“Debora did an amazing job with my pups. She also suggested a meet and greet which I highly recommend. It really gives the pet parent a relief knowing your pups are in a great environment. I'll def rebook with Debora next time! My dogs completely adored her!”
About: Hi! I’m an experienced animal care professional with 15 years of experience as a zookeeper, and animals have always been a huge part of my life. Throughout my career, I’ve had the privilege of caring for and working with all kinds of species, giving me a deep understanding of animal behavior, individual needs, and the importance of patience, compassion, and trust. Whether your pet is playful and energetic, shy and nervous, senior, or simply loves some extra attention, I’m comfortable meeting them where they are and providing care tailored to their personality and routine. I know how important it is to feel confident that your pets are safe, happy, and well cared for while you’re away. I treat every animal in my care as an individual and take pride in providing dependable, attentive, and loving care. I’d love the opportunity to get to know your pets and give them the same care and attention I would want for my own! I work from home with a flexible part-time schedule, giving me plenty of time and availability to provide attentive care and drop-in visits for your pets. Since I have pets of my own, I primarily focus on drop-in visits. However, I’m always happy to discuss other options to find the best arrangement for you and your pets.
“Jocelyn was reliable and communicative. I will definitely seek her services again. This was my first time using Rover and she eased my reservations. I will never rely on a neighbor to take care of my cats again. One of my cats is slow to warm up to people, but by the second day there was photo proof that she was out from under the bed and happily engaged with Jocelyn. My heart was so happy, and it helped me enjoy my vacation worry free.”
“Elizabeth is an amazing Rover! She cared for our senior cat and provided compassionate care. She was very responsible and followed all instructions perfectly. She sent us daily photos and updates. We came home to a very happy cat and everything was left neat and orderly. We appreciate you Elizabeth! Thank you so much! 🐈”
“Toni is so sweet and helpful! She was always so flexible with our changing schedule and I know our dog was in good hands. He always looked so happy in all of the pictures she sent!”
About: I'm an animal lover that grew up in the northern VA area. I've had pets since I was a child, large and small. I'm willing to care for furry, feathered or caged friends, as well as, farm animals. To me, no home seems complete without a loving pet around. I will treat your pet as if it were my own. I can provide morning visits, afternoon visits, evening visits, house sitting, walks, etc. I’m experienced with senior pets, chronic illnesses and injuries, as well as administering medication. I'm flexible and ready to provide you a wonderful service and loving care. I'm here to help keep your pet safe and happy when you’re away. My availability is open to care for your animals, we can discuss your needs and determine a preferred plan. I will come to you as needed. I can offer my services in the comfort of your own home throughout the day, caring for your pets and house sitting if needed. We can walk, play or just give some attention.
“I couldn’t have asked for a better dog sitter! Matisa was professional, reliable, and genuinely cared about my dog. Matisa provided regular updates and photos, which gave me complete peace of mind while I was away. It was clear my dog was happy, well cared for, and received plenty of attention and affection. I came home to a relaxed, healthy pup, and I wouldn’t hesitate to book with Matisa again. Highly recommend Matisa to anyone looking for someone trustworthy and caring to watch their pet!”
“Maria did an excellent job caring for our two dogs while we were away. She was punctual, arriving and leaving exactly as scheduled, and followed all of our instructions perfectly. She also kept us updated with detailed reports, which gave us great peace of mind. It’s clear she is responsible, dependable, and genuinely cares about the pets she watches. We would absolutely recommend Maria to anyone looking for a trustworthy pet sitter!”
“Erica was wonderful! She was able to help us on short notice and took great care of puppy. We really appreciated her flexibility and would definitely book with her again!”
About: I have 3 years of professional experience working in the animal industry and currently work at a veterinary hospital, where I provide hands-on care to a variety of pets every day. My experience has given me a strong understanding of animal behavior, health, safety, and the individual needs of different pets. I’m comfortable caring for dogs and cats of different ages, sizes, breeds, and temperaments, including pets who may require extra patience, medication, or specialized care. Working in a veterinary environment has also taught me how to recognize changes in behavior or health and respond appropriately when a pet may not be feeling their best. When caring for your pets, my priority is to make them feel safe, comfortable, and loved while maintaining their normal routines as closely as possible. I understand that every pet is different, and I’m happy to follow detailed instructions regarding feeding, walks, medications, exercise, and other specific needs. You can feel confident knowing that your pets are in the care of someone with professional animal-care experience who genuinely enjoys helping animals and treating every pet as if they were my own. Depending on my schedule I work from 7am - 3pm or 8am - 5pm, before or after my regular job I am free to hang out with your fuzzy guy! I care for pets in my clients’ homes by keeping them comfortable, safe, and as close to their normal routine as possible. I follow each pet’s individual care instructions for feeding, walks, playtime, medications, and any special needs. I also make sure they receive plenty of attention, affection, and enrichment while their owners are away. With 3 years of experience in the animal industry and my current work at a veterinary hospital, I’m comfortable caring for pets with a variety of personalities and needs. I pay close attention to changes in behavior, appetite, energy levels, or other signs that something may be wrong, and I communicate with the owner promptly if I have any concerns. I also treat my clients’ homes with the same respect and care I give their pets, keeping things clean and secure and providing updates so owners can have peace of mind while they’re away.
About: With aspirations of becoming a Veterinarian I have combined 6 years experience in the Veterinary field, and 7 years working with animals. I own 6 dogs all of varies breeds, along with the occasional foster pup or two. While in my care your fur baby will have ample amount of structure play, to ensure 100% safety I keep play groups small with some one on one time play. I have a wide variety of experience with reactive dogs as well, if your dog does not do well with others open communication is all I ask and I will ensure your loved one is fulfilled during their stay. I work from home allowing my schedule to be pretty flexible, I am happy to offer pick up and drop off services if needed or work around your schedule I have a fully fenced in yard with access to trails and parks, where I enjoy spending as much time outdoors allowing all the pets in home to feel enriched
“Anastasia is great! My kitties love her. I feel comfortable having her coming home to watch over them. She is responsible and always comes on time and send me videos and pictures of the them in every visit. I’d recommend her:)”
Pet parents share their Rover experiences - Winston
Katie is PHENOMENAL! My dog has epilepsy and requires medication every 12 hours exactly! This makes traveling very difficult as her morning pills are at 6 am. Katie was punctual every single day where I usually worry endlessly about my dogs, this time I found myself forgetting to check in on how they were. When my travel got extended a week, Katie was available to help with their morning feedings and medication. She is AMAZING and I’m excited to be booking her for all of my upcoming trips!
Makayla did three visits a day for two days with both our dogs -- a high energy young beagle and a low-energy partially incontinent ancient shepherd-border collie mix. She handled it all beautifully with grace and enthusiasm -- feeding, walking, medicating, playing -- and cleaning up messes. All the visits were on time and for the scheduled duration, and all of the instructions were followed to the letter. We couldn't ask for a better sitter. Thanks Makayla!!
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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