Pet Sitting Winfrey
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 37 pet parents in Winfrey have booked pet sitting
Winfrey, 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.”
About: I have had pets all my life, from growing up through adulthood. Your dog will become one of our family while away from you. You get 4 dog sitters for the price of 1 as we are a family of 4 looking to care for dogs in our home. That means 4x the cuddles for your pup! As I do not work during the days I will be caring for your dogs, walks are given on demand and/or on a schedule as provided by you! We live on almost a full acre of property, giving your dog ample space to run, play and get exercise. At night time, your dog has his/her choice of beds to snuggle up in as I allow dogs to sleep in all beds in my home. Please be aware that we do have 1 cat of our own. She has been around several dogs and always does well!
“Sophia did drop-in visits for my dog. My dog is extremely shy and hesitant around new people, but Sophia did a wonderful job at making her feel safe and secure. She was patient with her and took great care of her. She provided great updates and feedback with pictures. She even took time to check in on my roommate’s cat and showed him some attention and love! She was flexible when I needed her to come later than we originally planned due to unforeseen changes in my schedule - Sophia maintained great communication and was able to help me out! I highly recommend her to care for your pets!”
About: I have always looked after pets of friends and family. Thankful to have my lab best friend for the past 3 years, and want to share the love for other pet parents. I’m looking to support those needing one time support for emergencies or back up help when your regular sitter is unavailable. Message me for more information I am unable to offer services in my home but able to provide comfort to your pet in your home! I always aim for exercise, good meals, treats, and lots of love.
About: I have 2 small dogs of my own and a cat who I rescued off the streets! My cat was very feral and now she’s so loving. I’ve also took care of my cousins Doberman and pitbull which I love I just love animals and make time for my pets because they keep me motivated. I also go to college so when I’m not home my family helps care for them. In my home I have 2 dachshunds and let them out to potty and watch them to make sure there okay outside before letting them in to eat breakfast. Same thing goes for lunch and dinner. For my cat aka my sisters cat I also feed her when my sister isn’t home.
“Debora was amazing! She took care of our two dogs while we were away overnight and went above and beyond. She was attentive, reliable, and kept us updated every visit with photos and notes, which gave us peace of mind the entire time. You can tell she genuinely cares for the dogs she watches. We would highly recommend her to anyone looking for dependable and caring pet care!”
“This is our third time having Jessica over. She is very conscientious, responsive, prompt and responsible. She works hard to befriend our kitties even though they are not cooperative, and we appreciate that a lot! We feel very safe giving her access to our pets and our home! She is a blessing and we’re very thankful!”
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.
About: I have had pets all my life. Right now I have a rescue dog from China and another dog I just adopted from the culpeper shelter! I have 2 cats as well. One of my cats is a tripod therefore needs extra attention. The other cat is an orange boy so you know he’s a handful. I am in between jobs so I have plenty of time watch your pup! My husband also works from home 2 days a week. NO CHILDREN in the home. I have a very large quiet yard to let your dog out to play (fenced in) . I have room to set up crates and food stations. Must be friendly towards other dogs and ok with being crated during bedtime.
About: I started my journey with dogs 4 years ago and have not looked back enjoying every moment since. I am a certified trainer who loves improving the relationship between human and dog. We have a dog yard plus 5 acres. All dogs stay in our extra bedroom, which is now considered the dog room. I personally have two dogs, a cattle dog and a husky mix. They are both very social with all other dogs. We like to have a good time here but I keep a very safe environment for the dogs, no fighting or picking on one another. NO DOG IS TURNED AWAY. If you think your dog is aggressive, I can and will evaluate them so that if possible, we will get them socializing with their own kind and having a great time. Thanks, have a good day! I train dogs for a living so I stay at my house 7 days a week besides when I work with clients and those lessons tend to run about an hour but no more than 2 hours! I have 9 years experience running my own kennel and have two dogs with a large fence so there will be no boredom here! I do prefer to kennel dogs for the night but as we get comfortable with each other they will start to earn more freedom! Pet care is my full time job and i wouldn’t have it any other way, it has been a blessing. I hope I can help make your schedule less stressful! While you’re away, let your dogs play! I have a five foot fenced in dog yard specifically for dogs. We also have another 5 acres that we will walk all client dogs on during their stay with us.-
About: Hi!! I am the owner of Pets and Pastures Pet Care, LLC. I’ve been pet sitting for over 10 years and have experience caring for a wide variety of animals including dogs, cats, turtles, and fish. Friends and neighbors have always trusted me to look after their pets while they're away, knowing they'll be in good hands. Currently, I live on a farm with two horses, three dogs, six cats, one pig, and chickens, so I’m very comfortable around animals of all kinds. I provide services in Castleton, Amissville, Rixeyville, Little Washington, Warrenton, and Culpeper. I am willing to travel to other towns. Your pet’s comfort and safety are my top priorities. I take the time to understand each animal’s unique needs and personality to ensure they feel safe, happy, and well-cared for in your absence. I offer flexible pet sitting services, including multiple daily drop-ins or dog walks. I’ll also provide daily photo updates so you can stay connected with your fur baby while you're away. I am negotiable with prices. Please feel free to reach out! I’d love to meet you and your fur babies!! I'm currently pet sitting full-time and working part time at RAWL, so I’m likely to be available when you need me. I occasionally manage multiple homes at once, so scheduling is usually not a problem. I carefully follow all instructions when caring for pets to ensure they are comfortable and happy while their owner is away. My goal is to give pet owners peace of mind so they can fully enjoy their vacation. I always make sure pets receive plenty of attention, are well cared for, fed on time, and given any necessary medications.
About: Hi! I’m Vanessa, and I’ve spent over a year working hands-on at a professional dog daycare and boarding facility here in Orange. That means I’m used to caring for dogs of all sizes, temperaments, and energy levels — from bouncy puppies to mellow seniors. I’m currently offering dog walks and drop-in visits only. Whether your pup needs a quick potty break, a structured walk, or just some loving company while you’re away, I bring the same reliability and safety focus I use at the daycare. I also love adding enrichment — things like sniff-walks, interactive games, or even “report card” style updates so you know how their day went. I’m currently working a part-time job and my hours differ week to week. Some days it’s 7 a.m.- 12:00 p.m. and other days it’ll be from 9 a.m. - 4:30 p.m! Mondays are my busiest day of the week, so I can’t fit much into that day, but you can always still message me and I can see what I can do! In a client’s home, I always follow your pup’s normal routine so they feel comfortable and secure. For drop-in visits, that might include letting them out for a potty break, refreshing food and water, giving medications if needed, and spending quality time playing, cuddling, or just keeping them company. I make sure to leave everything tidy and send photo updates so you know how your pet is doing while you’re away. For dog walks, I focus on safety and fun. I use secure leashes/harnesses, keep a close eye on the environment, and adjust the pace to match your dog’s age and energy level — whether that’s a brisk stroll or a relaxed sniff walk. My goal is always to make sure your pet gets the exercise, attention, and care they deserve while giving you peace of mind.
About: Unfortunately, working and moving a lot. I cannot give the best life to my dog and cat anymore. I had to leave them with my brother but I would love to give some support to pet owners who are busy due to work and life. Monday to Friday after 6 pm. Weekends and holidays all day long. I love going for walks, feed them, or I have them over the weekend. I would love to give a house and take care of pets in my apartment. I live by myself, but I work a 9-5 job.
About: I have three large dogs & two goats! I also work full time at a local veterinary clinic. I will love your pets as my own! I can help take care of livestock animals as well! I currently work Monday through Thursday from 8am to 6pm. I am available after 6pm Monday through Thursday or anytime Friday, Saturday or Sunday. Thank you! I will treat your home with the up most respect and will be sure to take care of your furry family member's just as well as you all do!
About: 𝘼𝙗𝙤𝙪𝙩 𝙈𝙚 If you are looking for someone who is patient, loving, and experienced then look no further! I've taken care of animals since I was 13 years old, from owning dogs and reptiles to watching friend's pets. Animals will always have a soft spot in my heart. I worked at a doggie daycare and I am a Veterinary Science student, so I am well prepared to take care of your fur babies. I assure you that your pet will be in good hands and enjoy their time. Please feel free to message me! I look forward to caring for your pet and meeting potential new clients. 𝙒𝙝𝙖𝙩 𝙩𝙤 𝙚𝙭𝙥𝙚𝙘𝙩 Your pet will have unlimited potty breaks and water supply. I will follow their daily schedule, so when they return home to you, you are not having to readjust them. They will have comfy place to rest and be in a clean environment. I am able to take them to dog park/walking and provide mental stimulation for high energy dogs. Thank you for reading this far and please message me if you have any questions😁 Sincerely, 4 Legged Animal Lover I am very attentive to their needs and I am home full-time. I can provide consistent communication to ease any worries you may have s I will care for your pet as if they were mine and you will recieve videos/pictures to keep track of their stay with me. They will have comfy bedding and friends (my pets) to play with 🐾.**Please let me know if your pet doesn't get along with cats/dogs I will keep them separate. I vaccuum up all the hair, clean, and disinfect from previous clients. Your pet's bowls will be cleaned daily to prevent germs. I only accept pets that are vaccinated and I take one client at a time. I also really love animals, so they are going to have the best care with me!😄
About: As an avid, pet lover I will take care of your pets, as if they were my own. I love cats and dogs and other small little creatures. Currently right now I have a pretty flexible schedule working from home so I have an ability to take care of your pets during the day. I will make sure your pets are safe in my care. When we go for walks I will always have them leashed and protect them from other animals.
About: Rest assured your fur baby is in caring, genuine hands. We love to help and give peace of mind while you are unable to care for your family member. Whatever the needs, we accommodate. We have a very flexible schedule so our visitors needs will be met and exceeded with great enthusiasm and love. Depending on the needs, we accommodate to the humans requirements and fur baby’s needs. Most likely the visitor will be the center of attention until their human comes back.
The median cost per visit for pet sitting in Winfrey is $20
Pet parents share their Rover experiences - Winfrey
Sophia did drop-in visits for my dog. My dog is extremely shy and hesitant around new people, but Sophia did a wonderful job at making her feel safe and secure. She was patient with her and took great care of her. She provided great updates and feedback with pictures. She even took time to check in on my roommate’s cat and showed him some attention and love! She was flexible when I needed her to come later than we originally planned due to unforeseen changes in my schedule - Sophia maintained great communication and was able to help me out! I highly recommend her to care for your pets!
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 - Winfrey
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winfrey average 5 repeat pet sitting clients
FAQs for Pet Sitting - Winfrey
Frequently asked questions about Rover
The average cost of Pet Sitting in Winfrey is $22 per visit as of November 2026. Most bookings cost between $20 and $36 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 1,014 sitters on Rover offering Pet Sitting across Winfrey. Enter your ZIP code to see which available sitters are closest to your home.
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 with handling special pet needs in Winfrey. On Rover:
- 89% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the 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.
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