Pet Sitting Winesap
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Winesap, 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.
“Absolutely brilliant care from Jennifer. Extremely thorough, professional, and exceptionally compassionate care for my 3 dogs. She went above and beyond to make my pets (and us) feel comfortable & confident. Don’t think we could’ve asked for any better. Five Stars plus.”
About: I have cared for my family's pets my entire life. I worked in the pet care dept. at the Lynchburg Humane Society for about a year until it got in the way of school. I have been cat and dog sitting for people around my neighborhood for the past five years or so. My family and I have also been fostering mama dogs with litters of puppies as well as bottle baby puppies and kittens from the Lynchburg Humane Society for the past 4 years I am a senior in college. I am currently taking two online classes so my schedule is very flexible. Next semester I will be taking in person classes so my schedule will be more limited starting Jan. 14, 2027. We have two cats and two dogs at my house that I help take care of. I have experience caring for several of my neighbor's cats and dogs. I am able to adapt my care to the needs of your critters. I also have experience caring for cats and dogs with medical conditions of varying severity from my time at the Lynchburg Humane Society and fostering.
“Jessica was fantastic with our Annie!! She was very responsive and always giving super helpful updates! We loved having her watch our dog and would recommend her to anyone looking for a great sitter!”
About: I have six years of experience caring for dogs, including my own and pets belonging to friends and family. I’m dependable, patient, and comfortable following each dog’s individual routine. I can provide walks, feeding, playtime, bathroom breaks, and plenty of attention while keeping owners updated with photos. My background in behavior has also taught me to remain calm, observant, and consistent with every pet. I work Monday through Friday from 8 a.m. to 4 p.m., so I’m available for evening visits during the week and have more flexible availability on weekends. I’ll always confirm timing in advance to ensure your pet receives dependable, unrushed care. I will follow your cat’s normal routine and all care instructions closely. I’ll keep doors and windows secure, refresh food and water, clean the litter box, provide playtime or quiet companionship, and send regular photo updates after each visit.
About: Hi, I’m Zane. You might say I have a bit of a Lucky Dog mindset when it comes to working with pups. For years, I’ve helped dogs build trust, confidence, and joy through calm leadership, positive reinforcement, and plenty of tail-wagging fun. Now, I’m bringing that same heart and expertise to the trails, parks, and neighborhoods. What Makes Me Different? As a college student studying both psychology and animal science, I don’t just walk dogs—I connect with them. I understand dog behavior on a deeper level and use that knowledge to make every walk safe, structured, and enriching. Whether your pup is high-energy, shy, reactive, or just needs a steady hand, I’ve got the experience to make sure they feel secure and cared for. Every Walk is a Training Opportunity My calm and confident approach turns a daily walk into a moment of growth. I reinforce good leash manners, provide mental stimulation, and make sure every dog gets the physical exercise and emotional connection they need. Service You Can Count On • Tailored walks based on your dog’s energy level and personality • Consistent routines and detailed feedback after each visit • Clean, respectful home visits with plenty of play, affection, and fresh air • Trusted care with a trainer’s eye and a host’s heart Whether you’ve got a brand-new puppy or a wise old soul, I’m here to give your dog the kind of care that’s worthy of a spot on Lucky Dog—because every dog deserves that kind of attention. Let’s give your dog their best day, every day. Pet care fits really naturally into my daily routine. I have a flexible schedule, so I’m home often and can plan my day around walks, feedings, and playtime. I enjoy starting and ending the day with pets—it’s a great rhythm and honestly something I look forward to. Whether it’s sticking to their usual schedule or giving them extra love and attention throughout the day, I make pet care a priority and enjoy having it as a regular part of my week. Whether I’m watching pets in my home or theirs, I always make safety and comfort my top priority. I take time to understand each pet’s routine, needs, and personality so I can provide care that feels familiar and stress-free for them. In my home, I keep the space clean, pet-friendly, and secure—no access to anything unsafe, and always supervised during play or outside time. If I’m caring for pets in their home, I stick closely to their regular schedule and make sure they feel at ease while their family is away. I treat every pet like my own, with lots of love, attention, and respect for their unique habits and preferences.
“Abigail was so wonderful with my cat. I am a first time cat mom. This was also my first time leaving my baby for a period of time. Abigail put my worries at ease. She gave me updates, and my baby looked very happy. She will be my first choice next time I need a sitter.”
About: I’ve cared for dogs of all ages, from energetic puppies to senior pets who need a gentler pace. What sets me apart is my patience, reliability, and attention to each pet’s unique needs. I’m comfortable with daily walks, feeding routines, administering basic medications, and providing extra snuggles for anxious pups. I have had years of experience, with having three labs currently to raising two litters of lab puppies. I have grown up with dogs and love being around them I am in school during the week Monday-Friday. Pet care fits best for me during the evenings or the weekends depending on the week of school. I follow your pet’s routine closely — from feeding schedules and walk times to favorite toys and cuddle spots. I make sure your pet feels secure in their own space, keep their environment tidy, and send regular photo updates so you know they’re happy and well cared for.
“John stayed the day with our two dogs. It was our first time using him, so he was kind enough to come meet the pups a couple days prior to sitting them - to make sure it was a good fit. The dogs immediately liked him & approved! He arrived on time, sent pictures during the day, and was very polite. I plan to use him again :-)”
About: I've cared for animals all my life including dogs, cats, birds, ferrets, and much more. Please consider choosing me to help you and your pets. I run a seasonal business and that allows me the extra time to do stuff that brings joy and everyone knows animals bring so much happiness! I have 2 female dogs that love to play ball in our fenced in yard. You can trust that I will treat your pets as my own.
“Emma was awesome! She made sure to communicate every time she stopped by the house to feed and check on the pets. Our cat who doesn’t always like everyone was in love with her! So you know she has good energy. This was our first time hiring a pet sitter and Emma made sure we knew our pets were doing well and were comfortable and cared for. Will definitely be rebooking in the future.”
“Alexis was very accommodating, fantastic overall! I felt comfortable right away when I met her and knew my three cats would be having a good time with her. I felt very comfortable leaving town, and having her in my home. She’s very proactive, and I knew anything that went awry or if she had questions she would contact me.”
About: In my career I have worked with animals of all shapes and sizes! I specialize in animal behavior and husbandry. I’ve held my dog training certification for over 6 years and have loved working with people and their dogs every step of the way. I believe in helping dog owners better understand their pet through behavior education, training, and enrichment! I am available on a very flexible schedule for you and your dog! I can do drop in visits as well as in home or public access training! I treat every animal with respect for their individual needs! From a simple visit with basic obedience to advanced training and behavior-I’m here to help!
“Eman is wonderful! It was obvious from the beginning how much love and care she has for our fur baby! And our Cookie loved her immediately! I highly recommend Eman and will definitely be using her services again!”
About: I’ve taken care of dogs even since I was younger I love to play with dogs bathe them walk them even feed them especially treats even car rides out I’m currently working part time and also have plenty of time on the side to spend with your fur baby and keeping them safe as well By providing a safe environment for your fur baby I have a dog that can keep your dog company as well and I can crate your fur baby if you need me to
About: I’ve taken care of dogs since I was four years old. In the last five years I have traveled the country and dog/house sat in 8 states for neighbors, friends, family, and friends of. I have had experience in puppy training and working with dogs of all ages and size. I will treat your dog as if it were my own best friend! I am responsible and reliable and if I am free I will help as soon as possible! I like to provide fun updates to owners about the adventures their dogs and I have. Warning: You may come home to your dog wanting to go home with me. I work remote so my schedule is wide open as far as availability is concerned.. If that changes I will communicate it. If I am with your dogs they are my first priority. I am laid back and very flexible. I take the care of your best friend very serious. I try to keep your dog on the same schedule that you keep them on, although they may get longer walks and more belly and shoulder rubs with me.
“Crystal was quick to respond and get booking details confirmed, though I made it on short notice. Very communicative during when I was gone. An absolute delight to work with. Plan on booking with her again.”
Pet parents share their Rover experiences - Winesap
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 - Winesap
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Winesap
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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