House Sitting Winesap
Find a loving house sitter to watch over your pets and your home.
Winesap, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Debbie was fantastic. One of our pets is an elderly dog who had lost his appetite just before we left due to a new medication. She made sure he was getting nutrition until the medicine effect wore off. Dogs and cat loved her. They were in experienced, loving hands.”
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.
“Huge shout out to Samantha (Sam)!!! She was avaliable on short notice and saved me in an emergency travel situation! She came over to meet my pups, and sat for them while I was out of town while giving me many updates and pictures to make me feel like my pups were well taken care of! I highly recommend Sam for any of your pet sitting needs!!!”
“I’ve had multiple Rover experiences and Madison exceeded expectations the others had set. She was both proactive and responsive in communicating and you couldn’t even tell anyone had stayed at my place. Would definitely book again.”
“John is absolutely great. His calming demeanor really helped my nervous pup be comfortable. John stayed at the house with my pup and 4 cats. He gave good updates and followed instructions. He left the house clean and orderly. Thank you John for being so helpful and respectful! Will book again 😀”
About: I’ve been an animal lover for as long as I can remember! I’ve grown up with — and cared for — pets of all shapes and sizes, from dogs and cats to fish, birds, horses, rodents, and even reptiles. No matter who your furry (or scaly!) family member is, I’m excited to give them the same love and attention I give my own. Pet care is already a natural part of my day. I take care of my cat every morning and evening—making sure she has fresh water, the right amount of food, a clean litter box, and plenty of playtime. Since I’m already in a daily rhythm of caring for pets, adding walks or drop-ins fits easily and naturally into my routine. At home, my kitten is always the first one to greet me at the door, so I make sure she gets attention and reassurance right away. I keep her routine consistent—fresh food and water, a clean litter box, and lots of playtime and affection. When caring for a client’s pets, I’m very mindful of their established routines. I follow feeding schedules, potty breaks, playtime, and any special instructions exactly as given. I want every pet to feel comfortable and secure, so I do my best to maintain the rhythm they’re used to. Whether it’s my home or yours, my priority is making sure pets feel safe, understood, and well cared for.
About: I have taken care of family pets for the last 10 years along with regularly dog sitting for a few families and decided to expand my dog sitting to more people. I absolutely love pet sitting for all types of animals! I am a college student with plenty of time in my class schedule to pet sit at peoples houses and regularly walk dogs or check in for letting the out I am happy taking dogs for walks or runs depending on what type of exercise they need. I am good with putting them in crates if they need that. If they need company for longer of periods of time i’m also happy to do that and not leave them alone for too long.
About: I used to have a pug and a small teacup Chihuahua and I loved them with all of my heart sadly we had to get rid because me and my mom were moving out of our old town house Im currently working a part time job at Kroger and I go to work at a cardboard factory at a building called achieve so weekends and week day availability really depends on how many days I need to request off I live with 2 dogs Charles and sady one is a German shepherd mix and Charles is a mini poodle we have a fenced in back yard and let them out to go to the bathroom and go for walks I love sady and charles
“Arabella & Dylan were very attentive to Makkachin. :) They tag teamed her care like pros, Arabella tapping in before Dylan left, and in total were with her for 5.5 hours, never leaving once! They were punctual, attentive to directions, which they followed to the letter, and gave her tons of attention and exercise, full of play, walks, and snuggles. They also fed her and kept her safe. She was happy and worn out in the best way. I would definitely use them again!”
“Anna house sat and pet sat for my 3 cats. She did a great job, and even my very shy cat made more appearances than usual. The house was clean, the cats were happy, and I felt that I had a very responsible person that I could depend on.”
About: My specialty is where I’ve worked at different animal shelters over the past 5 years and have abundant behavioral and medical experience with multiple types of dogs and cats! I’m very consent based on petting and have a soft spot for socialization of anxious animals. Your pets will be in loving caring hands at all times!! I have a full time job that runs until evening when I’m working, but can still do any drop in visits or overnight pet sitting. I have 2 week days off that I can use for your pets as needed which can include dog walks or house sitting! I have lots of experience with dogs from my work in animal shelters and am comfortable with multiple temperaments. With my work as a vet assistant, I’m trained in monitoring the health and wellbeing of dogs and cats and am very skilled in medication administration. I would also prefer to meet your dogs/cats once or twice before we are on our own so that they can be comfortable around me in their homes!
“Heather was an excellent sitter for my three cats — Prince Mittens, Sunny Sunshine, and Midnight Moon. Her calm, gentle demeanor made a big difference for Sunny and Midnight, who can be shy, and she was patient, letting them warm up at their own pace. She communicated clearly, sent updates and photos, and even made time for a live video call so I could see and talk to my fur babies. She also did a great job house-sitting, leaving everything clean and in perfect shape. I would absolutely book Heather again without hesitation — she’s calm, reliable, and truly cares for your pets, and I highly recommend her to anyone with shy or sensitive cats.”
About: Hi, I’m Laurel! I grew up with animals my whole life and have always had a genuine passion for pets of all sizes and species. I’m fun, organized, responsible, and excited for the opportunity to help care for your pets while you’re away! What sets me apart is that I truly treat every pet as an individual. I understand that young, senior, and special-needs pets may require different levels of patience, attention, and care. I’m happy to follow your pet’s normal routine, whether that means extra playtime and structure for a young pet or a slower pace and additional attention for a senior pet. Most importantly, your babies will be cared for, loved, and treated just as if they were my own. I want you to feel confident and comfortable knowing they’re in good hands while you’re away! I currently work a full-time job, but pet care fits well into my daily routine. I’m available in the early mornings for feedings, potty breaks, walks, and some quality time before I head to work. In the evenings, I’m available for walks, playtime, dinner, and of course, plenty of snuggles and attention before bedtime. I also have much more flexibility on weekends and can dedicate additional time to your pets, whether they need longer walks, extra playtime, companionship, or just someone to keep them company. I’m organized and responsible, so I’m happy to work around your pet’s normal routine and make sure they receive the care and attention they’re used to. While I do have a full-time job, I’m committed to making pet care a priority and providing dependable, loving care whenever your pets need me. I’ve grown a genuine love for animals and feel that I can bond with almost any pet. When caring for pets in my home or a client’s home, I focus on making them feel safe, comfortable, loved, and cared for while keeping their normal routine as consistent as possible. I’m happy to follow your specific instructions for feeding, walks, playtime, medications, bedtime routines, and anything else your pet may need. I’ll also treat your home with the same care and respect I would want for my own. I’m so looking forward to getting to know your pets, giving them plenty of love and attention, and helping you have peace of mind while you’re working, traveling, or simply away from home. Your pets’ happiness and well-being are my priority! 🐾❤️
About: I have taken care of all size dogs, I love all animals so I am not afraid of them and know that they need to gain trust. I am a nursing student at the University of Lynchburg, I would be honored to take care of your fur baby! Able to take last minute or short notice requests if need be. Able to walk them, check on them, give them medicine if needed. I love to play with them and fulfill the basic needs the owner has requested.
“I can’t recommend Hannah enough! She took such wonderful care of my dogs while I was away. From the start, communication was easy and reassuring. She sent regular updates, photos, and made sure I knew my pups were happy and safe. I’ll definitely be booking again!”
About: Here's a client-focused response designed to stand out: As a dedicated pet and house sitter, I provide more than just basic care—I treat every pet and home as if they were my own. My goal is to keep pets comfortable, happy, and stress-free in their familiar environment while giving owners complete peace of mind. I have experience caring for dogs, cats, and other household pets of all ages, including energetic puppies and senior pets who require extra patience and attention. Whether it's feeding, walks, playtime, administering medications, maintaining routines, or providing companionship, I tailor my care to each pet's unique needs. In addition to pet care, I offer reliable house-sitting services such as mail collection, plant watering, package retrieval, and home security checks. What sets me apart is my dependability, attention to detail, and commitment to regular updates and photos, so you can relax knowing your pets and home are safe, loved, and well cared for while you're away. I am a teacher that has pet sit off and on for years. Summer is wide open for your needs! When school's in, weekends, evenings, and holidays are all available! This response highlights your family environment while emphasizing safety and trust: Safety, trust, and comfort are my top priorities when caring for pets. In my home, pets are welcomed into a loving family environment with a secure, fenced-in yard where dogs can safely play, exercise, and explore under supervision. We are a pet-loving household with two friendly family dogs and family cats, so I understand the importance of proper introductions, monitoring interactions, and ensuring every pet feels comfortable and secure. When caring for pets in a client's home, I strive to maintain their normal routines to reduce stress and help them feel at ease while their owners are away. Whether it's feeding, walks, playtime, administering medications, cleaning litter boxes, or simply providing companionship, I give each pet personalized attention based on their individual needs. I also provide regular updates and photos so owners can feel confident that their pets and home are receiving reliable, attentive care. My goal is to create a safe, nurturing experience that allows pets to stay happy and owners to enjoy complete peace of mind.
“I can’t say enough positive things about Ariane! Her communication and photos of my fur baby were excellent! I didn’t worry about a thing, I knew Maisy was in excellent hands! Ariane is an amazing sitter!”
“Lauren was the BEST dog sitter we could ask for. She took care of our two dogs like they were hee own. She cleaned up before she left too! She definitely went above and beyond and anyone would be lucky to have her with their pups.”
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.
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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Winesap
Select a filter and find qualifying sitters offering house sitting.FAQs for House 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.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winesap walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winesap maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winesap choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
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.
Connect anywhere with the Rover app
