House Sitting Winnie
Find a loving dog sitter to watch your dog overnight in your home.
Winnie, 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.
About: I’ve taken care of animals as a kennel tech and vet assistant since I was 15 years olds. And my degrees and career field revolves around veterinary medicine. I have nothing but free time to sit at home and care for your animals. There may be limited weekend availability depending on if I’m allowed to visit home once a month. I have an unfenced yard if your animal is a great listener, if not there is tons of space and a dog park for me to give them outside enrichment. Animals are free range in my home unless they have social issues. There are man areas that small kennels and gates can be placed to allow for separation if needed.
“Sophia was a huge help watching our dogs for the second time while we were on our honeymoon. Unfortunately, my dog Blue got sprayed by a skunk while we were gone but Sophia made us feel much more at peace. She immediately notified us of the situation, took Blue to the vet, and bathed her. We were very grateful!”
“Tessa cared for our three dogs over a 4day period. She was able to add my son’s dog to our little pack last minute as his sitter was unavailable. She is prompt and professional. One of my dogs is on daily medications, she was very thorough with his medications and made sure to give me updates. She is sensitive to their needs and spends time with them each visit. I was very happy with her services and will continue to work with her in the future. I highly recommend Tessa for your pet sitting needs.”
“We can’t say enough wonderful things about Roxi! She took such incredible care of our furbabies and our flock while we were out of town. Knowing they were in her hands gave us such peace of mind. Roxi cared for our animals and our home as if they were her very own. She went above and beyond to make sure everyone was happy, safe, loved, and well cared for. It’s such a special feeling to find someone you can completely trust with the things that mean the most to you. Roxi is truly a wonderful soul, and we feel so lucky to have found her. We came home to happy babies and a well-cared-for home, and we couldn’t be more grateful. We will absolutely be using Roxi again for our next out-of-town trip and would wholeheartedly recommend her to anyone looking for someone trustworthy, caring, and dependable. ❤️🐾🐔”
About: Growing up I always had dogs and would constantly watch dogs 101 and vet shows. I learned their language to better connect with them especially if they have anxiety. Right now I am raising 3 cats and caring for my elderly dog who has seizures so I know how to handle a situation when it come to it along with schedule medications. My dog also only chooses me to cuddle with during thunderstorms so if your pup has a fear of storms while you're gone you can rest assure I'm making them feel as safe as possible. I have pretty big gaps between my day schedule, between school and work. I have time for morning, afternoon and night visits. I usually get out of work 830 the latest so medication will be able to be given before too late in the night In the client's home I would normally make sure I can see their pet at all times to guarantee no accidents happen on my watch. I also depending on the breed and personality of the dog will walk them or give them enrichment more often as needed.
“Tory has been such a blessing to our family. She kept in touch while we were gone with fun updates and gave our pets perfect care. We are excited to have her back and value her service. We highly recommend her.”
“Wow! Can’t say enough good things about Bailey. One of our dogs was recently diagnosed with diabetes and she was experienced with that easing my mind while I was on vacation! She kept me updated providing some cute pictures and was super easy to communicate with!!! All my fur babies fell in love with her! Can’t wait to book her again!!!”
About: I’ve cared for dogs of all sizes and personalities since I was young. I’m dependable, patient, and genuinely passionate about animals. I treat every pet like family and make sure they receive plenty of love, attention, exercise, fresh food and water, and a safe, comfortable environment. I understand that every pet has different needs and routines, and I’m happy to follow your instructions closely. Whether your pet needs a quick check-in, playtime, walks, feeding, or extra attention while you’re away, you can count on me to provide loving and reliable care. ❤️🐶 I’m a stay-at-home mom, and now that my child has started pre-K, I have plenty of time during the day to care for your pets. I’m available for daytime drop-ins, walks, playtime, feeding, and boarding. My schedule is flexible, allowing me to give your pets plenty of attention and care throughout the day. I have a secure fenced yard and two friendly dogs who can provide companionship for pets who enjoy being around other dogs. I’m also able to keep pets separated when needed and can crate your dog if requested. I’ll follow your pet’s routine and care instructions carefully, and I always prioritize their safety, comfort, and happiness. 🐾❤️
About: I currently have owned/trained an abundance of different animals. I’ve been around and have experience with dogs ranging from Siberian huskies to Golden Retrievers. I’ve even owned two different handicapped dogs throughout my life. I’ll be able to handle any fur baby coming my way. ♥️ I am currently working part time and not at all past 3:15pm nor do I work weekends. So your babies have my full attention weekends and nights. I have a privacy fenced in yard and two inside cats that keep to themselves. None of our cats care or mind other pets. Your pet will be safe and loved.
About: I have loved and cared for dogs of all sizes and breeds for several years. Friends and family regularly rely on me to feed, walk, play with, and look after their pets. I am highly responsible, energetic, and dedicated to making sure your dog feels safe, happy, and loved while you are away. Whether they need a long walk or some cozy couch cuddles, I’ve got it covered! I am currently a student with classes only on Mondays and Wednesdays. Aside from my Sunday night assignment deadlines, my schedule is incredibly open and flexible. This gives me plenty of dedicated time throughout the week and weekends to fully focus on, walk, and play with your beloved pups! I specialize in caring for pets directly in the comfort of your own home, where they feel most safe and secure. While I do have a fully fenced backyard and can crate dogs if absolutely necessary, I prefer traveling to your house to maintain your dog's regular routine, environment, and peace of mind.
About: I’ve had many dogs throughout my childhood and I just love how they are. I have had experiences with many dogs throughout my life. They’re so cute I love them all. I currently don’t have a job right now but I am looking for one. I start my day early so I have free time! I only have one dog now. Her name is Luna, she’s been my baby since she was literally a baby. She knows when to go outside to use the restroom, as well as some tricks I taught her, she also loves when I pet her…sometimes when she wants me too lol, still love her.
About: I live in a very dog-friendly neighborhood right in front of a waterside park, which means plenty of outdoor time, fresh air, and sunshine for your pup. My own sweet older dog, Chop, is very social and well-mannered, so visiting dogs always have a friendly companion by their side. Since I work from home, I’m able to give pets lots of attention throughout the day with frequent walks, playtime, and snuggles. I truly love animals and care for each one as if they were my own Pet care is naturally part of my daily life. I start and end the day with walks by the waterside park right outside my door, and I build in plenty of breaks for outdoor time throughout the day since I work from home. My dog Chop is older and very social, so he loves having other dogs join us for fresh air, sunshine, and play. Whether it’s morning walks, midday potty breaks, or evening snuggles, I make sure pets feel cared for and included in my routine. In my home, pets are treated like family. They’ll have access to plenty of outside time at the waterside park right across the street, daily walks, and a safe, comfortable space to relax inside. My dog Chop is very social and gentle, so visiting dogs always have a built-in buddy. Because I work from home, I can give pets consistent attention, whether that’s playtime, snuggles, or regular potty breaks. When I’m caring for pets in a client’s home, I follow their routine closely, from feeding schedules and walks to any special instructions for training, medication, or comfort. My goal is always to keep pets happy, safe, and relaxed in the environment where they feel most secure.
The median cost per night for house sitting in Winnie is $39
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Meet local sitters who will treat your pets like family
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Popular requests for house sitting - Winnie
Select a filter and find qualifying sitters offering house sitting.Sitters in Winnie average 3 repeat house sitting clients
FAQs for House Sitting - Winnie
Frequently asked questions about Rover
As of October 2026, there are 108 sitters on Rover offering House Sitting across Winnie. Enter your ZIP code to see which available sitters are closest to your home.
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 Winnie 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 Winnie 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 Winnie 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.
Never beg a friend to watch your dog again. With Rover, you can find your the perfect Winnie house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Winnie who can provide the care your dog needs, when they need it.
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