House Sitting Winner
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Winner have booked house sitting
Winner, 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.
“Christy is the best dog sitter I have ever had. Our dog is very old and needy. She was so sweet with him and sent me pics all weekend of things he was doing. She kept me updated on how he was eating and taking his meds because I was worried he wouldn't do either while we were gone. I’m so thankful I found her and I have already booked another pet sitting appointment with her. Hire her, you wont be disappointed!”
“Emily was the best Dog sitter we’ve ever had. She was absolutely amazing. I’m almost afraid to tell how amazing she is for fear she’ll be booked all the time. :). She was truly an answer to prayer! She sent pictures and updates and our dogs had a blast!”
About: What sets me apart from other Rover sitters is my specialized experience in both puppy training and senior pet care. I am skilled in positive reinforcement techniques, ensuring that young dogs develop good habits early on. Additionally, I provide compassionate, attentive care tailored to senior pets’ unique needs, including administering medications and supporting mobility. My dedication to personalized, loving attention ensures every pet feels safe, comfortable, and happy in my care. I’m currently working part-time remotely , so i’ll have plenty of time to play with your pups or kitties! Right now I’m available 24/7 because I am saving to having a child! When caring for pets in my clients' homes, I ensure their comfort, safety, and well-being. I maintain feeding schedules, provide fresh water, administer medications if needed, and engage in playtime and exercise. I respect the pets' routines, offer companionship, and keep their environment clean. I communicate regularly with clients, updating them on their pets’ health and behavior, ensuring peace of mind while they're away.
About: I am a lifelong dog lover who has always shared my home with furry family members. Because dogs have been a constant part of my life, I truly understand their unique personalities and daily needs. I am deeply passionate about keeping dogs safe, happy & comfortable while their owners are away. I have many family members and friends who have relied on me to care for their furry family. I consider my dogs my own children and would treat any animal with the same regard! Pet care is my job! My routine is often shaped around the schedules & needs of my pets or clients' pets, and I like it that way! I care for my pets in my own home and treat every client's home like I would my own. I'm passionate about keeping pets comfortable during their stay, so I adapt to their environment and respect their space.
“Heather was wonderful pet/house sitter for our dog. It was the first time we left him with someone that wasn't family, and he did great. She sent us updates and pictures twice daily. It was nice to see he was being well cared for while we were away. She also took great care of the house and left it possibly cleaner than when we left. I highly recommend Heather!”
“Hailey was exceptional!! She was on time, communicative, and extremely respectful. She sent me updates and pictures of my fur baby. I definitely would highly recommend her.”
“Katy was an AMAZING dog sitter! Our pup is a little anxious and she was so sweet making sure he was comfortable and happy. She sent us updates and pictures and was very quick to respond whenever I messaged her to check in. She stayed at our place and was a wonderful guest. We came home to a super clean house and everything exactly as we left it. Wally was definitely super happy when he was with her and I would 1000% use Katy again to dog/house sit!”
About: I’ve been around animals my entire life and have cared for four dogs of different ages, breeds, and sizes. I currently have an 8-year-old mutt named Tucker who is incredibly sweet. Tucker previously went through heartworm treatment, so I have experience following medication schedules and giving medication as directed. I’m comfortable with feeding, walking, playing, basic grooming, and giving pets plenty of attention. I’ve also owned and cared for parrots, iguanas, lizards, hamsters, and many other animals. I genuinely love animals and will treat every pet like one of my own. I’m currently in college and only have about three hours of class on Tuesdays and Thursdays, so I have a very flexible schedule and plenty of free time to give your pets the attention they deserve. I’m available throughout most of the week for walks, drop-ins, playtime, feeding, and spending quality time with your pets. My apartment is very pet-friendly and comfortable, with plenty of places for dogs to relax. I even have a couch specifically for dogs, along with a dog bed and other cozy spots throughout the apartment. I’ll make sure your pet feels safe, comfortable, and at home while they’re with me, and I’m happy to follow any routines or special instructions you provide.
About: I grew up with four dogs:) I am reliable, and have experience with special needs (medication/specific food instruction. Over 10 years of experience from dog walking, drop-ins to house sitting. Experience with medium and large sized breeds as well. I also have experience with cats, and have an angel of my own:) I am currently in school, taking summer classes - So I have quite a bit of extra time to walk, dog sit, and play with your dog! I know leaving a pet at home can be very stressful - so my main priority is your pets safety and health. I aim to be mindful of your pets well-being and care for it as my own.
“Callie is a very pleasant person and a wonderful pet sitter-- she agreed to watch our three dogs at our home over the holiday weekend and they were well taken care of. They are an energetic and playful group, so that was no small task. She sent occasional photos of them and answered all of my questions about how they were doing in a timely manner, which I very much appreciated. When we returned home after a long drive, the house was clean and the mail was on the counter. She was easy to work with, considerate, and attentive to our pets.”
The median cost per night for house sitting in Winner is $45
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 - Winner
Select a filter and find qualifying sitters offering house sitting.Sitters in Winner average 3 repeat house sitting clients
FAQs for House Sitting - Winner
Frequently asked questions about Rover
As of October 2026, there are 271 sitters on Rover offering House Sitting across Winner. 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 Winner 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 Winner 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.
Tip: 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 Winner 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 with handling special pet needs in Winner. On Rover:
- 91% of sitters can help with special care needs
- 96% 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.
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