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Top rated Winona house sitters

“Julie was fantastic with our 3 dogs! She took care of them as if they were her own. She sent pictures every day and checked in with us on their well being. We have tried so many things, boarding and other house sitters and have never had such a great experience! She even offered to wash the sheets before we got home late at night! The house was left so clean and as though no one had been here. She is phenomenal!!!”


About: I’ve had dogs my entire life, so caring for them comes naturally to me. From playful puppies to senior dogs who need extra patience and hands-on care, I’m experienced with it all—including helping with feeding, hydration, and bathroom needs. I’m a true animal lover and go above and beyond to make sure every pet feels safe, comfortable, and loved. I am currently working full time but am available during weekends at anytime, anytime before 9 am, and anytime after 5 pm. I'm usually up by 4:30 am so I can start the day early. I can watch any dog at your home whether or not you have a fenced in area. I currently don't have my own space I live in apartments so it is limited but not totally unavailable
“Robbie was fantastic! I knew she would be a perfect fit from the moment my fur babies met her. They instantly were drawn to her. I highly recommend her and will definitely be booking with her again. Thank you, Robbie for taking such great care of my babies and my house.”

“Kimberly did a great job caring for our 2 pups while we took a mini vacation. She stayed with them in our home overnight and when we returned the pups were happy and the house looked fabulous. We highly recommend her as someone trustworthy to care for your pup family members.”

“Cory did an absolutely wonderful job caring for our dogs, cat and other animals! He was attentive to them and the dogs really loved him! So grateful for his care of our pets and home.”

“Definitely exceeded our expectations and made us feel at ease leaving our babies with her. Provided lots of updates with cute pictures and made sure that the cats were fed including treats along with making sure our dog received her meds at the proper times. Came back home and noticed that our place was cleaner than when we left as well. Will be booking with her again for sure.”

“She was great staying over night with my two cats. They both enjoyed Anna's company. She kept sending me pictures and videos of my babies.. They had a great time and I will use her service as many times as I need to. Thank you Anna for such a great job!”

“I was out of town from Sunday through Thursday. I was a little nervous about a stranger watching my pets. But she really came through. She communicates right away and I came home to a clean house and happy pets. I would definitely use her again.”

“With short notice Andrea was able to help us, it was fantastic! My babies, Tucker and Elimae were well taken care of and enjoyed their time with Andrea. Will definitely have use her services again”

“What a sitter!…She was great! She told us she had two dogs …and I said great bring them!….Her dogs already play with two pigs at her home so they got along great with my pig Pua. The house was just as we left it…Pua was happy and content. Again a great great sitter!”
“Absolutely amazed by Alexis and how well she did. Very professional and had no problem watching our house even with some of the extra tasks asked of her. Ive had sitters in the past but never have I come home to house that felt cleaner than when I left. I appreciated the daily updates and behavioral observations. 10/10 will use her again”

“I was so happy Mariah could accommodate my last minute request. Mariah arrived on time and re-introduced her to Gabby (they had a meet and greet). Gabby was well taken care of and I would definitely use Mariah again.”

“Chelbi was a very responsible and knowledgeable sitter for my puppy. She sent pictures and kept in contact with any questions or updates. I hope she is available for any future sitting needs we may have! Thank you, Chelbi!!?”


About: What sets me apart from other sitters is the energy and presence I bring around animals. I’m naturally calm, patient, and attentive, which helps pets feel safe and comfortable pretty quickly, even if they’re shy or anxious. I’ve spent a lot of time around animals and genuinely enjoy being with them, whether that’s going on walks, playing, or just sitting with them and keeping them company. I pay close attention to their behavior and needs, so I can adjust how I care for them based on their personality. Pet care fits naturally into my daily routine because I genuinely enjoy being around animals and staying active. I structure my schedule so I have the time and flexibility to give each pet the attention and care they need. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine. Whether I’m in your home or caring for them day-to-day, I make sure they feel safe, relaxed, and well cared for.
About: I am the proud owner of 3 little Shi Tzu's. My husband travels with his work so there are lots of time I am by myself at home. I would love to help with your fur babies needs. We are a very dependable and honest couple that is originally from Louisiana but have lived in Texas for almost 20 years. My entire life I have had animals of all kinds but mainly dogs. We have had big dogs to very small pets. I have a sister that was a assistant Vet for about 30 years and she has taught me a lot about how to safely care for their health and maintain a good diet and exercise. Love All types of Pets !!! Your pet will be able to run with ours and I take mine outside all throughout the day. If you would prefer them to be created I will provide them with any rules you would normally do at your home. I promise your pet will be loved and cared for as if they were my own.
Over 8 pet parents in Winona have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winona is $40
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 house 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.
Sitters in Winona average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winona on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 148 house sitters in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 95% of Winona house sitters respond in under an hour.
House sitters in Winona have an average of 12 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winona.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winona house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.





