House Sitting in Winona
Find a loving house sitter to watch over your pets and your home.

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Loving house sitters in your neighborhood
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1. Ajia W.

“A repeat experience with Ajia did not disappoint. While she was walking him, he had a minor accident that left a small cut. It could have happened to anyone. Ajia took it very seriously - called me immediately, sent pictures, treated the cut and made sure he was ok. She immediately reported it to Rover, per their guidelines. When I got home - it really appears to be just a surface cut. However, this experience gave me complete confidence that if anything serious were to happen, she is the right person to be able to address it in our absence. She is wonderful and will continue to be our #1 pick for our cranky old man!”


2. Cali R.

“Cali and Skylar did an amazing job with my fur babies. The ladies did an in-home sit and care for 4 nights at my home. I prefer in-home because my kitten is incredibly bonded to my pitbull, so keeping them together in their home environment is important to me. Cali and Skylar checked in with me often while I was away, usually 2-3 times a day, sending updates and photos of my animals and their play, adventures, and rest. Communication was very easy and they responded to messages promptly. They left my place clean and tidy, too. My animals were so well loved when I was away. I would definitely recommend their services to others; I’ll certainly be using them again when I travel.”


3. Jillissa R.

“Jillissa stayed overnight with my fur babies. She kept in contact and sent pics with updates. I felt very comfortable with her in my home and will not hesitate to book with her again!”


4. Isabelle K.

“We couldn’t be more pleased with our first experience with Rover and, in particular, with Isabelle. She took wonderful care of Cosette and our home. We were grateful for the regular photo updates and it was clear that Cosette enjoyed her new companion. We will not hesitate to ask Isabelle again. We give her 5 stars!”


5. Erica & Ciara M.
“Ciara did drop in visits for me when I first got my new puppy. She was great with her and the puppy had so many fewer accidents than she would have if I’d only come home on lunch! She also did a great job with the puppy on positive crate association. Now the puppy knows kennel means she goes in the crate and she has no complaints.”


6. Rachel L.

“Excellent caring attitude with my senior dogs. Stayed in touch and submitted photos while I was away. Followed all instructions with housesitting and doggy care!”


7. Ellery A.
“Ellery is a good friend of mine, she is very responsive and trustworthy. She is a very timely person and good at getting any tasks done on time and done well. She has many pets and cares for them all well. She has a very compassionate personality and would be a good dog walker/sitter.”


8. Rebekah L.

“Excellent visit and job done. Our 2 Appenzellers bonded well and were comfortable and well cared for. Thanks”


9. Morgan R.

“Morgan was so easy to work with! My animals were comfortable and happy, well-taken care of while I was gone. I would use Morgan again in a heartbeat for pet snd house sitting while I travel.”


10. Zoe S.

“Zoe did an amazing job with our fur babies. She was so patient and kind with each of them. It was so nice being able to leave town with a peace of mind knowing they were comfortable at home and being cared for. A wonderful extra plus was Gucci smelled soooooooo much better after his bath and brush. A huge help to me. She’s great!”


11. Lily J.

“Lily did a fabulous job watching our Jules. She followed our instructions perfectly. She took Jules for walks which Jules LOVES. Lily sent us photos of her with Jules showing that Jules was getting lots of attention. Lily is Very good at communication via messenger or texting. She is courteous and prompt. We trust her completely in our house and taking care of our Jules. We HIGHLY recommend Lily for pet sitting. We will definitely request Lily again. ❤️”


12. Ashley D.

“Ashley was great. Very thorough and took great care of Dove. She took excellent notes to make sure Dove had everything she needed to a T. I highly recommend Ashley and would book again in the future.”


13. Laren C.
“Laren is a wonderful pet parent and amazing person!! They will put the needs and health of a pet above their own. Laren is really good and understanding animal needs, and animals flock to them. I highly recommend them to take care of any animals you may have! Laren is a breath of fresh air”




14. Michelle N.

“Michelle took great care of our two dogs and one cat while we were away. Our dogs felt comfortable around her right away. Michelle was flexible and communicative.”


15. Courtney C.
“Courtney is an amazing human being as well as a caring pet caregiver. She has been a lifesaver to our family and our dog, Lulu. She is courteous, punctual, and caring. Courtney goes above and beyond in communicating with us if anything arises with our dog. I highly recommend Courtney and her pet caregiving services. She is topnotch!”


16. Katelyn S.
About: I adore animals and have 4 of my own and can I add that they are completely spoiled! I have been taking care of pets since I was a little girl. I‘ve always had a passion for working with animals and then I came across rover. 🐶😺 I will make sure that your dog/cat is given the proper care it needs. I can play with them, feed them, administer medications, etc. I have had animals my whole life. I love to go for walks, the dog park, or other adventures. My own dog goes out 5 or more times a day. Please consider giving me an opportunity to take care of your beloved animal. I’ll be sure to love them while you are away. Thank you! P.S. I do have 3 jobs and sometimes my significant other helps out. I have a very flexible schedule and do have the availability to work from home. I can move my schedule around and make most things work. I typically don’t have pets in my home. My dog does not like most dogs and has a long trauma history. He is a rescue from Texas.


17. Jacque K.
“Jacque was wonderful while staying with my puppy Atlas for the weekend! She provided me with great updates and pictures. I could tell Atlas really liked her and he was the same happy, sweet pup when I returned home!”


18. Madi B.

“Madi did a great job with our cats and 2 year old dog! She provided several updates and took our pup on multiple walks and even got her a favorite treat, a pup cup!”


19. Emily W.
About: I am able to give animals medication and make all of their needs a priority from bathroom time to eating. I am proud of my abilities when it comes to house pets! I am a cat mom of 3 at the moment so I spend every day taking care, playing with, and giving attention to my pets! I respect the pet owners rules and accommodate to their pets needs. I am a neat freak so no matter where I am or what I am doing the house and animals will have the best care.


20. Isabelle H.
About: I have worked at The Pet Ranch for almost 2 years. It is a Pet Resort, they offer daycare, grooming, training, and boarding. I have bathed dogs, fed dogs, cleaned up after dogs, i have helped dogs when they are sick, I understand K9 signals of distress and anxiety. I am good with medications if your pet needs them. I love working there but would just like a more flexible schedule. I have my own dog and I have taught him lots of tricks and manners. I do this for a part time job throughout the week and weekends. I love to take my dog and friends dogs on hikes, if parents aren’t comfortable with that we go on walks, play fetch, and snuggle.
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Mar 2025 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 Mar 2025, there are 49 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, 93% of Winona house sitters respond in under an hour.
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.
