
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winona house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Erica was so flexible with my schedule! My animals loved her and even my cat who never comes out and visits people came to visit her! She made time to play with my dog to be sure he was stimulated and worn out. I would use her again.”

“My rescue dog Jack loves Marcy. Everything was taken care of while I was gone. She kept in touch with me and gave me a video od Jack that made me smile. I will definitely call on her again.”

About: I grew up with dogs, so i have taken care of them my whole life. I have also helped out friends and family members with dog sitting. I am currently working part time, so i have plenty of free time during my day to take care of your animals. I can stop by frequently or house sit as well. I have two dogs and i take care of them by feeding them, letting them out, making sure they have water, walking them, etc. i am very good with animals, and enjoy spending time with them.

About: I've been taking care of dogs and cats alike as long as I can remember. My family, neighbors, and friends trust their fur babies with me because I treat them like they are my own. I am a stay at home wife, so my day is completely free to look after your fur babies. I have all the time needed to provide a safe and happy stay. I have a fenced yard and two of my own fur babies to keep your baby happy and entertained. The babies are allowed on the furniture and in my bed if they need it.
“I was nervous about leaving my furbabies with a stranger but Kori reassured me and kept her word by sending me daily photos (sometimes several) of my dogs and was in constant contact the whole time. The house was as clean as I left it and she even washed her sheets and towels! The next time we go out of time I hope she's available.”

About: Each and every animal that I come in contact with I am respectful and calm! I love every pet like it’s my own. Each dog requires different needs and I am completely understanding and will do what it takes for the animal to be the most comfortable and relaxed it can be. I am grateful for the love animals give me and I hope that I can give them that love back. Animals are part of families and I want to provide that comfort when their families are not around! I have expierence with being around all different animals since I was very young. I have been dog sitting since I was 13 years old. I have the experience you want for your loved family member. I work at a veterinary clinic so I have experience with working with all types of breeds. Being a vet assistant I am able to provide for your pet with the knowledge and confidence it takes to take care of any pet!! I work full time at a vet clinic and love to surround myself with all types of different animals! I find comfortable and peace giving people the option to have someone love their pets as my own when they are away! Any needs that your pet may need I am more than comfortable to provide. I deal with many different species and behaviors daily at my job and would love to do whatever your pets need to be comfortable.
“Luna helped us out in a tight situation! We needed a pet sitter at the last minute and she pulled through for us. She was willing to come without meeting our pets before the weekend she came to sit. Luna was responsible and I felt our pets were safe with her. I would definitely ask her to come again.”

“Jeannine took wonderful care of our sweet Winnie while we were gone. I was very nervous to leave her, but Jeannine reassured me by sending frequent updates and lots of pictures so I knew just how she was doing. Jeannine was very quick to reply to my messages and kept me updated throughout our absence. We will definitely use Jeannine again and would recommend her to anyone looking for a great sitter!”

About: I’ve had pets most of my life & am a very caring person. My work schedule is very flexible and I love meeting new pets! I have a very flexible schedule at work with most weekends and evenings off! I can be available during the mornings and afternoons as well! I can adapt to your needs! I live in a multi pet household and know that not all dogs (even the same breed) are the same! I will love your pets as if they were my own!
About: i have taken care of animals all my life from dogs, cats, lizards, and birds i will make your animal feel loved just like if it was my own pet im currently working part time at a dog grooming place so im not busy so i have time to walk and take care of your animals when needed. i have a huge yard for my six dogs where we go out when it’s nice out to play ball and run to get some energy out of them and we have a separate room for their crates so when we leave we put them in crates so they don’t get into anything
“Jasmin is a dream pet sitter. She took excellent care of our pups and was extremely courteous and respectful staying in our house, helping out in various ways. You can tell how much she loves dogs and that she is a kind and thoughtful person. There is no question we will book with her again if she is available but I worry she will quickly become the most popular pet sitter on Rover.”

“Shane is awesome! He took great care of our 3 goldens and 4 cats. He was very good with Tank (our high maintenance dog) and was able to keep him calm and happy. We got daily photos and updates. I never worried. Shane is trustworthy and dependable. I think the dogs were upset when we got home as they were hoping it was Shane. Thank you for taking good care of everyone while we were away. We will always look to book Shane for our pet sitting needs.”

“Valerie is the sweetest! She is so knowledgeable about animals and their needs. She bonded with our puppy Charlie instantly. She came to the house and watched Charlie for 5 hours and was so attentive to her. They went for a walk, played ball and snuggled on the couch together. I highly recommend Valerie as a Fur Nanny! She’s the best!!”

About: I have had animals my whole life and I have love for all kinds of fur babies. I can’t wait to meet yours and shower them with love and attention! I just graduated college and am applying for corporate jobs at the moment, but so far am primarily pet sitting so my schedule is very open. I do not care for pets in my home as it is a shared space with roommates and pets. Thank you for your time and understanding.
About: I've been around all different kinds of animals since I was a little kid. So I’ve had 10 + years of animal care experience. I know how to take care of them and animals usually like me. As for professional experience with animals I would say I have 3-5 years of experience, I am currently working at a vet clinic as a veterinary assistant and I have gone to veterinary technician school. I currently have 1 dog and 3 cats. I am currently working full time at a vet clinic. I went to veterinary technician school but for now I’m working as a veterinary assistant. I can watch, walk or sit any day/ any time I have off normally Tuesdays, Sundays I’m also free anytime after 3:30 pm everyday. if u are unsure about a day or time I can watch your pet just message me and we can figure it out together. Im not currently caring for client pets in my home for the safety of my cats. I do offer house sitting at the clients house. If I’m staying at your house or just coming to let out your pet I can feed, water, brush and play with them if you are too busy or you just want your pet to have company I can also do that while you are at work or on a vacation.
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 $45
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 5 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 $45 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 102 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, 90% of Winona house sitters respond in under an hour.
House sitters with repeat customers have an average of 5 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.




