Pet Sitting in Winona
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winona pet sitters

“Hayley was a great drop in pet sitter for my kitty, Blackie. Her daily visits, pictures and info on how Blackie was doing each day made me feel that she wasn't missing us too much. The house and Blackie were great when we arrived home. The litter boxes were cleaned and any trash from feedings were taken care of. I would highly recommend Hayley as a wonderful pet sitter!”


“Mariah is a wonderful caregiver to our pups!! Mariah is always on time and great at communicating throughout the visit. Will keep going back to her as a caregiver for them.”


“I cannot emphasize how amazing Wendy is. I trust her with my fur child 100%. If you need a great dog sitter/walker who is so kind and always available in a pinch, you need Wendy.”


“Jenn is an excellent pet sitter! She checked in on my cats twice a day while I was out of town, and she took care of every little detail including meals and litter boxes. At the last minute, one of my cats needed to be given medication twice a day so Jenn took care of that too. Throughout the entire process, she was easy to communicate with and incredibly detail-oriented. I really appreciate how easy it was to book her services, and I plan to book her again in the future. I would recommend Jenn to anyone who needs help with their pets.”



“Amazing sitter! She was kind and considerate and most important, she was consistent. The details matter and Brianna paid attention to them. I would highly recommend her for any of your pets needs!”


About: I've lived on a farm growing up and have experience with older dogs. I've only had two from puppyhood so not as much experience there but always willing to gain experience. I currently work a full time job but I'm available on evenings during the week and all day on weekends for any last minute trips. I can and will follow any directions given. I do not follow the carrot and stick approach, I prefer to be gentle but firm. You'll need to give me a limit on treats.


“Kerri has been amazing both times we’ve had to go out of town. She goes above and beyond the extra mile! Her and her family make sure to love on our kitties and give them lots of treats and petting. I definitely would recommend her, and 100% plan to book her next time.”


About: I have taken care of dogs and cats since I was about 10. In the past couple of years I have cared for my grandmothers rescue dog while she works. I have experience with reactive dogs and training puppies. I am a full time college students so my schedule is a bit tight but I still have time to walk or house sit your pet. I have unfenced back and front yard and a small fenced in area in my backyard. I have a pet friendly dog who is crate trained and well behaved. I have experience leash and crate training. I have a small crate and a large crate in my house.

“This was our first time using Rover. I went with Anna and would use her again to watch our cat. She was easy to communicate with and she sent me pics from each visit. She was trustworthy and responsible. :)”


About: I’ve been caring for pets for years, and it’s something I truly love. From energetic puppies to wise senior pets, I understand that every animal has unique needs, and I’m committed to providing them with the best care possible. In high school, I worked as a dedicated dog walker, gaining hands-on experience with different breeds and temperaments. Later, I had the opportunity to work as a vet tech assistant, where I learned valuable skills in pet health, behavior, and medical care. This experience gave me the ability to recognize signs of distress, administer basic pet care, and ensure pets are happy and comfortable. I’m also experienced in training puppies, reinforcing good behavior, and providing gentle support to senior pets who need extra patience and care. Whether it’s playtime, long walks, or simply companionship, I always make sure pets feel safe, loved, and well cared for. Your pet deserves someone who will treat them like family, and I look forward to creating a happy, stress-free experience for both of you! I work from home with a flexible schedule, so you can count on me to be there when you book! Pet care is part of my daily routine, and I love ensuring animals feel happy, comfortable, and well cared for. Whether it’s walks, playtime, or special care, I tailor my approach to each pet’s unique needs. From extra exercise to medication or just companionship, I always prioritize their well-being and treat them like family. If you schedule me, I will be there! I will not agree to any schedule if I do not 100% know I can accommodate those times. I prioritize safety, trust, and comfort in every pet care experience. In a client’s home, I follow all instructions closely to maintain their routine—whether it’s feeding, exercise, medication, or special care needs. I ensure pets feel safe, respected, and well cared for while keeping their space clean and stress-free. Above all, I treat every pet with patience, kindness, and personalized attention, so owners can feel confident their furry friends are in good hands

About: I am a full time pet sitter! I have worked in professional dog grooming salon settings for 7 years. One of which includes running my own salon. As well as 6 months mobile grooming in Florida! I have 2 years experience working in professional boarding facilities as well as doggy daycare. I dont remember there ever being a time where we didnt have a dog, or several, growing up. Each one leaving a special spot in my heart. I have over 14 years of experience with a vast variety of dogs. I starting my own dog walking company with 2 friends enlisted to help at the age of 10. I am able to provide pretty much any service, doing everything from house sitting to mobile grooming. I have 2 dogs of my own who are very sweet and love to play. Fable is my 5 yr old lab who is always bouncing with energy. Iroh is my 1 year old lab mix, the loud mouth in the crew . I can provide glowing professional as well as personal refrences, so give me a call for your pets needs :) I am currently working full time in petcare. Doing rover has become more than a side job and I freelance dog groom in my spare time. I have experience with anxious, agressive, and reactive dogs. I am able to administer medication including but not limited to oral medication and insulin injections. I am trained in pet first aid as well as cpr. I love to spoil my clients and try to build a bond with them.

“Leah & Autumn were wonderful! They took such good care of my cats while I was away. They kept me updated on how they were doing with pictures and reports. They played with my kitties, loved them, and in general, took excellent care of my babies. In fact, they took such good care of them, my babies showed no signs of distress when I returned. It was nice having the peace of mind to enjoy my trip knowing I had these two lovely people caring for my beloved pets. Thank you so much Leah and Autumn!”


About: I have two dogs and one cat of my own and I promise to treat them like one of my own! For dogs, I can walk them, feed them, bathe them, and play with them! For cats, I can also play with them and give them some love! I’m a rising junior at Tennessee Tech University studying at the nursing school there! Even though my major relates to humans, I’ve always been dedicated to taking care of animals if they needed it. I have a dog of my own that I’ve done plenty of research for in order to take proper care of him! I’ve also had two more dogs and seven cats of my own back in my hometown! Safety is my biggest priority. In my client’s home, I will utilize every safety resource that is offered: fences, leashes, crates, and more. I will always make sure your fur baby is taken care of!

About: I got my first puppy that was all my responsibility when I was 14. He’s now a sweet, cubby baby that’s spoiled more than I was as a kid. On top of raising him, I’ve been pet sitting and walking for friends and family since I was 13. Running and playing with animals has always been my favorite thing to do. My pup will get the zoomies and he counts on me to run around with him so of course I cant say no. My point is, your pet will be happy and safe as long as I’m around:). I work at busy bees preschool but my schedule changes often. Most days im scheduled for 12-530 but it can also be 1030-530 or 830-530(rarely happen though). Im off saturdays and sundays. My babies all have different schedules in our house. My youngest pup, Moose, is a big pit mix so he has a lot of energy. He goes for daily walks through our neighborhood, eats breakfast and dinner, and stay with me most of the day. My oldest bailey, a chihuahua, thinks my mom is his mom so he's a couch potato with my mom and her pup during the day. Last but not least my cat rue, aka rue-cifer, HATES my room door being closed whether she is in it or not lol. Before my childhood cat passed she would torment him all day and nap in her bed or in the living room chair. And at night they all sleep in my room. Moose in his bed on the floor, bailey sleep on my bed with his blanket and rue goes back n forth between me and bailey and moose’s bed.

About: I have grown around all kinds of animals such as dogs, cats, sugar gliders, and lizards. I love getting to know different animals and I have done a lot of research about their care. I will be starting school back in Cookeville soon so from August 6th through the 19th I will be available any time any day of the week. After that once my classes start I will be available evenings Monday through Thursday and any time Friday through Sunday. I cannot have pets in my current apartment so it would make me so happy to help others care for their precious babies! I will treat client homes and their pets with respect and love. I am a very organized and clean person and I would love to help other take care of their fur babies!


About: I have been around dogs and cats of all kinds my entire life. I currently have 4 cats, and 1 dog of my own that are spoiled beyond belief. I would be more than happy to drop in on your pets during the day, and give them some extra attention/walks. I currently work remote in Cookeville with lots of flexibility to fit your pets' schedule/needs. With this flexibility I can handle 1 days notice for drop ins, and very relaxed cancellations I know having a stranger drop into your home can be a little concerning at times, especially with your pets at home. Rest assured, I am professional in everything I do, especially when it comes to your personal property.

“Our three dogs were well looked after by Kylie while we were away. The photos she sent made us happy and reassured us that the doggos were doing fine. We will book Kylie again, for sure!”

Loving pet sitters in your neighborhood
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Hayley V.Star Sitter

“Hayley was a great drop in pet sitter for my kitty, Blackie. Her daily visits, pictures and info on how Blackie was doing each day made me feel that she wasn't missing us too much. The house and Blackie were great when we arrived home. The litter boxes were cleaned and any trash from feedings were taken care of. I would highly recommend Hayley as a wonderful pet sitter!”


Mariah D.
Star Sitter


“Mariah is a wonderful caregiver to our pups!! Mariah is always on time and great at communicating throughout the visit. Will keep going back to her as a caregiver for them.”


Wendy B.

“I cannot emphasize how amazing Wendy is. I trust her with my fur child 100%. If you need a great dog sitter/walker who is so kind and always available in a pinch, you need Wendy.”


Sharon C.

“Sharon is wonderful and went above and beyond. Thank you Sharon!”


Sabrina T.

“Very searchable she was so pronged loved her hopes to do business again with her thank you so much for all your help!”


Tiffany P.

“Scheduled me last minute and easy to work with , my cats and fish loved ‘em”


Jenn F.Star Sitter

“Jenn is an excellent pet sitter! She checked in on my cats twice a day while I was out of town, and she took care of every little detail including meals and litter boxes. At the last minute, one of my cats needed to be given medication twice a day so Jenn took care of that too. Throughout the entire process, she was easy to communicate with and incredibly detail-oriented. I really appreciate how easy it was to book her services, and I plan to book her again in the future. I would recommend Jenn to anyone who needs help with their pets.”




Brianna H.


“Amazing sitter! She was kind and considerate and most important, she was consistent. The details matter and Brianna paid attention to them. I would highly recommend her for any of your pets needs!”


Ashley A.
“I've known Ashley for over 20 years and have known her to be one of the kindest, most compassionate people I've had the pleasure to know. She grew up taking care of all kinds of animals from cats and dogs to horses, and she has always given them the best care available. My late dog Libby absolutely loved when Ashley would come to visit, and of course animals know better than anyone when someone is a good, kind-hearted, animal-loving person. I can't think of many people I would trust with my pets, but Ashley is definitely one of them.”




Kerri S.

“Kerri has been amazing both times we’ve had to go out of town. She goes above and beyond the extra mile! Her and her family make sure to love on our kitties and give them lots of treats and petting. I definitely would recommend her, and 100% plan to book her next time.”


Laila H.
“Hello yes I just want to say that Laila is genuinely a really nice person and caring to boot and she would absolutely make a good pet caregiver as she already has a pet that she does fantastic with. I think this would be a great fit for her getting to care for other animals.”


Anna F.

“This was our first time using Rover. I went with Anna and would use her again to watch our cat. She was easy to communicate with and she sent me pics from each visit. She was trustworthy and responsible. :)”


Alexis G.
“Lexi is an animal lover, pure and simple. She has 2 wonderful dogs of her own as well as a cat that she takes fantastic care of to incude regular vet visits, plenty of playtime, clean water daily and all the essentials of having a pet. My dogs are drawn to her and love her. She won't just treat any dogs she walks as a job. She will be their friend. Highly recommend her.”


Erin R.
About: I am a full time pet sitter! I have worked in professional dog grooming salon settings for 7 years. One of which includes running my own salon. As well as 6 months mobile grooming in Florida! I have 2 years experience working in professional boarding facilities as well as doggy daycare. I dont remember there ever being a time where we didnt have a dog, or several, growing up. Each one leaving a special spot in my heart. I have over 14 years of experience with a vast variety of dogs. I starting my own dog walking company with 2 friends enlisted to help at the age of 10. I am able to provide pretty much any service, doing everything from house sitting to mobile grooming. I have 2 dogs of my own who are very sweet and love to play. Fable is my 5 yr old lab who is always bouncing with energy. Iroh is my 1 year old lab mix, the loud mouth in the crew . I can provide glowing professional as well as personal refrences, so give me a call for your pets needs :) I am currently working full time in petcare. Doing rover has become more than a side job and I freelance dog groom in my spare time. I have experience with anxious, agressive, and reactive dogs. I am able to administer medication including but not limited to oral medication and insulin injections. I am trained in pet first aid as well as cpr. I love to spoil my clients and try to build a bond with them.


Leah & Autumn S.

“Leah & Autumn were wonderful! They took such good care of my cats while I was away. They kept me updated on how they were doing with pictures and reports. They played with my kitties, loved them, and in general, took excellent care of my babies. In fact, they took such good care of them, my babies showed no signs of distress when I returned. It was nice having the peace of mind to enjoy my trip knowing I had these two lovely people caring for my beloved pets. Thank you so much Leah and Autumn!”


Lola S.
About: I have two dogs and one cat of my own and I promise to treat them like one of my own! For dogs, I can walk them, feed them, bathe them, and play with them! For cats, I can also play with them and give them some love! I’m a rising junior at Tennessee Tech University studying at the nursing school there! Even though my major relates to humans, I’ve always been dedicated to taking care of animals if they needed it. I have a dog of my own that I’ve done plenty of research for in order to take proper care of him! I’ve also had two more dogs and seven cats of my own back in my hometown! Safety is my biggest priority. In my client’s home, I will utilize every safety resource that is offered: fences, leashes, crates, and more. I will always make sure your fur baby is taken care of!


Jalene B.
About: I got my first puppy that was all my responsibility when I was 14. He’s now a sweet, cubby baby that’s spoiled more than I was as a kid. On top of raising him, I’ve been pet sitting and walking for friends and family since I was 13. Running and playing with animals has always been my favorite thing to do. My pup will get the zoomies and he counts on me to run around with him so of course I cant say no. My point is, your pet will be happy and safe as long as I’m around:). I work at busy bees preschool but my schedule changes often. Most days im scheduled for 12-530 but it can also be 1030-530 or 830-530(rarely happen though). Im off saturdays and sundays. My babies all have different schedules in our house. My youngest pup, Moose, is a big pit mix so he has a lot of energy. He goes for daily walks through our neighborhood, eats breakfast and dinner, and stay with me most of the day. My oldest bailey, a chihuahua, thinks my mom is his mom so he's a couch potato with my mom and her pup during the day. Last but not least my cat rue, aka rue-cifer, HATES my room door being closed whether she is in it or not lol. Before my childhood cat passed she would torment him all day and nap in her bed or in the living room chair. And at night they all sleep in my room. Moose in his bed on the floor, bailey sleep on my bed with his blanket and rue goes back n forth between me and bailey and moose’s bed.


Maggi B.
“Maggi is great with all of our animals, we have 8 cats, a dog, a bearded dragon, and a leopard gecko. She has done research and is knowledgeable in many different animals. She loves them all and takes care of them well!”




Jonathan M.
About: I have been around dogs and cats of all kinds my entire life. I currently have 4 cats, and 1 dog of my own that are spoiled beyond belief. I would be more than happy to drop in on your pets during the day, and give them some extra attention/walks. I currently work remote in Cookeville with lots of flexibility to fit your pets' schedule/needs. With this flexibility I can handle 1 days notice for drop ins, and very relaxed cancellations I know having a stranger drop into your home can be a little concerning at times, especially with your pets at home. Rest assured, I am professional in everything I do, especially when it comes to your personal property.


Kylie P.

“Our three dogs were well looked after by Kylie while we were away. The photos she sent made us happy and reassured us that the doggos were doing fine. We will book Kylie again, for sure!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a 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 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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winona on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 20 pet sitters in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 100% of Winona pet sitters respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Winona.
Rover makes it easy to find Winona pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 20 pet sitters in Winona on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
