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
“Erica and Ciara took great care of both our kitties, one if which is newly on meds to it was a bigger deal to leave them alone. But I felt at ease due their excellent communication and photo updates along the way!”
“She did an amazing job with our two pups. Stopped by on time and gave them plenty of play time and potty breaks. We got some very cute pictures of them playing afterwards which was also wonderful!”
“We hired Jillissa for only two visits. Jillissa was great. She followed my instructions exactly. She provided photos to document her visits. We will hire her again.”
“Rebekah has been great with our reactive dog the few times she’s watched him. I always feel safe with her in our house when we’re not home and I know she’s taking good care of our dog. I appreciate the photos and notes she leaves for us about our pup. Highly recommended Rebekah for your dog sitting needs!”
About: I have worked with a wide variety of dogs, young and old. I can handle animal's health issues having been a farmer for many years. I am currently working part time so my schedule is flexible. I am often able to adjust to changes in requested times. My Rover availability calendar is usually up to date. I have a fenced yard. I am a careful, observant dog walker, and I make sure dogs have plenty of fun and exercise everyday. The dogs well being and safety are my top concern.
“Erica does great with my puppy! She lets him out for potty breaks and takes him on walks or plays for his drop in visit. She sends lots of pictures which I love to see!”
About: I have about 3 years of experience taking care of other people’s dogs, I also have a dog of my own that I absolutely adore and have had dogs since I was born! I love dogs and with me going to college I won’t be able to see my pup as frequently so I would love to be able to see your dogs instead! I am currently a full-time college student looking for some dog time to take my mind off my hectic college life. I’m available all days of the week. I do want to mention, I work another job I work during the week and some weekends with not typical hours (3p-11p) if I have to work on a day you request me I will always be sure to take care of your pets right before I leave for work and again right when I return from work. Typically pets get fed around dinner time and I’m sure that’s the case for you! No worries we have options, typically I offer to feed them all of their dinner right before I leave for work, give them half their food right before I leave for work and the other half when I return or feed them all their dinner when I get back from work, I will follow which ever of those options you would prefer. During the week I have class Monday - Friday, I will be sure to take care of your dog before and after class. As I am living with my grandmother I will not be able to offer in home care but I am more than willing to watch your dogs at your house and will do whatever you need or want me to do with your pet(s)! I have it listed that I don’t stay over night at the house but I definitely can upon request.
“Cali and Skylar were amazing. One of our pups is nervous around strangers and they were okay with taking some time to get to know him and executed the care plan perfectly. We will definitely be booking with them again!”
“Skylar was a great sitter and loved how she interacted with Darwin! Would book her again in the future and will recommend her to anyone looking for a sitter! Thank you Skylar!”
About: I raised and since have consistently cared for my mom’s dog for the last 7.5 years. Additionally, friends and family have regularly asked for me to assist them with dog care. I have watched, walked, and spent the night with their pets. I have lots of energy and am capable of giving energetic dogs proper exercise through walks and/or play. I am also capable of relaxing and giving the proper care to pets that are more relaxed and need less exercise. I work from 7:30-4 every day, Monday through Friday, and am able to care for pets outside of this schedule, before or after the shift starts. I give lots of love and attention, but I do not force the dogs into uncomfortable situations. I allow them to communicate to me with their needs. I also have the capacity and am eager to play as much as the dog likes.
About: I’ve cared for animals since I was 10 years old. My family has always loved and cared for cats and dogs of various ages and sizes. I have cared for puppies and continued to care for these dogs as they reached their senior age. I have also cared for the senior pets of friends and family. I can match the energy of any age! ☺️ As a lover of running and hiking, I am ready to care for your high energy pup. I currently have a beautiful cat of my own that I spend the majority of my free time with. I’d love to spend some time with your furry friend as well! I am a preschool teacher, so I can care for your pet anytime after school is finished. My weekends are usually free for pet caretaking as well! In my own home I have various spaces for my own cat to relax in the sun and many toys to stimulate his mind. In your home I would love to adapt to your style and use any helpful resources you have provided! I can also bring more fun resources to share with your animal if you feel comfortable.
“Alicia did another great job for us and our pets. She always goes above and beyond whatever we ask of her when she takes care of our pets. She does everything perfectly.”
“Did a great job stopping in to let my dog out and feed him. She arrived in a timely fashion, and sent a picture of my pets getting fed. She agreed to meet briefly beforehand so that my dog could meet her, which I really appreciated.”
About: Hi there! I have taken care of both dogs and cats since a very young age, it has always come very natural to me! I watch my family and friends dogs/cats all the time. I do it because I love engaging with different animals and all the different personalities! I accept same-day requests! Personally, I think dogs can be better than humans which is why I chose to start Rover! I will be more than happy to play with your pup before and after classes! | love going on walks and reading in the park I'm currently not working and a student! I'm off all weekend and not gone long during the day. I love to go for a walk before my walk before my classes start to get the day started. Requested I’m a full time student with a car, and get out everyday at either noon or two !! As well i’m free all Wednesday's and will be willing to stay any night and make your fur baby an absolute priority. My biggest strength as a dog sitter is always prioritizing your dogs safety and always knowing where they are/what they are eating. I’ve taken care of numerous senior dogs and accumulated to many anxious dogs and made their health/bathroom schedules work with my school and work schedule. I haven’t ever injected medication but am more than ok with learning how do so and feeling comfortable if you are, my number one priority is you and your pets comfort.
“Katelyn is kind and communicative, and we feel confident our cat has been in good hands. We appreciated the pictures during visits and her attentiveness to Rudy’s needs. We will definitely use her services again in the future!”
About: I have taken care of all kinds of animals growing up, so I know a thing or two about dogs, cats, ducks, reptiles, you name it! I’m currently a full time student at WSU, and I’m looking to fill up my free time and earn some money for doing something I’m passionate about! I make sure to give all the attention needed, I clean up any messes that occur, and I am always very alert when watching pets to be sure nothing gets chewed or broken!
“Ana did a GREAT job taking care of Rico. She communicated really well, and sent me lots of pictures. Would recommend Ana to watch anyone’s pooch ?”
About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.
About: Hi Hi! I'm a former vet tech with 20 plus years of experience training and caring for pets! Day outings, overnights or drop-ins are all in my skill set! I'm an active and aware professional photographer and personal trainer and I enjoy getting dogs out on the trails, socializing, training- you name it! I mainly live in Jackson Hole, WYoming but I own my own home here in Winona. I am here some parts of the year and I would love to open up my schedule to dog care! I am very flexible during the day. I'm a photographer and most of my shoots are in the afternoons or early evening. I can do outings in the morning and afternoon to satisfy all of the physical demands of the doggos! I hit the trails almost every day so I can take them with me for a run/walk :) I also have access to 40 acres of wooded hills that I can take the pups too! The safety of your pet is #1! I am a former vet tech and have a great knowledge of dog care and health. I can administer medications- no problem! If am coming to let your pet out of your house, I can walk in the neighborhood or have a play session in the yard. If your pet is at my home, I have a big, fully fenced yard and I live right across from East Lake Winona, the dog friendly lake :) I am very aware of every situation I take your dog into and can address needs or concerns ASAP. I treat every dog I watch as one of my own :)
Loving pet sitters in your neighborhood
Search Results
1. Erica & Ciara M.
“Erica and Ciara took great care of both our kitties, one if which is newly on meds to it was a bigger deal to leave them alone. But I felt at ease due their excellent communication and photo updates along the way!”
2. Awnna H.
“She did an amazing job with our two pups. Stopped by on time and gave them plenty of play time and potty breaks. We got some very cute pictures of them playing afterwards which was also wonderful!”
3. Jillissa R.
“We hired Jillissa for only two visits. Jillissa was great. She followed my instructions exactly. She provided photos to document her visits. We will hire her again.”
4. Rebekah L.
“Rebekah has been great with our reactive dog the few times she’s watched him. I always feel safe with her in our house when we’re not home and I know she’s taking good care of our dog. I appreciate the photos and notes she leaves for us about our pup. Highly recommended Rebekah for your dog sitting needs!”
5. Lynne R.
“This recommendation couldn’t be more whole-hearted! Lynne has the most compassionate human spirit, especially when she connects with animals. As a retired farmer, a pet owner and genuine soul, she has the ability to understand and respond to human and animal needs. She is a living Dr. Dolittle, listening to and talking for pets or farm animals, assessing the best protocol while taking on a natural, ‘gentle leader’ approach. I’ve never seen anyone be able to get inside a pet’s thinking the way Lynne can. She has a gift. Humans and the animal kingdom benefit from her talents. In the spirit of full disclosure, she is also my sister and I couldn’t be more proud to refer her expertise.”
6. Erica K.
“Erica does great with my puppy! She lets him out for potty breaks and takes him on walks or plays for his drop in visit. She sends lots of pictures which I love to see!”
7. Isabelle K.
“Isabelle has taken care of our two dogs (senior labradoodle and young Labrador retriever) many times and has done an excellent job. My dogs miss her when she is not dogsitting! Thanks Isabelle - we will be contacting you again in the future.”
8. Cali R.
“Cali and Skylar were amazing. One of our pups is nervous around strangers and they were okay with taking some time to get to know him and executed the care plan perfectly. We will definitely be booking with them again!”
9. Skylar M.
“Skylar was a great sitter and loved how she interacted with Darwin! Would book her again in the future and will recommend her to anyone looking for a sitter! Thank you Skylar!”
10. Austin K.
“Austin is very good with my Archie. Archie gets crazy with excitement when he knows that Austin's coming to walk him and play with him. Archie respects and follows Austin's commands, he can tell that he has a love for animals.”
11. Madi B.
“Madi is someone I will always trust with my pets. She has pet sat for my cat and dog many times and they just adore her. Madi is the type to go above and beyond for the animals she cares for. I could not recommend her enough!!”
12. Alicia G.
“Alicia did another great job for us and our pets. She always goes above and beyond whatever we ask of her when she takes care of our pets. She does everything perfectly.”
13. Jacque K.
“Did a great job stopping in to let my dog out and feed him. She arrived in a timely fashion, and sent a picture of my pets getting fed. She agreed to meet briefly beforehand so that my dog could meet her, which I really appreciated.”
14. 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!”
15. Katelyn S.
“Katelyn is kind and communicative, and we feel confident our cat has been in good hands. We appreciated the pictures during visits and her attentiveness to Rudy’s needs. We will definitely use her services again in the future!”
16. Hailey S.
“I can't say enough great things about Hailey and the care she will provide to your pet. Like many pet owners, your dogs and cats mean the world to you and she takes the upmost care of them. She is extremely professional, responsible, and caring. Her love of animals is evident when she is around them. It is apparent from the moment you see her interact with your pet that it is not just a business to her, it is her passion. The piece of mind your animals are well cared for is priceless.”
17. Ana M.
“Ana did a GREAT job taking care of Rico. She communicated really well, and sent me lots of pictures. Would recommend Ana to watch anyone’s pooch ?”
18. Ashley J.
About: My name is Ashley, I’m 26 years old and am a school social worker. I recently moved to the Winona area. I have grown up with dogs my entire life and have my own dog who is 4. I have also house and dog sat for multiple dogs. I’ve had dogs in my family ever since I could remember and I enjoy spending time with them. What better way to make money by doing something I love? I currently work full-time in a high school. I work a regular schedule so my availability shouldn’t change much besides opening up more in the summer. I have room and space to spread out and am very active, so I enjoy walking and being outside. I do keep my dog separate from dogs that I care for.
19. Megan P.
“Your beloved fur baby will be lucky to have Megan as a caregiver! She is not only extremely responsible and professional, but is also kind, patient, loving, and a lot of fun, our dog and the others she also cares for are always thrilled to see her!”
20. Michelle N.
“Michelle did a great job taking care of or dogs I would definitely book her again.”
Over 94 pet parents in Winona have booked pet sitting
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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 pet sitting in Winona is $18
Why Choose Rover?
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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 Jun 2025 was about $18 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 Jun 2025, there are 19 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 19 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.
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