Dog Sitting in Winona
Book a Winona dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winona dog sitters

“Kenda did a great job taking care of our kitties and communicating with questions or issues. Every was left in order and was sure to keep track of the kitties! Will request again!”


About: I have experience as a pet caretaker for both dogs and cats, including overnight stays and drop-in visits. I have been pet sitting for about 6 years now, and it was also one of my first jobs. I am a full-time college student, but I am currently taking online classes, which allows me to be flexible in my schedule. I am available at most times with notice. I am available for drop-in pet care or overnight stay. I can feed, walk, and bathe pets. I also have experience with medication and special diets.

About: I am an animal lover though and through. I have professional experience working at vet clinics, humane societies and zoological facilities. With this experience you can feel relieved in knowing your pet will be cared for in the best way possible. I work part time with Wednesday, Thursday and Friday off. I am available whenever needed on my free days! We can work together to figure out a plan that works best for all parties. I can customize care plans based on individual needs. I understand that every pet is an individual with different likes and care needs. Assuring that our furry family members get the care they need is top priority.

About: I have taken care of dogs of every kind since I was a teen. In my opinion they are all the "goodest" boys and girls and deserve the best life possible. I know how difficult it can be to trust a beloved pet with a stranger but you can rest assured that your baby is in the best hands! I have a pretty open schedule and would love nothing more than to devote some of my free time to your pets! Rest assured that your pet will be provided with undivided attention and receive the best of care. I care for your pet to the full extent of your instructions. Have a list that's longer than most books? That's fine, mine is probably longer when I have to leave my babies in someone else's care. Carefree and no list at all? That works too, I can go with the flow. Whatever instructions you give, no matter how silly you might think they are, I will follow to keep your pet in the routine they already know.

About: Ive owned animals my entire adult life, I love them so much. I’ve worked as a veterinary technician since 2019 and so I’m very knowledgeable when it comes to animals. I’m also able to administer any medication they might need. I work full time, off thursdays and every weekend and major holiday. I’ll be going to college shortly and so my schedule will open up more at the start of next year. With my background in veterinary medicine I’m able to provide more than just dog-sitting or walking services, I can assess other aspects of your animal and if needed give you my recommendations, I love animals and want to do what’s best for them.

About: I have 15 years of experience in dog and cat sitting, and am comfortable working with different temperaments and personalities. References will be available upon request! I am currently working part-time, so I have plenty of time to care for and play with your pets. I am an experienced dog walker, as well. I have experience with overnight dog and cat sitting, and am comfortable doing so. I not only provide ample care for your fur babies, I am also more than willing to do some light cleaning as well.

“Micah did an amazing job looking after Jefferson! I received prompt check ins and updates with photos as well!! I love the communication that was provided! This is the second time I have used Micah and will continue to request him! He is very trustworthy and I am so grateful!!”


“This was my first time using Rover and Kaylun was great with my dog MJ! She came by for daily drop-in visits while my family was on vacation and was always very communicative. She also came by beforehand for a quick meet and greet with MJ, which made us all feel more comfortable. I highly recommend her and would hire again!”


About: I grew up on a farm I have trained five service dogs Love to learn about other animals Cats are not my expertise but I will give it a shot! I got fired from my previous employer I am looking for a part time job to help pay the bills! So why not get a job I love doing and I am good tan I do not have a fully fenced yard. Because of my German shepherd mix and my family i can not have other dogs at my house

About: I’ve taken care of animals my entire life, I’ve done rescue for 13 years and have saved the lives of many animals! I have experience with all breeds and can’t wait to help out your family! Your baby will be kept indoors and in front and back fenced yard supervised for potty and play! Thank You for considering! I’m a stay at home mom, and I am home all day every day for the most part. Your pet will be loved unconditionally while here! We have a big front and back yard, fenced. I have one dog of my own, she is still just a baby, playful and great with other animals. She is Fully vaccinated and on preventions. Can separate if preferred. There are 2 family dogs on the same property that will be separated. Your pet will be staying indoors but will be able to play outside when we are out with them! We go in and out throughout the day so they can join us!

“My fur babies are happy and healthy, and Marti was in constant communication with me regarding their care during my week away. Everything went smoothly and I would definitely recommend her to care for any and all fur babies!”


About: i have had dogs of all kinds since i was a kid. i have great respect for them and they have respect for me. i can dispense meds, play and cuddle. there is nothing i can’t do. i am currently a college athlete and student - home for the summer. my ultimate job would be anything pet related. pets over people is my mantra. i offer in your home pet sitting, daily walks and whatever else you and you babies need. i have a car and most importantly time. time to spend with your babies when you are unavailable

About: I have so much energy for walks and training puppies I’ve taken care of dogs of every kind since I was 15 Neighbors, friends and family have relied on me to walk, feed, training and bathe their pets I have a mariachi band and we just work on Saturdays, we have a big indoor space and 2 large outdoor spaces for the animals I like to play ball with the dogs in the fenced-in yard at least twice a day to expend their energy. I like to have meal times and also a little training in case it's a puppy, I always have fresh water and toys

“We booked Jodi after our original pet sitter backed out the night before we were supposed to leave. Jodi got back to me almost immediately, and within the hour she was over to meet us. She did such an amazing job not only with Lexi our dog, but also our three cats that she wasn’t responsible for looking after. While we were gone Jodi gave an update on Lexi and the cats, she sent pictures and videos, and even went as far as cleaning out the litter box and sweeping while she was here. She truly loves animals and is very knowledgeable, even offered tips that we were struggling with on grooming nails. She loved and looked after our animals as if they were her own, she was so open and caring and she immediately made me feel like she was an old friend! If I could give her a 10 out of 5 stars I would! She went above and beyond everything we agreed on, and when we need a sitter again, she is the first person that I will be contacting. Thanks again Jodi!!”

Loving dog sitters in your neighborhood
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Kendra P.Star Sitter

“Kenda did a great job taking care of our kitties and communicating with questions or issues. Every was left in order and was sure to keep track of the kitties! Will request again!”


Emilea B.
About: I have experience as a pet caretaker for both dogs and cats, including overnight stays and drop-in visits. I have been pet sitting for about 6 years now, and it was also one of my first jobs. I am a full-time college student, but I am currently taking online classes, which allows me to be flexible in my schedule. I am available at most times with notice. I am available for drop-in pet care or overnight stay. I can feed, walk, and bathe pets. I also have experience with medication and special diets.


April S.
“I highly recommend April as a responsible and loving pet caregiver. As a devoted dog owner herself, she brings genuine care, patience, and experience to every pet she looks after. Her love for animals is clear in the way she connects with them, and you can trust that they will be safe, happy, and well-cared-for in her hands.”


Haley M.
About: I have taken care of dogs of every kind since I was a teen. In my opinion they are all the "goodest" boys and girls and deserve the best life possible. I know how difficult it can be to trust a beloved pet with a stranger but you can rest assured that your baby is in the best hands! I have a pretty open schedule and would love nothing more than to devote some of my free time to your pets! Rest assured that your pet will be provided with undivided attention and receive the best of care. I care for your pet to the full extent of your instructions. Have a list that's longer than most books? That's fine, mine is probably longer when I have to leave my babies in someone else's care. Carefree and no list at all? That works too, I can go with the flow. Whatever instructions you give, no matter how silly you might think they are, I will follow to keep your pet in the routine they already know.


Joshua M.
About: Ive owned animals my entire adult life, I love them so much. I’ve worked as a veterinary technician since 2019 and so I’m very knowledgeable when it comes to animals. I’m also able to administer any medication they might need. I work full time, off thursdays and every weekend and major holiday. I’ll be going to college shortly and so my schedule will open up more at the start of next year. With my background in veterinary medicine I’m able to provide more than just dog-sitting or walking services, I can assess other aspects of your animal and if needed give you my recommendations, I love animals and want to do what’s best for them.


Laura L.
“Laura is fantastic. She has stayed in our home to watch over our dogs on numerous occasions for extended times while we are on trips. She is wonderful with them. They bonded with her immediately. She is very dependable and ready to do whatever is required usually going above and beyond. We are very particular about who stays in our home and takes care of our fur babies and would highly recommend Laura.”


Halle H.

“Halle did a great job looking after our fur babies over a holiday break.”


Micah B.

“Micah did an amazing job looking after Jefferson! I received prompt check ins and updates with photos as well!! I love the communication that was provided! This is the second time I have used Micah and will continue to request him! He is very trustworthy and I am so grateful!!”


Cobi D.

“Cobi was GREAT! Our girls loved her for sure, and we really enjoyed the updates and pictures.”


Kaylun H.

“This was my first time using Rover and Kaylun was great with my dog MJ! She came by for daily drop-in visits while my family was on vacation and was always very communicative. She also came by beforehand for a quick meet and greet with MJ, which made us all feel more comfortable. I highly recommend her and would hire again!”


Amanda M.

“Amanda did an excellent job taking care of our babies while we were out of town with family matters. I really enjoyed getting pictures of them.”


Sarah M.
About: I grew up on a farm I have trained five service dogs Love to learn about other animals Cats are not my expertise but I will give it a shot! I got fired from my previous employer I am looking for a part time job to help pay the bills! So why not get a job I love doing and I am good tan I do not have a fully fenced yard. Because of my German shepherd mix and my family i can not have other dogs at my house


Emily W.

“My husband and I are so thankful to have Emily as our go-to sitter! We’ve booked her 5 times now and she is always attentive, professional, and super sweet. Highly recommend!!”


Erin H.

“Erin did an amazing job with my baby. She was wonderful about the updates, and that greatly eased my mind while I was away.”


Amanda H.
About: I’ve taken care of animals my entire life, I’ve done rescue for 13 years and have saved the lives of many animals! I have experience with all breeds and can’t wait to help out your family! Your baby will be kept indoors and in front and back fenced yard supervised for potty and play! Thank You for considering! I’m a stay at home mom, and I am home all day every day for the most part. Your pet will be loved unconditionally while here! We have a big front and back yard, fenced. I have one dog of my own, she is still just a baby, playful and great with other animals. She is Fully vaccinated and on preventions. Can separate if preferred. There are 2 family dogs on the same property that will be separated. Your pet will be staying indoors but will be able to play outside when we are out with them! We go in and out throughout the day so they can join us!


Marti J.

“My fur babies are happy and healthy, and Marti was in constant communication with me regarding their care during my week away. Everything went smoothly and I would definitely recommend her to care for any and all fur babies!”


Brooklyn F.
About: i have had dogs of all kinds since i was a kid. i have great respect for them and they have respect for me. i can dispense meds, play and cuddle. there is nothing i can’t do. i am currently a college athlete and student - home for the summer. my ultimate job would be anything pet related. pets over people is my mantra. i offer in your home pet sitting, daily walks and whatever else you and you babies need. i have a car and most importantly time. time to spend with your babies when you are unavailable


Carol C.
“She’s a very responsible person that loves animals , and I love she have a large backyard where the pets can play 100 recommended yes sir”


Mattie G.

“Mattie did an outstanding job. She communicated very well and was always prompt. Went over and beyond to make sure everything was taken care of!”


Joell "Jodi" W.

“We booked Jodi after our original pet sitter backed out the night before we were supposed to leave. Jodi got back to me almost immediately, and within the hour she was over to meet us. She did such an amazing job not only with Lexi our dog, but also our three cats that she wasn’t responsible for looking after. While we were gone Jodi gave an update on Lexi and the cats, she sent pictures and videos, and even went as far as cleaning out the litter box and sweeping while she was here. She truly loves animals and is very knowledgeable, even offered tips that we were struggling with on grooming nails. She loved and looked after our animals as if they were her own, she was so open and caring and she immediately made me feel like she was an old friend! If I could give her a 10 out of 5 stars I would! She went above and beyond everything we agreed on, and when we need a sitter again, she is the first person that I will be contacting. Thanks again Jodi!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winona.
Rover makes it easy to find Winona dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
