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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Came to take our dogs out when we were away at a concert. Played with them outside made sure to put our key back and open up our bedroom door so our dogs could lay on our bed. Awesome pet sitter. Would recommend him highly”

“Jillissa was amazing with my girls! She followed instructions perfectly and provided adorable photos that helped ease my mind while I was away. She took them on last minute and took very good care of them. I would absolutely recommend her services to anyone in the area!”

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 and I work part-time, I’m looking for some dog time to take my mind off my hectic college life. I’m available all days of the week due to my school and work schedules I may not be able to spend the full day with your dogs. 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.
“Breanna is such a great sitter. This is her second time watching our cat and it was for an extended time. She sent us the best pictures and took care of our cat like she was her own. We highly recommend Breanna!!!”


“I recently couldn't make it home to feed my cat and I really appreciated that Peyton was able to help me out on VERY short notice! She was quick to respond and a good communicator. It was also a nice touch that she soaked the wet food container so it would be easier for me to deal with the next day. :)”
About: I’ve been caring for animals my whole life and have 4 years of professional experience from working at an animal sanctuary and currently a vet clinic! I am also going to school in Rochester to become a veterinary technician! Having a dog and two cats to care for of my own and currently working at a vet as a vet assistant. My days always consist of caring for animals and I wouldn’t change it for anything. At home I have another dog who gets along well with other dogs and people. I also have 2 cats but they are outdoor only and are used to dogs. I have a big house with an even bigger yard. I can take your dog on walks or hikes and they will get plenty of exercise. Inside the dog will have its own space and I can crate your dog if needed. I am willing to work with any accommodations you need for your furry friend.

About: We each have 14+ years experience raising pets. Hailey has had animals her entire life whether it be her horses, rabbits, or many family dogs and cats. She has a deep love for all animals and would be thrilled to extend that love to your pets. Aleck has raised dogs his entire life anywhere from puppies to elderly dogs and a whole mix of breeds from huskies to beagles to boxers. We currently have 2 cats Ozzie and Nala. Hailey is a full time nursing student and works locally in the summer. She would love to be able to work pet care into her schedule. Aleck works a seasonal full time job in the summer and has most of the winter off. We pay close attention to detail and treat all animals with the utmost of love. We will follow every instruction and detail the client has to the letter.
“Linsie was great! Very communicative and thorough, and made sure to spend time with my two cats. As someone who was a Rover provider myself for a few years before this, I can say she ticked all the boxes!”

About: My prices/rates are negotiable!! All throughout my childhood we had all sorts of animals; rabbits, dogs, cats.. you name it! At a young age, I had a passion for caring for animals! I have a strong passion in training them as well, which comes very naturally to me! I have always loved animals, and am looking to help others with theirs! I have two adult dogs and a puppy at home! Let me know what I can do! I’d love to help out and give your fur baby some snuggles while you’re away! I currently am a part time nurse and going to school! So I’m looking to help others out as needed, especially on weekends! Let me know how I can help! I will always keep your pets safe, regardless of their needs. I want them to feel comfortable, safe, and loved while you’re not home! I always treat others (as a nurse) and pets as my own!
About: I love spending time with both cats and dogs and treat every pet as if they were my own. I’m reliable, attentive, and adaptable, making sure each pet gets the care, playtime, and affection they need. Whether it’s a long walk with a dog or some cozy cuddles with a cat, I adjust to their personality and energy level to keep them happy and comfortable. I also provide regular updates and photos so you can see that your furry friend is safe, content, and having a great time while you’re away. My goal is always to make the experience stress-free for both pets and their humans! Pet care is already a natural part of my everyday life. I build my schedule around making sure pets get the attention, comfort, and structure they need. Whether it’s morning and evening visits, midday walks, feeding, playtime, or litter scooping, I’m very routine-oriented and make sure each pet’s schedule stays consistent. I’m flexible with timing, so I can easily fit in walks, drop-ins, or longer stays throughout the week. I love spending time with animals, so giving them enrichment, cuddles, and care never feels like a chore, it’s just part of my normal routine. Keeping pets happy and their owners updated is something I prioritize daily. I do not bring animals into my home, all of my care takes place in your pet’s own familiar environment. I’ve found that most pets feel safest and most relaxed when they can stay in their normal space, especially cats and shy animals. When I’m in a client’s home, I follow their routines exactly: • Keeping feeding schedules consistent • Refreshing water • Cleaning litter boxes or getting out with their dogs for potty breaks • Going on walks and providing playtime/enrichment • Administering medications if needed • Giving plenty of attention, affection, and reassurance I’m respectful of your home, keep things clean and tidy, and always make sure your pets feel comfortable and cared for while you’re away. I also send regular updates and photos so you know everything is going smoothly.
“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 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 :)

About: Hi, I'm Paige. I have always felt a strong connection to all animals and have been caring for them my entire life, I believe it is my calling here. I grew up around horses and have always had cats and dogs at home and keep fish. My special interest is with horses but I am willing to learn how to care for any type of pet you may have. I have worked with many animals that have illness and need special attention or medication and care. Nothing scares me, I love meeting them all and love helping animals and the work that goes into caring for them. I am also good with plants. I am in the process of learning Reiki and animal communication. I love meeting new animals and will give your pets genuine love and attention, I enjoy taking pictures and updating the owners on their pets, if that's something you'd like me to do. Please feel free to message me with any questions! Thanks for reading my bio, I can't wait to hear from you and get to care for your pets! Currently I am a stay at home mom and spend a lot of time at home, I sometimes do door dash deliveries but have a pretty flexible schedule most of the time. I am very trustworthy and have been caring for people's pets and also their homes for many years and I have references, if that is something you need.
Over 120 pet parents in Winona have booked pet sitting
Winona pet parents share their Rover experiences
I recently couldn't make it home to feed my cat and I really appreciated that Peyton was able to help me out on VERY short notice! She was quick to respond and a good communicator. It was also a nice touch that she soaked the wet food container so it would be easier for me to deal with the next day. :)
Lynne took such good care of our two dogs! She immediately bonded with them and they felt comfortable with her. She fed them and took them out for a potty break, finding shade for them on a hot day. She provided updates, followed instructions and was easy to communicate with. I highly recommend Lynne!

Popular requests near you
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1. Search
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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
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The median cost per night for pet sitting in Winona is $20
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.
Sitters in Winona average 3 repeat pet sitting clients
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 2026 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 Jun 2026, there are 22 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, pet sitters on Rover respond in under an hour.
Pet sitters with repeat customers have an average of 3 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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 22 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.











