Pet Sitting Winona
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 96 pet parents in Winona have booked pet sitting
Winona, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I feel so fortunate to have Rebekah caring for my dog Ari. I am 100% confident that she will be receiving the best care, a nice walk and lots of love and cuddles. I love the pictures and updates from the drop in visits! The peace of mind that comes with finding someone you can really count on to take care of your pet is unmatched with Rebekah. Thank you for being so wonderful!!”
“Naomi is fantastic. Knowing she is there for Woody while we are away gives me peace of mind. She is organized, has great attention to detail and excellent communication. Thank you Naomi!!!”
About: I have been pet setting for my mother's friends since before I could drive myself. I am a very detail oriented person when it comes to animals so I prefer to have very strict set of instructions for pets when I am taking care of them so I do not make any mistakes. I am a full-time student, so I am able to take care of animals outside class times. I do not have any other jobs that will prohibit me from taking care of your pet. I always make sure that my pets are clean and taken care of, this means no poop in long tail fur or dirt on paws when entering the house!
About: I have been a pet owner for 8 years. I own 3 cats and even though I don’t own a dog I still like them just as much! I enjoy playing with animals and making sure each and everyone of them gets tons of attention. I am a full time student and have a flexible schedule to attend and play your pets! I have a reliable form of transportation for exercise or adventures! I care deeply about people and pets because I always try to make sure they feel safe, loved, and cared for. I am patient, responsible, and will to help!
“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”
“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!”
About: I've had pets all my life. They are such an integral part of a family, and I would do my best to to ensure that your pets were well taken care of. I find enjoyment in spoiling pets and making them feel comfortable while you're away. I work full time, so I would be available evenings from 4 pm and beyond. Weekends are typically free as I am single and typically love my alone time. My cats have everything they need. I feed them wet and dry foods to help with teeth care and hydration, and a cat fountain to boost their desire to drink more water. They have toys, a whole room of jungle gym equipment... I truly love and spoil them.
About: The thing that I was most excited about turned 18 for was finally being able to join Rover. I have been dog sitting for 5 years and have owned a dog for 11 years. I have always had the biggest love for dogs. One thing I love to do in my free time is frequently visit a shelter to go and give each one of them a little extra love. 😊 My goal is to give my clients a worry free experience and to always make sure they know there animal is in good care. I would be more than happy to send frequent pictures and updates :) Pet care fits into my routine so naturally because I truly love it! I’m already used to dog sitting often, and planning my days around feeding, walks, and lots of playtime, so adding in new furry friends is honestly the best part of my week. The highlight of my weeks will be getting to meet all sorts of new dogs and see each one of their personalities. I’m a full time college student, but my mornings from 6am-10am and afternoons after 3pm are typically open. By doing rover, this will allow me to get my dog fix while being away from home. ☺️ To start, I typically will require a meet up before the service. My home: I make sure that they have a safe space to go to and I always slowly introduce the dog to my dogs to ensure that it’s not overwhelming, given that they are already in a completely new environment. Another thing that I do, no matter what the dog is, is when everyone is gone I put my dogs downstairs, and the clients dog upstairs, just to ensure that they get there alone time. 😊
About: I have been taking care of cats and dogs for a few years now. I’ve fostered cats and dogs as well! I have experience with all types of pets! I currently am going to Winona State University as a freshman. My schedule is pretty open. I’m fully open to figuring out a schedule but I will be part time! I live in the dorms currently so I can’t bring pets here. In the clients home I will always make sure the pet(s) are fed and have water (depending on the pet). And I will take them out as much as the client asks for!
About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!
About: I've owned all sorts of animals since I was young, ranging from dogs to cats to guinea pigs. With that being said, each and every one of them obtained all the love, snuggles and treats that they deserved. I’m a college student home from the summer and would love to look after your furry ones by taking them on walks or just playing with them! I'm good with getting animals to settle down and letting them smell me first before making any moves towards them. As I understand seeing a new person around can create fear.
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.
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.
“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!!!”
About: I have cared for dogs most of my life. I cannot remember a time growing up when my family did not include a pup of some kind. At now 28 years old I have been assissting family and friends with their dog care for years. I would love to become friends with your dogs too! I work part time as a Rock Climbing Guide in Joshua Tree. This allows me a farily flexible schedule, and keeps me active. I am available and free most days with proper heads up. I am a dog owner myself with a very friendly blue heeler male. I care for others animals as I do my own friend, and respecting you and your dogs boundaries are my first priorities. I will gladly bring my dog around if a playmate is wanted!
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 :)
The median cost per visit for pet sitting in Winona is $18
Pet parents share their Rover experiences - Winona
Rosie was amazing with our 2 cats! They really seemed to enjoy spending time with her and she was able to handle their complicated food prep and meds! So grateful as we felt so much better about being away when we knew they would be well taken care of and we would get lots of updates! Thank you!
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. :)
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for pet sitting - Winona
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winona average 5 repeat pet sitting clients
FAQs for Pet Sitting - Winona
Frequently asked questions about Rover
The average cost of Pet Sitting in Winona on Rover is $19 per visit as of October 2026. Most bookings cost between $14 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 268 sitters on Rover offering Pet Sitting across Winona. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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