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 2 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.

About: What sets me apart from other sitters is the energy and presence I bring around animals. I’m naturally calm, patient, and attentive, which helps pets feel safe and comfortable pretty quickly, even if they’re shy or anxious. I’ve spent a lot of time around animals and genuinely enjoy being with them, whether that’s going on walks, playing, or just sitting with them and keeping them company. I pay close attention to their behavior and needs, so I can adjust how I care for them based on their personality. Pet care fits naturally into my daily routine because I genuinely enjoy being around animals and staying active. I structure my schedule so I have the time and flexibility to give each pet the attention and care they need. I focus on keeping pets comfortable by sticking as closely as possible to their normal routine. Whether I’m in your home or caring for them day-to-day, I make sure they feel safe, relaxed, and well cared for.
About: I’ve taken care of both cats and dogs growing up. I have pets of my own I love and care for, but I absolutely adore meeting a new face and a new personality! My boss and her peers have relied on me before to house sit for them while they are away or even just to stop by and let them out on a treat and potty break while they’re off running errands or working. I have a pretty open schedule as I am a Licensed Esthetician I am able to adjust my schedule accordingly most times. That being said as a young Esthetician I do have set hours on somedays. Which are usually: Mondays, Tuesdays, and sometimes Saturdays. 8am-10pm If you have any questions about my schedule don’t be afraid to ask. There sometimes is room for adjustments on those days as well. I have a fenced backyard your fur baby can enjoy with many trees for shade in this hot weather! Almost any accommodations can be made if needed.

About: I’ve been caring for animals my entire life and understand that every pet has their own personality, routine, and needs. As a registered nurse, I’m highly attentive, dependable, and comfortable monitoring for changes in behavior, appetite, mobility, or overall well-being. I have experience caring for dogs of all sizes, senior pets, and animals that need extra patience and attention. Whether it’s walks, playtime, medication administration, feeding, or simply providing companionship, I’ll care for your pet as if they were my own. I know how important peace of mind is when you’re away, so I provide regular updates, photos, and plenty of love and attention. My schedule is flexible and allows me to provide reliable care throughout the week. I can accommodate morning, afternoon, evening, and weekend visits depending on your needs. I understand the importance of consistency for pets and strive to maintain their normal routines while you’re away. Whether your pet needs a quick drop-in visit, extended care, or overnight attention, I’m committed to providing dependable and compassionate care. Your pet’s safety and comfort are my top priorities. As a registered nurse, I pay close attention to details and am experienced in recognizing changes in health or behavior. I follow all care instructions carefully, including feeding schedules, medications, exercise needs, and household routines. I believe in building trust with both pets and owners through clear communication, reliability, and respect for your home. You’ll receive regular updates and photos so you can feel confident that your pet is safe, happy, and well cared for while you’re away.
“Kimberly was punctual. She sent pics of our fur babies smiling and playing! And she even checked for a package delivery we were expecting! We’ve already booked her for another drop in visit!!”
About: I’ve grown up with so many animals in my life and miss having pets around. I’ve had experience in a kennel with many different pets!! I’m a stay at home mom with 2 children who also love animals. I’m available Monday- Friday and sometimes weekends. My kids and I love going for walks and or being homebody’s just sitting at home! I have 2 cats who love to play, and be around everyone. My living room and Dining room is turned into one big room where my kids and I stay so we have plenty of room!
“Aleisa is such a pleasure to work with. Friendly and engaging. Puts Wendy’s timid personality first when interacting. Definitely makes time to make us feel comfortable with leaving and Wendy feel safe when we are gone. So grateful to have found her.”
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’ve taken care of animals since I was about 10, I’m 21 now. My major is Pre-Veterinary because I’ve had a love for animals and dream of being a vet since I was 7. I have a cat of my own, Luna, and she’s my world. I treat her like a baby so I would love to share the same love to your fur babies! I work full-time as a manager at Walmart, and I’m a full time college student (online). I’m pretty fair and understanding with scheduling, as long as you reach out in advance. If my schedule doesn’t fit for you, I do not mind adjusting to accommodate you and your fur babies! I also don’t have an issue with last minute planning, just be mindful of scheduling issues or certain questions I asks in regards of the service you’ve requested! When caring for pets in my home or a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, and get plenty of exercise and attention throughout the day. I also monitor their behavior to make sure they are happy, healthy, and not feeling stressed while their owner is away. As well as in a clients home, I respect your space and specific instructions on pet care! Ensuring your pets and home’s safety is never an issue.

About: I have experience dog sitting small and big dogs, and pet sitting for families I know, including caring for my bosses’ dogs and cat when they were away. I also grew up with a dog, so I understand how important it is to give pets love, attention, and a safe routine. I’m comfortable helping with feeding, walks, basic care and keeping owners updated while they’re away. I always make sure to follow each pet’s normal routine and any specific instructions from the owner, because every dog has their own personality and needs. I currently work part time and remote, so my schedule is very flexible. I can help during the day and/or over night as needed I cannot bring pets home as I live in an apartment where no pets are allowed, but I can definitely go and stay at clients house as needed
“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!!”
“Relocating from Los Angeles to Tyler for my residency at UT Tyler was stressful, and I was especially worried about leaving my fur babies, Luna P and Washington, with a sitter during the holidays for a whole week. I feel incredibly fortunate to have found Raul. He kept me updated throughout the week with pictures and thoughtful texts, even asking for specific details to ensure he was meeting my pets' needs. Raul was on top of everything, and it was clear he truly cared about my bbs. Washington, who is very shy and nervous around strangers, warmed up to Raul by day three and was even playing with him! Knowing my pets were in such good hands allowed me to fully enjoy my time with family, without any worries. I highly recommend Raul. He is trustworthy, responsible, and reliable—qualities I truly appreciated during such a busy and stressful time.”

“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!”

“Suzanne was great! She worked with me for just the right schedule of stop-in visits and overnights to take care of my anxious cat. Watered plants and generally looked after everything. Made the trip better knowing she was here.”

About: I focus on making dogs feel safe, comfortable, and genuinely cared for while their owners are away. Whether I’m providing drop-in visits, walks, or house sitting, I stick closely to each dog’s normal routine. This can include walks, playtime, feeding schedules, potty breaks, cuddle time, and simply keeping them company so they feel relaxed and secure in their own environment. I’m dependable, attentive, and provide regular updates and photos so you can feel confident knowing your pet is happy and well cared for. As a proud dog mom to a husky, caring for dogs is already a big part of my daily life. Beyond caring for my own dog, I’ve helped family and friends by looking after their pets while they travel or have busy schedules. These experiences have taught me how important consistency, patience, and trust are when caring for someone else’s furry family member. I work full-time as a manager, but pet care fits naturally into my routine. I carefully manage my schedule to ensure pets receive the attention, exercise, and companionship they need during my visits. My goal is to provide reliable, loving care and give pet parents peace of mind while they’re away. Because I have a dog at home, I do not offer boarding services. While my husky is friendly, I believe being realistic about the services I can provide helps ensure the best experience and safety for every pet in my care. Dog mom to a husky, caring for dogs is already part of my routine — through walks, care, and helping my family pets feel loved Because of the dog I have at home, I do not offer the boarding service. Although friendly, it just is not a realistic service for me.
About: I am retired. I will spend quality time with your dog! I have owned dogs all of my life. Our little Maddie went over the rainbow bridge November 2025 (at age 13 1/2). We miss her but have not taken the plunge for our next dog. Waiting on that special one to enter our lives! In the meantime, I am just pet sitting and enjoying other's dogs. When friends and relatives visit, their dogs are welcome too. Our home is totally dog friendly. We have a fenced in yard, as well as 7 acres to roam with a leash. If they enjoy riding in a side by side, we will go for rides. I am retired. I have plenty of time to play with your pup, and I will make sure they are well cared for, never left alone outdoors, and I have experience with giving medication too. Walking, playing and snuggling will be a part of each day. I have a fenced yard. I get up early to let them out to go potty. Potty breaks are as often as needed. I have experience with all size dogs.
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
About: I have been taking care of cats, dogs, various rodents, and birds since I was old enough to reach the sink to fill their water bowls! My professional dog walking and pet sitting experience began in 2012 when my employer at the time needed someone to watch her three dogs, two birds, and several needy houseplants while her family took a two month long vacation out of the country. I enjoyed the experience so much that I found a pet sitting and dog walking service to work for and was with Mutts of Greenwich for two years before I began to do pet sitting in my hometown of New Canaan, CT. I offered cage and aquarium cleaning services for my clients as well, which they loved! Having moved to Colorado Springs, I look forward to creating a great relationship with new clients (and their owners!) here in town :) As a full-time student with online classes, my schedule is extremely flexible which makes petcare a great fit. I am able to set appointments and do my schoolwork around them. There is nothing like a good walk with a cute doggy to help reset my brain after a hard assignment! My fenced in yard is safe and provides my 3 cats and 1 dog (and multiple squirrel and bird families) with a little piece of heaven. I also love being able to care for my pet friends in their own homes where they are already comfortable and safe! I have cared for ferrets, parrots, guinea pigs, peacocks, rats, hamsters, dogs and cats of all shapes and sizes and even snakes. I am also experienced with giving medications and assisting special needs and elderly dogs and cats.
The median cost per visit for pet sitting in Winona is $20
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
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Winona sitters!Sitters in Winona average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Winona
Frequently asked questions about Rover
The average cost for Pet Sitting in Winona on Rover is $19.26 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 332 sitters on Rover offering Pet Sitting across Winona. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winona stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 with handling special pet needs in Winona. On Rover:
- 96% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.



