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.
“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!”
“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!!!”
“Gabriella did a wonderful job on daily check-ins for my cats while I was traveling. She was very reliable and managed not only feeding and litter boxes, but also insulin shots for one of my cats with diabetes. She was a great communicator and sent daily photos or notes to give me peace of mind while away.”
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”
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: I joined Rover to help feed my love of multiple pets! Since I travel occasionally, managing one dog & cat full-time is enough for me. However, I grew up with 3 to 4 dogs on average. Choose me and your pet will have all the love and attention! I’m in my 30’s and work from home remotely M-F. I volunteer at multiple rescues, so have recent experience with different dog sizes and breeds. When I was younger, I use to be an AKC Junior Handler in dog shows. My personal dog experience ranges from Papillons, Lab/Golden Retriever mixes, Goldendoodles, and a Doberman. I’ve also owned multiple cats growing up, so are also available for feline drop-ins. I even have experience with tiger cubs! I spend a lot of time with my animals and will give yours the same attention. I am available for walks, drop ins and overnights. If your cat is accustomed to leash walks as well- I can do that too! I currently work remotely from home so have a pretty open schedule to come take care of your pet at your home or housesit during the week. I take care of your pets at your home so safety is not an issue. This gives my customers an ease of mind that their animal is in it’s normal environment.
About: I have worked with animals off and on my whole life. I’ve had four dogs growing up including my current dog. I do have experience with epilepsy since my current dog does have it. I can also help with basic training such as walking nicely on a leash. I am currently trying to find a new career so working with doggos in the meantime will help me in that journey. I am open for walks or checks in during the week, but can only do stayovers on the weekends. I unfortunately can not have pets at my current residence as it is my parents, but I am more than willing to multiple stops or even overnights for your pets. I will love and care for them as if they’re my own.
“Linsie is great! On time, and communicates! Even took my pup to the dog park (she checked first) and was aware of the environment to keep Dewy safe. Appreciate her communication! Highly recommend.”
About: Hello! my name is Kayla, and i’m so excited to meet your furry friend! i have been a dog owner since the time I was a child, and have enjoyed caring for friend and family’s pets over the last few years. I am looking to fill my free time with boarding, house sitting and dog walking and can’t wait to hear from you soon! I work Monday-Friday but can let your pets out during my lunch break. I am free on weekends. I am a single mom and am looking to fill my up my schedule on the days I don’t have my kiddos. Your furry friend will be my new best friend. I love cuddles, being active and going on walks, and playing with your pets. Your doggo will be treated like a member of my family!
About: I graduated college as a Veterinary Technician and I currently work at a vet clinic that deals with dogs, cats, and all exotic and caged pets! So I have the medical knowledge to keep your pet safe and the passionate heart to keep them happy! I love going for runs, walks, hikes, or also just cuddling and watching Netflix and giving scratches. I have an extra soft spot for senior pets that might need some special care or just a warm lap to know that someone is there for them. (Especially if they can’t see or hear) I’m a very calm and patient person. I’ve worked with the smallest teacup breeds to the 250+ pound, slobbery giant breeds. I’d love to treat your pet as 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.
How to book pet sitting
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
It's that easy! All payments are processed through Rover's secured platform.
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 is $19 per visit as of October 2026. Most bookings cost between $14 and $28 per visit. On Rover, 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 266 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 with handling special pet needs in Winona. On Rover:
- 88% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% 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 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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