Dog Sitting Winona
Book a Winona dog sitter to watch your dog in your sitter’s home or yours.
Over 53 pet parents in Winona have booked dog sitting
Winona, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lauren was very helpful, caring, punctual and was a great communicator for her drop in visits for my cat! She literally went the extra mile and walked up my snowy icy driveway when her car couldn’t make it up! My cat is a bit standoffish with new people, but he warmed up to her after just one visit! I will definitely be requesting Lauren to help out with my cat in the future!”
About: Every since I was young I would walk dogs for friends and family. Once I finally turned 18 I was able to work for a doggie daycare! Talk about dream come true! Hey pet parents, I promise to always do my best when having your fur child/children under my care ❤️ (I also would like to mention that the rates are high because this app only gives a very small percent of what you pay) I don’t mind long walks, and trips to the park! Snuggles and movies work too 🩵 I can provide any needed service for your fur baby/ babies! (I also would like to mention that the rates are high because this app only gives a very small percent of what you pay)
About: I have taken care of my own dog as well as taken family friends dogs on walks and runs. I am currently training for a half marathon, so if your dogs loves long runs or long walks I would love to help them get outside and exercise. I currently am working part time on top of school. Most days I can take dogs on a walk or run in the morning to later afternoon! I currently live in an apartment where pets are not allowed, so for now I will stick to taking dogs on walks and runs whether that’s around a safe neighborhood or at a park.
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 pet sit my friends & family's pet whenever they need someone to take care of their fur babies! I love making new pet buddies, and want to ensure they are as happy as can be. I am free to help most days after 3 PM or on the weekends for the full day I’m looking forward to meeting your fur babies. Your pet’s safety and well-being are my top priorities. I provide a secure, loving, and stress-free environment where your furry friend can feel comfortable and happy while you’re away. I treat every pet like my own, ensuring they receive the love, care, and attention they deserve. You can trust that your pet will be in great hands with me!
About: I require any visiting pets to be vaccinated and on flea preventitive! I have trained many kinds of dogs for many different things! I have a service dog that I trained Bella! I also have a cat that is trained to sit, spin, and jump! I have experience with diabetic animals and with most animals in general! I am educated on animal CPR and heimlich. I'm happiest when I'm spending time with 6 dogs at a time lol it's so much fun! I don't have space to take more than one large dog or 2 small dogs at a time but someday I will! I am working on getting fencing for my yard! I only let 1 dog out at a time. I follow owners feeding schedule. I chart every feeding, drink of water that i see, and every potty break. I send updates daily and am well educated on how to calm an anxious dog!
About: I currently have a 1 year old husky puppy who is as sweet as can be. I grew up with several Shetland sheepdogs, miniature poodles, and other small critters. I have also spent countless time volunteering at dog rescues. At these rescues, I have helped with medication administration, socialization, and worked with puppies-senior dogs. Monday through Friday any night after 5:00pm I can be available. I currently work 7:30-4:00. On the weekends, I am completely free for whatever you pets may need. In my home, my dog currently sleeps in bed with me, is free roaming throughout the day. With daily walks and trips to our dog park. In your home, I will respect whatever rules and requests you may have. I get everyone views training, socialization, and other factors differently. I will do my best to respect your needs and keep your furry one company whenever you need an extra eye.
About: **HIGH QUALITY & PROFESSIONALLY EXPERIENCED pet handlers!** Graduated students & working class citizens. *No felonies, or criminal history! *No drugs, toxins, alcohol, or smoking! Note: Our complex building does have residents that do. If you suffer from allergies or preferences, please be advised prior to drop-off. ***We provide quality pet care & services! ***24/7 supervision! *** Last minute cancelation & booking friendly! ***We do physical meet & greets or virtual meetings! ***Experience in professional dog sitting! Yes, we've been paid to do this professionally prior to Rover! Ask us about it! ***Knowledgeable in regards to multiple breeds! ***Puppy friendly! Hardwood floors! *** We supply dog food & products if your pet doesn't come with any! ***Experienced with senior, blind, & deaf dogs! We love them even more! ***Experienced with stereotyped "aggressive" & large dog breeds. ***Experienced in administrating medication/CBD/Hemp to animals. Please provide necessary information & preferences! ***Periodical pictures, updates & check-ins! ***We do NOT introduce your companion to strangers or other dogs unless authorized! ***Please note your companion could get dirty! 95% likely! They will experience various activities and adventures. We HIGHLY suggest flea protection! We take care of animals year-round! We're available almost 24/7. Feel free to ask about our availability or share your own! We do prefer you schedule ahead of time & cancel ahead of time! If we ever inconvenience you, we provide complimentary services or discounts in your next booking! Due to COVID-19, we only offer pet care in our home at this time! We do have experience with pet sitting in our client's home. We know your babies love their environment! However, adventures are awaiting! It's good to take a mini trip & make new friends 😊
About: HELLO! I have been taking care of all kinds of dogs from pups to senior pets who have special needs. I have done stuff like this ever since I was in middle school. I am very flexible with my time. I do have a cat allergy but that won’t stop me from that either! I’m always here to help you’re best friend 😊 Im very flexible with my schedule for a couple months! I can do early mornings to late nights. I’m always able to help with anything! I’m very detail oriented and need straightforward instructions in order to properly care for a pet. The more straightforward the instructions the better! I treat any pet as if they were my own. Maybe a chance to spoil with my special frozen pet friendly watermelon slush for the hot summer days? Or a little trip to get a pup cup? My dogs are spoiled and I miss them so much so this would be a win-win for the both of us 🤣
The median cost per visit for dog sitting in Winona is $17
Dog parents share their Rover experiences - Winona
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Winona
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winona average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Winona
Frequently asked questions about Rover
The average cost for Dog Sitting in Winona on Rover is $18.87 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 Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 273 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winona choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winona with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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.
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.
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