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.

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Sitter Profile Image: Jaxon H.
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Jaxon H.
from
$10
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Winona, MN, 55987

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

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Brad V.
Sitter Profile Image: Naomi J.
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Naomi J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Winona, MN, 55987

Naomi is wonderful with pets. She had great communication with me as well. We will book her again for sure.

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Lisa L.
Sitter Profile Image: Jillissa R.
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Jillissa R.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
30 reviews
8 repeat clients
4 years of experience
Winona, MN, 55987

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!

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Cali R.
Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
32 reviews
14 repeat clients
6 years of experience
Winona, MN, 55987

Rebekah was thorough and great at communicating. She took wonderful care of our girl, and I would absolutely book with her again, whenever she’s available :)

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Abbey N.
Sitter Profile Image: Arabella B.
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Arabella B.
from
$15
per visit
5.0 out of 5 stars
3 reviews
4 years of experience
Winona, MN, 55987

I am so grateful she was able to take my appointment last minute! Chief seemed incredibly happy and well taken care of when I got home. Highly recommend!

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Berny B.
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$20
per visit
4.8 out of 5 stars
39 reviews
20 repeat clients
15 years of experience
Winona, MN, 55987

Amazing communication & pictures each day so I knew my pup was well taken care of. Will use Erica & Ciara again to help me with daily drop ins.

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Gail S.
Sitter Profile Image: Isabelle K.
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Isabelle K.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
21 reviews
6 repeat clients
5 years of experience
Goodview, MN, 55987

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.

Sitter Profile Image: Breanna L.
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Breanna L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Minnesota City, MN, 55959

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!!!

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Aly J.
Sitter Profile Image: Peyton G.
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Peyton G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 reviews
2 repeat clients
5 years of experience
Winona, MN, 55987

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. :)

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Heather K.
Sitter Profile Image: Emily R.
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Emily R.
from
$30
per visit
4 years of experience
Fountain City, WI, 54629

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.

Sitter Profile Image: Sarah R.
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Sarah R.
from
$35
per visit
5.0 out of 5 stars
3 reviews
12 years of experience
Winona, MN, 55987

Sarah treated our dog like a queen.

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Justin G.
Sitter Profile Image: Aleck & Hailey L.
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Aleck & Hailey L.
from
$15
per visit
14 years of experience
Winona, MN, 55987

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.

Sitter Profile Image: Alicia G.
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Alicia G.
from
$25
per visit
5.0 out of 5 stars
116 reviews
16 repeat clients
33 years of experience
Winona, MN, 55987

Alicia did another great job for us and our pets. She always goes above and beyond whatever we ask of her when she takes care of our pets. She does everything perfectly.

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Justin G.
Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Holmen, WI, 54636

Cassie was amazing and the boys seemed like they had a great weekend. Great communication and went above and beyond for us and the dogs!

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Luke S.
Sitter Profile Image: Linsie M.
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Linsie M.
from
$15
per visit
4.8 out of 5 stars
68 reviews
10 repeat clients
11 years of experience
La Crescent, MN, 55947

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!

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Kelsi A.
Sitter Profile Image: Joc M.
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Joc M.
from
$25
per visit
30 years of experience
winona, MN, 55987

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!

Sitter Profile Image: Anna B.
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Anna B.
from
$13
per visit
12 years of experience
Winona, MN, 55987

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.

Sitter Profile Image: Jacque K.
Verified Background Check
Jacque K.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

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.

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Sam D.
Sitter Profile Image: Megan P.
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Megan P.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Winona, MN, 55987

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 :)

Sitter Profile Image: Paige N.
Verified Background Check
Paige N.
from
$20
per visit
20 years of experience
Winona, MN, 55987

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.

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Over 120
pet parents in Winona have booked pet sitting

Winona pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jillisa is punctual, attentive and was flexible when our plans changed. She is reliable and very easy to schedule with and takes great care of your pet!

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Ivy E.
Drop-In Visits
5.0 out of 5 stars

Naomi is wonderful with pets. She truly goes above and beyond when caring for our dog. She is kind, patient and a great communicator.

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Lisa L.
Drop-In Visits
5.0 out of 5 stars

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. :)

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Heather K.
Drop-In Visits
5.0 out of 5 stars

Amazing communication & pictures each day so I knew my pup was well taken care of. Will use Erica & Ciara again to help me with daily drop ins.

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Gail S.
Drop-In Visits
5.0 out of 5 stars

Laken was extremely responsive, compassionate, and thorough in her care for our pup. Without any hesitation would recommend her and we will definitely have her sit for our dog again!

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Ivy E.
Drop-In Visits
5.0 out of 5 stars

Rebekah did great! Rocky was happy on our return and we were glad she was available at the last minute.

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Erich L.
Drop-In Visits
5.0 out of 5 stars

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

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Brad V.
Drop-In Visits
5.0 out of 5 stars

Erin was amazing! She was super responsive, bonded immediately with our two cats, and also kept an eye on our home... even shoveling our driveway while we were away. Would definitely recommend!

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Becky W.
Drop-In Visits
5.0 out of 5 stars

Breanna has watched our pets a couple times now and she has been a great pet sitter for us. It’s never easy to leave your pets, but she has made it easier and our pets seem to really love her company! I enjoyed her updates and pictures while we were away.

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Laura R.
Drop-In Visits
5.0 out of 5 stars

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!

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Florian B.
Drop-In Visits
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The median cost per night for pet sitting in Winona is $20

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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.

If you’re searching for a Winona pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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.