Cat Sitting Winona

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Over 47
pet parents in Winona have booked cat sitting

Winona, Find top rated cat sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Naomi J.
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Naomi J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Winona, MN, 55987

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!!!

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

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!!

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Jessica B.
Sitter Profile Image: Rosie E.
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Rosie E.
from
$16
per visit
5.0 out of 5 stars
56 reviews
21 repeat clients
25 years of experience
Winona, MN, 55987

Rosie was absolutely fantastic with our cats. So patient and loving. We were thrilled and will definitely be rebooking with her in the future!

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

We hired Jillissa for only two visits. Jillissa was great. She followed my instructions exactly. She provided photos to document her visits. We will hire her again.

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Sandra Z.
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$20
per visit
4.8 out of 5 stars
40 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: Gabriella H.
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Gabriella H.
from
$10
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
12 years of experience
Winona, MN, 55987

Gabby took great care of my dog and was very communicative!

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Laura H.
Sitter Profile Image: Jaxon H.
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Jaxon H.
from
$10
per visit
5.0 out of 5 stars
9 reviews
5 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: Breanna L.
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Breanna L.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Minnesota City, MN, 55959

Breanna did drop in visits over the weekend for our cat! She sent us so many pictures and did a great job. We will definitely be rebooking her for more cat sitting the next time we are out of town. She also grabbed a package for me that I forgot was coming while we were out of town!

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Aly J.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$20
per visit
5.0 out of 5 stars
11 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: Morrigan V.
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Morrigan V.
from
$13
per visit
5.0 out of 5 stars
2 reviews
14 years of experience
Winona, MN, 55987

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.

Sitter Profile Image: Cara W.
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Cara W.
from
$20
per visit
5 years of experience
Winona, MN, 55987

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. 😊

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

Took very very good care of my cats! Kept me updated consistently with pictures. She had left a very kind note on the counter for us and our cats seem happy as ever!

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Brandon J.
Sitter Profile Image: Taylor O.
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Taylor O.
from
$25
per visit
15 years of experience
Winona, MN, 55987

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!

Sitter Profile Image: Christie-Noelani K.
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Christie-Noelani K.
from
$25
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
20 years of experience
Rushford, MN, 55971

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.

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: 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: 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: Christina J.
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Christina J.
from
$13
per visit
10 years of experience
Holmen, WI, 54636

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.

Sitter Profile Image: Crystal X.
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Crystal X.
from
$16
per visit
4 years of experience
La Crosse, WI, 54603

About: I have taken care of my two pit bulls since the start of high school. I love giving affection to them, including others I have met in person. I used to have a senior dog who had joint problems and needed help on the stairs, bed, and sofa. I do drop in visits, house sitting, and dog walking. I would love to give your fur babies a bunch of affection and care. I’ll make sure to update you regularly with pictures so you know that your pets are in safe hands. Your pets safety is my top priority. For dog walking, I’ll make sure they stay off the road when the pavement is too hot and/or a car is coming. I will also stay alert to my surroundings. I am unemployed, so I have plenty of time to take care of your dogs and/or cats! I will be available Sunday through Thursday. I'll do my best in following your schedule so your pets won't get stressed by any sudden changes. I'll make sure to ask any questions on how to take care of your dogs and cats so I won't make any needless mistakes. I will also send you updates of your pets by sending you photos and texts.

Sitter Profile Image: Abbey K.
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Abbey K.
from
$20
per visit
4.9 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Buffalo City, WI, 54622

Abbey took great care of my cats and home! She was very responsive and nice. I will definitely ask for her devices again!

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Danielle S.
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The median cost per visit for cat sitting in Winona is $17

Cat parents share their Rover experiences - Winona

1 / 1
5.0 out of 5 stars

Rosie was absolutely fantastic with our cats. So patient and loving. We were thrilled and will definitely be rebooking with her in the future!

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Katie G.
Drop-In Visits
5.0 out of 5 stars

Jacque was able to accommodate me on short notice, did a great job communicating and performed the tasks as if my kitty and home were her own. Thank you Jacque!

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

Erica & Ciara are the best! My pup gets pretty sad when I leave but the extra time and love they give her makes so much difference. These sitters take time to really learn about all the things that make my animals happy. I always return to a house full of content animals I highly recommend Erica and Ciara!

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Kitt P.
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

Jillissa was amazing. She went over and above what was needed to care for our 3 fur babies. I would recommend her hands down. We have a very timid 10 pound dog and it didn't take long for our dog to warm up to her. She also was on schedule as planned. Buddy, 95 pound lab, Summer, 10 pound terrier and Melina, 8 pound cat, all loved her. 😍

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Carol P.
Drop-In Visits
5.0 out of 5 stars

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.
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

Awnna was amazing and did an awesome job with Nino. She took time to make sure his needs were met and spent quality time playing with him. Also, I loved the daily updates and photos. Thank you Awnna!

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Julie B.
Drop-In Visits
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Sitters in Winona average 6
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FAQs for Drop-In Visits - Winona

Frequently asked questions about Rover

The average cost for Cat Sitting in Winona on Rover is $17.76 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat 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 Cat Sitting. For more information on service fees, click here .

As of September 2026, there are 116 sitters on Rover offering Cat Sitting across Winona. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

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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