Pet Sitting 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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Over 4
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.

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Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
5 years of experience
Cookeville, TN, 38501

“Mia was great with our dogs! She watched them for two days and took really good care of them. We felt totally comfortable leaving them with her, and they seemed happy and well taken care of when we got back. We’d definitely have her watch them again!”

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James F.
Sitter Profile Image: Kaylee M.
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Kaylee M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 32 reviews
11 repeat clients
4 years of experience
Cookeville, TN, 38506

“Kaylee was a great choice! She went above and beyond what was required and we 100% recommend her to anyone looking for a sitter. We have two dogs with big personalities and she managed them with no issues. We will be rebooking with her for future events!”

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Salvador L.
Sitter Profile Image: Drew P.
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Drew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
12 years of experience
Baxter, TN, 38544

“Drew was amazing with our dogs and sent wonderful photos showing how comfortable our dogs were with her! Already booking out next visits! Drew's a treasure!”

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Debbie M.
Sitter Profile Image: Lauralee H.
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Lauralee H.
from
$12
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
17 years of experience
Cookeville, TN, 38501

About: I have cared for a variety of different animals with 3 cats and 1 dog of my own. I have volunteered at animal shelters to help take care of those pets as well. I am very flexible and confident in my ability to meet each pet's needs. I have taken care of animals at different points in their lives, from kittens/puppies to elderly animals. I am currently a part-time teacher, so I would be able to use my days off to take care of any needs the pets might need! I have a friendly dog that can be company to your furry baby. I am responsible, dependable, and able to take care of any challenge that might be encountered.

Sitter Profile Image: Amber C.
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Amber C.
from
$22
per visit
10 years of experience
Cookeville, TN, 38506

About: What sets me apart as a pet sitter is my genuine love for animals and the care I put into making them feel safe, comfortable, and happy. I grew up in a home where we always had both dogs and cats, so caring for pets has been a natural part of my life for as long as I can remember. As an adult, I became interested in positive reinforcement training and have followed Zack George’s training methods with my own dog. I value building trust, encouraging good behavior through patience and consistency, and creating a calm, positive environment. My goal is to be as much of a companion for pets as they are for us. Whether your pet enjoys long walks, playtime, quiet cuddles, or simply having someone nearby to make them feel safe and relaxed, I will treat them with patience, kindness, and respect. I understand that every animal has a unique personality, and I take the time to learn their routines and preferences so they feel comfortable while you’re away. Pet care fits naturally into my weekly routine. I currently work in education, which allows me to be available before school, during my lunch break, and after school to check in on pets, take them for walks, feed them, or spend time with them. On weekends, I enjoy having more flexibility to dedicate extra time to getting to know each pet, keeping them company, and making sure they feel comfortable and well cared for. I strive to provide consistent, reliable care while giving each pet the attention they deserve. When caring for pets in a client’s home, my goal is to make your time away as stress-free as possible for your pet. Being away from their owner can already create some anxiety, so I believe it’s important to keep them in the comfort of their familiar environment whenever possible. Before you leave, I take the time to learn your pet’s normal routine, including feeding schedules, walks, playtime, medications (if needed), and any special preferences. I work closely with each owner to maintain as much consistency as possible, helping pets feel safe, secure, and comfortable while you’re away. I also provide plenty of companionship, attention, and updates so you can have peace of mind knowing your pet is being well cared for.

Sitter Profile Image: Charrissa A.
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Charrissa A.
from
$15
per visit
10 years of experience
Cookeville, TN, 38501

About: I recognize that every animal is an unique individual, and each pet has a distinctive personality. Because I accept a limited number of clients at any one time, I work to give your pet(s) the unhurried care and attention they deserve. I have few years experience in a animal Hospital/kennel as a kennel assistant and bather.... Now I am a dog walker, sitter and bather just for extra income as I am a stay at home mom and work part time as a cashier. I eventually wanna start my own buisness. Please feel free to contact me with any questions or concerns. You won't be disappointed in my services I will treat your animal just like it was my own thank you have a great day!

Sitter Profile Image: Veronica R.
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Veronica R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Sparta, TN, 38583

“She did amazing with our dog! My blue heeler is a bit standoffish towards strangers, and she handled it like a pro. She did exactly as we asked, and we came home to a well taken care of pup.”

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Casey S.
Sitter Profile Image: Ryan S.
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Ryan S.
from
$15
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
25 years of experience
Livingston, TN, 38570

About: I’ve spent 25+ years caring for all kinds of pets—dogs, cats, and even reptiles. Living on 17 acres gives plenty of space for safe walks, playtime, and exploring. Whether your pup loves fetch, your cat just wants cuddles, or your reptile needs special attention, I’ve got it covered. I treat every pet like family and make sure they feel loved and cared for while you’re away. I work from home so I’m usually always around! With 3 kids here everyone pitches in so your pet will always have someone around to care for them! 17 acres for your pets to explore if they like being outdoors. A comfy home indoors for the less adventurous ones! Our house is clean and safe and welcoming to all sort of animals.

Sitter Profile Image: kyndall h.
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kyndall h.
from
$20
per visit
3 years of experience
Sparta, TN, 38583

About: experience with all sizes breeds and ages of dogs, including giving medicine. can understand body languages of dogs and assist in any way if need be exp. senior dogs ect. I am currently working, free in afternoons monday-friday can be flexible. I’m available for saturday and sunday mornings between 6:00-9:00 am (could change) but can be flexible. maintaining their feeding schedule, exercise routine, and providing fresh water. Administering any necessary medications, and keeping them safe by supervising them during walks and outside playtime.

Sitter Profile Image: Karley W.
Verified Enhanced Background Check
Karley W.
from
$20
per visit
7 years of experience
Crossville, TN, 38555

About: I’m a licensed vet tech that works with animals in my regular everyday job. I am very passionate about the care of animals and what they need. I currently work at Banfield Pet Hospital and on my off days I am looking for something to feel my time. I thought dog walking would be a good idea since I work with animals everyday already. I have a fenced in yard and have two fur babies of my own to keep your dogs company and entertained while they’re with me.

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The median cost per visit for pet sitting in Winona is $20

Pet parents share their Rover experiences - Winona

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5.0 out of 5 stars

Mia was great with our dogs! She watched them for two days and took really good care of them. We felt totally comfortable leaving them with her, and they seemed happy and well taken care of when we got back. We’d definitely have her watch them again!

Profile image
James F.
Drop-In Visits
5.0 out of 5 stars

Jenn was available last minute before I left for a trip and checked on Missy for me twice a day! Missy loved every visit and Jenn was so attentive to her! So thankful for Jenn! :)

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

Emma did awesome with strawberry and kept me up to date with everything and was responsive on any questions and concerns I had. She did things like opening my balcony for my cat strawberry to get some outdoor time and relax for the little time she was with her and I believe it helped considerably. I never used this app or service before but I know anytime I have future trips I will be booking with Emma, she was great and gave me ease of mind while focusing on visiting family.

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Marylyn O.
Drop-In Visits
5.0 out of 5 stars

Mariah took care of our two cats over Christmas and did an incredible job! A+ communication and the boys were happy and healthy when we returned.

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Ryan R.
Drop-In Visits
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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. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Winona

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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 $24 per visit as of November 2026. Most bookings cost between $17 and $27 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 November 2026, there are 141 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:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 97% 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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