Pet Sitting Osceola

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Over 7
pet parents in Osceola have booked pet sitting

Osceola, 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: Julie P.
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Julie P.
from
$32
per visit
5.0 out of 5 stars
• 4 reviews
40 years of experience
Estrella, Osceola, WI, 54020

“Loved having Julie sit for us!”

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Jessica M.
Sitter Profile Image: Katlyn B.
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Katlyn B.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Dresser, WI, 54009

“Katlyn took such good care of my two cats! She sent photos and left updates on how they were during drop in visits. I would definitely recommend her and plan on using her as a pet sitter again 😊”

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Abby K.
Sitter Profile Image: Josie B.
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Josie B.
from
$16
per visit
1.0 out of 5 stars
• 2 reviews
7 years of experience
Forest Lake, MN, 55025

About: I have over 7 years of experience caring for animals, including cats and dogs. I’m also a CNA with 5 years of professional caregiving experience, so I’m dependable, patient, attentive, and comfortable following specific care routines. I’ll treat every pet like my own and make sure they feel safe, comfortable, and loved! 🐾 Pet care fits naturally into my daily routine. I have a flexible schedule that allows me to dedicate plenty of time to walks, feeding, playtime, check-ins, and companionship. I’m active, dependable, and enjoy spending time outdoors, so caring for pets is something I genuinely look forward to! Safety and trust are my top priorities. I always follow each owner’s specific instructions and keep pets as close to their normal routine as possible. I make sure their environment is clean, secure, and comfortable, while providing plenty of attention, exercise, and affection. I’m very attentive to changes in behavior or needs and will keep owners updated with photos and messages while their pet is in my care.

Sitter Profile Image: Briana W.
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Briana W.
from
$20
per visit
4.3 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
New Richmond, WI, 54017

“Briana was amazing! She took great care of our two pups while we were out of town and sent picture updates. She is so sweet and great to work with!”

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Shelby T.
Sitter Profile Image: Alexa L.
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Alexa L.
from
$30
per visit
5.0 out of 5 stars
• 18 reviews
8 repeat clients
15 years of experience
Somerset, WI, 54025

“Alexa was phenomenal with taking care of our dog while we were on vacation. We highly recommend her for any pet needs you have and will be hiring her again in the future.”

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Kyle N.
Sitter Profile Image: Chad H.
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Chad H.
from
$29
per visit
5.0 out of 5 stars
• 9 reviews
1 year of experience
Somerset, WI, 54025

“Chad was awesome! My Small Munsterlander takes a while to warm up to men. She liked Chad right away! I knew right then he was great with dogs! He played fetch with them and gave them a lot of attention. It really put my mind to ease knowing they were so well taken care of while we’re on vacation! I’m very happy with the service Chad provides!!”

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Denise G.
Sitter Profile Image: Jenny M.
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Jenny M.
from
$60
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
New Richmond, WI, 54017

About: I do walking, snuggles, feed them, potty breaks and lots of play time! I do have a pet myself, but she stays home. I trained her all by myself. I taught her not to bark, lick the face, sit shake, stay fetch, and to love people. I'm a easy going person and I'm a animal lover myself! I hope to hear from you. I can start as soon as possible. You can also reach me at 7I also animal sit for my family and friends all the time. If you have any questions please feel free to call or text me. Thank you, Jenny M.

Sitter Profile Image: Amelia B.
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Amelia B.
from
$16
per visit
3 years of experience
New Richmond, WI, 54017

About: I’ve worked at a dog kennel for almost 4 years, so I know how to take care of dogs! I’d love to help you with your pets! I have a 4 year old pitbull of my own I’ve been taking care of for the past 3 years! I work at a dog kennel everyday and help take care of lab puppies from birth- 8 weeks old I have a fenced in yard and a very friendly pitbull/bulldog mix that loves to play and meet new friends and would love to keep your dog company

Sitter Profile Image: Charlotte S.
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Charlotte S.
Star Sitter
from
$50
per visit
4.9 out of 5 stars
• 20 reviews
5 repeat clients
15 years of experience
New Richmond, WI, 54017

“Charlotte was great! Showed up, sent photos of everyone, and even offered to clean up cat puke! Will definitely be booking again with her!”

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Rachel M.
Sitter Profile Image: Julie & Jon K.
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Julie & Jon K.
from
$25
per visit
5.0 out of 5 stars
• 47 reviews
15 repeat clients
25 years of experience
Hudson, WI, 54016

About: My lifelong passion for animals began on our family’s organic dairy farm in Menomonie, Wisconsin, where I learned the dedication required to care for animals of all sizes. Over the years, we have opened our hearts and home to our friends' pets, gaining extensive hands-on experience with everything from energetic dogs to gentle bunnies. As a homeschool family, someone is almost always home to provide continuous love, attention, and structured care. We spend plenty of time outside so your pet will have lots of opportunities to exercise and spend time in the sun. Your pet will enjoy full access to our house and a large, securely fenced yard perfect for safe outdoor exploration. Located in a peaceful, dog-friendly neighborhood, we offer a warm, reliable, and attentive home-away-from-home where your pet will be treated like family.

Sitter Profile Image: Cassandre W.
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Cassandre W.
from
$16
per visit
7 years of experience
Isanti, MN, 55040

About: My partner and I will work together to provide the best services to other pet parents as we can! By having us as a team support one another, we're able to help more pet parents with their needs! 😊 Cassie: I've had dogs and cats my whole life. When I bought my first house in 2019, I adopted a senior dog who was scheduled to be euthanized simply because her owner passed away and nobody else could take her. She inspired me to want to take care of senior babies who may have additional needs not everybody can manage. I have experience administering oral and topical medication (no needles) for both dogs and cats. Justin: I’ve had at least one dog in my life from the day I was born. From very social Springer Spaniels, to very shy Australian Shepards to our current Lab Gus and Eskie Sue. I’m capable of administering oral and topical medication for both dogs and cats. I’m also very good creating a safe and comfortable environment for all cats and dogs and am happy to meet your animals before appointments to gain their trust. Since there's two of us, we do our best to flex schedules to make things work. Cassie works from home full-time and Justin has a hybrid schedule working 3 days in office and 2 days from home. Cassie has a strong attention to detail, so we will follow instructions closely to ensure the safety of all parties involved. We both have experience with dogs and cats, so we know to be careful to avoid any potential issues.

Sitter Profile Image: Josie K.
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Josie K.
from
$18
per visit
10 years of experience
Hugo, MN, 55038

About: Ive always loved animals my whole life I’ve had puppy’s,dogs,cats,kittens,hamsters,guinea pigs,bunny’s,chinchillas,horses,chickens,and fish I’ve always loved taking care of animals it’s been something I’ve done since 8 years old I’ve always said I like animals more then people and something about taking care of them just brings me peace I’ve taken care of the animals by always making sure they have food and fresh water and by training them and always making sure they have lots of enrichment and love I do also have experience with taking care of sick animals giving them their medication,applying any needed creams and changing their bandages. I’m looking to work with animals full time to do something I love to do ❤️ I’m currently not working I’m looking into working with animals full time so I have full open availability to take care of your fur babies and provide all of my time to there needs I’m available to work from home or travel to yours ! I have a fenced in yard with my own very friendly dogs our home we also have cats a bunny and chinchillas that are all very friendly my home is open to all animals and we can accommodate to your fur baby to their personal needs I can also travel to your home and provide care as needed and follow your set routine for your fur baby !

Sitter Profile Image: Ciboney R.
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Ciboney R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 91 reviews
23 repeat clients
2 years of experience
Southeast Como, Minneapolis, MN, 55414

“Ciboney was great with Kylo! She was easy to schedule with and was always on time to check on him. I would highly recommend and will used her again in the future when we go out of town. Thanks again for helping us!”

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Kevin H.
Sitter Profile Image: Ella L.
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Ella L.
from
$16
per visit
10 years of experience
Maplewood, MN, 55117

About: I’ve taken care of dogs and cats! People relied on me to take care of their babies and I did it effectively and with love❤️ I work a full time job but I work 4 days on - 4 days off so I am available during those days off to help! I know many dog parks that is something you’d be comfortable with your pet going to! I could bring my pups as well if you are comfortable with that

Sitter Profile Image: Taylor C.
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Taylor C.
from
$16
per visit
5.0 out of 5 stars
• 3 reviews
14 years of experience
Woodbury, MN, 55129

“Taylor took great care of our sweet and mischievous pups during our vacation. We were able to relax and enjoy knowing our fur babies were in the best of hands!”

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Kelly P.
Sitter Profile Image: Elizabeth L.
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Elizabeth L.
from
$16
per visit
3 years of experience
River Falls, WI, 54022

About: I’ve taken care of family members or friends dogs since I was 13. I volunteered at a humane society and I work at a vet clinic as a vet assistant. I’m currently working a part time job on the weekends until the end of October and I’m a college student. I am available during the week after classes. When caring for pets I prioritize their safety, happiness and comfort. I will provide them with their needs which will include playtime and plenty of attention

Sitter Profile Image: Caitlyn A.
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Caitlyn A.
from
$13
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Diamond Lake, Minneapolis, MN, 55417

“Caitlyn took great care of my senior cat while I was out of town. She provided detailed updates and followed all care instructions. Would highly recommend!”

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Madalyn K.
Sitter Profile Image: Kaiden W.
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Kaiden W.
from
$48
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Arden Hills, MN, 55112

About: I have had cats and dogs my whole life, along with hamsters and guinea pigs. My yorkie, Piper, is super independent but needs playtime alllll the time. So if she isn’t cuddle up by her big bad self, we’re playing. If you need someone who is a total animal lover, look no further! I will treat your pet like my own and they will have a wonderful and safe time. I can be extremely flexible with schedules. I only ask that there is some heads up if there is a sitting needed as I also have my fur baby. I make sure to treat your baby as if they’re mine as well. I have a 6 pound yorkie who loves all types of dogs and cats, so if they want a friend to come I can bring her!

Sitter Profile Image: Corey G.
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Corey G.
from
$35
per visit
4.9 out of 5 stars
• 49 reviews
8 repeat clients
28 years of experience
Bryant, Minneapolis, MN, 55409

“Corey was extremely helpful and dedicated to making sure our reactive dog was comfortable and taken care of while we were away. He was communicative, kind, and understanding with our requests for our pup's care the entire time he was around, and left our apartment just as clean as we left it. We will definitely be asking for his care again!”

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Ezekiel F.
Sitter Profile Image: Shareese V.
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Shareese V.
from
$100
per visit
5.0 out of 5 stars
• 2 reviews
2 years of experience
Minneapolis, MN, 55429

About: I’ve spent years caring for my own dogs and raising animals, which has taught me patience, responsibility, and an understanding of different personalities and needs. I treat every pet like family, making sure they feel safe, loved, and comfortable. What sets me apart is the genuine bond I build with animals and my dedication to their happiness, whether that means playtime, walks, or simply giving them the attention they deserve. Caring for pets is already a part of my daily routine. Between feeding, walking, playtime, and keeping up with my own dogs, I’m used to giving animals structure and attention every single day. Whether it’s early morning walks or evening walks, pets are always the center of my schedule. In my home, I make sure pets have a safe, comfortable space where they feel welcomed as part of the family. I stick to regular feeding schedules, provide plenty of playtime and walks, and give lots of love and attention. When I’m caring for pets in a client’s home, I do my best to follow their routines as closely as possible, whether mealtime, walks, or bedtime, so pets feel secure and stress-free. My goal is to always create consistency, comfort, and trust.

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

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 - Osceola

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Sitters in Osceola average 5
repeat pet sitting clients

FAQs for Pet Sitting - Osceola

Frequently asked questions about Rover

The average cost of Pet Sitting in Osceola is $21 per visit as of October 2026. Most bookings cost between $17 and $22 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 1,202 sitters on Rover offering Pet Sitting across Osceola. 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 .

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 , 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 Osceola. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 .

sitters on Rover set their own , 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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