Pet Sitting Osceola

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 6
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: 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: Elisa H.
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Elisa H.
from
$18
per visit
4 years of experience
Lindstrom, MN, 55045

About: I have owned 2 dogs, one that was a bigger rescue dog and that delt with arthritis and a few other health issues. Then currently I have a 1 year old mini dachshund who is fully of life and a little hyper. I have also dog sat for many family and friends over the years. So I have experience working with many types of dogs and am comfortable around all types. When it comes to taking care of your baby, I will dedicate my time to focus on them and their needs. I love playing with dogs, bringing them for walks, if allowed I would love to bring them to a dog park for some social time, or just to get some more exercise! I have also trained my mini dachshund how to do some fun tricks like shake, roll over, spin, and weave between my legs, so if your wanting some fun tricks for your dog I can definitely show/train your dog how to do some! I am usually pretty open after 10:30am Mon-Thur. Then Fri-Sun I am open most of the day. I just need a few days notice so that I am not double scheduling your walk or drop in with my work schedule! Currently, I am only accepting dog walks and drop in visits in your home. I prefer a meet and greet beforehand to make sure I am the right fit for you and your baby.

Sitter Profile Image: Mia K.
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Mia K.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Saint Croix Falls, WI, 54024

About: Hi! I’m Mia, I just made the big move to st. croix falls and i work full time as a paraprofessional for the middle school, so I will have the entire summer to get to know you and your 4 legged family member! I am a Responsible patient animal lover. My idea of a perfect evening is to curl up with a good book or show and a nice warm puppy. I look forward to getting to know your loyal companion and spending some quality time together. I work 8 am-3:30 Pm Monday Through Friday but come summer time, I will be available morning and night, weekday and weekend for your 4 legged family members! I have 4 dogs and 1 cat, we have three acres for them to roam and find new smells! We have extra kennels if need be!

Sitter Profile Image: Scott M.
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Scott M.
from
$30
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
20 years of experience
OSCEOLA, WI, 54020

About: My pal Argus and I are glad to watch your dog in your home or ours. We treat all dogs like family, and we love meeting new friends. I work remotely and have flexibility to help out dogs. I'm glad to quickly let you know if a booking works for my schedule. Thanks! I'm very keyed into the dogs I watch and responsive to their needs. I make some exercise a priority but make sure to be aware of how much they need. I'm very good at following any special instructions you may have too.

Sitter Profile Image: Michael S.
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Michael S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Wyoming, MN, 55092

Michael, is fantastic. He was very communicative and even offered to grab packages while we were out of town. He sent photos from all visits and was diligent about cleaning the cat boys box and ensuring that they were fed separately due to dietary requirements. We will absolutely be working with him again A+. Thank you for an awesome experience!

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Mary-Margaret I.
Sitter Profile Image: Kaitlyn F.
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Kaitlyn F.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
22 years of experience
Lindstrom, MN, 55045

Absolutely incredible sitter! Katelyn took care of my dog, Lola, for two weeks, and I couldn’t be happier with the experience. Lola adored her from the very beginning, and it was clear every single day that she was in loving, capable hands. Katelyn went above and beyond—not only did she keep Lola safe, happy, and well-loved, she even taught her a couple of new tricks while I was away! She sent updates, was attentive to everything Lola needed, and treated her with the same affection and patience that I would. Coming home to a relaxed, confident dog who clearly had the best time was such a gift. If you’re looking for someone trustworthy, kind, reliable, and genuinely great with animals, I can’t recommend Katelyn enough. She’s fantastic.

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Kendall B.
Sitter Profile Image: Chelsea H.
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Chelsea H.
from
$30
per visit
25 years of experience
Lindstrom, MN, 55045

About: I have loved and cared for animals my whole life and get a deep sense of joy when I am able to care for them! I have been a Certified Veterinary Technician for 15 years which has provided me experience with all kinds of animals with all types of personalities. I have an animal medical background which helps me provide safe and sound handling techniques and animal care skills. I have owned an array of animals: dogs, cats, horses, chickens, ducks, rabbits, rats, and mice. I also have cared for other farm animals such as cows, goats, and sheep. I have fostered puppies through Ruff Start Rescue for 7 years which has given me extensive experience with potty training and leash training. I work at a school which gives me summers and weekends available for animal care. I am often available in the evenings year-round also. I have a quiet neighborhood and a large yard. My dog is young, playful, and very friendly. I am familiar and comfortable with crate training and dog-safe practices within the home. I am aware of pet toxicity and safety concerns with pets.

Sitter Profile Image: Lauren C.
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Lauren C.
from
$16
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
Forest Lake, MN, 55025

Lauren was wonderful with our big guy Max. She was very communicative and sent lots of pictures of him enjoying the deck outside. She brushed him and made sure he got lots of attention while we were gone. It truly made our vacation much more enjoyable knowing she would be stopping by to spend time with him. I would highly recommend Lauren.

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Kay O.
Sitter Profile Image: Lily B.
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Lily B.
from
$30
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Chisago City, MN, 55013

About: I have many years of experience with all types of animals, especially dogs & cats! I grew up with dogs, horses, chickens, etc. & I’ve worked at a dog boarding & daycare & can handle many unique situations. I’m familiar with medications, nail trims, bathing, walking, brushing, & of course cuddles!! I truly believe all animals deserve all the love in the world. I will treat your pet like they are my own— making sure they are safe, happy, & loved! ❤️ I have a part time job overnight & my husband works days so there is always someone home to spend time with the pups! We have plenty of flexibility to care for your pets & treat them like our own! I am calm & patient with animals & let them go at their own pace with feeling comfortable. Some pets are quicker than others to feel comfortable & that is okay. I love all animals & will work with them to make them feel loved & have fun while their parents are away!

Sitter Profile Image: Alma C.
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Alma C.
from
$15
per visit
1 repeat client
5 years of experience
Chisago City, MN, 55013

About: I have two cats, Lionel and Stella, both are my absolute world. I fully understand how much our pets mean to us, they are our family, and we want them in the best care. I will love and care for your pet like they are my own 🤍 I work full time, Monday through Friday, but can check-in on your pet after work and available on the weekends. I can provide a safe comfortable place for your pet to stay while you are away. Your pet will have my full attention, they will be well fed and will receive plenty of love and care. I can provide proof of life photos upon requests.

Sitter Profile Image: Amanda N.
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Amanda N.
from
$25
per visit
5.0 out of 5 stars
1 review
15 years of experience
Lindstrom, MN, 55045

Amanda did an amazing job with Ginger ! Very caring and friendly and made sure Ginger had plenty of outside and visit time ! Will for sure use her again in the future !

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Sheleen N.
Sitter Profile Image: Denise T.
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Denise T.
from
$35
per visit
5.0 out of 5 stars
67 reviews
26 repeat clients
35 years of experience
Forest Lake, MN, 55025

Denise was amazing and I really appreciate everything she did for our cat during our vacation. In the beginning, I was a bit uncomfortable with the idea of using the app; but I am glad I decided to use it. Denise helped us be at ease and comfortable when we met her, she also helped me navigate the app and made things so much easier for me. She was very throughout and caring with our cat and made his stay alone less lonely. We are definitely calling Denise for future times away. We had the peace of mind we needed knowing that our cat was taken care of during our time away from home. Thank you very much Denise for helping us.

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Sandra B.
Sitter Profile Image: Mary & Dustin & Kayla W.
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Mary & Dustin & Kayla W.
from
$16
per visit
5.0 out of 5 stars
1 review
30 years of experience
Forest Lake, MN, 55025

About: We grew up with pets and we have a pet loving family. We have a German wirehair pointer dog, cat and raise rabbits for showing. We also volunteer at a local goat farm and help take care of goats. I work full time out of the home, Monday-Friday, so your dog will be kenneled while we are at work. Unless it’s summer or holiday then my schedule may be different. I will do morning walks and night walks and playtime outside after and before work. We have an unfenced large yard so your pet will be leashed for playtime. We have a nice larger private backyard so plenty of space for exercise.

Sitter Profile Image: Aliya T.
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Aliya T.
from
$25
per visit
15 years of experience
Chisago, MN, 55045

About: Much like family, pets need unconditional love and care to maintain a healthy and happy life. My goal is to contribute to your pets well being the same way I'd care for my own pet, or family. My availability is open at the moment, I have one other part time job. Caring for pets has been apart of my daily routine for over a decade and I would like to continue that legacy. 🌻💫 Reading and following any instructions left for me, then proceed to check on the pet and tend to any immediate needs before moving on to anything else.

Sitter Profile Image: Jessica C.
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Jessica C.
from
$20
per visit
3 years of experience
Taylors Falls, MN, 55084

About: I have helped out with friends and family’s pets for a few years. I feed, walk, bathe their pets. Love to play with them with their toys and sometimes give them treats if owner allows. I’m currently wide open with my time, flexible and able to work around your schedule with your pets. I am available during the week and weekends. In both scenarios, safety, trust, and the environment are paramount. In my home, I maintain a secure and pet-friendly environment, free from hazards. For clients' homes, I conduct thorough assessments to ensure a safe setting for their pets. I adhere strictly to any instructions provided by the pet owners, maintaining routines and environments familiar to the pets to minimize stress. I prioritize trust by communicating openly and transparently with clients, providing regular updates and addressing any concerns promptly. Additionally, I strive to create a positive and nurturing environment, enriching pets' experiences with stimulating activities and plenty of love and attention.

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
Hugo, MN, 55038

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: Alexa L.
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Alexa L.
from
$30
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
15 years of experience
Somerset, WI, 54025

I'm very impressed with Alexa and how well Molly took to her. I would recommend Alexa for all your pet sitting needs! I will definitely use the services again

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Tim S.
Sitter Profile Image: Haley H.
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Haley H.
from
$35
per visit
4.9 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Chisago City, MN, 55013

About: Quality Care with reliability, punctuality, safety and most importantly fun and snuggles! I live in a dog friendly house and I'm a major dog person myself. I love going on walks with dogs (of all sizes). I'm great with feeding schedules and potty schedules. I've worked with dogs of all sizes and breeds for four years now. Need me to house sit? You Betcha! Poop Scoop? No problem. Let me know what your canine needs are and I'll most likely make those accommodations! I'm open to working with dogs with of all abilities as long as I'm made aware of what their needs are. My home is big with a spacious yard but it is not fenced..yet. I live in town but I have a good running route that I love taking my 4 legged friends! I hope to help you give your dog the best life possible. :)

Sitter Profile Image: Ashley S.
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Ashley S.
from
$20
per visit
10 years of experience
Saint Croix Falls, WI, 54024

About: i have been around dogs my whole life, and have a huge soft spot for dogs of any kind! i’m very responsible, and protective when it comes to dogs! i’d love to meet your best friend! i currently stay at home with our 3 month old golden retriever! i am VERY flexible and will be able to work very well with any schedule! my boyfriend and i currently care for a 4 year old british, as well as a 3 month old golden retriever. they get walked daily and have lots of space to run and play! i will be sure that your pet is happy when i leave!

Sitter Profile Image: Chad H.
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Chad H.
from
$29
per visit
5.0 out of 5 stars
6 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.
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The median cost per visit for pet sitting in Osceola is $20

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Sitters in Osceola average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Osceola

Frequently asked questions about Rover

The average cost for Pet Sitting in Osceola on Rover is $21.4 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 Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 1,221 sitters on Rover offering Pet Sitting across Osceola. 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 Osceola 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.

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 Osceola. On Rover:

  • 91% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% 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 short introductory meeting between you, your pet, 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.

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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