Pet Sitting Osceola

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Over 43
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: Madison W.
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Madison W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
419 reviews
140 repeat clients
10 years of experience
Osceola, IN, 46561

Madison took amazing care of my cats! She was very flexible with last minute adjustments I had to make, and she provided so much loving, play time, and cuddles with my cats. They became so comfortable with her even though they normally take a long time to warm up to strangers. She sent very descriptive visit summaries and many photos. Overall 10/10 experience and will definitely be booking again!

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meghan o.
Sitter Profile Image: Raquel C.
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Raquel C.
from
$22
per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
5 years of experience
Elkhart, IN, 46514

Raquel did a great job. I really appreciate her putting our Chewey order away too. (Always seems to come when I am gone.) She checked w/ me when she had questions and gained the trust of our timid kitty.

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Anne G.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
87 reviews
22 repeat clients
40 years of experience
Granger, IN, 46530

Heather is so attentive, thorough, and caring. She was thinking through every possible way she could make my dog happier and more comfortable. Her notes and photos were so thoughtful and showed an attention to detail that reassured me while being away. I cannot recommend her enough, and we look forward to having her look after Rainer again.

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Madison M.
Sitter Profile Image: Mariah R.
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Mariah R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
12 repeat clients
7 years of experience
Mishawaka, IN, 46544

Mariah watched my dogs while I went out of town visiting family, and she made the entire trip completely stress-free when it came to my pets. She took care of them as if they were her own and went above and beyond my expectations. The area where my dogs stayed was also very clean and well kept, which gave me even more peace of mind. I felt reassured knowing they were in such great hands the entire time. I would absolutely rebook her anytime 10/10 service and highly recommend! Thank you again!!!🩷

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Karina Q.
Sitter Profile Image: Janelle B.
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Janelle B.
from
$13
per visit
4.9 out of 5 stars
37 reviews
18 repeat clients
20 years of experience
Mishawaka, IN, 46544

Janelle did an excellent job of caring for my girl while I was away. She was very communicative in providing updates. I would definitely book with her again.

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Candyce B.
Sitter Profile Image: Sophia Y.
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Sophia Y.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
1 year of experience
South Bend, IN, 46614

Sophia was quick to respond to a last minute request, communicative, professional and arrived on time. She went above and beyond to make sure my dog was happy and well cared for during the visit.

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Laura H.
Sitter Profile Image: Lydia N.
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Lydia N.
from
$20
per visit
4.9 out of 5 stars
65 reviews
27 repeat clients
4 years of experience
Mishawaka, IN, 46544

Couldn’t have asked for a better cat-sitter. This is the longest I’ve ever had to leave Victor on my own and Lydia made that so much easier. Even when there were difficulties accessing the apartment— she was still so helpful! Will vouch 100%

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Shimon L.
Sitter Profile Image: Alexis T.
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Alexis T.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
15 years of experience
South Bend, IN, 46637

Alexis handled our two boys so well. Definitely gonna book her again! She is a really nice and kind human and great dog sitter!

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Joelle B.
Sitter Profile Image: Kiersten S.
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Kiersten S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
8 repeat clients
1 year of experience
South Bend, IN, 46614

Kiersten was great with both my dogs! She communicates very well, sent pictures, and followed all of my directions for my dogs. One of my dogs can be reactive when he is not familiar with someone and Kiersten was willing to meet him multiple times before the actual date!! I am so thankful I found her to take care of my dogs. I cannot recommend her enough!! Thank you again and I look forward to working with you again!

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Ronshaela N.
Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
286 reviews
78 repeat clients
24 years of experience
South Bend, IN, 46614

Jamie always makes me feel like my dogs got attention and their needs were met while I was absent. This past week my work schedule was insane and I ended up being gone 16-17 hrs a few days in a row. Jamie was accommodating when I reached out at the very last minute as my schedule changed. Highly recommend her for your pet sitting needs.

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Alexandria F.
Sitter Profile Image: Sydney B.
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Sydney B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
South Bend, IN, 46637

Sydney went above and beyond taking care of my puppy. She clearly loves animals and is very communicative with everything. If i could give more stars I would!!! Highly recommend her care for your pets!!

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Daniel P.
Sitter Profile Image: Mya R.
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Mya R.
from
$22
per visit
5.0 out of 5 stars
55 reviews
13 repeat clients
4 years of experience
Osceola, IN, 46561

My family has been using Mya for years and it’s been so amazing to have someone we can rely on. We have two dogs, one who has medical needs, and Mya is so wonderful with them both.

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Lydia G.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$15
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
12 years of experience
South Bend, IN, 46615

About: My family always had a pet dog. As a kid I would feed and walk dogs in the neighborhood while they were out of town. As I grew older I would stay at family or friend's homes if they went out of town. I'm in search of a similar situation in South Bend - dog walking and light housework included! Weekdays I can stop in and let the dog(s) out for bathroom breaks. On weekends/evenings I can stay at your home so that the dog is familiar and will make myself available 100% during that time. I prefer to stay or drop in to my client's home. I find that the dog is more familiar/comfortable this way too. I am happy to do a test run so that everyone feels comfortable/familiar!

Sitter Profile Image: Michaela S.
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Michaela S.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
199 reviews
44 repeat clients
14 years of experience
Granger, IN, 46530

Michaela is so sweet and very responsive and detailed. She has done a great job taking care of my puppy and following my instructions on how I would like her care.

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Laura B.
Sitter Profile Image: Debra M.
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Debra M.
from
$12
per visit
5.0 out of 5 stars
39 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46545

About: I’ve had dogs and cats all my life. I’ve potty trained them, taught them how to walk with a leash, taught them tricks like sit stay and say your prayers, and too many to say. I will spoil your fur babies like I do mine. You would never have any worries while you’re away they will be in good hands. I love and enjoy being around dogs and or cats. I’d send you videos and or pictures of your fur baby. Some owners have their fur babies on a schedule if so I will do the same. if there is a park nearby I’d probably take them there. But first I would ask the owner what they would like me to do sense it is their pet. I'm retired so I'm flexible. My routine is the fur babies routine. I'd like to keep it that way for them, so I would need to know. I have a fenced in yard, not big for big dogs tho. They will be fed, played with and cuddled. If they need to be caged I have a large one for their comfort.

Sitter Profile Image: Casey S.
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Casey S.
from
$25
per visit
5.0 out of 5 stars
86 reviews
29 repeat clients
15 years of experience
Mishawaka, IN, 46544

Casey is exceptional! This was our first time hiring a sitter for our senior cat through Rover, and Casey made the entire experience such a positive one. Casey came to our house a week before our booking for a meet & greet. We could immediately tell she was very competent and professional. Meeting with her ahead of time completely put us at ease. Our cat was clearly comfortable with Casey during the meet & greet. Casey provided wonderful pictures and updates after each of her drop-in visits while we were out of town. She followed our directions down to a tee and was incredibly neat and tidy, going above and beyond by washing our cat's extra dishes, rinsing out the recycling, etc. Our cat generally runs away when anyone (including myself and my husband!) first comes through the door, but Maggy was greeting Casey at the front door when she arrived for her drop-in visits. It was wonderful to know our cat was so comfortable with Casey. We highly recommend Casey and are already looking forward to booking her for future trips!

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Jessica S.
Sitter Profile Image: Kimberlee E.
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Kimberlee E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
105 reviews
21 repeat clients
20 years of experience
Riverpark, South bend, IN, 46615

Kimberlee was very communicative and reliable! She took great care of Linus and made sure he was doing well with his food, water and litter box. Would definitely rebook!

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Tori S.
Sitter Profile Image: Ruth K.
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Ruth K.
from
$18
per visit
5.0 out of 5 stars
23 reviews
3 repeat clients
5 years of experience
Granger, IN, 46530

First time using Rover and Ruth was amazing! Took great care of our dog and her communication was great. We definitely felt at ease having her stop by to take care of him. Will be rebooking with her next time we need it!

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Ben P.
Sitter Profile Image: Brian M.
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Brian M.
from
$12
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
24 years of experience
Osceola, IN, 46561

Absolutely Fantastic!!!! I can’t say enough about the professionalism, sincerity, and care this father daughter team gave out Jack. He is older and always has issues (separation anxiety). He was so happy and energetic when we got home. Usually takes days for him to recover! Highly Recommend!!! Will be a return customer next time we need a sitter for our buddy.

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Andrew H.
Sitter Profile Image: Angela B.
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Angela B.
from
$30
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Nappanee, IN, 46550

About: My heart is with the animals. My gift is with the animals. I guarantee my heavenly job is with the animals. I have over 20 years of experience with both aggressive and non aggressive breeds. I’ve owned and rescued, fostered and everything in between!!! Let me be your pets new best friend! Right now I’m rearranging my life to do what makes me happy. I want to wake up and do what gives me joy and that is taking care of animals. I have a cane corso and 1 pit bulls. If I can care for these boys then I can care for ANYTHING! I’ve much experience with bully breeds and non bully breeds. I understand and recognize behaviors and what they mean. I guarantee your pet will be safe with me. Safe, happy and loved!!!

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

Pet parents share their Rover experiences - Osceola

1 / 1
5.0 out of 5 stars

Mya was an absolute lifesaver for me when my sitter quit on me last minute before an out of state trip. She was so prompt at replying and taking on the task last minute. Every visit she sent me great photos and my cats both loved her. One of my kitties never comes out for strangers but during the first visit, she sent me a photo and he was so content and comfortable in the background. I would 100% recommend Mya as a sitter and book her services again. She’s incredibly professional, caring, and great at what she does!

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Meg M.
Drop-In Visits
5.0 out of 5 stars

Mya is amazing!!! This was our second time having her take care of our cats and it definitely won't be the last! She let us know everyday how our cats were and took pictures. Definitely would recommend to anyone!! Thanks again!!! ♥️♥️

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

This was our first booking with Mya. Mya is a sweet and gentle caretaker. We will definitely be booking her in the future.

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

2nd time having Brian and his daughter take care of our Jack. They did a fantastic job, again! Highly recommend them if you need a dog sitter. The Best!!!

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Andrew H.
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.

Meet local sitters who will treat your pets like family

  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

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Popular requests for pet sitting - Osceola

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Sitters in Osceola average 6
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 $16.65 per visit (as of August 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 August 2026, there are 370 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:

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