Pet Sitting in 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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Top rated Osceola pet sitters

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

We’ve already rebooked! Madison is responsive and truly cares about your pets wellbeing. She even made sure a package on our porch was brought in when she came for her drop in visit. We have 3 crazy mini dachshunds and she sent multiple pictures of each of them and updated us on how they were doing. Can’t say enough good things about her. We felt very comfortable leaving our pups and home in her hands.

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Rachel V.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
82 reviews
20 repeat clients
40 years of experience
Mishawaka, IN, 46545

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: Hannah S.
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Hannah S.
from
$18
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Mishawaka, IN, 46544

Booked with Hannah again for the holiday weekend and just like last time, everything went smoothly. She’s super dependable and made being away so much easier knowing my pup was well taken care of. Definitely my go-to from now on!

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

Kiersten was great! Did two drop in's for our lab and was dependable and communicative! Thank you!

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Shawn M.
Sitter Profile Image: Raquel C.
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Raquel C.
from
$22
per visit
5.0 out of 5 stars
13 reviews
3 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: Alyssa D.
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Alyssa D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 reviews
10 repeat clients
27 years of experience
South Bend, IN, 46613

Alyssa was super kind, professional, and understanding. She took great car of James, even playing with him and texting me photos. She also cleaned out both litter boxes while I was gone. I will definitely ask for her help again, and I highly recommend her.

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Gwena W.
Sitter Profile Image: Mariah R.
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Mariah R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
7 years of experience
Mishawaka, IN, 46544

Mariah, thank you sooo much for taking care of Una while I was out of town. I knew that you were a match for Una when she first you. Your kind approach and then loving play was superb. And thank you for the pictures of your visit and walking her. Una will love you forever for feeding, playing and walking her!!

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Chris N.
Sitter Profile Image: Lydia N.
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Lydia N.
from
$20
per visit
4.8 out of 5 stars
61 reviews
24 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: Mya R.
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Mya R.
from
$22
per visit
5.0 out of 5 stars
54 reviews
13 repeat clients
4 years of experience
Osceola, IN, 46561

Mya was amazing for our two dogs! One of our dogs has medication and a history of seizures and she great with administering and caring for him. She was so great at keeping us updating and sharing photos. I could not recommend her more!

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Lydia G.
Sitter Profile Image: Gina L.
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Gina L.
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
South bend, IN, 46635

Gina is honestly the best! Very responsive, trustworthy and treats our fur babies like her own! 10/10!

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E.j. H.
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: Janelle B.
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Janelle B.
from
$13
per visit
4.9 out of 5 stars
34 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46544

Janelle did a wonderful job with Merry. After I got home I swear Merry kept looking for Janelle too! Merry was happy, healthy, and well fed. She is a lover and from the photos Janelle sent, Merry got lots of loving!

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Kathleen H.
Sitter Profile Image: Ashlee P.
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Ashlee P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
110 reviews
35 repeat clients
15 years of experience
Mishawaka, IN, 46545

Ashlee is so great! My German shepherd dog is a bit reactive/afraid and she is always so careful to make sure that she is taking things at his speed! Her calm confidence with dogs is impressive, but she is still very loving and gentle. She also has given me some very helpful tips as well, so that I can learn to calm him better! It’s like having a dog sitter & trainer rolled into one!

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Vall A.
Sitter Profile Image: Adrianna M.
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Adrianna M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
44 reviews
15 repeat clients
10 years of experience
Elkhart, IN, 46514

Adrianna was amazing and took great care of my critters while I was outta town! I will definitely use her again if I needed to go out of town again.

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Serenity S.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$17
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Elkhart, IN, 46514

Natalie was able to accommodate Huckleberry with short notice. Kept me updated with pictures and even stayed a little longer than what was required.

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Justin C.
Sitter Profile Image: Debra M.
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Debra M.
from
$12
per visit
5.0 out of 5 stars
38 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: Ruth K.
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Ruth K.
from
$18
per visit
5.0 out of 5 stars
22 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: Casey S.
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Casey S.
from
$25
per visit
5.0 out of 5 stars
85 reviews
29 repeat clients
15 years of experience
Mishawaka, IN, 46544

Casey checked in as scheduled and left pictures with every visit. She wrote a quick note about how my cats were doing! I really appreciate her cat care!

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Karen M.
Sitter Profile Image: Jamie M.
Verified Enhanced Background Check
Jamie M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
278 reviews
75 repeat clients
24 years of experience
South Bend, IN, 46614

Jamie is absolutely fantastic. She cared for both dogs by our directions for a month of daily visits. Very professional and excellent communication. Definitely recommend and we will rebook!

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Katie F.
Sitter Profile Image: Aubrey B.
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Aubrey B.
from
$13
per visit
5.0 out of 5 stars
1 review
8 years of experience
Granger, IN, 46530

Took wonderful care of our babies while we were gone. Followed instructions well and communicated promptly, would rebook if ever needed again!

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Nate J.
1 / 1
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Over 32
pet parents in Osceola have booked pet sitting

Osceola pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mya was great! My cats are somewhat shy but came out for feedings and pets when she did drop ins. She provided pictures and updates each day. Would definitely recommend and book again!

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Kat 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

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.
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
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 pet 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.

Sitters in Osceola average 7
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Osceola on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Osceola pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 376 pet sitters in Osceola. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 84% of Osceola pet sitters respond in under an hour.

Pet sitters in Osceola have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Osceola.

Rover makes it easy to find Osceola pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 376 pet sitters in Osceola on Rover, so you’re sure to find the perfect match for your pet! In Osceola, 93% of pet sitters offer daily exercise, 97% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.