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

“Heather was amazing with our nervous dog. She was reliable and punctual, and communicated perfectly. It was a relief to not worry about our dog while away knowing she was in good hands.”


“Adrianna went above and beyond helping with our dogs. We were out of town for the holiday weekend and one of our dogs was ill. She did everything in her power to get her to eat and feel comfortable until we could pick her up. I’m so impressed by her patience and caring. I would highly recommend her to anyone!”


“Camryn was amazing! She was more than happy to meet Gigi for a quick meet & greet before the drop in. I appreciated her updates on Gigi and the pictures she took while walking Gigi. Will definitely book her again!”


“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.”



“Michaela has watched our dogs while we have been away for a few trips over the last year. Every time she cares for our pups, she does an excellent job! Her communication is very thorough and it leaves us with peace knowing that our pups are all good. She goes out of her way to provide us with photos of the dogs and she even takes the time to love on them during the visits. Couldn’t be more thankful for her and the amazing work she does!”


“Victoria did a great job with my pups! One of my dogs is skiddish and doesn't like strangers. Victoria was patient with her and by the end of the week she was going for pets! My senior dog loved her! Thank you Victoria for helping us during this busy week!”


“"Kristin was absolutely wonderful with our feline family members! We wholeheartedly recommend her for your kitties. She was consistently punctual for feedings and provided engaging, quality playtime. We especially appreciated the daily updates with photos and feedback – her attention to detail truly made all the difference!"”


“Lindsay was great with our cat! She sent plenty of pictures that showed our cat was comfortable with her, and the level of communication she had with us was excellent. We felt way less worried about our kitty being alone for a week with her stopping in. Will definitely be booking again in the future.”


About: Hello, my name’s Anna. I have been taking care of dogs since I was 18. My family recently got a golden doodle several years ago and he has definitely been a joy and a task. Having a dog such as mine has made me more comfortable in my dog caring skills and fairly knowledgeable about what needs dogs have. I’m also very well equipped to handle puppies as I recently got a cocker spaniel several months ago. But given that, my passion for dogs continues to grow. I work full time but like to stay active and adding furry friends to the mix on my days off is no big task. I would love to see more dog friends and help them socialize and make someone’s life easier. I don’t have a fenced in back yard, but I am capable of taking dogs on as many walks as needed. I am also capable of putting dogs in a crate and preparing them for crating as long as needed.

“Paige was very sweet and my dogs didn't act like they missed me all that much! Would definitely recommend - she is thorough and I will ask for her services again in the future. Thanks!”


About: I managed a pet store for 7 years. Handling dogs helping a groomer. I checked them in for appointments and checked them out for pick ups. Depends on what is needed. I work part time. I also work around my bookings. I’m very flexible. When I dog sit I make it all about the dog and treat them as if they are children. I prefer your home. I care for them by whatever directions or schedule you prefer if there on a routine or not. I love your dogs as if they were mine.

“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!”


“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.”



“Hannah and Austin were awesome! Hannah came over and let my pup out a couple times and Whiskey instantly took a liking to her! I appreciated that she sent pictures and text updates throughout the day!! Will definitely call on them again in the future!!”


About: I've been taking care of my own and others' pets since I was a baby! I've trained a few puppies on how to sit and stay, come here, and generally behaving better! I promise I'll ensure your pets are not only safe but happy! Please note that I don't accept German Shepherds under 3 years old. I've had too many bad experiences with them. I'm currently looking through some education and career options, so I'm home all week long. I go to sleep and wake up after everyone else in my family, so we can let your dog out to go potty on a very consistent basis. All animals in my care will be provided with an AirTag to ensure they can be easily located should anything happen. I have a fenced-in yard, two dogs, and three cats to keep your pets entertained and exercising. My dogs are super friendly and the cats don't bother anyone.
Loving pet sitters in your neighborhood
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Heather S.Star Sitter

“Heather was amazing with our nervous dog. She was reliable and punctual, and communicated perfectly. It was a relief to not worry about our dog while away knowing she was in good hands.”


Adrianna M.Star Sitter

“Adrianna went above and beyond helping with our dogs. We were out of town for the holiday weekend and one of our dogs was ill. She did everything in her power to get her to eat and feel comfortable until we could pick her up. I’m so impressed by her patience and caring. I would highly recommend her to anyone!”


Madison W.
Star Sitter


“I was impressed my dog & cat did so well with a stranger. She obviously knows how to work with animals well. Sent updates , so I wouldn’t worry”


Camryn S.

“Camryn was amazing! She was more than happy to meet Gigi for a quick meet & greet before the drop in. I appreciated her updates on Gigi and the pictures she took while walking Gigi. Will definitely book her again!”


Tiffany A.

“Tiffany was AMAZING!!!! She was great with Titan”


Raquel C.

“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.”


Hannah M.

“She did a great job keeping us updated and was able to help us out when a friend canceled last minute to check up on our dog.”




Michaela S.Star Sitter

“Michaela has watched our dogs while we have been away for a few trips over the last year. Every time she cares for our pups, she does an excellent job! Her communication is very thorough and it leaves us with peace knowing that our pups are all good. She goes out of her way to provide us with photos of the dogs and she even takes the time to love on them during the visits. Couldn’t be more thankful for her and the amazing work she does!”


Victoria A.

“Victoria did a great job with my pups! One of my dogs is skiddish and doesn't like strangers. Victoria was patient with her and by the end of the week she was going for pets! My senior dog loved her! Thank you Victoria for helping us during this busy week!”


Kristin L.

“"Kristin was absolutely wonderful with our feline family members! We wholeheartedly recommend her for your kitties. She was consistently punctual for feedings and provided engaging, quality playtime. We especially appreciated the daily updates with photos and feedback – her attention to detail truly made all the difference!"”


Lindsay M.


“Lindsay was great with our cat! She sent plenty of pictures that showed our cat was comfortable with her, and the level of communication she had with us was excellent. We felt way less worried about our kitty being alone for a week with her stopping in. Will definitely be booking again in the future.”


Anna K.
“Anna is nurturing, compassionate, and caring in all that she does. She’s the first person that comes to mind when I think of someone who puts her dog and his comfort before her own. Honestly, anyone would be lucky to have her take care of their own!”


Paige H.


“Paige was very sweet and my dogs didn't act like they missed me all that much! Would definitely recommend - she is thorough and I will ask for her services again in the future. Thanks!”


Kennedy R.

“Kennedy is Fantastic! She took my requests on short notice and is very respectfully toward my dog and my home. I highly recommend!”


Melissa M.
“Melissa babysat my 3 Shih Tsu's for years (they have now crossed the rainbow bridge.) They were so well cared for and loved on! Melissa is a TRUE dog lover. My dogs were so happy and excited whenever they saw her. Belly rubs were surely on the way! Bless your dogs with Melissa!”


Casey S.Star Sitter

“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!”


Brian M.

“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.”




Austin & Hannah F.

“Hannah and Austin were awesome! Hannah came over and let my pup out a couple times and Whiskey instantly took a liking to her! I appreciated that she sent pictures and text updates throughout the day!! Will definitely call on them again in the future!!”


Kyle S.
About: I've been taking care of my own and others' pets since I was a baby! I've trained a few puppies on how to sit and stay, come here, and generally behaving better! I promise I'll ensure your pets are not only safe but happy! Please note that I don't accept German Shepherds under 3 years old. I've had too many bad experiences with them. I'm currently looking through some education and career options, so I'm home all week long. I go to sleep and wake up after everyone else in my family, so we can let your dog out to go potty on a very consistent basis. All animals in my care will be provided with an AirTag to ensure they can be easily located should anything happen. I have a fenced-in yard, two dogs, and three cats to keep your pets entertained and exercising. My dogs are super friendly and the cats don't bother anyone.


Mya R.
“Mya is the absolute best! We’ve exclusively used her services for our dogs for years because she’s so great. I absolutely recommend booking her!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Aug 2025 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.
As of Aug 2025, there are 64 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, 92% of Osceola pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 5 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 64 pet sitters in Osceola on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened 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.
