Pet Sitting Osceola
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 42 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.
“Madison is the best pet sitter I could have ever asked for. She is quick to reply, sends the best pictures of my pets (including pics of them eating which always gives me peace of mind), and overall does a fantastic job of keeping me in the loop and caring for my pets when I’m away. Leaving my cats is never easy, but knowing Madison will be taking care of them makes me feel a lot better.”
“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.”

“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.”


“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!”

“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.”

“Lindsay took great care of my cat while I was out of town. I received updates and pictures while I was away. I returned home to find my cat very happy and well taken care of. It was very comforting to know my cat was happy and getting loved on while I was away. Most importantly, I did not have to take my cat out of her home environment. I highly recommend Lindsay!”
“I have never used Rover before and so this was a large leap of faith for me to let someone watch my pets for 5 days. Janelle proved to be diligent in sending me updates everyday, and went above and beyond to provide for my fur babies. One of my kitties ate all the food left in her automatic feeder (knocked it over ugh) and they were not going to have enough food to last until we came back, so she went to the store and picked up more food for them!! I would recommend Janelle every time and will be using her again in the future for services 💕🥰 Thanks again!!”

“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!”

“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!”

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 or Huskies. I have Silence Unknown Callers on, so please be sure to specifically text me about stuff! I can let your dog out to a fenced-in yard on a very consistent basis. I’m starting to work third shift, but my parents are first shift. I have a fenced-in yard, very friendly dog, and three cats to keep your pets entertained and exercising. Whether or not your dog is good with cats, ours will actively avoid the dogs anyway - just so long as your dogs aren’t actively violent towards them.
About: I love pet! and I have been spending my life with them since I was young. I have dogs as my pet now and I used to pet cats before, so I don't mind taking care of cats :) I've been with puppies, aging dogs, and disabled dogs. I like teaching some tricks for them! My dogs know how to roll, wait, speak, lay down, and give a hand :D I love to see them well-groomed! so If you want me to make them smell good, I would love to take a bath for them. If your dogs are energetic, I don't mind taking them to do activities, such as running. If your dogs stay overnight with me, I would use them as my bear lol
“Mariah was great with our dog! Our dog gets nervous sometimes with new people but she was very patient with her and make our dog very comfortable! She took many pictures and gave great updates. Would definitely use her services again.”

About: I’ve taken care of cats my whole lives but my aunt loves it when I take care of her dog and says I’m so good with him. I’m not currently working so I will have plenty of time to love on animals while you are away like they are my own animal. I play with them and make sure I’m around them at all times to make sure nothing gets broken or destroyed or they get hurt.
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.
“Alyssa did everything we needed to take care of our Angel girl while we were away from home for a week. It was such a relief knowing someone was looking after our girl, all of our (her) needs were met satisfactorily!”

The median cost per visit for pet sitting in Osceola is $20
Pet parents share their Rover experiences - Osceola
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.

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. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Osceola sitters!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 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 377 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.






