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Top rated Osceola house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Erika was great. Lainey took right to her! Erika went over any beyond what was expected. I appreciated her taking Lainey to the park to explore new things. The house was just like we left it and she even did the towels. I appreciated her taking such good care and playing with Lainey while we were away. Will definitely be using her again. Fabulous dog/house sitter.”

“Mara was fabulous with Wags. She paid close attention to what he needed and how he was doing. Communication with her was easy from booking through the visit. Will definitely use her again.”

About: With over 26 years of hands-on experience caring for dogs of all breeds, sizes, and temperaments, I bring a level of knowledge and confidence that goes beyond basic pet sitting. I've raised, trained, and worked closely with my own dogs over the years, friends,and family- giving me real world understanding of behavior, routines, and what each dog needs to feel safe and comfortable. Whether your pup is high-energy, shy, senior, needs any medication, or somewhere in between, I adapt my care to match their personality and routine so they feel at home even when you're away. My goal is simple: provide reliable, attentive care that keeps your dog happy,secure, and well loved and gives you complete peace of mind. I am focusing on working with what I love. That just happens to be dogs! My availability is open so I'm ready to get started! I offer everything EXCEPT for boarding in my own home or cat care as I am highly alleric. I keep to my clients routine as closely as possible, I love very specific instructions so I can make sure I'm doing what needs to be done to make sure the pets are well taken care of. My dogs get playtime daily, they go out multiple times a day, and they get treats in moderation. Positive reinforcement is the only way to go. No yelling, or anything of the kind. I am patient, even if accidents happen.
About: im anna !! or annafaye . i have taken care of dogs sense i was little . as well as cats and small animals . i have always been the one who ends up sitting on the floor with the pets instead of with the people . i love to get to know each animal , and their personalities . wheather its a playful dog , a shy one , or one who just needs patience . i have an elderly dog , with dementia , rufus :) . i have had him sense he was just a pup , and i know him and his needs well . he is very anxious , and a little different from other dogs , but he is happy and i make sure of that . i have taken care of many dogs as well as other animals and i have loved them all , big or small . i am reliable , gentle , and really attentive to each pet , their specific needs , as well as their routines . i know how important consistency is . i have taken care of elderly pets , hyper pets , anxious pets , and really anything you can think of . i do well at bathing , keeping your pet calm , feeding , and making sure that they feel comfortable . as well as anything specific that they might need . i am patient when it comes to earning their trust , and having them listen , i know that you know your own pet better than i would , so i make sure to listen , and be careful with anything you tell me about your pets needs . or things that they may like , such as a favorite treat , or scratches in a specific area . i do well at taking care of many animals at once , and i am more than happy to send you photos while you are away so you know that your pet is doing well im taking a break , before continuing schooling , so i have lots of time left over to spend with your pet . i do have a few pets of my own , but some are very reclusive and dont require care day to day . and for my others , my mom is happy to watch them for a while , while i am away . my pets dont do well with others , i am only able to work outside of mine . but , while in someone’s home , i focus on keeping everything as consistent , normal , and stress - free as i can . feeding them , bathing them if needed , taking them outside , making sure the litter is cared for . at there normal times , if they have one . i take everything that you say about your pet very carefully as well as examining their body language so that i know what is best . if your pet is to make a mess i will do my best to make sure that they are kept after .
“GREAT sitter for our two kitties! We have already booked her for three more future sittings. We had such of peace of mind knowing she was feeding and spending time with our “girls”. Came home to clean litter boxes, a home in perfect condition, and two happy sassy cats lol. Most definitely recommend Yvette! Five stars is NOT enough.”

“Kendal was very reliable and took care of my baby on such short notice! Great service and very professional. This is my first time using a sitter, and so I was nervous and anxious but Kendal made the experience easy, and took care of my pup very well! Will definitely book again with her!”

“Pilar was incredible! Exactly what we needed for our elderly dog. Our house was pristine when we came home and she updated us throughout the trip. Will absolutely be booking her again!”

“We left our large breed- very spoiled and routine driven dog in Patricia’s care for a week. We had concerns at first because our Dog has never been left alone for much more than a few hours. Patricia experience, knowledge and caring made our summer vacation a pleasant experience. Patricia even took pictures and send updates to my wife which also helped elevate some concerns and stress We highly recommend Patricia .”

“Kathy is wonderful! She is very dependable and spends extra time with our dogs. She does everything according to our wishes! We are very happy and feel confident having her watch our dogs!!”
“Rachel did a great job sitting our 3 dogs and cat (and taking care of our home). When we returned, the house was sparkling clean and all pets were in great spirits — healthy and happy. She was communicative during the 5 day stay and sent pictures, which built co finance that the job was goi g well since this is the first time we’ve worked with Rachel. We already have her booked at Christmas!! Thank you Rachel!”

“Brett was great with our dogs! We did a meet n greet the day before, and our dogs settled in with him fairly quickly when he came to house sit. He sent daily updates with pictures and videos, which was very much appreciated. We felt very comfortable knowing our dogs were so well taken care of while we were gone. We highly recommend Brett!”

“Savannah took great care of my dogs for the week, and responded very quickly any time I reached out. She sent updates daily and my dogs loved spending the week with her!”

“Kayla was wonderful and I will most definitely look for her in the future! She was very professional and was kind enough to extend her time to accommodate unexpected travel issues and make sure that Charlie was cared for. Thank you again Kayla!”

“A pet sitter that goes above and beyond! Sent pictures and videos and detailed updates. My cat who is very awkward and distrusting warmed up to him very quickly. John did great with all my instructions, and reached out any time there was a concern or a question which I appreciate it. He even got worried when our drive back started to drag on later than expected and wanted to make sure our cat was okay even though he technically "checked out". John's a great and friendly guy and easy to book with!”

“Elena is very gentle and calm with our elderly dog with severe separation anxiety. Yet, our younger, playful, enthusiastic dog is very happy with her, as well. She is knowledgeable about dogs and their needs, and prompt and responsible. Thank you to Elena for taking such good care of our pups! We will definitely hire her again!”


About: Growing up as a farm girl taught me responsibility, patience, and how to care for animals of all personalities and sizes. I’m comfortable with high-energy pets, shy pets, senior animals, and multi-pet households. I also have experience caring for young animals, including bottle feeding kittens and providing extra attention to pets that need specialized care. What sets me apart is that I don’t just “watch” pets — I pay attention to their routines, behaviors, and comfort so they feel safe and loved while you’re away. I understand how important trust is when leaving your animals with someone else, so I provide dependable communication, photo updates, and personalized care for every pet as if they were my own. Whether your pet loves long walks, playtime, cuddles, or just a calm companion, I adapt to their needs and make sure they receive attentive, reliable care every time. Pet sitting fits naturally into my weekly routine alongside my multiple part-time jobs because I’ve learned how to stay organized, reliable, and flexible with my time. My schedule varies throughout the week, but I intentionally plan ahead so I can give each pet sitting visit my full attention and consistency. Because my jobs are part-time, I have built-in availability during mornings, evenings, and flexible gaps in the day that allow me to provide dependable check-ins, walks, feeding, and playtime. I’m used to balancing responsibilities, so I’m careful about only accepting bookings I can fully commit to without rushing or cutting corners. Pet sitting is something I genuinely prioritize in my routine — it’s not just extra work, it’s time I set aside to care for animals, give them attention, and make sure pet parents feel confident and updated while they’re away. I offer flexible care depending on what works best for you and what your pet is most comfortable with. In your home, I focus on keeping everything as familiar and stress-free as possible for your pet. I follow their normal routine for feeding, walks, litter box care, medication if needed, and playtime. I also make sure they get attention and companionship so they don’t feel lonely while you’re away. I respect your space, keep things clean and organized, and provide consistent updates so you always know how your pet is doing. If care takes place in my home, your pet will be in a calm, safe, and supervised environment where they receive the same level of attention and routine-based care. I make sure they have a comfortable space, regular outdoor breaks or playtime, and a low-stress setting that feels secure and welcoming. I limit distractions and other animals as needed so each pet gets proper individual care. In both settings, my goal is the same: to make your pet feel safe, cared for, and comfortable while giving you peace of mind that they’re in responsible hands.
“heidi is a great dog sitter. we love having her in our home. she is exceptionally clean and goes above and beyond. she always sends many pictures and updates throughout the day which we love!!! she has always been available even under very short notice. we love heidi and will continue to always book her!”

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
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 house sitting in Osceola is $45
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 house 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 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Osceola on Rover as of Jun 2026 was about $45 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 536 house sitters in Osceola. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 90% of Osceola house sitters respond in under an hour.
House sitters in Osceola have an average of 17 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Osceola.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Osceola house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.




