House Sitting in Osceola
Find a loving house sitter to watch over your pets and your home.

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Top rated Osceola house sitters

“Lily was fantastic in every possible way during a nine-day stay with our two dogs at our house. Macy and Seamus, our two Aussies, loved her. She was great to communicate with and kept us updated with photos on a regular basis. It was so nice to know that they were in great, caring hands while we were gone. We give Lily our highest recommendation and look forward to having her stay with Macy and Seamus again. Thanks, Lily!”


“Lydia was very punctual, organized, prepared, and friendly! She was very easy to talk to, and my pets liked her right away. I felt very comfortable leaving them with her for an overnight stay. She sent me photos, videos and kept me updated. Would absolutely book with her again.”


“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!”


“Sarah did a great job looking after our three dogs! She was really good at communicating with us and giving us updates daily. We will definitely use the service again. Thank you, Sarah for a worry-free vacation!”


“Georgia was a great house and pet sitter! She was very quick to respond to my texts, and made me feel that my pets were in good hands. She has a calm and direct demeanor and my small dogs warmed up to her right away. My flight was delayed and she went back to my house to walk the dogs. You can’t go wrong with Georgia!”


“Fiona was everything we could have asked for in a dog sitter! She cared for our pups and sent lots of pictures and updates. I felt so secure with her watching them and knew they were in the best hands!”


“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!”


“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!”


“Abigail was great with our animals. The dogs took to her as soon as she walked in for the meet and greet. We would highly recommend her and we hope to use her services again in the future.”


About: I treat every pet like my own — with love, patience, and attention to their unique needs. I have experience caring for both energetic puppies and gentle senior pets, so I understand how to tailor my care to different life stages. Whether it’s keeping up with potty training, administering medication, or just providing a calm and comforting environment, I’m here to make your pet feel safe and happy while you're away. I also prioritize communication, so you’ll always get updates, photos, and peace of mind. My goal is to build lasting trust — with both you and your pet. I currently work for a CPA firm, but my schedule is very flexible — especially in the mornings, evenings, and on weekends. That means I have plenty of time to give your pet the attention, exercise, and care they need. Whether it's going for a walk, spending time playing, or just offering some calm company, I love incorporating pet care into my day. It’s the best kind of break from my work! Although I don’t currently have pets of my own, I regularly care for and play with my friends’ animals. I make sure they’re fed on schedule, given plenty of attention and exercise, and that their specific needs are met — whether that’s extra cuddles, bathroom breaks, or following any special instructions. When caring for pets in their own home, I prioritize maintaining their familiar routine and environment to keep them comfortable and stress-free. I’m attentive, reliable, and treat every pet with the same love and respect I would want for my own.

About: Hey there! I’m Ashley — a passionate dog lover with hands-on experience caring for a variety of breeds, including big, strong pups and the tiniest furballs. I’ve had the joy of raising my own dogs, plus taking care of neighbor and family pets, both dogs and cats. Whether it’s daily walks, playtime, administering medications, or supporting specific training and behavioral needs, I’m dedicated to giving your furry friend the best care possible. I understand that every pet is unique, so I tailor my care to keep them happy, healthy, and feeling loved while you’re away. Let’s make sure your dog’s tail is wagging every time we hang out! I’m available for daytime and overnight care on weekends, and for overnight stays on weekdays starting at 4:00 PM through 6:30 AM the following morning. In My Home: I provide a calm, safe, and pet-friendly environment where your pet will feel comfortable and loved. I maintain their regular routines as closely as possible—this includes feeding schedules, potty breaks, walks, playtime, and any special care or medication they may need. Pets in my home get plenty of attention, enrichment, and, of course, snuggles if they want them! In Your Home: I treat your home and your pet with the utmost respect. I follow your pet’s established routine to ensure minimal stress while you’re away. This includes feeding, walks, administering medication if needed, cleaning up after them, and keeping their space tidy. I also offer regular updates so you can feel confident your pet is happy and in good hands.

“Makayla took such great care of my two dogs, one being a clingy golden retriever, and one rescue with aversion to new people. She was patient and calm greeting him, and by the end of the visit he was laying next to her! Trustworthy, kind, and very knowledgeable on all animal care!”


“Kirsten was absolutely phenomenal! I would highly recommend her! She sent us pictures and regular updates on our babies! She left our place better than when she found it! The best sitter around!”


About: I am an animal person, but dogs are my favorite! I am available to walk your dog, feed them, show them love when you aren't around. I know that animals are like family and intend to make them feel your love while you are away. My children are animal lovers too! I have been dog sitting, dog walking, and loving on fur babies for about 10 years. I am new to Rover and can't wait to meet more sweet fur babies. You can ensure that your animals and home are in good care while you are away. I will love them like I would want mine loved on when I am away. I work full time but work several days remote. I am able to come to your home before work, on my lunch break, and after work to check in, give potty breaks, or take for a walk. Weekends are wide open. I can occasionally stay overnight with them. I know animals are family too and I intend to treat them that way. You can feel comfortable while you are away, and they are in my care.

About: I have cared for all different types of animals since I was 7 years old. I have a solid background in behavioral psychology, dealing with challenging behavior, and training puppies. I love every minute that I get to spend with animals! I’m currently working freelance so I have plenty of time to look after your pet. My schedule is very flexible and I can be available at your convenience. The health and safety of your pet is my number one priority. I will also maintain their routine, environment, and preferences so they are happy and comfortable!
Loving house sitters in your neighborhood
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Lily F.
Star Sitter


“Lily was fantastic in every possible way during a nine-day stay with our two dogs at our house. Macy and Seamus, our two Aussies, loved her. She was great to communicate with and kept us updated with photos on a regular basis. It was so nice to know that they were in great, caring hands while we were gone. We give Lily our highest recommendation and look forward to having her stay with Macy and Seamus again. Thanks, Lily!”


Lydia C.Star Sitter

“Lydia was very punctual, organized, prepared, and friendly! She was very easy to talk to, and my pets liked her right away. I felt very comfortable leaving them with her for an overnight stay. She sent me photos, videos and kept me updated. Would absolutely book with her again.”


Savannah J.Star Sitter

“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!”


Kendric T.Star Sitter

“We love Kendric, easy, breezy, good communication, dogs are happy..😊”


Sarah G.Star Sitter

“Sarah did a great job looking after our three dogs! She was really good at communicating with us and giving us updates daily. We will definitely use the service again. Thank you, Sarah for a worry-free vacation!”


Georgia T.

“Georgia was a great house and pet sitter! She was very quick to respond to my texts, and made me feel that my pets were in good hands. She has a calm and direct demeanor and my small dogs warmed up to her right away. My flight was delayed and she went back to my house to walk the dogs. You can’t go wrong with Georgia!”




Karen P.
“Karen did a great job with communication, and she was punctual, friendly, and took great care of our animals. We have already set up two more booking with her!”


Fiona M.Star Sitter

“Fiona was everything we could have asked for in a dog sitter! She cared for our pups and sent lots of pictures and updates. I felt so secure with her watching them and knew they were in the best hands!”


Tyranda J.

“Amazing sitter; and amazing person. This is a phenomenal young lady who always gets it right!”


Kendal B.Star Sitter

“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!”


Kayla A.

“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!”


Abigail C.

“Abigail was great with our animals. The dogs took to her as soon as she walked in for the meet and greet. We would highly recommend her and we hope to use her services again in the future.”


Julie W.
About: I treat every pet like my own — with love, patience, and attention to their unique needs. I have experience caring for both energetic puppies and gentle senior pets, so I understand how to tailor my care to different life stages. Whether it’s keeping up with potty training, administering medication, or just providing a calm and comforting environment, I’m here to make your pet feel safe and happy while you're away. I also prioritize communication, so you’ll always get updates, photos, and peace of mind. My goal is to build lasting trust — with both you and your pet. I currently work for a CPA firm, but my schedule is very flexible — especially in the mornings, evenings, and on weekends. That means I have plenty of time to give your pet the attention, exercise, and care they need. Whether it's going for a walk, spending time playing, or just offering some calm company, I love incorporating pet care into my day. It’s the best kind of break from my work! Although I don’t currently have pets of my own, I regularly care for and play with my friends’ animals. I make sure they’re fed on schedule, given plenty of attention and exercise, and that their specific needs are met — whether that’s extra cuddles, bathroom breaks, or following any special instructions. When caring for pets in their own home, I prioritize maintaining their familiar routine and environment to keep them comfortable and stress-free. I’m attentive, reliable, and treat every pet with the same love and respect I would want for my own.


Ashley R.
“Ashley is a reliable, caring, and attentive. She treats every animal like her own and always goes above and beyond. I always feel at ease leaving my dog Oddy in her care. Oddy gets so excited to see her. Highly recommended!”


Makayla K.

“Makayla took such great care of my two dogs, one being a clingy golden retriever, and one rescue with aversion to new people. She was patient and calm greeting him, and by the end of the visit he was laying next to her! Trustworthy, kind, and very knowledgeable on all animal care!”


Yvette S.

“Yvette was awesome! Kept us updated each day with pictures and notes. What a relief to not have to worry about your pets. Thank you! Yvette 😊”


Kirsten H.

“Kirsten was absolutely phenomenal! I would highly recommend her! She sent us pictures and regular updates on our babies! She left our place better than when she found it! The best sitter around!”


Kaitlyn M.

“Kaitlyn did a fantastic job!! She even won Archie over, and that isn’t an easy feat. I would definitely recommend her and will be asking her back.”


Sheena F.
“Sheena is an excellent example of a caring dog caregiver. She owns 2 a German shepherd and plot hound and takes very good care of them. She loves to walk and will be a great asset for walking yours”


Erika S.
“Erika is a nice and caring person. She looked after all my animals while I was out of town for multiple days. She made sure my dog Cinnamon was well taken care of and happy as well as making sure my cat and hedgehog were well fed. I know she has her own dog and is a very responsible pet owner.”
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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 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.
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 Aug 2025 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 Aug 2025, there are 490 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, 89% 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.
