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Top rated Osceola house sitters
These prices are per night. Pricing may change based on the options you select. A booking fee of 11% and taxes will apply. Learn more
“Trisha stayed at our house and was great with our Ollie!. He got loads of attention and play time. She kept us updated with texts and photos. We would definitely recommend her. And, we plan on having her watch Ollie in the future.”
“Adrianna was great! She took great care of our home, she sent us status pictures of our pets, and they seemed happy upon our return. I will definitely sell her services on the future.”
“I couldn’t have asked for a better person to watch my two dogs! Kyra was incredibly attentive, kind, and clearly loves animals. From the daily updates and photos to how relaxed and happy my dogs were when I returned, everything was top notch. My dogs can be a bit anxious and high maintenance, but they warmed up to Kyra right away, which says a lot. I felt completely at ease knowing they were in great hands. I highly recommend Kyra to anyone looking for a caring and reliable sitter!”
“Nicholas did an AMAZING job watching our little dachshund Moo and our apartment when we went away for a week to Hawaii! He did everything we asked and much more! Nicholas is so nice and so professional and I would recommend him to anyone! He is now our go-to dog/house sitter!”
“So communicative and thorough. Our pack is quite rambunctious especially our cranky old Labrador. She was so patient with them and kept us updated on everything. Will definitely have her watch them again!”
“Alyssa did an awesome job house sitting with our 2 dogs while we were away for 5 days. The dogs bonded with her right away, and she took great care of them. When she came for a meet and greet she was very attentive in learning about their personal needs. She was also very responsive via text and sent updates throughout the stay. Our house was in great shape when we got home. We would definitely rebook with Alyssa in the future and she has our full recommendation!”
“Michaela was awesome! I got lots of picture updates and she took exceptional care of our pups and home while we were gone. Everything was in order and taken well care of. I would recommend her for all of your dog sitting needs!”
“Katelyn did a wonderful job taking care of our elderly dog while we were away for a long weekend. She was very diligent and we had clear communication throughout. I highly recommend her for pet sitting.”
“Heather did a great job taking care of our dog while we were out of town for one night. House was well taken care of too. Will definitely use Heather again!”
“Olivia did a fantastic job house sitting and watching our dog. She communicated well, was respectful, and we were never worried about the quality of care she provided. Highly recommend Olivia to anyone who wants peace of mind when it comes to your pet.”
“Casey recently spent three nights house sitting and caring for our older cat. We came home to a spotless house and a very happy and content kitty. Casey went above and beyond, making sure all dishes were washed and put away, linens cleaned, and even took our garbage and recycling bins to the curb for us. She's an excellent communicator, sending us daily pictures and updates about Maggy, which put our minds at ease and allowed us to enjoy our vacation even more, knowing Maggy was being so well cared for. We look forward to having Casey stay again in the future!”
“Camryn was wonderful caring for our pups at our place. We were out of town for a wedding for 4 days and you wouldn't even have known anyone was at our place. I would highly recomend having Camryn look after your home and/or dogs.”
“McKenna is the best in the Midwest! She was so good with my Samoyed pup. My pup had a blast staying with her! McKenna also was so good with communication sending updates and pics.”
“Lorraine was responsive to our needs and it was so nice for our dogs to stay in our home. She sent pics and reports on how the dogs were doing. Was pleased to find someone who is comfortable giving my dogs injections and medication. Lorraine has a friendly personality and made us feel comfortable leaving our babies with her for our first try with an in-home sitter.”
“Melissa was an absolutely amazing! She went above and beyond to make sure our dog Riley was comfortable and well cared for while we were away. Riley is a very anxious dog, especially around new people, but Melissa made the extra effort to meet her a few times before our trip to help Riley feel at ease. Throughout our time away, Melissa sent us frequent updates and adorable photos, which gave us so much peace of mind. She even brought toys for Riley and left our house spotless. Melissa’s kindness and dedication were evident in every detail, and we came home to a happy, relaxed dog. I can’t recommend Melissa highly enough! If you’re looking for someone who truly cares about your pet and goes the extra mile, Melissa is the perfect choice.”
“Madeline did a fantastic job. She was very good at communicating and my babies were well taken care of. She went above and beyond and I would definitely hire her again.”
About: Hi there!! I love both dogs and cats, and look forward to taking care of them. I've had many pets growing up. Habló Español también. As of right now I am available and flexible on time as school is out. I have been trying to find a second job, and would much rather prefer this to be my 2nd job as I enjoy going on runs with my dog and hanging out with my furbabies (I also have 2 cats). Why not make money while having fun and meeting new furbabies? I live near downtown Elkhart (heading towards Bristol). I live in a very safe and quiet neighborhood where there is plenty of space to walk, run, and enjoy a large field of grass (if allowed to be off leash).
“This was our first experience using a pet sitter and Tierra took care of our pets exactly as we do. She promptly answered all communications and sent picture which reassured us while we were away.”
“She did an excellent job watching my 3 fur babies. I highly recommend and will use her again.”
“Mya did a great job with our 2 dogs while we were out of town. She made sure they got outside a lot and received plenty of attention. She also took good care of our house. I would definitely recommend her services and we would be happy to book with her again!”
Loving house sitters in your neighborhood
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Trisha M.Star Sitter
“Trisha stayed at our house and was great with our Ollie!. He got loads of attention and play time. She kept us updated with texts and photos. We would definitely recommend her. And, we plan on having her watch Ollie in the future.”
Adrianna M.Star Sitter
“Adrianna was great! She took great care of our home, she sent us status pictures of our pets, and they seemed happy upon our return. I will definitely sell her services on the future.”
Kyra H.
“I couldn’t have asked for a better person to watch my two dogs! Kyra was incredibly attentive, kind, and clearly loves animals. From the daily updates and photos to how relaxed and happy my dogs were when I returned, everything was top notch. My dogs can be a bit anxious and high maintenance, but they warmed up to Kyra right away, which says a lot. I felt completely at ease knowing they were in great hands. I highly recommend Kyra to anyone looking for a caring and reliable sitter!”
Nicholas K.
“Nicholas did an AMAZING job watching our little dachshund Moo and our apartment when we went away for a week to Hawaii! He did everything we asked and much more! Nicholas is so nice and so professional and I would recommend him to anyone! He is now our go-to dog/house sitter!”
Hailey N.
Star Sitter
“So communicative and thorough. Our pack is quite rambunctious especially our cranky old Labrador. She was so patient with them and kept us updated on everything. Will definitely have her watch them again!”
Alyssa D.
“Alyssa did an awesome job house sitting with our 2 dogs while we were away for 5 days. The dogs bonded with her right away, and she took great care of them. When she came for a meet and greet she was very attentive in learning about their personal needs. She was also very responsive via text and sent updates throughout the stay. Our house was in great shape when we got home. We would definitely rebook with Alyssa in the future and she has our full recommendation!”
Michaela S.Star Sitter
“Michaela was awesome! I got lots of picture updates and she took exceptional care of our pups and home while we were gone. Everything was in order and taken well care of. I would recommend her for all of your dog sitting needs!”
Katelyn L.
“Katelyn did a wonderful job taking care of our elderly dog while we were away for a long weekend. She was very diligent and we had clear communication throughout. I highly recommend her for pet sitting.”
Heather D.
“Heather did a great job taking care of our dog while we were out of town for one night. House was well taken care of too. Will definitely use Heather again!”
Olivia N.
“Olivia did a fantastic job house sitting and watching our dog. She communicated well, was respectful, and we were never worried about the quality of care she provided. Highly recommend Olivia to anyone who wants peace of mind when it comes to your pet.”
Casey S.Star Sitter
“Casey recently spent three nights house sitting and caring for our older cat. We came home to a spotless house and a very happy and content kitty. Casey went above and beyond, making sure all dishes were washed and put away, linens cleaned, and even took our garbage and recycling bins to the curb for us. She's an excellent communicator, sending us daily pictures and updates about Maggy, which put our minds at ease and allowed us to enjoy our vacation even more, knowing Maggy was being so well cared for. We look forward to having Casey stay again in the future!”
Camryn S.
“Camryn was wonderful caring for our pups at our place. We were out of town for a wedding for 4 days and you wouldn't even have known anyone was at our place. I would highly recomend having Camryn look after your home and/or dogs.”
McKenna R.
“McKenna is the best in the Midwest! She was so good with my Samoyed pup. My pup had a blast staying with her! McKenna also was so good with communication sending updates and pics.”
Lorraine G.
“Lorraine was responsive to our needs and it was so nice for our dogs to stay in our home. She sent pics and reports on how the dogs were doing. Was pleased to find someone who is comfortable giving my dogs injections and medication. Lorraine has a friendly personality and made us feel comfortable leaving our babies with her for our first try with an in-home sitter.”
Melissa M.
“Melissa was an absolutely amazing! She went above and beyond to make sure our dog Riley was comfortable and well cared for while we were away. Riley is a very anxious dog, especially around new people, but Melissa made the extra effort to meet her a few times before our trip to help Riley feel at ease. Throughout our time away, Melissa sent us frequent updates and adorable photos, which gave us so much peace of mind. She even brought toys for Riley and left our house spotless. Melissa’s kindness and dedication were evident in every detail, and we came home to a happy, relaxed dog. I can’t recommend Melissa highly enough! If you’re looking for someone who truly cares about your pet and goes the extra mile, Melissa is the perfect choice.”
Madeline C.
“Madeline did a fantastic job. She was very good at communicating and my babies were well taken care of. She went above and beyond and I would definitely hire her again.”
Carla M.
About: Hi there!! I love both dogs and cats, and look forward to taking care of them. I've had many pets growing up. Habló Español también. As of right now I am available and flexible on time as school is out. I have been trying to find a second job, and would much rather prefer this to be my 2nd job as I enjoy going on runs with my dog and hanging out with my furbabies (I also have 2 cats). Why not make money while having fun and meeting new furbabies? I live near downtown Elkhart (heading towards Bristol). I live in a very safe and quiet neighborhood where there is plenty of space to walk, run, and enjoy a large field of grass (if allowed to be off leash).
Tierra D.
“This was our first experience using a pet sitter and Tierra took care of our pets exactly as we do. She promptly answered all communications and sent picture which reassured us while we were away.”
Ruth K.
“She did an excellent job watching my 3 fur babies. I highly recommend and will use her again.”
Mya R.
“Mya did a great job with our 2 dogs while we were out of town. She made sure they got outside a lot and received plenty of attention. She also took good care of our house. I would definitely recommend her services and we would be happy to book with her again!”
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!
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 Jul 2025 was about $40 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 Jul 2025, there are 224 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, 91% of Osceola house sitters respond in under an hour.
House sitters in Osceola have an average of 13 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.
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