House Sitting Osceola
Find a loving house sitter to watch over your pets and your home.
Over 62 pet parents in Osceola have booked house sitting
Osceola, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Trisha goes above and beyond! We received daily pictures, which we love! My 3 pups adore her!! We definitely will be using Trisha again (this was our second time with her)”
“Victoria spent Friday thru Sunday housesitting and pet sitting Hazel. She did a good job - great communication and I appreciated all the photo updates. We’ve already rebooked her for another upcoming vacation.”
“Michaela is an attentive, caring pet sitter. She is an excellent communicator and took perfect care of our little dog as well as our home. I cannot say enough positive things about our first experience with her and Rover.com. I highly recommend Michaela!!!!”
“Janelle was great and we look forward to booking with her again soon! This was her first time staying with our pups and she took great care of them. Almost positive they were hoping it was her instead of us when we got home :)”
“Ruth did a lovely job taking care of our two dogs while we were on vacation and provided wonderful updates with photos. Our dogs were so happy and calm when we got home. Our home was also cleaner when we got home than when we left! Would highly recommend Ruth and will definitely rebook with 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!”
“Michelle took great care of our dogs! Very responsive, handled minor issues with aplomb, gave us frequent updates. We (and more importantly our pups) could not ask for anything more! A+++++”
“Amy was wonderful. She came and did a meet a great. She was communicative and the house was found as it was left. My puppers were pleased. I have chicks in the house right now and she watched them for me as well. Would absolutely recommend Amy!”
About: Welcome pet parents my name is Leandra Hanner. I bring a fun approach to pet care. I love taking dogs on walks and playing with cats! I’m comfortable with high energy dogs along with gentle care for seniors. When you book with us your pet becomes part of the family. I know leaving your pet can be hard so I try to make the transition as stress free as possible. My approach to pet care is simple patience, love and reliability. I’m happy to offer dog boarding in our home, and cats are in home services only. I’ve worked with many different dogs and happy to accommodate based on their routine and personality . Book with me! Hi I’m Leandra and together with my husband we offer a loving and reliable pet care service through rover. I’m currently a SMC student and work as in home care aid for elderly, who has a soft spot for animals. We bring a compassionate and attentive approach to every pet we look after. My husband doesn’t work weekends at all and together we’re pretty much always available to ensure your furry friend feels at home and gets the attention they deserve. We’re excited to welcome your pet into our home and treat them like family. Welcome! My name is Leandra and Mark ,dedicated animal lovers providing a safe welcoming home for your dog! I live in a quiet solo apartment ( no shared walls). With plenty of room for dogs to roam and feel cozy and secure. I understand that dogs are family and it’s my top priority to maintain their routine and comfort. We will treat them like our own! Leash safety- We will bring every dog out on a leash during outings for safety. Supervision- Your dog will never be left unsupervised with my 3 dog friendly cats unless I'm 100% confident they’re comfortable together. My pets- I have 3 dog friendly cats who can retreat to their own space and even be separated if needed. Trust- I am happy to provide frequent updates and photo updates to give you peace of mind while you are away. Environment- We keep our apartment clean and tidy and pet friendly. We always have water out and will make sure the cat’s food is up high so the dog can’t eat it. Your dog will get tons of attention and affection while staying with us along with a stress free environment and home like setting. Happy to provide walks and lots of playtime.
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).
“Destiny did a wonderful job taking care of the two dogs overnight. It gave us a great weekend of seeing family and relaxing, knowing the dogs were well taken care of. We will definitely use her again and would highly recommend her.”
About: Since I was 16, I’ve been trusted with the care of pets for my family, extended family, friends, and neighbors. I walk my own dog daily, and I have two cats of my own, so I know firsthand how to care for both dogs and cats. I’ve house-sat for a variety of pets, making sure they feel happy, active, and loved. I’m confident managing different pets and routines, and I treat every animal as if it were my own. I work from home with flexible hours, and the only times I’m usually in the office are Tuesdays and Thursdays. However, I can adjust those days if needed. I’m happy to stay at your home or work from there as long as there’s Wi-Fi. Just let me know what works best for you! In my home, my cats and dog are truly family—so they have a routine full of love, playtime, and a set schedule for meals and rest. When I care for your pets, I bring that same royal treatment to them. I make sure they have fresh food and water, plenty of play and attention, and a safe, structured environment. Whether I’m in your home or mine, I make it a priority to follow exactly what you need, while always keeping their comfort and safety first.
“Samantha was very professional and responsive. She was quick to suggest a get-acquainted visit, so I was able to meet her and feel good about booking with her a couple of weeks before our trip. The day before the booking, she messaged me to confirm the time she would come the next day. As soon as she got in the house to take care of our dog, she texted a photo of him and assured us that he was doing well. She was great at communicating with us and sending pics of our pup. When we returned, the house was in great shape and our dog was calm and happy. We'll call her again!”
“Sarah was awesome. I would highly recommend her services. She took great care of our pets and house. The whole experience couldn't have been more pleasant. If you are looking for someone to watch your pets, look no further!”
“We always contact Debra to take care of our 2 cats when we are out of town. She takes really good care of them and they like being around her. She sends lot of pictures so we do not miss them either. I 100% recommend her to take care of your furry babies.”
The median cost per night for house sitting in Osceola is $45
Pet parents share their Rover experiences - Osceola
Ash did a great job taking care of our cat family! She was responsive, reliable, and attentive to the kitties’ needs. We have one kitty with a heart condition, and she made sure to administer his medicine on time each morning and night. I would (and plan to) book Ash again!
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 house 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 for house sitting - Osceola
Select a filter and find qualifying sitters offering house sitting.Sitters in Osceola average 4 repeat house sitting clients
FAQs for House Sitting - Osceola
Frequently asked questions about Rover
The average cost for House Sitting in Osceola on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of July 2026, there are 250 sitters on Rover offering House Sitting across Osceola. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Osceola walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Osceola maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Osceola choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Osceola. On Rover:
- 100% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 92% 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.
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