House Sitting Osceola
Find a loving house sitter to watch over your pets and your home.
Over 7 pet parents in Osceola have booked house sitting
Osceola, Find top rated house sitting
“We have used Carolynn multiple times for different things-walks, drop in visits and now overnight in our home. Every time, she is so patient with our crazy, resource guarding dog. He gave her some issues and she figured out ways to deal with him. I would highly recommend her to anyone looking for someone reliable, knowledgeable and patient with difficult dogs.”
“Great communication throughout the whole process. Had a hiccup with my St Bernard, but it was a 50/50 chance on the sitting working out. We just moved to a new town, street, and house, so the doggos stress was too high. We'll definitely give it another try in the future!”
“Alyssa did an excellent job puppy sitting our 3 Alaskan Klee Kai. They are not an easy breed to babysit, since they are usually shy of strangers, she was very patient with them. She made sure they were very comfortable and well taken care of. She kept us informed while we were on our trip, and sent some wonderful pictures.”
“Scott was just awesome. The dogs were very receptive to him. He sent numerous pictures. I will recommend him to anyone and everyone. My wife and I don't go on vacation very much because of our furry friends, but we may start to go more often now.”
“Will did a great job watching our Aussies. We came home to two calm dogs. They played outside with him and he was even nice enough to set our trash at the curb. Would highly recommend Will!!!! Will reach out to again.”
“Jenny put up with our ridiculous Frenchies and even collected eggs from the chickens each day. The house was in the shape we left it and she communicated each day with updates. Would recommend!”
“Amanda went beyond the call of duty caring for our two dogs, who are quite comfortable at home but had never been watched by a stranger for an extended period of time (18 days). Both dogs took right to Amanda. She supplied text and photo updates throughout our time away. She followed instructions to the letter and didn't hesitate to ask questions or suggest an idea if it came up. The house was spotless when we got back, and the dogs were happy. There's no question we'll seek out Amanda again if the need arises. We don't think you'll find a better sitter.”
“This is the second time Denise stayed with Charley. We were gone a lot longer and I think was pretty confused and frustrated but Denise is pretty fantastic with him. As long as she is willing to take our monster, we'll have her do it every time. Hopefully he's a little better puppy next time.”
“Haley was absolutely wonderful! She didn't hesitate to ask questions if she had any. She sent me photos of our pup while we were away. We definitely recommend her if you're in need of someone to watch after your fur babies.”
“Charlie provided excellent care for both our home and our pets. She was dependable, kind, and kept us updated while we were away. We returned to happy pets and a spotless home. We would not hesitate to book her again.”
“Preston came over prior to dogsittting for a meet and greet with the dogs. We have 3 large dogs which can be a lot. She did great with them over the weekend! We would definitely book her again!”
About: I have a senior myself, she’s 13 and she’s an Australian cattle dog mix. I have a horse I lease and his name is Booker. I’m available everyday except for Monday’s. I get out of school at 2:15 pm. On the weekends I can do over night but on the weekdays I can only stay until 10 pm My dogs old so she just stays on the couch all day. When it’s time to feed her she takes her time and stretches then she goes and eats her food
“Tiffany was great! She was very attentive to Dexter, taking him for walks and making sure he was fed per his schedule. She was very good at communicating their activities and very respectful of our home. I didn't worry at all while we were gone.”
About: I have loved and cared for animals my whole life and get a deep sense of joy when I am able to care for them! I have been a Certified Veterinary Technician for 15 years which has provided me experience with all kinds of animals with all types of personalities. I have an animal medical background which helps me provide safe and sound handling techniques and animal care skills. I have owned an array of animals: dogs, cats, horses, chickens, ducks, rabbits, rats, and mice. I also have cared for other farm animals such as cows, goats, and sheep. I have fostered puppies through Ruff Start Rescue for 7 years which has given me extensive experience with potty training and leash training. I work at a school which gives me summers and weekends available for animal care. I am often available in the evenings year-round also. I have a quiet neighborhood and a large yard. My dog is young, playful, and very friendly. I am familiar and comfortable with crate training and dog-safe practices within the home. I am aware of pet toxicity and safety concerns with pets.
“Always timely and informative during visits. Very easy to talk to, easy to trust. I can count on Tanya to show up and make sure my pup is safe and well cared for. She’s extremely respectful of the space and you can tell she really does enjoy being with the pup. My go to for a sitter!”
“Kristin is an amazing pet sitter. She has a high attention to detail and will make sure your pets receive the best care possible. She will do “the dirty work” because let’s face it, animals are gross and make big messes sometimes but she will take care of it because she understands. We love Kristin and will use her services again!! Thank you Kristin!!”
“Aida was great with our big dogs Frank and Mike. She housesat a long weekend when we were away. She was super responsive to our texts and sent us multiple updates a day with many photos of the boys just enjoying her company. The house is spotless when we got back as well. Will definitely book her again for our future travels!”
About: I have grown up with dogs my entire life. Our family animals (dog, cats, goats, Guinea pigs, birds, lizards, and a pony) fostered my lifelong love of animals. As a dog sitter, I have experience working with many different breeds and personalities. I have worked at a cruelty-free animal shelter, where I walked dogs, provided playtime, and helped take care of their living spaces. I have experience dog sitting in my home and understand the importance of helping dogs feel safe, comfortable, and loved while their owners are away. When your dog is with me, they will receive plenty of attention, affection, and care. I am happy to take your dog on walks as often as needed and look forward to having a companion to play and cuddle with. On days I am not at school, I am at home, which allows me to give your dog my full attention throughout the day. I genuinely care about making every dog feel happy, comfortable, and secure, and I will treat yours as if they were my own! I am currently a doctoral student studying Acupuncture & Chinese Medicine and my schedule allows me to provide pet care throughout the week. On Tuesdays and Wednesdays, I am on campus for part of the day, and Thursday through Monday I study from home, which gives me the availability to provide your pets with plenty of companionship and attention throughout the day. I live in a house with my parents. The upstairs level is my dedicated living space, which includes a bedroom, bathroom, and a living room area. Your pet will spend their time in this space with me! My parents have a cat that lives downstairs. They will not be living in the same space. We live on 4 acres, providing ample outdoor space for play, exploration, and exercise. We are located on rural road, which is great for long walks. When caring for pets, I prioritize maintaining their normal routine as closely as possible, including feeding schedules, exercise, playtime, and any special instructions you provide.
The median cost per night for house sitting in Osceola is $50
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?
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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.
How Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 5 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 $29.97 per night (as of June 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 June 2026, there are 688 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:
- 91% of sitters can help with special care needs
- 96% 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.
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