House Sitting Osceola
Find a loving house sitter to watch over your pets and your home.
Over 6 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.
“Alyssa was awesome. She sent pictures and kept in contact with us. I'd definitely recommend her to stay in your house. She even grabbed our mail for us and watered our plants during the high temperatures. She went above and beyond.”
“Julie was awesome!! She took care of my two dogs and two cats. One of my dogs is a huge Great Pyrenees Pit Bull Mix that she figured out how to charm. She was very caring, and honestly visited more often and did way more than I was asking (or expected). She is my Go To if/when I need care for my critters!!!”
“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.”
“Mia has been absolutely outstanding caring for our dog Roo. Right before our trip, Roo had a dental procedure that required medication, plus a change of medication while we were gone and Mia was a rockstar. As a dog mom, I worry a lot when we are away and Mia made it very comforting.”
“Rory’s love for animals was obvious the moment he entered my home for his first meet and greet with me and Henry. Rory has a delightful personality. He is respectful annd kind, and has a fantastic sense of humor. He did a great job looking after Henry for a couple days while I was out of town. I look forward to hiring him again in the future, and highly recommend him to anyone looking for a responsible pet/housesitter.”
“Carolynn is very attentive and caring, especially in making sure our dogs felt comfortable with her. We really love her attention to all the details with our elderly and special needs dogs and definitely recommend her!”
“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!”
About: I lost my dog Daisy of almost 11 years and would love to help with your dog while you are away! Whatever your dog needs just let me know. I am retired and work a seasonal part time job and have spare time to help with dog sitting I love dogs and would be happy to help you out! I will come to your house as needed and gladly walk, feed and play with your dog while you’re unavailable . If that is for one day or several days.. I am available to house/pet sit for longer periods of time .
About: I have over 7 years of experience caring for animals, including cats and dogs. I’m also a CNA with 5 years of professional caregiving experience, so I’m dependable, patient, attentive, and comfortable following specific care routines. I’ll treat every pet like my own and make sure they feel safe, comfortable, and loved! 🐾 Pet care fits naturally into my daily routine. I have a flexible schedule that allows me to dedicate plenty of time to walks, feeding, playtime, check-ins, and companionship. I’m active, dependable, and enjoy spending time outdoors, so caring for pets is something I genuinely look forward to! Safety and trust are my top priorities. I always follow each owner’s specific instructions and keep pets as close to their normal routine as possible. I make sure their environment is clean, secure, and comfortable, while providing plenty of attention, exercise, and affection. I’m very attentive to changes in behavior or needs and will keep owners updated with photos and messages while their pet is in my care.
“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.”
“It was our first time using Denise and Brenna and they were fantastic! It was great to get timely communication and pictures. If we ever have another need, we will definitely use them again.”
“Izabella was very communicative while she pet sit our two cats over a long weekend. She sent photos and gave updates on how they were doing each visit. She even did an extra visit during the day once since she was so close to us! While staying overnight in our home, she was very respectful and left it just as clean as she found it! Would definitely hire her again.”
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.
About: I’m an animal lover and experienced foster who truly enjoys caring for pets of all kinds. I have three dogs of my own, so I understand how important it is to find someone you can trust with your furry family members. I treat every pet like my own and love giving them plenty of attention, affection, playtime, and care. I’d be happy to care for your pets and make sure they feel safe, comfortable, and loved while you’re away! 🐾❤️ I’m a mom raising 2 more animal lovers, and by day a travel agent, and huge animal lover with a flexible schedule. I’m available for a variety of schedules, including weekends, and I’m happy to work around your pet’s routine. Pets in our home get kenneled if people aren't present. We don't have a fenced in yard, but have 3 tie outs in the yard. In a clients home it would be as a "what's needed/necessary" basis per the owner.
“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.”
About: I have trained my own dogs to do tricks and go potty outside. I have also accidentally trained one dog to follow non verbal commands to come, back up, move out of the way. I am currently not working and have time to stay at the home and come back for potty breaks if that’s needed and to play with the dogs and get them out and about. I take the dogs out and walk them. We play and swim (they use life jackets). Pick up the potty right after they go. And with my cat I scoop her litter box daily and do a hot water and soap bath wash weekly. She cuddles and plays with me when she wants to. For all animals fresh water and food everyday and clean bowls everyday.
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
“This was our first time having Tanya stay at our home to watch our dogs, and she was absolutely wonderful! She sent us great updates each day and took the best care of our pups and home. She truly cares about the well being of animals which gave us peace of mind that our dogs were in great hands while we were gone. We highly recommend her, and anyone would be lucky to have her sit for them. Thank you so much Tanya. Our dogs loved spending the long weekend with you!”
“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!”
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?
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 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 August 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 August 2026, there are 675 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:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
