House Sitting Osceola
Find a loving house sitter to watch over your pets and your home.
Over 1 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.
“Mara was fabulous with Wags. She paid close attention to what he needed and how he was doing. Communication with her was easy from booking through the visit. Will definitely use her again.”
“Sarah is such an amazing person! We had her stay the night a few nights with our dog and she was such a wonderful caregiver to her. Our dog is very shy and timid and by day two she was sending us videos of her being playful and zooming around with her. Sarah has an amazing way with dogs and she also saved our apartment from burning down by smelling something burning and it was one of our air wick wall plug ins! She is amazing, attentive and has great communication. My husband and I can’t recommend her enough!”
“Erika did a fantastic job with our girls! They bonded with her almost immediately. This was our 2nd time using Erika and we plan to continue using her services anytime we need a sitter in our home. We were able to relax and enjoy our vacation. She is trustworthy and dependable.”
“Yvette did a wonderful job staying with our cats. She gave plenty of updates and made sure the cats were comfortable and played! Will definitely book Yvette again when needed!”
“We left our large breed- very spoiled and routine driven dog in Patricia’s care for a week. We had concerns at first because our Dog has never been left alone for much more than a few hours. Patricia experience, knowledge and caring made our summer vacation a pleasant experience. Patricia even took pictures and send updates to my wife which also helped elevate some concerns and stress We highly recommend Patricia .”
“Elena is very gentle and calm with our elderly dog with severe separation anxiety. Yet, our younger, playful, enthusiastic dog is very happy with her, as well. She is knowledgeable about dogs and their needs, and prompt and responsible. Thank you to Elena for taking such good care of our pups! We will definitely hire her again!”
“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!”
“Rachel did a great job sitting our 3 dogs and cat (and taking care of our home). When we returned, the house was sparkling clean and all pets were in great spirits — healthy and happy. She was communicative during the 5 day stay and sent pictures, which built co finance that the job was goi g well since this is the first time we’ve worked with Rachel. We already have her booked at Christmas!! Thank you Rachel!”
“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!”
“Savannah is a dream of a dog and house sitter. She took phenomenal care of our standard poodle Farrah and our house was without any puppy "mistakes"! Savannah also walked Farrah every day, sometimes twice! She watered all of our plants and kept the house in good shape. We highly reccomend her!”
About: Passionate pet lover ready to give your furry friends the care and attention they deserve. With me, your pets will feel right at home! I have taken care of pets for many years now and love dogs and cats! I hope I can take care of your pets! I’m currently working part time at a golf course and this would work perfectly to allow me to work and do what I love all while being around animals! I let my dogs out at least every 2-4 hours. And feed them right at 7:30 in the morning and then at 6 in the evening. I also take my dogs for 2 walks a day, one walk in the morning and one walk in the evening.
“Gabe is a nice man with a great heart for your pet(s). He communicates well and delivers on his promises. I feel I can trust him again to take care of my fur family of five.”
About: Hi! I'm Julie! While new to the pet/housesitting world, I have taken care of dogs, cats and horses since childhood. I've also been a human caregiver. I'm a retired RN of 35+ years who also worked in veterinary medicine as a vet assistant for 5 years. My love of animals has persuaded me to pursue a career of providing care to your furry family members. My preferred fur clientele would be mature adult/senior small dogs or cats (kittens or adults) who prefer to stay in their own familiar surroundings. As the mom of a special needs dog (epilepsy) I'm well versed in giving medications and providing seizure care. With owner direction and observation of administration, I would feel comfortable administering injections. Whether your pet is into sedate leash walks, snuggles, belly rubs or prefers self entertainment with toys or observing the outside world, I'm happy to oblige. My schedule is generally very flexible and my goal is to take care of your fur babies and your home as if they were my own. I'm currently working as a contract nurse and am able to set my schedule on a monthly basis. This allows flexibility for your sitting needs. I have 3 furry family members of my own. I have 2 standard poodles inside and a tuxedo longhaired cat that's in and out. All have been spayed and receive regular vet care. One of the poodles is special needs due to epilepsy and is on multiple medications daily to prevent seizures. I will care for your pet in your home as if they were my own.
“Daysi was AMAZING! This was our first time using Rover and Daysi put us at ease. She made sure we were comfortable and in the loop our whole trip sending updates and photos the whole time. We have an energetic pup and she went out of her way to make sure he got the enrichment he needs. 100/10 recommend ⭐️”
About: My senior dog is 13+ years old now (I've had him since 2015) and whenever friends and family needed pet sitting/drop-in visits/walks they came to me, I have also owned a cat and am caring for a cat currently. I would like to start building up an actual professional client base/reputation if you're willing to give me a shot! I'm mostly available on the weekends for in-house pet sitting or otherwise. For weekdays, I work 9am-5pm M-F so it's a bit more difficult unless you just need me to drop in or walk your pet :) I'll take care of your pets however you want me to, we have a very needy Bengal and my senior dog so I'm used to dealing with pets with extra needs.
About: I take care of my own dog at home so you can trust that I will take amazing care of your dog. They are like family! I enjoy staying active and love daily walks—especially spending time at my nearby park with my dog, Fancy. I’m attentive to each dog’s needs and make sure they feel safe, happy, and comfortable by sticking to their routine with feeding, walks, playtime, and plenty of quality time. I care for my own dog at home, so you can trust that your pup will be treated with the same love, patience, and attention as my own.
The median cost per night for house sitting in Osceola is $45
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.
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 4 repeat house sitting clients
FAQs for House Sitting - Osceola
Frequently asked questions about Rover
As of June 2026, there are 736 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:
- 92% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 97% 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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