House Sitting Osceola
Find a loving house sitter to watch over your pets and your home.
Over 29 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.
“Ingrid was truly wonderful. She stayed at our home for the weekend and treated our doggies with so much love and patience. She gave our blind dog the extra care and attention he needs, and she was incredibly sweet and gentle with our young chihuahua. It’s rare to find someone who cares for your pets the way you do, but she absolutely did. We’re so grateful and would happily book her again.”
“Mandi house sit while taking care of our 2 Boston Terriers. She was very respectful of the house and left it cleaner than when she arrived. One of our dogs can be fairly high maintenance and Mandi was able to adjust quickly and the dogs were very comfortable. We would definitely hire Mandi again.”
“Fawn was amazing. I can’t recommend her enough. We have a dog with behavioral issues that also takes medication everyday, she handled it so well. We were gone for over a week and not once did I feel uncomfortable, nervous or anxious. We will definitely be booking with Fawn again. THE BEST!”
“Emma was wonderful! She took excellent care of our pups and kept us updated throughout. We felt totally at ease knowing they were in such good hands. Would definitely book with her again!”
“Shelby was so incredible! She was very attentive to our pups, sent lots of pictures, and handled our special needs dog with the utmost care and grace. She went above and beyond by washing a few dishes we had left in the sink before we went out and we were surprised and delighted that she did that for us. We look forward to seeing her again and so do our pups!”
“Jazmine did a great job watching over my pets, she communicated daily activities and anything additional that had come up. I received daily photos of my boys and could tell they were well cared for when I got back. Will definitely be a repeating customer”
“Thank you so much for taking such sweet care of our fur babies! Our little ChiChi was diagnosed with Addisons just the week before and was very ill. We came home to a very happy boy who had gained nearly all 9 pounds of his weight loss back! Thank you!!!”
About: Hi! I have had over 10 years of experience with my own fur babies. Both of my girls have crossed the rainbow bridge but we got to enjoy their golden years together, going for walks and soaking up the sun. As my dogs got older I became a pro in distributing oral medications and eye drops. Roxy (my Shih Tzu) also became blind and deaf so I have experience with those disabilities as well. I give exceptional belly rubs, & will give these babies compliments all day long. I do work full time, but I have a pretty flexible schedule. Saturday - Monday my availability is pretty open. Tuesday - Friday I would be available after 5pm. My neighborhood has wonderful with walking trails that we could explore. I also live next door to my aunt who has a super friendly Corgi and is always looking for friends to play with. I do love to snuggle up with a pup on the couch or bed, but do have space for a crate if that would be more comfortable for them.
“Grace did a great job watching our dog at our home while we were on vacation. She took good care of our dog, kept us well updated, and left the house so clean. You wouldn't believe shed stayed here a week!”
“Dianna was excellent with my 10-day post-op angry scared-y cat. Nigel was recovering from surgery and still needed medicine while I was away. He was stressed to be left alone and gets upset and aggressive when he is handled, but Dianna met him on his level and was very patient with him. She helped him get comfortable with her at his own pace and didn’t force him. She even managed to get him to take his medicine! Dianna was very communicative through all of it and let me know about Nigel’s struggles and successes throughout the weekend. I would absolutely recommend Dianna!”
About: I’ve been petsitting/housesitting for just over 6 years. I’ve worked with rescue dogs that have trauma, dogs with epilepsy, dogs with anxiety, dogs that need high energy output, as well as senior dogs. I’ve administered medications in a timely manner and have coordinated care with many owners. I will diligently work for you and your pups! I’m a home nail tech, so my schedule is very flexible. When I’m petsitting, I’m able to build my days around care if need be. I’m quick to learn the routine of the pets, and I do my best to fit within it so the pets can have the most comfort.
“I had an emergency & had to leave my furbabies home for a few days. Luckily, Isabel was able to help me care for them. I have a little dog with some health issues who’s a super picky eater & Isabel made sure to offer different types of food & tried multiple ways to entice her to eat. My cat is also pretty skittish & fearful of new people, but warmed up fast to Isabel. My other 2 furbabies are a feral pigeon & a bunny & she gladly helped me out with keeping them alive as well. I’m so glad I found her, she took great care of all my babies & wouldn’t hesitate recommending her to my friends & family ☺️”
“Katie is a great house sitter and took wonderful care of our home. She's super responsive and kept us informed the whole time about our pets. When we got back our pets were relaxed and happy and we couldn't be happier.”
About: i’ve been taking care of dogs since i was a little girl, i own two. though, i’ve house sat for both dogs and cats and i enjoy both equally! I do work currently but it’s a part-time job so don’t be afraid to ask me to pet-sit! i’ll let you know my hours/availability, i can be flexible! Feel free to book me anytime to watch ur precious babies! can’t wait to meet them! :) I have a fenced yard and two friendly small/medium sized dogs to keep your fur babies company. if your dog needs to be crated that can be done easily wether you provide the crate or not!
“Samantha was absolutely wonderful with our dogs. From the moment she arrived, she brought such calm, kind energy that both pups connected with her right away. She kept us updated throughout her stay with thoughtful messages and photos, which gave us so much peace of mind while we were away. She followed every routine we shared, paid close attention to their personalities and needs, and made sure they felt safe, loved, and comfortable the entire time. We came home to happy dogs and a tidy house — truly the best feeling. We are so grateful for her care and professionalism. Samantha is dependable, compassionate, and clearly loves what does. We will be booking her again.”
“If we could give 10 stars, we would! Ashlee went above and beyond taking care of our dog while we were away on vacation. She had great communication, sent tons of pictures and took exceptional care of both our pup and home. On top of that, she was more than willing to extend her stay due to travel complications. We will be repeat customers and are so happy we found her!”
The median cost per night for house sitting in Osceola is $60
Pet parents share their Rover experiences - Osceola
Mandy did an outstanding job with our 10 month old standard poodle. People in our neighborhood commented on how happy Teddy looked on his walks. Mandy sent photos of Teddy while we wee on our trip and gave us info on what she was doing with him, She even did a little training with Teddy which we greatly appreciated. In addition to caring for the dog she kept the house spotless and neat. I would strongly recommend Mandy to anyone looking for a caring and loving house sitter for there pet. we will obviously try to get Mandy for any future travel plkans we have.
Michelle always does a great job caring for our senior pets who still have lots of energy but also need prescription medications daily and are extra needy with age! We know they are getting all the attention they desire from her! She does a great job with the house too.
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 to book house sitting
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 of House Sitting in Osceola is $67 per night as of October 2026. Most bookings cost between $53 and $74 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 3,967 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Osceola. On Rover:
- 89% of sitters can help with special care needs
- 92% 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.
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