House Sitting Osteen
Find a loving house sitter to watch over your pets and your home.
Over 72 pet parents in Osteen have booked house sitting
Osteen, 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.
“We were very grateful to have Jennifer's help with our three pets while out of town (an adult dog, a puppy, and a cat). We appreciated her enthusiasm to be there for our pets, be a presence for our home while we were gone, and it gave us a lot of peace of mind. She was very communicative and respectful of our home, and she took good care of our animals. Thank you, Jennifer!”
“Jordan was wonderful with our pups! They loved her and she took great care of them. She stayed at our house for us because let’s face it, our pups are spoiled and don’t spend the night alone. She even extended her stay for me when I had to switch my flight to the next day! Highly recommend Jordan!”
About: I’ve learned and cared for many different kinds of animals since I was a small child, but mainly cats! From cats and dogs to turtles, lizards, and fish, I’ve spent my whole life loving and caring for animals and learning their behaviors. I’ve spent time with puppies and kittens, administering oral and injection medications, dealing with seniors, and of course playtime. I have plenty of knowledge and skill to love and take care of your pet! I am currently an SSC student looking to make rover my part time job. As of right now I am available nearly every day weekly. Each animal has a place in my heart and I want to treat them with the utmost respect! I spend lots of time giving my animals plenty of affection and playtime! With instructions on your pets schedule and needs I will make sure you and your pet are comfortable and at ease with me, as if they were my own.
“Rachel is super kind! We booked her for an overnight stay for our two dogs and one cat. They loved her. She gave lots updates and photos. Would absolutely book her again”
“Brittany is an amazing dog sitter!! She’s so sweet and put my mind at ease right away. Brittany loves animals, she took great care of my pup and my house. She also took pics and videos so I could see what my baby was up to. Don’t hesitate, you can trust her with your fur baby! My vaca was stress free knowing my dog was in great hands with Brittany.”
“I couldn't be more pleased with the great job Sam did taking care of my cats for 2 weeks. He went above and beyond what was expected of him to make my cats feel loved and cared for. I highly recommend him and will definitely be hiring him again in the future next time I need a sitter”
About: I’ve taken care of cats and dogs of all different shapes, sizes and kinds. I’ve had a few ferrets growing up as well as dogs and cats. I have been responsible for walking them, feeding them and bathing them from time to time. I’m currently working part-time so I would have adequate enough time to play, walk and cuddle with cute puppies and kittens of all sizes and ages. I live in an unfenced in house with plenty of space for walking and running around in the backyard. The house itself is also pretty spacious.
“Carolina was very sweet and amazing with Tina! She gave her treats, pet her, played with her, walked her. Won her heart overall. Sent us videos and photos. Recommended a 100% to tale care of your pets.”
“Michael was an exceptional pet and house sitter. He took wonderful care of our two dogs and our home while we were away for five nights. From the beginning, he was kind, professional, and genuinely caring. Throughout our trip, Michael provided regular updates and photos, which gave us tremendous peace of mind. It was clear from every message that our dogs were happy, comfortable, and receiving lots of attention and affection. He also took excellent care of our home, and everything was exactly as we left it when we returned. We could tell our dogs were well loved and cared for while we were away. Finding someone you can trust with both your pets and your home is invaluable, and Michael exceeded our expectations in every way. We would not hesitate to book with Michael again and highly recommend him to anyone looking for a reliable, thoughtful, and attentive pet sitter.”
“Ryeleigh did great with our poochies. She had to deal with an elderly, incontinent dog so I am very thankful that she was willing to help him. She communicated often and sent a pic of her walking Oskie. Thanks, Ryeleigh!”
About: I’ve taken care of pets since I was 8. I had both cats and dogs. I’ve had experience with family pets as heavy as 90 pounds and cats as furry like Persian cats or Sphynx cats which might be a challenge to tend for? I am currently working part time and I can schedule my hours accordingly. That gives me more time to play and tend to your furry family members. I prioritize safety and the comfortability of clients and their pets. When given specific needs for your environment I strive to follow all the requirements to ensure not only the safety but the security of taking care of your pet. I also make sure that other safety precautions/measures are taken when I am within the clients home and when I leave.
“Calvin was wonderful! We have two dogs and he took care of them both! Followed all instructions that we had left him! Will definitely be booking him again for future dog drop ins / and house sitting! 10 stars of if I could!”
About: I have had a strong care for animals ever since I was young, whether they were my own or not. I have had pets since I was 5 and have dog / cat sat for 3+ years now: animals with medication needs, young babies, or even senior pups, are all welcome by me and are never seen as a hassle :) My goal is to build trust in your pet and love them as my own. I understand that a safe comfortable environment is a must for your fur baby! I am an upcoming college student who just graduated from high school. I plan on attending school in the fall, so my summer will be free! i’m available for drop ins, house sitting, walks, and doggy baths! Following instructions that accommodate the owners pet has never been an issue for me. I have dog and cat sat many times and know everyone has their own parenting preferences; whether that be crating a dog at night, timely feedings, or medications needed. I strive to care for your animals as if they are my own :)
“This was our first long trip in a while, that had us mostly outside the country. Mia stayed in communication, reached out with questions and took good care of our girl Pearl and our home. Thank you.”
About: Hi! My name is Brandy! I have a certificate for zoo and domestic animal care from yavapai college in Arizona. I am also a dog owner of 11 years. I have certified both my dogs through the petsmart training courses. I have learned a lot through school and owning dogs of my own and have always had a passion for animals. Thanks so much for considering me for your furry babies! I am a server working part time and am looking for a way to make a little extra money on the side doing something I love! I am available for dog walking Monday-Sunday anytime before 2:30 and available Monday-Wednesday for overnights or whatever you may need as those are my days off. I will not be able to board any animals as I have a bit of a reactive border collie at my house but am available to come to your house for your needs
“Thank you so much Brittany! Our babies were comfortable and happy when we got home. I appreciate the photos and all the notes you took. They were in the best of care, as if they were yours. Amazing peace of mind. Thank you again, so much, from the bottom of my heart!”
About: I’ve had cats since I was 8 years old and I’ve been around family with dogs since before then. I took care of my aunt and uncle’s Great Dane multiple times and me and him created a great bond. Animals naturally gravitate towards me and I really enjoy it. I love getting closer with animals and building relationships with people. I’m a student athlete at CGTC so I have to my sure school and football is taken care of. But between classes during the day I am available and at night as well. And weekends shouldn’t be a problem either. I will take care of exactly what you need me to do with the animal and try to nurture a bond in the process. Whatever objectives are given to me I will do my best to meet those expectations and go beyond wherever I can!
The median cost per night for house sitting in Osteen is $45
Pet parents share their Rover experiences - Osteen
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 Osteen sitters!Sitters in Osteen average 3 repeat house sitting clients
FAQs for House Sitting - Osteen
Frequently asked questions about Rover
The average cost for House Sitting in Osteen on Rover is $37.45 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 2,479 sitters on Rover offering House Sitting across Osteen. 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 Osteen 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 Osteen 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 Osteen 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 Osteen. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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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