House Sitting Osteen
Find a loving house sitter to watch over your pets and your home.
Over 74 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.
“Stephanie provides frequent updates while dog sitting. She sends pictures and sweet messages. Our dogs love spending time with her because she takes such great care to ensure they get long walks and plenty of snuggles!”
“Katie was great with Angel! Katie and Angel quickly became friends which we were happy to see since Angel does not normally warm up to new people. Katie was also very prompt and polite. We would definitely recommend her!”
“All care requested was met with flying colors! My fur babes were in the best care so happy when I returned home like they had been on vacation too! I got photos everyday of their goofy sweet faces”
“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’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.
“Brianne was amazing with our chaotic, nutty furry bunch! We left her with our trio of cats and the dynamic duo of dogs, for a total of five. The first thing we noticed was how all of our furry ones were drawn to her. Animals just know if a person is good. Being away is hard, but it feels better when you have someone you can trust to love you while you're gone. My wife and I had complete peace of mind with her caring for our babies. Brianne is the BEST!”
“We were gone for 3 weeks and Rachel did a wonderful job caring for our 2 pups. Our flight home got delayed and she stayed with them until she knew that we would be home for sure. They normally go crazy when we get home from a long trip, but they didn't seem overly phased this time... I think they were ok with Rachel being their new dog mom, LOL.”
“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!”
“Natalia was truly the BEST Rover sitter we could have ever hoped for. From the moment we left, she was incredibly communicative, responsive, thoughtful, and caring — and she treated our home and fur babies like they were her own. We have three dogs and a cat, and every single one of them was so loved and well cared for while we were away. One of our pups ended up having an unexpected flea issue and was super itchy while she was staying with them, and Natalia immediately stepped in and handled everything with so much care and compassion. She bathed all three dogs, made sure they were comfortable, and kept us updated every step of the way. It gave us such peace of mind knowing they were in such capable and loving hands. On top of taking amazing care of the animals, she went completely above and beyond with our home. She did laundry, swept, cleaned, remade the bed, and left the house better than we left it. You can genuinely tell she is the kind of person who respects and cares for other people’s space. Natalia is kind, trustworthy, attentive, responsible, and an absolute pleasure to work with. We felt so comfortable having her in our home and caring for the members of our family we love most. I honestly cannot recommend her highly enough. Anyone looking for a sitter who will love your pets deeply, communicate wonderfully, and care for your home with incredible respect should book her immediately. She is an absolute gem and we would trust her again in a heartbeat. ⭐️⭐️⭐️⭐️⭐️”
About: Ive taken care of mostly pitbulls. I had a an adorable pitbull growing up he was the sweetest. Ive took care of puppies and helped raise them. Im currently working part time and I have a car so distance won't be a problem. I love animals so taking care of and meeting new animals is a dream come true. I can make sure the animals are stimulated correctly and pay attention to them. I will give them plenty of love and be kind to them. I will follow through on all pet parent responsibilities
“Ben was amazing. He arrived early to make sure all we discussed prior was in order. Sent pictures while we were out and provided a full review of his experience with our pet in detail. Thank you Ben.”
About: I grew up with cats and dogs of my own and I started caring for neighbors pets at 12 years old. I love all animals and would be happy to help you out with yours! I currently work part time and have a pretty flexible schedule. I have a 13 year old daughter who has grown up around pets and is wonderful with animals. Let me know what you need and we can work something out. I will follow your instructions and treat your home with complete respect and kindness. Your pets will be safe and loved when they are in my care.
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
“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.”
“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.”
About: Working with animals is not a job for me because I enjoy it and care for animals greatly. Besides having cared for them all my life, I have worked with my animals, dogs and cats in shelters, and I have my most recent professional experience which was working with New Horizons Service Dogs. I fostered a golden retriever puppy for 10 months and during that time I taught him basic commands which began his training to becoming a service dog. I even have experience helping family take care of miniature horses, goats, pigs, dogs, and cats. I am responsible, punctual, organized, and will go above and beyond to take care of your pets. Animals deserve to be loved, spent time with and be treated with the same decency you treat family. I work from home so I am able to be with my pets and anyones I take into my care. I have that flexibility to go for additional walks, let them run outside in my fenced in backyard and make sure everyone is happy. My house is pet proof- I keep things off the floors other than dog toys as my pups like to get into things. I also have a completely fenced in back yard where the dogs can run around.
About: I have taken care of animals in many settings for 15 years. I can care for most species and am very knowledgeable. I worked as an animal care manager at Petco, and have volunteered at multiple animal shelters and private zoos. I am currently an approved foster/volunteer for Seminole County Animal Services. I am animal CPR certified, a dog trainer in training and i have been certified in Fear Free behavioral approaches. I am retired military so my schedule is very open. I am looking to build long lasting relationships with clients and their pets to foster a routine and trust. I will arrive promptly to your appointment and try to maintain the routine already established with your pet. It is important to me that your pets need be met in a safe and timely manner.
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.
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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests for house sitting - Osteen
Select a filter and find qualifying sitters offering house sitting.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 September 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 September 2026, there are 2,464 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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