Dog Sitting Osteen
Book a Osteen dog sitter to watch your dog in your sitter’s home or yours.
Over 72 pet parents in Osteen have booked dog sitting
Osteen, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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.
“Becca was amazing! She was so easy to work with and talk to about anything that was needed. She has a great, upbeat attitude, a willingness to help out, and such a love for animals. Communication was prompt and clear, and instructions were followed without any issue. I would definitely use Becca again! She is super reliable and really goes above and beyond.”
“Adriana is fantastic! She is incredibly professional and communicates before, during, and after her visits. She is responsible and reliable, and I know I can trust her to take care of my dog, Milton, when I’m gone for a long day.”
“Megan is amazing! She went above and beyond for Remi and I. I appreciate her so much. Remi got super comfortable with her immediately and is happy to see her when he does. I would recommend her to anyone!”
“Laurie stepped in for us last minute and was both prompt and efficient. She kept us updated throughout and sent plenty of photos of our pups while we were out of town, which we really appreciated.”
About: I am kind and gentle and love all animals . I love going for walks, playing and snuggles. I will treat your fur baby like my own. I am currently working but looking to dont his full time seeing pets are my passion. Been in health care for 27 years and looking for a change. I have a fenced in yard. For overnight boarding they will have their own room with all the comforts of home. A nice comfy bed . Some TV to watch a dog show before bed. A night light for no scary dreams a good blanket and toys .I treat my 15 year old dog like a king and will do the same for you .
“Hannah was awesome - communicated clearly, regularly, thoroughly, and promptly, and took great care of my 2 kittens while I was away for 8 days. She followed exactly what I needed her to do and at the times the girls needed her to do it - and also cleaned up a couple messes she didn't have to <3 I found her to be a responsible and caring sitter.”
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
“Ashley has taken care of my six dogs several times in the past. The dogs like her a lot and have fun with her. She’s taken such amazing care of them when I’ve needed to travel for work or been on vacation. I know I can count on her. My dogs sometimes can be a bit of trouble but she’s always done a wonderful job with them. Thank you so much, Ashley!”
“Eleonore was prompt and kept in contact with me during every visit, which was important to me because Marcel is FAMILY!! I travel occasionally, but when I'm home he has his own schedule and I like to keep him on it so he stays a happy dude! It was good to know I had someone who loves animals taking care of my buddy, and I highly recommend Eleonore and will happily use her in the future!”
About: I currently have a 3 year old German Shepherd and 1 year old Golden Retriever. I train both of them and my German shepherd is CGCA and CGCU titled through AKC. My German shepherd knows over 30 tricks and is well trained. I love being around animals and love making them happy! I work as a teacher, so I am able to come walk and check in on your pets during breaks like spring, winter and summer. I am comfortable with dogs and have been around many of them. I am familiar with dealing with some reactivity as well. I think all dogs deserve the best!
About: About Me Hi there! I absolutely love animals—more than anything on Earth. I’ve cared for dogs, cats, chickens, rabbits, parrots, and other birds throughout my life, and I truly can’t imagine living without dogs. They’re part of who I am. I recently lost my furry baby after 17 beautiful years together. Spending time with other pets helps brighten my days and brings back joyful memories of him—it helps me miss him a little less and appreciate the love animals bring. I’m also a private pilot with an instrument rating, currently working toward my commercial pilot license. Pet sitting helps support my flight training, so by booking with me, you’re not only getting a loving caregiver—you’re helping make my aviation dream a reality. Thank you! I only do what I love—and that includes flying and caring for furry friends. If you’re looking for someone who will treat your pets like family, you’re in the right place. ⸻ My Schedule & Care Routine As an aviation student, my schedule can vary day to day based on lessons. But I don’t fly every day, and we’ll always review my availability together before confirming any booking. • Flying days: I may be away for 3–5 hours. • Ground school days: I’m usually away for 3–4 hours. If your pet is comfortable with short periods alone, the rest of their day will be filled with cuddles, love, and fun! ⸻ What I Offer • A safe and loving home environment • A large backyard and nearby trail for walks and playtime • Leashed walks only (for safety) • Personalized care based on your pet’s routine • Daily updates if requested • Flexible with feeding routines and medication ⸻ Before Booking a Meet & Greet To ensure we’re a great match, please keep the following in mind: • Your pet should be okay being alone for a few hours during my lessons. • Please bring their essentials: food, leash, bowls, toys, bed, etc. • Let me know about any behavior quirks, routines, or preferences in advance. ⸻ I can’t wait to meet your babies and shower them with love, attention, and playtime! Let’s make your pet’s stay safe, happy, and full of tail wags! I’m currently in flight training, working toward completing all my ratings and licenses to become a professional pilot. On the days I fly, some days I’m typically away from home for about 3-5 hours. When I’m not flying, I spend most of my time at home studying and enjoying the company of my furry companions. Please note that my flight schedule is determined daily by my school—usually confirmed after 7:00 p.m. the evening before—and often depends on weather conditions. I appreciate your flexibility and understanding! I’m currently enjoying the peaceful farm life, surrounded by open space and nature. While the yard is unfenced, I always ensure pets are safe and secure by walking them on a leash. There’s a beautiful nearby trail where I love taking my clients for enriching walks, as well as a local dog park for extra fun and social time. I like to stay active, and I’ve found that most of my furry clients enjoy that energy too! For those who prefer a more relaxed pace, I happily adapt—whether it’s a gentle stroll, a cozy car ride, or even a ride in a stroller. My goal is always to provide comfort, safety, and joy tailored to each pet’s needs.
“Alexa is the best! We have Alexa come for dog walks with our 4month old Rhodesian Ridgeback on days that we are at work. She takes her on walks, plays with her & feeds her. Alexa is prompt, easy to communicate with and is amazing with our Rhodesian Ridgeback puppy! She sends picture updates during each visit and has a true passion for animals! I would recommend her to anyone!”
About: I’m a sahm of 4 kids. I do stick to whatever your pet is used to. I’ll feed them as much and as often as needed. Frequent bathroom breaks and outside time. My dog Loki is stubborn at first but he does warm up! My kids enjoy having the extra dogs around and love helping. Give us a try! I’m a sahm of 4 kids and during school, I do drop offs and pickups. But outside school hours while pet sitting, we are home enjoying our furry company I make sure to keep a close eye on them, that if there’s any fighting between dogs, they get separated immediately. Never outside alone. I send daily picture updates throughout the day
About: Since a very young age, I have loved animals and cared for them. My family always had dogs and I seem to be the one to take care of them. I do a work remotely. Giving me the availability to take good care of your furry pet. They will be loved and cared for as another member of my family. Your pet will receive lots of play time, long walks and lots of cuddles. I owned fence in yard of .3 acres. It’s a safe and secure environment. I would send you daily photo and updates via text. If you have any questions in regards to the service that I provide, please feel free to contact me. Remember, your pet is important. Therefore, providing an environment that resembles home when you are not present is important to. Any info you can give me about their daily routine would help me get familiar with your pet. I work remotely meaning I am home full time to attend to your pets needs. I’m only out 6:30-8:30 pm Monday-Thursday for my child’s sport activities. I have a big fenced in yard about .3 acres with cameras outdoors and in. There is always someone home at all times. We do practice cart sleeping for night to make sure everyone is in there safe space.
“Jason was able to drop in and let my dogs out on very short notice. We did a meet and greet and I thought he was genuine and good with my dogs. He was eager to learn the routines of my animals and made me feel very comfortable leaving them in his care. He is receptive to watching both cats and dogs even those with special needs. I do have a dog that is on medication and wears a diaper/belly band. He did not shy away from learning new stuff. I have since booked him for house sitting with my animals over the holidays.”
The median cost per visit for dog sitting in Osteen is $20
Dog parents share their Rover experiences - Osteen
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- 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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Select a filter and find qualifying Osteen sitters!Sitters in Osteen average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Osteen
Frequently asked questions about Rover
The average cost for Dog Sitting in Osteen on Rover is $19.7 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 4,130 sitters on Rover offering Dog Sitting across Osteen. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Osteen stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Osteen with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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
- 97% 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.
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.
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