Dog Sitting Osteen
Book a Osteen dog sitter to watch your dog in your sitter’s home or yours.

Over 78 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 grew up with large dog breeds my whole life. The first pet of my own as an adult was a 1.5 year old German shepherd/siberian husky mix with a lot of resource guarding tendencies. He has taught me so much about communicating with dogs and working around their comfort. I am used to walking a large, reactive dog with no trouble. I am also a new cat mom in the recent year and have a new love for felines too! :) I lost my job of 3.5 years and struggling to find something that fits into my life with my wife’s recent cancer diagnosis and treatment regimen. I can make myself available any day or any time and appreciate the flexibility pet sitting and walking will provide me. Proper equipment is necessary to ensure safety of your dogs on walks. I won’t utilize any equipment I’m not familiar with and properly trained in
About: I've taken care an older dog for 4 years and have occasionally taken care of puppies, larger dogs before hand. Have been relied on many times to take care of my dogs by myself which includes dog walking, sitting, feeding, etc. I am available on weekdays and all day. It takes a bit for me to arrive so please notify me a set time to show up and a decent amount of time in advance so I don't keep you or your pets waiting! I have 2 dogs in the kitchen with a bed for one and a comfy crate for the other. They go outside around 3-5 a day in the backyard with large fencing plus chicken fencing so they don't jump over. They have constant water and one of them is fed twice a day as per roommate request. I also have one more small dog that sleeps with me and has his own bed, potty pad and 100% access to food and water.
About: I've had animals all my life and I have to say I like them more than most people!! I'm here to offer your family member a home away from home! A second family of their very own! I can help out with special request weather it be extra play time, walks, baths, learning new tricks or just some extra love while mom / dad are away on vacation or work trips!! No more worrying about leaving part of the family behind alone! Family #2 is here to save the day!! Weather it be just for the weekend or a 2 month summer vacation! Family #2 is here! If anything special is needed for your furry friend please let me know and I'll do my best to help!!
“We had a great experience! She took wonderful care of our pets and kept us updated throughout our trip, which gave us so much peace of mind. Very reliable, communicative and caring. We really appreciate all of her help and would definitely book with her again!”


About: I’ve always had pets growing up. I used to volunteer at a dog shelter. I just personally love animals and are really good with animals I work part time but I have a very flexible schedule, I’d always make time to take care of pets when needed. I love all dogs big and small I have a blue tick hound that I rescued. I always play with her and take her out, she loves sleeping on my bed with me or in my room.
About: As a lifelong dog lover, I've cared for dogs through every stage of life—from helping with a senior Labrador to raising my two Golden Retrievers. I know how important it is to find someone you trust with your pet, and I'm committed to providing the same level of care and attention I'd want for my own dogs. I specialize in dogs with high energy, anxiety and medication tracking. I'm an active dog lover who walks my dogs twice daily and enjoys taking them on runs. My dogs always come first, and I believe every pet deserves plenty of exercise, attention, and affection. I'll care for your pets as if they were my own I provide a safe, comfortable environment for pets in my dog-friendly home. I have a large yard with plenty of space for dogs to play, exercise, and explore while being supervised.
About: I have always treated every pet with love and kindness. I have administered medication for all illness, even seizures. I constantly speak to pets as if they are human, they answer in their pet language🙂 I am available to care for your pet. I can work out the schedule to accommodate your needs. I look forward to taking care of your pet. I have a fenced in small yard; however, I do have an area within my area where your dog will love to run and play.
About: I am an experienced pet walker and sitter with knowledge in dogs and cats, especially senior dogs. No matter what, I believe that all animals deserve respect and care, in any circumstance. I currently have open availability. I would gladly go take care of any pet. Any day or time. I am also happy to do holidays. I like to keep pets I'm looking after close enough to me that I can readily get to them. Just in case they need help.
About: I have taken care of animals for as long as I can remember! I have been apart of the Rover community for around 2 years now. I am constantly around animals and having to commit myself to taking care of them. I am comfortable around all dogs and am willing to adapt and learn how to best care for your animal. When I come to take care of, play with, and walk your dogs I will dedicate my time to loving them. I would love to be able to take them to the dog park where they can also interact with other animals while you're away! I have a pupper of my own his name is Cooper! I am available for drop ins or house sittings when needed! I am also flexible and can accept last minute bookings. When in your home, I would love to take your fur babies for walks, to dog parks, anything you already do with them to make them the most comfortable! I have my mornings and afternoons set aside to accommodate customers and there needs and i am able to have my full attention to make sure every doggo is happy! Making sure doggos are safe and happy by Having my full attention and catering to there needs! As well as making sure the dog is comfortable. Happy dog happy life!
About: Growing up in Mississippi really familiarized me with animals. I took care of animals as big as giant dogs to animals as fragile as a cat my entire life. I’ve also dog-sat for many people from my community during my high school years, before moving to Florida for college. I’ve job shadowed at the vet clinic as well throughout the years so I know a little when it comes to their health as well. I’m also very familiar with administering medications, as I had to do it multiple times for my family’s dogs. I just want to show your dog love and support! I’m a student full time at UCF, but i’m online for this semester because of the need to travel home occasionally! So, i’m available the entire week for any service, minus the weekend (which would only be dog walking or cat sitting). I really have a flexible schedule! When it comes to my own home, I want not only the client to trust me with their pet but I want the pet to feel comfortable as well. I have no pets with me and the environment is kept very clean and organized. As for my clients home, I would say it’s relatively the same. I would do as they asked and maintain a clean and safe environment. Anything to make them feel comfortable with trusting me with their fur baby!
About: I am experienced in caring for a variety of different animals, including cats and dogs. I understand that leaving your pet in the care of someone else can be stressful, which is why I make sure to provide a safe, comfortable environment for your pet. I welcome inquiries from pet owners who are interested in my services. If you are looking for a reliable pet sitter who will treat your beloved pet with the love and care they deserve, please don’t hesitate to contact me. I look forward to hearing from you! My availability may vary from time to time, but I am usually available every day except Tuesday and Thursday. Please message me for my availability. My offered services include pet sitting, feeding, administering medication, brushing and bathing. I also offer transporting your pet to appointments. Please message me with any questions or concerns.

About: I’m very experienced in dog care. I have dog sit for neighbors friends and family members for years! I love dogs so much and look forward to meeting yours! I’m currently in school with a flexible schedule that can work with many parents needing care for the cat and or dogs! I have a reliable form of transportation I am a very nurturing, attention to detail and kind person. I truly love all animals and love to keep them happy and safe and well cared for

About: I’m a reliable and caring pet lover and owner who understands that your pets are part of your family. I have experience caring for animals of all sizes and personalities, and I’m committed to making sure they feel safe, comfortable, and loved while you’re away. Whether it’s sticking to their routine, going on walks, playtime, or just providing companionship, I’ll treat your pet like my own. I’m attentive to details, responsive with updates, and happy to accommodate any special needs to give you peace of mind! I work an 8-4 job on Monday-Thursday and get off at 2pm on Fridays! Don’t work the weekends either so any of those times I can spend taking care of your furry besties! I can accommodate to pretty much whatever you and your furry family may need whether that means walking the dogs or cleaning the litter boxes or any special feeding requests I’ll do it all to make you and your fur baby comfortable and happy🫶🏽

About: I have had pets in my life since I was born. I understand that every pet is different, so I take the time to learn their routines, energy levels, and comfort needs. Whether your dog needs a fun walk to burn energy or your cat prefers calm, quiet care at home, I’m happy to provide patient, attentive service. My goal is to give you peace of mind while making sure your pet feels safe, loved, and well cared for. I currently cat-sit a friends cat a few times a year (longest has been 2 weeks) and look forward to expanding my cat/dog friends! I currently work full-time, however I work different hours each day. I always have a weekend day free. Additionally, I am available mornings and evenings different days each week. Your pet’s safety and comfort are always my top priorities. I follow all care instructions closely, including feeding routines, leash preferences, and any special needs. During walks, I stay aware of surroundings, avoid unsafe situations, and make sure pets are securely leashed at all times. I provide regular updates so you always know how your pet is doing. I aim to create a calm, respectful environment where pets feel safe, comfortable, and cared for
About: I have cared for cats, dogs, and more over the years. I have experience with numerous breeds of dogs and cats. I have cared for animals hours old to their last moments. I believe in treating animals with dignity and respect and will do so with your pets. I am a disabled veteran working on my health care currently. I am available most of the time even at last minute notice, but not all the time. I believe in play with any critter. Walks, play, pets, love, just hanging out watching each other. Whatever it is that your pet likes, I am happy to provide it. They enrich our lives so I do my best to enrich theirs!
About: Animals have always been a big part of my life! My mom works at a veterinary clinic, so I’ve spent years around dogs and cats of all ages, sizes, and personalities. I’ve also provided dog and cat sitting for several of the clinic’s clients, which has given me experience caring for pets in their own homes and keeping them comfortable while their families are away. I’ve also been the go-to pet sitter for previous roommates and friends, caring for their cats and dogs whenever they traveled or needed an extra hand. I’m comfortable with feeding, walks, playtime, litter boxes, basic medications and, of course, lots of attention and cuddles. I’m a Physician Assistant, so caring for others is already a huge part of who I am—and I’d love the chance to take care of your four-legged family members, too! I know how important it is to have someone you can genuinely trust with your pets, and I’ll treat them with the same care and attention I’d want for my own. I recently graduated from Physician Assistant school and am currently waiting for my PA license to be processed by the state before beginning my new career. Since that process can take some time, my schedule is currently very flexible and almost completely open! This gives me plenty of availability for pet sitting, drop-in visits, walks, and spending quality time with your pets. I’m happy to accommodate different schedules, including weekdays, weekends, and daytime visits, and I love that I get to spend this in-between time doing something I genuinely enjoy: caring for animals! I know every pet has their own personality, routine, and preferences, so I always follow the care instructions provided by their owner as closely as possible. In a client’s home, I want your pet to feel comfortable and keep their normal routine while you’re away. I’m happy to handle feeding, fresh water, walks, playtime, litter box cleaning, medications, and plenty of cuddles and attention! I’m very respectful of both your pets and your home and will always make sure everything is clean, secure, and taken care of before I leave. I also know how reassuring it is to see that your pets are happy while you’re away, so I’m more than happy to send plenty of pictures and updates during each visit. My goal is for you to feel completely comfortable knowing your pets are being cared for, loved, and treated like they’re my own.
About: I’ve had pets my whole life and have always been the one to care for them. I’m dependable, loving, and comfortable with pets of all ages. Your pet’s well-being is my main focus. I’m available on weekdays and most weekends to provide them with consistent, loving care and attention they’ll enjoy.” I live in a neighborhood that’s great for walking dogs and very safe, with quiet streets and plenty of green spaces. It’s a peaceful area where neighbors look out for each other, making every walk enjoyable.
About: Hi! I’m a lifelong dog lover who genuinely enjoys giving pups the attention, exercise, and care they deserve. 🐾 Whether your dog loves long walks, backyard playtime, belly rubs, or just hanging out on the couch, I’ll make sure they feel comfortable, safe, and right at home. I’m reliable, active, easy to communicate with, and happy to keep you updated with plenty of photos while your pup is in my care. I know how important it is to trust the person looking after your dog, so I’ll always treat yours like they’re part of the family. ❤️ Lots of walks, lots of attention, and plenty of tail wags! 🐶 I work from home full-time, so your pup won’t be left alone for long stretches during the day. I’m available for frequent potty breaks, backyard playtime, walks, feeding, and plenty of attention throughout their stay. I live in a house with a fully fenced yard, no children, and one friendly dog of my own. My goal is to make your dog feel like they’re staying at a second home—not a kennel. I’m happy to follow your dog’s normal feeding, walking, medication, and sleep routine so their stay is as comfortable and familiar as possible. I also provide regular photo updates so you can relax knowing your pup is having a great time. Your pet’s safety and comfort come first. I always follow any special instructions you provide, keep their environment clean and secure, and give them lots of love and attention. Whether in my home or yours, I make sure they feel safe, cared for, and happy.
The median cost per visit for dog sitting in Osteen is $20
Dog 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 to book dog sitting

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Osteen
Select a filter and find qualifying sitters offering dog sitting.Sitters in Osteen average 6 repeat dog sitting clients
FAQs for Dog Sitting - Osteen
Frequently asked questions about Rover
The average cost of Dog Sitting in Osteen is $19 per visit as of October 2026. Most bookings cost between $11 and $27 per visit. 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 4,098 sitters on Rover offering Dog Sitting across Osteen. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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.
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 .
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:
- 89% of sitters can help with special care needs
- 94% 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.
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.


