Dog Sitting Osteen
Book a Osteen dog sitter to watch your dog in your sitter’s home or yours.
Over 75 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.
“Katie was great with our girl Zoey! She kept in touch, sent pictures, and even brought her a toy after Zoey annihilated all of hers. Will definitely request to use Katie again on our next trip!”
“Becca is a very pleasant and engaging person. You can tell immediately that she was an animal lover which brought us comfort while we were away. She was punctual and quick to respond to messages. She took wonderful care of our 3 cats. After losing one of my cats this year I was hesitant to go away. After meeting Becca I felt that they were left in good hands. She sent us messages and pictures with each visit. I strongly recommend her services. We plan on using her again.”
About: Hi, I’m Janelie! I know every dog has their own personality, routine, and needs, and I believe they deserve patient, loving care every time we meet. Whether your pup loves long adventures, slow sniff walks, or extra belly rubs, I’ll make sure they feel safe, happy, and well cared for. I’ll also keep you updated with plenty of photos and detailed walk reports, so you always know how your furry family member is doing. As the owner of Walks by Janelie, I’m committed to providing dependable, professional pet care with clear communication and genuine love for animals. Safety is always my top priority, and I treat every dog as if they were my own. ✨ What you can expect: • Reliable, on-time service • Lots of photos and updates • Personalized care for your dog’s needs • Patient with shy, energetic, and senior dogs • Plenty of love, attention, and exercise I’d love the opportunity to meet you and your pup! Pet care fits perfectly into my weekly routine, and I’m committed to providing dependable, consistent service. I am available for evening walks and drop-in visits Monday through Friday after 6:00 PM, all day on Sundays, and Saturdays after 3:30 PM. I do my best to accommodate recurring clients whenever possible and strive to be flexible for last-minute requests when my schedule allows. Your pet’s safety and comfort are always my top priorities. I carefully follow each owner’s instructions, maintain secure leash handling, and pay close attention to every dog’s behavior and surroundings during walks. I treat every home with the utmost respect, ensuring doors and gates remain secure and your pet receives attentive, loving care from start to finish. You’ll also receive updates and photos so you can feel confident knowing your pet is in caring, reliable hands.
“Since this was my first time using Rover, I was a little bit nervous, but Kacie was very responsive and professional and helpful! She did an excellent job taking care of our two dogs, and I could tell from the pictures that she sent at each of the drop in visits that our dogs loved her, too! It made it so easy to not have to worry that they were being well taken care of while we were gone. We will definitely use her services again!”
“Well I’m not sure who’s loves Serena more; me or my cats! I have a female and male cat who tend to be very skiddish and anti social. It was amazing to see these two kitties run over and flop at Serena’s feet when she came to visit! I will say Serena is one of the most thoughtful and considerate animal lovers I’ve ever met. She’s been sitting for us for a year now and knows my babies almost better than I do! My male cat survived being hit by a car, unfortunately lost one of his legs. After this big change Serena offered to come see him in his new routine before I had to travel. She always goes so far beyond the norm. Just one example, she planted cat friendly plants in the new cat house, to create more fun and shade for my babies. Since then I have seen my cats hang out and enjoy their new safe space much more. I am so grateful to have someone not only can I trust in my home but with my pets. It’s amazing because she loves my Animals and considers them as they were her own! 100% recommend every time!”
“Haley stopped in to check on our cats for a few days, and we are so grateful! She played and took care of our kitties and sent great notes/pictures each day. We are always missing our cats when we travel, so knowing they were in good hands made us feel so much better. Thank you Haley!”
About: I have been caring for my own animals since I was young, with one of my first memories being watching my cat give birth in my closet. I have spent over six years as a veterinary technician, which has prepped me with plenty of medical knowledge to care for all different types of pets, so feel free to reach out if your pet has any special medical needs. I'm always excited to meet new fur babies, whether they are young eager puppies or old peaceful cats. At my animal filled home, I care for an energetic golden doodle, a small calm pug mix, a Siamese and black cat, and even four ducks that fill my days with laughter. As an exotic vet tech, I am also comfortable caring for your snakes, lizards, tortoises or any other critter in your family. Let me know how I can help make your time away from your home easier for you! I am available to do drop in visits for your pets in the early morning and late evening Tuesday through Saturday and anytime on the weekend. I am happy to stay at your home full-time while you are gone, just be aware I will be leaving for work between 8am-5p Tuesday-Saturday. I will make sure to respect your home and always lock doors behind me when visiting both for the safety of your pets and home. Feel free to let me know your pet's personality and what activities make them feel safe and comfortable. I have house sat for many people in the past and have had happy reviews from them and assure they felt their fur babies and home were in good hands.
About: I’m a devoted pet parent with over 10 years of experience caring for my own two dogs and two cats. I understand the unique personalities and needs of each animal and treat every pet as if they were my own. My home is loving, safe, and full of attention, play, and care—so you can feel confident your furry friend will be happy and well-loved while you’re away. Pet care is part of my daily routine as a pet mom of 4 and someone who works from home. My flexible schedule allows me to provide reliable drop-in visits and walks throughout the day. Whether it’s potty breaks, feeding, exercise, or companionship, I make sure your pets get the care and attention they need. Your pet’s safety, comfort, and routine are my top priorities during every visit. I respect your home, follow instructions carefully, and make sure your pet feels secure and comfortable in their familiar environment. Whether it’s feeding, walks, playtime, or medication reminders, I provide dependable care and regular updates for peace of mind
About: The go to neighbor too care for the animals. I have 5 dogs with all different needs, no job is too big or small. We all need to go potty, so I guarantee a gentle approach to get the job done! Stay at home mom, kids just started school so I have lots of extra time, love and energy to give. Furr babies are precious and need the best! I’m here to do just that Fenced yard, side yard is gated for extra protection and space for those who need space or separation. I have the doggy bags and leaches just need a doggie that needs walked!
About: Hi! My name is Taylor. Ever since I can remember, I’ve always had a love for animals. My fiancé, Danton and I currently have 1 dog, 1 cat, 2 rabbits, and 1 guinea pig. I’m home full time so your pup will never have to be alone! On the weekends we enjoy exploring trails near our house with our German Shepherd mix, Atlas or taking a trip to our local dog park. Whether it’s going on an adventure or just relaxing on the couch, your pup will be treated like one of our own during their stay! We don’t have any children and our home is relatively quiet so your dog will be in a safe and stress-free environment. We ask that any dogs coming into our care are up to date on their vaccinations and are on a flea preventative. I look forward to meeting your fur baby!
About: I’ve been around and caring for dogs for many years. One of my biggest experiences was owning and caring for 12 dogs at the same time, including two separate litters from the same mom and dad. Caring for that many dogs taught me how to manage different personalities, feeding schedules, playtime, cleaning, and individual attention. I’m comfortable with puppies, adult dogs, energetic dogs, and providing patient, loving care while keeping them safe and comfortable. I have a flexible schedule seeing I’m a stay at home mom and plenty of time to give your pets the attention and care they deserve. I’m available for boarding, walks, drop-ins, and playtime throughout the week, including weekends. I’m happy to work with your pet’s routine and make sure they feel comfortable, safe, and loved while you’re away. I provide a safe, clean, and comfortable environment where your pet can feel right at home. I have experience caring for dogs(seeing i have a dog myself) and understand that every pet has different needs and personalities. I’ve once had 12 dogs at once so i know what it’s like to watch dogs with all different personalities. I will follow your instructions carefully, keep a close eye on your pet, provide plenty of attention and playtime, and make sure they are treated like family.
About: Hi! I am Haley Munitz. I have lived with at least one dog for my whole life, I am 20 years old. This makes me feel capable of giving your pets great care and attention! Hi! I have a full time job m-f 8-7pm but I am willing to do walks outside of those hours! Weekends however I am available all day unless I have a prior engagement. (This will be noted on my calendar) I give any pets all my love and attention (maybe to much attention 😂) I will watch after your dog with your instructions and advice. They will have an amazing time with me!
“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 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
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.
Why Choose Rover?
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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 dogs like family
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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 for Dog Sitting in Osteen on Rover is $19.98 per visit (as of September 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 September 2026, there are 4,097 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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