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

Over 31 pet parents in Osceola have booked dog sitting
Osceola, 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: Hi!! My name is Meira and I absolutely love animals with my whole heart. I currently own 1 dog and 1 cat. I have grown up around all animals and worked at a dog boarding facility. Either staying over night, working with them, or stopping by to feed them and give them potty breaks! I’ve worked with all types of dogs. Big, small, puppy, senior, and special needs. I am happy to help take special care for your pet. I understand bringing a stranger around your pet can seem scary, but I will do anything in my nature to provide all the love and safety for you and your furr baby! I am currently in college at Bowling Green State University, and I’m home for the summer! I’m usually free anytime everyday and will work around your schedule! I have a built in ground leash in my backyard. I do not have a huge sized yard because my dog is only 5 pounds. She is a barker to anyone, but is a sweetheart once you give her a little pet or play! My cat will leave everyone alone and will not bother. If your animal needs any special care or treatment I am happy to help. I love to interact with pets as much as possible, so giving lots of love and affection is my top priority!
“Heather was so sweet to both of my dogs and my kitten. She followed the instructions carefully and sent pictures and updates with every visit. I will definitely be booking with her again in the future!”

About: *Please read everything first* Hi y'all !! Thanks for checking me out! So first off love animals lol All of them. So I'm reliable enough to stay at your house if needed so I can provide the best care for your Fur babies. I'm comfortable with all ages of dogs and cats. Guinea pigs, Hamsters, bunnies. If your dog is timid or maybe fear bites I'm patient. I'll do whatever I have to to keep your pets environment as it is when you guys are home. I adapt to the dogs vibe and I follow special directions well for those special ones on special diets. I know how to do things like bathe, brush teeth, clean ears, give medications , etc. I love all animals and I would looove to help take care of your fur babies. Animals are something that I take very serious. I've had pups and kitties of my own almost my whole life and I've had bunnies and guinea pigs. I've also dog sat before. Animals mean a very great deal to me and you really wouldn't go wrong with hiring me. Let's meet so you can learn more about me and get a more clear schedule set up. You can't let just anyone watch your babies!! *PLEASE READ* For dog owners* I am probably best for you on the weekends. I work all hours of the day during the week and can't make any guarantees I'll be off at certain time to let dogs out. All of my care would have to be in the afternoon/nights/early mornings. I'm free all weekends. For cat owners- since cats don't need to be let out multiple times a day, I am good for you. I will be there too feed twice a day and clean litter boxes. At this current moment I do not have my own place therefore I will not be boarding any animals with me. All care will have to be in home stay or check ins.

“Hannah and Austin were awesome! Hannah came over and let my pup out a couple times and Whiskey instantly took a liking to her! I appreciated that she sent pictures and text updates throughout the day!! Will definitely call on them again in the future!!”

“Shannon was great with our one-year old puppy. She was very responsive and took the time to get to know us and our dog before staying with her. Shannon was very friendly and asked questions about our dogs temperament, allergies, medications, etc. She was very detailed and came prepared with a notebook and treats for our pup. She sent photo and text updates and our dog had a great time with her. I’d highly recommend Shannon, she is friendly, trustworthy, and caring and she clearly loves dogs and sees them as part of your family.”

About: I’ve had dogs and cats all my life. I’ve potty trained them, taught them how to walk with a leash, taught them tricks like sit stay and say your prayers, and too many to say. I will spoil your fur babies like I do mine. You would never have any worries while you’re away they will be in good hands. I love and enjoy being around dogs and or cats. I’d send you videos and or pictures of your fur baby. Some owners have their fur babies on a schedule if so I will do the same. if there is a park nearby I’d probably take them there. But first I would ask the owner what they would like me to do sense it is their pet. I'm retired so I'm flexible. My routine is the fur babies routine. I'd like to keep it that way for them, so I would need to know. I have a fenced in yard, not big for big dogs tho. They will be fed, played with and cuddled. If they need to be caged I have a large one for their comfort.
About: I’ve had pets my entire life and have experience with both dogs and cats of all sizes and personalities. I recently moved to the U.S. and haven’t brought my own pets from Brazil yet, and I miss them so much! Caring for pets makes me feel at home again, so I treat every dog or cat as if they were mine. Friends and family have trusted me for years to walk, feed, and give lots of love to their pets. I work full-time during the week, but I’m fully available on weekends to care for pets. Spending time with dogs and cats is something I truly enjoy, so weekends are perfect for walks, playtime, and giving them lots of attention. I always prioritize the pet’s safety during walks, using secure leashes and staying alert to surroundings. I follow all owner instructions and keep you updated with photos and messages.
About: Ever since I was 9, I have taken care of dogs and cats from ranches to homes, and from walks to simple home care visits. I and currently PRN and going to school during the week days, with the PRN my availability may vary but more than likely I am available. My classes are only in the mornings with only one being in the afternoon, which gives me plenty of time with your furry babies. I am a great problem solver and will always work in the best interest of your pet. If I am unsure about anything that can possibly hinder your pet's safety I will always ask you. I want your babies safe and you stress and worry free.
“Jamie is absolutely fantastic. She cared for both dogs by our directions for a month of daily visits. Very professional and excellent communication. Definitely recommend and we will rebook!”

“Hannah was great to work with! Her communication throughout the process was super clear and reassuring. Knowing she has her own corgis that she clearly loves and cares for made me feel even more confident booking with her in the first place. I really appreciated her attentiveness and the heads up when a small maintenance issue came up—she handled everything so well. Would absolutely book with her again!”

“Valeria did great letting my dogs out during the week. She was especially patient with my anxious dog that is scared of strangers. She was very communicative and I would not hesitate to hire her again.”

About: I have always had dogs in my life as pets. I have been house sitting for 10 years. My house sitting clients rely on me to exercise their dogs as well as feed and medicate their dogs. I have experience with all sizes and many breeds. I am currently working part time at a dog boarding/daycare/grooming facility and have lots of time in the evenings and afternoons for walks or drop in visits most days of the week. If you are interested in house sitting I work part time from 6:30am-11am everyday except Fridays. I would be in the home full time with your pet except for those few hours each morning. I will not be offering boarding in my home but I take pride in taking care of your pets in their own homes. I follow all instructions and make sure I’m very clear on parents wishes and routines. I take care of your pet as if they were my own!
“We had a really good experience with Kylie taking care of both the cats. Both cats gelled with her, she made sure to share many pictures from every visit. Had a peace of mind, knowing they were in good hands. We will definitely approach her again if we get a chance.”

About: Hello, my name’s Anna. I have been taking care of dogs since I was 26. My family got a golden doodle several years ago and he has definitely been a joy and a task. Having a dog such as mine has made me more comfortable in my dog caring skills and fairly knowledgeable about what needs dogs have. I’m also very well equipped to handle puppies as I recently got a cocker spaniel several months ago. But given that, my passion for dogs continues to grow. I now as an independent adult have 2 dogs who I’ve had the pleasure of raising as puppies to where they are at now. I work full time but like to stay active and adding furry friends to the mix on my days off is no big task. I would love to see more dog friends and help them socialize and make someone’s life easier. I don’t have a fenced in back yard, but I am capable of taking dogs on as many walks as needed. I am also capable of putting dogs in a crate and preparing them for crating as long as needed.
About: Animals have always been a huge part of my life, and caring for them comes naturally to me. I’ve worked with playful puppies, independent cats, and senior pets who need extra patience and attention. I love getting to know each pet’s personality—whether that means long walks, playtime, or quiet cuddles—and making sure they feel safe, comfortable, and loved while you’re away. My goal is to make your pet feel like they’re with a friend, not just a sitter. Pet care is already part of my daily routine because I care for my own cat every day, from feeding and cleaning the litter box to playtime and making sure she feels loved and comfortable. Having my own pet has made me attentive to routines, behavior changes, and the small details that help animals feel safe and cared for. I also love spending time with dogs, whether that’s going on walks, playing, or giving them the attention and exercise they need. Caring for pets fits naturally into my routine because it’s something I genuinely enjoy and make time for every day. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I follow feeding schedules, provide fresh water, clean up after them, and make sure they get the playtime, walks, or quiet companionship they need. I believe pets feel most secure in their own home because it’s their safe space, surrounded by familiar smells and routines. Being able to care for them in that environment helps build trust and creates a stronger, more positive relationship, making the experience less stressful for both the pet and the owner.
About: Ive always known my love for animals since I was very little, especially dogs. I’ve volunteered at a dog shelter a few years ago and loved every minute of it. Animals are misunderstood and some haven’t experienced real love from a human. I’ve worked with puppies to older dogs, big and small. Anything from walking, bathing and some commands I was able to teach. I’m no expert though. I do have one dog of my own and I’m currently fostering for Heartland Rescue to get more hands on. I want to take this to the next level and now care for dogs full time if possible. As I continue this, I will open up more services. You’re pet will feel loved by me even when you're away, as if you never left. I do have a third shift job as well so my schedule at the moment is limited but I make sure to keep it up to date every week. If you are unsure, feel free to ask! The same love, joy, and patience that you show to your pet is the same that I will do. I will also keep the same routine you have for your pet if that is what you would like.

About: I have always grew up around dogs in my home and friends, family home. My grandma used to foster dogs and she taught me a lot I know about them including but not limited to administering shots and medications. I currently work full-time. However, the dog door and fenced in yard allows your dog to be out and roam freely while I am away. I am also okay to crate your dog if that is what you would prefer. When I get home it's usually clean, play, and dinner time. As the night goes on its movies and cuddles. I have a fenced in yard and a doggy door to let your dog(s) run around outside and play during the day freely as wanted. I love to take walks in the nice weather with the dogs and play fetch out in the yard. I have an indoor camera and outdoors cameras to keep eyes when I'm not home.
The median cost per visit for dog sitting in Osceola is $20
Dog parents share their Rover experiences - Osceola
Absolutely Fantastic!!!! I can’t say enough about the professionalism, sincerity, and care this father daughter team gave out Jack. He is older and always has issues (separation anxiety). He was so happy and energetic when we got home. Usually takes days for him to recover! Highly Recommend!!! Will be a return customer next time we need a sitter for our buddy.

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?
Cashless payments
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 dog sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Osceola sitters!Sitters in Osceola average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Osceola
Frequently asked questions about Rover
The average cost for Dog Sitting in Osceola on Rover is $16.65 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 372 sitters on Rover offering Dog Sitting across Osceola. 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 Osceola 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 Osceola 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 Osceola 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 Osceola. On Rover:
- 96% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 93% 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.





