Dog Walking Osceola
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Osceola, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Many family friends have left their dogs in my care, mainly overnight. I’ve gotten very comfortable looking after high energy breeds and being attentive to their needs. I’ve owned a cat myself in the past! My primary job has relatively light and flexible hours. That flexibility allows me to give pets the time and attention they deserve. Early mornings and late nights will almost always be available for bookings. When I accept a booking, I make sure I can genuinely commit to it so every pet receives consistent attention and companionship throughout my time. I treat both the space and the fur baby with the same respect and responsibility I would expect someone to show mine. I pay close attention to each pet’s routine and personality while also making sure they receive any specific care they’re already used to. I try to leave homes better condition in then I arrived, and I believe reliable communication helps provide peace of mind for any client that so desires. My goal will always be for clients to come home to something relaxing.
About: With over 15 years of hands-on pet care experience, I provide dependable, compassionate care for a wide range of animals, including dogs, cats, and horses. My background includes daily feeding routines, exercise, grooming, administering basic medications, and recognizing signs of stress or illness. I’m experienced with pets of all ages, temperaments, and special needs—from energetic puppies and kittens to senior companions and large animals. Whether caring for household pets or managing equine care such as feeding, turnout, stall cleaning, and basic handling, I treat every animal as if they were my own, ensuring they feel safe, comfortable, and well-loved while you’re away. I have previous experience as a veterinary assistant and work as a Registered Nurse so you can rest assured your babies are taken care of. As a part-time nurse, I offer pet care with a strong focus on reliability, routine, and attentive observation. My flexible schedule allows me to provide consistent visits, timely feedings, walks, and companionship. With a nursing background, I am detail-oriented and experienced in following care instructions precisely, monitoring behavior and health changes, and administering medications when needed. Pet safety, cleanliness, and comfort are always a priority, ensuring your pets receive dependable, compassionate care that fits seamlessly into their daily routine. I offer flexible pet care services in my home or in the comfort of your pet’s own home, prioritizing safety, trust, and peace of mind at all times. I maintain a clean, secure, and pet-friendly environment and follow your care instructions closely to ensure routines remain consistent. Whether in-home sitting or care at my residence, I provide constant supervision, gentle handling, and attentive companionship. I respect your home and your pet as if they were my own, focusing on clear communication, reliability, and creating a calm, stress-free experience for both you and your pet.
About: I’ve been caring for dogs since I was 6 years old. We grew up with a dog who lived to be 16 years old. I’ve dogsat for my sisters dogs for years now and my wife and I have our own dogs (a 5 year old Golden Retriever and a 7 year old Goldendoodle). Dogs forever have a special place in my heart because they will always love you unconditionally. I work 8-5 everyday of the week, but am looking to supplement my income with my favorite animal. I can do any time on the weekends and after work during the week. I will always be respectful of your home and leave it in better condition than it came in. If there is anything I need to clean up after myself, I will do that.

About: I treat every dog like family—lots of love, attention, and a routine that keeps them comfortable and stress-free. I have experience with both energetic puppies (helping reinforce potty training, basic commands, and structure) and senior dogs who need a little extra care, patience, and sometimes medication support. I’m very attentive and pick up quickly on each dog’s personality and needs. Plus, I keep you updated with pictures and check-ins so you never have to wonder how your pup is doing! Pet care is intentionally built into my daily and weekly schedule so I can provide consistent, high-quality attention without ever feeling rushed. I block off time specifically for each pet to ensure they receive the care, exercise, and interaction they’re used to at home. My routine is designed to prioritize reliability, flexibility, and a calm, structured environment—so your dog experiences stability, not disruption. I provide care that keeps your pet’s routine as consistent and stress-free as possible, whether in my home or yours. In your home, I respect your space and follow your pet’s established schedule for feeding, walks, playtime, and any special instructions, including medications. In my home, I create a safe, clean, and comfortable environment where pets receive plenty of attention, supervised care, and a calm routine. I’m mindful of each dog’s personality—whether they need more activity, structure, or a quieter setting. My goal is always the same: your pet feels secure, loved, and well cared for while you’re away.
About: Animal lover since birth & I got it honest. My mom is a cat person & my dad is a dog person, so I’ve taken care of many throughout childhood. Sisters brought home class pets we all enjoyed having around. Now as an adult I foster animals in need. From baby through senior, I’m good with all ages & breeds. I currently have a flexible schedule. Check ups, potty breaks, feeding, & play time will be no trouble. I mostly have my phone on person, so getting in touch with me is quick & easy. I live in a wonderful, friendly apartment complex with my cat & husband. The property has 2 fenced in dog parks, sidewalks great for walks with plenty of poop stations around. Bigger dog park with miles of walking/ biking trails just 5 mins down the road. All animal(s) being taken care of are seen as my own & respectful of any wishes you have during our arrangement. I look forward to meeting you & your pet(s).
About: I’ve taken care of dogs of every kind since I was 20. Neighbors, friends and family have relied on me to walk, feed, administer meds, as well as house sit. I have 1 dog (11), 2 Cats and 2 boys( trust me they count as animals). I'm a single mom, on disability and looking for extra income. As a SAHM I can accommodate almost any schedule. I moved from CT a little over a year ago, and I miss my bonus fur friends. My elderly dog won't allow me to pet sit in my home but I am willing to come to you. I also have references upon request.
About: I have cared for all different types of animals since I was 7 years old. I have a solid background in behavioral psychology, dealing with challenging behavior, and training puppies. I love every minute that I get to spend with animals! My schedule is pretty flexible and I am happy to work with you. I will do my very best to accommodate you and your pet. The health and safety of your pet is my number one priority. I will also maintain their routine, environment, and preferences so they are happy and comfortable!
About: I’ve been pet sitting for over 4 years and have grown up around both dogs and cats my entire life, so caring for animals truly comes second nature to me. I’m comfortable with pets of all sizes, ages, and personalities from energetic puppies to senior pets who need a little extra patience and care. I always focus on making pets feel safe, loved, and comfortable while their owners are away, and I treat every animal like they’re my own. Whether it’s walks, playtime, feeding, or just giving them attention and affection, I’m reliable, attentive, and dedicated to providing the best care possible. I am available mornings, afternoons and nights to care for your dog. I work full time and get off around 1pm everyday. My schedule is extremely flexible! I can walk dogs, feed them and play with them. I can follow your routine to the best of my ability and do whatever it is you typically do to keep your dog happy!
About: With over 26 years of hands-on experience caring for dogs of all breeds, sizes, and temperaments, I bring a level of knowledge and confidence that goes beyond basic pet sitting. I've raised, trained, and worked closely with my own dogs over the years, friends,and family- giving me real world understanding of behavior, routines, and what each dog needs to feel safe and comfortable. Whether your pup is high-energy, shy, senior, needs any medication, or somewhere in between, I adapt my care to match their personality and routine so they feel at home even when you're away. My goal is simple: provide reliable, attentive care that keeps your dog happy,secure, and well loved and gives you complete peace of mind. I am focusing on working with what I love. That just happens to be dogs! My availability is open so I'm ready to get started! I offer everything EXCEPT for boarding in my own home or cat care as I am highly alleric. I keep to my clients routine as closely as possible, I love very specific instructions so I can make sure I'm doing what needs to be done to make sure the pets are well taken care of. My dogs get playtime daily, they go out multiple times a day, and they get treats in moderation. Positive reinforcement is the only way to go. No yelling, or anything of the kind. I am patient, even if accidents happen.
“Grace was an absolute lifesaver! Bella had a previous walker booked through the rover website, however after leaving my dog in the house alone for hours I immediately began to seek a new replacement. Grace was able to come the same night and walk Bella. I was highly impressed and definitely recommend her to others.”

“Allison is a very sweet and responsible person! She communicates very well and is very considerate and trustworthy! I would trust her with anything I have. She has proven that she can be trusted and cares about doing what is right! We need many more young people to be like her this world it would be a better place!”

About: I am an animal lover to the max. I have been a pet sitter for some years now and have enjoyed it all from training young pets to caring for our more senior animals. I am currently working from home, so I have plenty of time to care for your pets and tend to their needs. I would be happy to bring your pet along with me in my day to day. I have an unfenced, private yard and a puppy to keep your pets company. I can crate your dog if needed, and I have ample space to give them whatever space they need to feel comfortable.
About: im anna !! or annafaye . i have taken care of dogs sense i was little . as well as cats and small animals . i have always been the one who ends up sitting on the floor with the pets instead of with the people . i love to get to know each animal , and their personalities . wheather its a playful dog , a shy one , or one who just needs patience . i have an elderly dog , with dementia , rufus :) . i have had him sense he was just a pup , and i know him and his needs well . he is very anxious , and a little different from other dogs , but he is happy and i make sure of that . i have taken care of many dogs as well as other animals and i have loved them all , big or small . i am reliable , gentle , and really attentive to each pet , their specific needs , as well as their routines . i know how important consistency is . i have taken care of elderly pets , hyper pets , anxious pets , and really anything you can think of . i do well at bathing , keeping your pet calm , feeding , and making sure that they feel comfortable . as well as anything specific that they might need . i am patient when it comes to earning their trust , and having them listen , i know that you know your own pet better than i would , so i make sure to listen , and be careful with anything you tell me about your pets needs . or things that they may like , such as a favorite treat , or scratches in a specific area . i do well at taking care of many animals at once , and i am more than happy to send you photos while you are away so you know that your pet is doing well im taking a break , before continuing schooling , so i have lots of time left over to spend with your pet . i do have a few pets of my own , but some are very reclusive and dont require care day to day . and for my others , my mom is happy to watch them for a while , while i am away . my pets dont do well with others , i am only able to work outside of mine . but , while in someone’s home , i focus on keeping everything as consistent , normal , and stress - free as i can . feeding them , bathing them if needed , taking them outside , making sure the litter is cared for . at there normal times , if they have one . i take everything that you say about your pet very carefully as well as examining their body language so that i know what is best . if your pet is to make a mess i will do my best to make sure that they are kept after .
About: My name is Jessica and I have been taking care of pets in my neighborhood for over 15 years, since I was in middle school, through college, and now during my adulthood even though I have a full time job. I also worked at a veterinary hospital for 2 years, gaining experience on how to care for others' pets there especially in emergency hours. I love animals and I am very passionate about what I do, so I decided to branch out further than just my neighborhood. I know how uneasy it can feel leaving your pets at home while you go to work or on day trips, so let me take that worry away! I will send you updated pictures of your pet if you'd like during their walks and check ins as well as anything else you may request like giving them a treat or belly rubs, because this is what I did for me neighbors to make them feel at ease. I took care of a dog named Rosey for nearly 10 years and learned how to adjust to her needs as she got older while still making things fun for her! I haven't had as much experience with cats as I have dogs but I love them equally and have taken care of many at the veterinary hospital. I work a 2-2-3 schedule 12 hours a day meaning that I am off two days, on two days and off 3 days then vice versa the next week. The 12 hour shift pays off because that means I only work half a month! That leaves so much open time and that is why I have been able to tend to the current pets in my neighborhood so well. I have a Pomeranian named Bobby and he is my baby. I spoil him all the time and make sure that he is well taken car of whether he has to go outside at 2pm or 3am, I am out there! I give treats for rewards within moderation and love on him all the time. Your pets will get lots of love with me and I will make sure that they are well taken care of while still having fun. Bobby is a senior dog so I am always gentle with him because he also has a disability, so I will also be able to manage that if your dog has a disability as well. I walk Bobby twice a day and play with him a lot on the days that I am off because that is what continues the strengthen our bond.
The median cost per walk for dog walking in Osceola is $20
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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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 near you
Select a filter and find qualifying Osceola sitters!Sitters in Osceola average 3 repeat dog walking clients
FAQs for Dog Walking - Osceola
Frequently asked questions about Rover
As of July 2026, there are 1,199 sitters on Rover offering Dog Walking across Osceola. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Osceola. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Osceola.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
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 walker 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 .
Yes, you can find walkers who have experience with handling special pet needs in Osceola. On Rover:
- 89% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 98% 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.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.





