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

Over 21 pet parents in Osceola have booked dog walking
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.
“Heather does outstanding with my two girls! My littlest baby lupita who has always been very fearful of strangers absolutely loves her. She usually takes a while to warm up to new people but met heather the first day and loved her. My oldest girl Nana is a big love bug so she of course had to be all over her the first day she met her. Heather made the process of trusting someone other than myself to love and care for my babies as I would a very easy and stressless process. She accommodated all the special needs of my girls, checked in frequently, and answered any questions I had. She was very flexible with her schedule when a change of walking time was needed. I have nothing but good things to say about heather and could not have picked a better person to trust my baby girls with.”


“Kimberlee was great! She was responsive to my request. She was on time for both walks and sent pictures of Finn. I will definitely use her again in the future and highly recommend that you book her as well.”

“Jamie is awesome! She took great care of out little golden doodle, Julep!! She walked Julep for us 3 times in one long, Notre Dame football game day!! Jamie also took time to stop by and meet us before sitting for Julep the next day!! We will definitely hire Jamie again!!”

About: I have a bernidoodle of my own, and I have dog-sat for other family members and neighbors. I am comfortable with all dog breeds and sizes. I am currently on summer break from college. I will be available for drop-in visits and walks any day during the week and weekends after 10 am. My schedule is very flexible, and I am open to schedule changes and to taking on multiple dogs. When caring for pets in a client's home, I treat their home with respect and follow their pet's normal routine as closely as possible. During visits, I'll make sure your dog gets plenty of time outside for potty breaks, exercise, and fresh air, along with lots of attention. I have a dog of my own, so I understand how important it is to know your pet is safe, comfortable, and cared for while you're away. I'll always follow your instructions and make sure your dog is happy and well looked after.
“Margaret is fantastic—she has great expertise with both dogs and cats and is incredibly reliable and friendly! My dog, who is a little bit nervous generally and not small (Aussie/Husky) took to her immediately and they have gotten on beautifully! I also have two cats and Margaret gives them the same love she does her own sweet kitty. Highly recommend!”

About: Hi there! I’m Brian, and along with my 17-year-old daughter Natalie, we’re a dog-loving duo offering reliable, affectionate care for your pets. We share our home with our sweet English Pointer, Cassie, and four cats, Luna, Willow, and Evie, and bring over two decades of pet experience to every walk, visit, or stay. I’ve had dogs and cats for 24 years, including two other English Pointers, so I know how important it is to find someone you trust with your furry family member. Natalie and I are both gentle, patient, and love getting to know each animal’s unique personality. Whether your pet needs an energetic walk, calm companionship, or just a little extra TLC, we’re here to help. We are happy to do meet-and-greets ahead of time to make sure everyone is comfortable. We can accommodate a variety of needs and we’ll always keep you updated with messages and pictures so you can relax knowing your pet is in good hands. I work from home with a pretty flexible schedule and Natalie is a student at Penn with free time on weekends and evenings. We will not show ourselves as available if we are not. I care for my dog, Cassie, who is an active English Pointer, by taking her to the dog park, spending time on the couch with her, and giving her lots of love. Natalie cares for her cats by making sure they are stimulated and have lots of treats.
About: Hello, my name’s Anna. I have been taking care of dogs since I was 16. 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: Welcome pet parents my name is Leandra Hanner. I bring a fun approach to pet care. I love taking dogs on walks and playing with cats! I’m comfortable with high energy dogs along with gentle care for seniors. When you book with us your pet becomes part of the family. I know leaving your pet can be hard so I try to make the transition as stress free as possible. My approach to pet care is simple patience, love and reliability. I’m happy to offer dog boarding in our home, and cats are in home services only. I’ve worked with many different dogs and happy to accommodate based on their routine and personality . Book with me! Hi I’m Leandra and together with my husband we offer a loving and reliable pet care service through rover. I’m currently a SMC student and work as in home care aid for elderly, who has a soft spot for animals. We bring a compassionate and attentive approach to every pet we look after. My husband doesn’t work weekends at all and together we’re pretty much always available to ensure your furry friend feels at home and gets the attention they deserve. We’re excited to welcome your pet into our home and treat them like family. Welcome! My name is Leandra and Mark ,dedicated animal lovers providing a safe welcoming home for your dog! I live in a quiet solo apartment ( no shared walls). With plenty of room for dogs to roam and feel cozy and secure. I understand that dogs are family and it’s my top priority to maintain their routine and comfort. We will treat them like our own! Leash safety- We will bring every dog out on a leash during outings for safety. Supervision- Your dog will never be left unsupervised with my 3 dog friendly cats unless I'm 100% confident they’re comfortable together. My pets- I have 3 dog friendly cats who can retreat to their own space and even be separated if needed. Trust- I am happy to provide frequent updates and photo updates to give you peace of mind while you are away. Environment- We keep our apartment clean and tidy and pet friendly. We always have water out and will make sure the cat’s food is up high so the dog can’t eat it. Your dog will get tons of attention and affection while staying with us along with a stress free environment and home like setting. Happy to provide walks and lots of playtime.

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.

About: I've cared for numerous dogs over the years and always strive to create a safe, loving, and comfortable environment where they feel happy and well cared for. I'm dependable, responsible, and dedicated to giving every dog the attention, care, and affection they deserve. Whether it's a walk, playtime, or simply keeping them company, I'll treat your furry friend like family. I can't wait to meet your best friend! 🐾 I'm currently pursuing my Master's degree in Occupational Therapy while completing a full-time internship Monday through Friday. I'm available after 4:00 p.m. on Mondays, Wednesdays, and Thursdays, and I'd love to spend that time taking your dog for a walk! You can count on me to provide your furry friend with plenty of exercise, attention, and loving care while you're busy. Your dog's safety and well-being are my top priorities. I take the time to understand each dog's personality, energy level, and walking routine to ensure they feel comfortable and secure. While I don’t have any pets of my own, but I have a passion for caring for dogs and treat every dog as if they were my own!
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.
“Carolina was an amazing dog walker! She was always on time and reliable, which gave us great peace of mind. She took excellent care of Bianca, being extra mindful of her needs and ensuring she was comfortable and happy on every walk. It was clear that Carolina genuinely cares about the dogs she works with. Overall, we had a fantastic experience, and we would absolutely recommend her to anyone looking for a caring and dependable walker. If we ever need dog-walking services again, we would definitely love to work with Carolina!”

About: Hello everyone! Thank you for considering me to take care of your furbabies! I have three dogs of my own aged 6, 5, and 4, so I know how important it is to have someone trustworthy and caring to watch your pets when needed! I have watched dogs ranging from full grown german shepherds to small puppies. I first volunteeed at my local animal shelter, Pet Refuge, six years ago and discovered my passion for animals! I have experience with caring for numerous sizes, ages, and breeds of dogs through both my past volunteer experience and my work here through Rover over the past 5 years. These dogs include pit bulls, golden retrievers, australian shepherds, huskies, poodles and doodles, labs, chihuahuas, beagles, bulldogs, terriers, and many mixes in between. My experience includes walking, feeding, giving oral medicine, and knowledge of the various traits and behaviors of dogs. I have learned many skills on how to interact with dogs and how to read their body language. I have been so fortunate to expand further on all of these skills through my own work full-time here on Rover with my daily clients, as well as my every-once-in-awhile pet pals that just need someone when their parents go on vacation! I also had a childhood cat who lived to be 18 years old, and adopted two kittens three years ago. I also have had the privilege to take care of many kitty friends through this app! Therefore, I do have experience with cat duties as well including litter box cleaning, feeding, and medication. I love working with animals. I am currently pet-sitting part-time while also being a full-time IUSB college student studying elementary education! I am so passionate and appreciate all of my current and past pet parents so much for allowing me to take care of their pets! My schedule is generally open according to my posted availability with the majority of my availability being evenings and weekends. However, I am able to make drop ins work with my schedule the majority of the time. I would love to hear from you! I try to be super flexible! As I previously stated, I have a few pets of my own, so I know how important it is to find someone trustworthy and honest. Communication is key for my care and I am always updating, asking questions, and communicating with the parent while I care for their pet. Who doesn’t love lots of updates? I go with your pets pace, so if it’s a puppy full of energy we’ll be sure to play a lot - but if you have a senior who likes to relax, we will! Whatever your dogs (or cats) needs are I am there to fulfill them!
The median cost per walk for dog walking in Osceola is $18
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
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Popular requests for dog walking - Osceola
Select a filter and find qualifying sitters offering dog walking.Sitters in Osceola average 3 repeat dog walking clients
FAQs for Dog Walking - Osceola
Frequently asked questions about Rover
The average cost for Dog Walking in Osceola on Rover is $15 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .
As of September 2026, there are 345 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:
- 96% of walkers can help with special care needs
- 92% 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.
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.







