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.
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.
“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!!”
“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.”
About: I’ve owned dogs & cats all my life. I absolutely adore fur babies and can’t get enough of them. I have 2 cats of my own as well! I currently am working full time . With Wednesday and Saturdays off. I am available to stay at pet owners home if dog sitting . I am also able to check in on cats everyday as well. If pet owner lives close (within 5-10min) to my work I am able to let dogs out during my work lunch hour. I am also willing to be flexible as well if I have time in advance to try and work something out with my schedule at work! When I pet sit, I make sure dogs/cats have enough food water and toys. I enjoy playing with the animals as well as making sure I am doing the required tasks the owner has asked. I clean my cats litter box daily and when sitting for dogs I make sure I take dogs out multiple times or when Owener ask. I also love going on walks with dogs!
“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.”
“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: My family always had a pet dog. As a kid I would feed and walk dogs in the neighborhood while they were out of town. As I grew older I would stay at family or friend's homes if they went out of town. I'm in search of a similar situation in South Bend - dog walking and light housework included! Weekdays I can stop in and let the dog(s) out for bathroom breaks. On weekends/evenings I can stay at your home so that the dog is familiar and will make myself available 100% during that time. I prefer to stay or drop in to my client's home. I find that the dog is more familiar/comfortable this way too. I am happy to do a test run so that everyone feels comfortable/familiar!
“We are so happy to have found Michaela! Rainer is thrilled when she comes to visit. Michaela is punctual, careful, and considerate, and was willing to work with Rainer despite his reluctance to walk. She leaves detailed accounts of her visits and in general has a wonderful sense of what dogs need. Thank you, Michaela!”
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: My heart is with the animals. My gift is with the animals. I guarantee my heavenly job is with the animals. I have over 20 years of experience with both aggressive and non aggressive breeds. I’ve owned and rescued, fostered and everything in between!!! Let me be your pets new best friend! Right now I’m rearranging my life to do what makes me happy. I want to wake up and do what gives me joy and that is taking care of animals. I have a cane corso and 1 pit bulls. If I can care for these boys then I can care for ANYTHING! I’ve much experience with bully breeds and non bully breeds. I understand and recognize behaviors and what they mean. I guarantee your pet will be safe with me. Safe, happy and loved!!!
About: I have many years of experience with household animals, family/friends pets, and various types! I am fluid with service animals as well as with animals requiring special care needs! I am currently open to job opportunities and have a pretty flexible schedule for the foreseeable future. I currently have a 14 year old maltese boy Unless specified otherwise, feedings are routine and scheduled based. Any medicines that need to be administered are taken care of. I have a big backyard, unfenced but have space to let pets out and roam on a long leash.
The median cost per walk for dog walking in Osceola is $18
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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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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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 August 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 August 2026, there are 348 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.
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