Dog Walking Osceola

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Over 21
pet parents in Osceola have booked dog walking

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: ERILYN H.
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ERILYN H.
from
$20
per walk
10 years of experience
Osceola, IN, 46561

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.

Sitter Profile Image: Brian M.
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Brian M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
24 years of experience
Osceola, IN, 46561

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.

Sitter Profile Image: Debra M.
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Debra M.
from
$15
per walk
5.0 out of 5 stars
38 reviews
14 repeat clients
20 years of experience
Mishawaka, IN, 46545

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.

Sitter Profile Image: Lydia N.
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Lydia N.
from
$20
per walk
4.8 out of 5 stars
61 reviews
26 repeat clients
4 years of experience
Mishawaka, IN, 46544

Lydia was great and took great care of our pup!

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Vishal D.
Sitter Profile Image: Austin & Hannah F.
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Austin & Hannah F.
from
$25
per walk
4.8 out of 5 stars
32 reviews
16 repeat clients
15 years of experience
Osceola, IN, 46561

Austin and Hannah are very trustworthy and reliable people! They have a fur baby of their own and treat my girl like she is theirs. My wife and I work about 45 mins from home, so we asked Austin and Hannah to drop in a take Kalani out for an hour. We trust them with a key to our apartment, and everything has worked out smoothly. Definitely 5 out of 5 stars!

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Steve S.
Sitter Profile Image: Mya R.
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Mya R.
from
$20
per walk
5.0 out of 5 stars
54 reviews
13 repeat clients
4 years of experience
Osceola, IN, 46561

About: Hello everyone! Thank you for considering me to take care of your furbabies! I have two dogs of my own aged 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 volunteered at my local animal shelter, Pet Refuge, five 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 4 years. These dogs include pit bulls, golden retrievers, australian shepherds, 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 last year who just recently turned one! Therefore, I do have experience with cat duties as well including litter box cleaning and feeding. I love working with animals. I am currently pet-sitting full time in hopes to one day create my own business and expand! 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 completely open according to my availability and I would love to hear from you! I am super flexible! Outside of my Rover schedule I stay at home with my own two dogs and two kitties! 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!

Sitter Profile Image: Anna P.
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Anna P.
from
$45
per walk
5.0 out of 5 stars
1 review
2 repeat clients
3 years of experience
Elkhart, IN, 46517

About: I’ve taken care of all kinds of dogs and cats since my sophomore year in high school! I’ve never had an issue with a pet and love being able to help :) I’m currently on my summer break so I would like my availability to be Monday- Friday and I can make exceptions on weekends for emergencies :) I have a fenced in yard but prefer to care for your pet in the comfort of your own home as I think that makes meeting and interacting with your pet much easier and comfortable!

Sitter Profile Image: Sydney J.
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Sydney J.
from
$16
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Granger, IN, 46530

Above and beyond - always can trust she will take good care of my pup. Very consistent, even when I change the schedule last minute she’s proven to be very flexible and reliable.

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Emily D.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
351 reviews
174 repeat clients
16 years of experience
Mishawaka, IN, 46544

Amazing! She came for a meet and greet the night before, listened to my concerns about my crazy dog, and assured me she could handle her. She cane the next day at the scheduled time and did awesome with my Petunia even though she can be scary at times. Thank you, Lindsay!

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Heather H.
Sitter Profile Image: Stephen G.
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Stephen G.
from
$35
per walk
4.3 out of 5 stars
17 reviews
5 repeat clients
11 years of experience
Elkhart, IN, 46517

Is great with dog. I just times for my convenience.

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Charli H.
Sitter Profile Image: Mariah R.
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Mariah R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
22 reviews
10 repeat clients
7 years of experience
Mishawaka, IN, 46544

Mariah took great care of my dog, showed up on time and sent me clear information about how she was doing. Thank you, I appreciate it!

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William W.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Elkhart, IN, 46517

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.

Sitter Profile Image: Shealey S.
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Shealey S.
from
$15
per walk
11 years of experience
Elkhart, IN, 46517

About: My whole life I have been surrounded by dogs so I have a special place in heart for them. I have grown up with dogs in my home and have taken care of them my whole life. I have cared for many types of dogs in a professional setting for the last 4 years so I know the struggles and also the joys of caring for pets. Friends, family and clients have trusted me to feed, water, play, walk, medicate, and take full care of their pets whatever their needs my be. But, more than that, they have trusted me to take care of their homes by bringing in the mail and packages, staying at night, and cleaning their homes and up after the pets. I have experience taking care of dogs of all ages from puppies to senior dogs. I am currently a part time student which allows me to have much flexibility in my schedule so I’ll have plenty of time to spend taking care of your pets! I care for pets in my clients home by doing any and all care my client enlists me to do. I take joy in every dog sitting job that I do and just absolutely love every minute of it. I take precautions by meeting the family and pets before agreeing to dogsit to ensure it would be a good fit the both of us. I always make sure I have up to date contact information for the client and their vet. Every dog sitting job is different but I would say an average day would look like letting the dogs out first thing in the morning and refilling water and the food bowl if necessary. Then, I'll take them for a walk and play with them, let them outside midday, play with them some more, give them a few treats to see what kind of tricks they can do, probably lots of belly rubs in between, and then feed them dinner and water. Lastly, I would take them outside right before we go to bed.

Sitter Profile Image: Supitsara S.
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Supitsara S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Elkhart, IN, 46514

About: I love pet! and I have been spending my life with them since I was young. I have dogs as my pet now and I used to pet cats before, so I don't mind taking care of cats :) I've been with puppies, aging dogs, and disabled dogs. I like teaching some tricks for them! My dogs know how to roll, wait, speak, lay down, and give a hand :D I love to see them well-groomed! so If you want me to make them smell good, I would love to take a bath for them. If your dogs are energetic, I don't mind taking them to do activities, such as running. If your dogs stay overnight with me, I would use them as my bear lol

Sitter Profile Image: Michaela S.
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Michaela S.
from
$15
per walk
4.9 out of 5 stars
188 reviews
43 repeat clients
14 years of experience
Granger, IN, 46530

I feel so much better knowing that my fur babies are taken care of during the day with love and their walks! I feel like my babies are in the best hands with Michaela and am so blessed to have her!

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Olivia D.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
84 reviews
20 repeat clients
40 years of experience
Mishawaka, IN, 46545

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.

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Yulyssa C.
Sitter Profile Image: Ruth K.
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Ruth K.
from
$17
per walk
5.0 out of 5 stars
22 reviews
3 repeat clients
5 years of experience
Granger, IN, 46530

Super kind and patient with my anxious dog! Would definitely book again :)

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Phoebe P.
Sitter Profile Image: Anna K.
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Anna K.
from
$15
per walk
6 years of experience
Mishawaka, IN, 46544

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.

Sitter Profile Image: Leandra R.
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Leandra R.
from
$20
per walk
5.0 out of 5 stars
27 reviews
4 repeat clients
3 years of experience
Edwardsburg, MI, 49112

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.

Sitter Profile Image: Camryn S.
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Camryn S.
from
$18
per walk
5.0 out of 5 stars
25 reviews
6 repeat clients
4 years of experience
Granger, IN, 46530

Took great care of my 3 month old pup!! Very sweet and communicative. Would highly recommend!

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Keven E.
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The median cost per walk for dog walking in Osceola is $18

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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 July 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 July 2026, there are 363 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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