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: 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!
“Jamie always makes me feel like my dogs got attention and their needs were met while I was absent. This past week my work schedule was insane and I ended up being gone 16-17 hrs a few days in a row. Jamie was accommodating when I reached out at the very last minute as my schedule changed. Highly recommend her for your pet sitting needs.”

“Sydney went above and beyond taking care of my puppy. She clearly loves animals and is very communicative with everything. If i could give more stars I would!!! Highly recommend her care for your pets!!”

About: I’ve taken care of dogs and many other animals starting from a young age. I have always had a great love for animals and their families. Please feel free to reach out if you need any help taking care of your loved ones! I am 18 years old, finishing up my senior year of Highschool. I am currently working a part time job but with lots of free time available to care and love for any animals! I leave for college in August and would love to spend my extra free time helping anyone out in need. I have a fenced in yard with 2 other dogs to keep your animals company. I have a very flexible schedule, so i can be home and let out your dogs any time needed or simply just a little extra play time!
“Kiersten was great with both my dogs! She communicates very well, sent pictures, and followed all of my directions for my dogs. One of my dogs can be reactive when he is not familiar with someone and Kiersten was willing to meet him multiple times before the actual date!! I am so thankful I found her to take care of my dogs. I cannot recommend her enough!! Thank you again and I look forward to working with you again!”


“Kimberlee was very communicative and reliable! She took great care of Linus and made sure he was doing well with his food, water and litter box. Would definitely rebook!”


About: I’ve had the pleasure of interacting with medium-sized dogs in my family, neighbors and friends! I don’t discriminate against any dog size, and I’m also open to taking on larger dogs. I work full time a 9-5 but I always make time! In the evening and weekends are open to new adventures! Some weekends and low key! I need/prefer a fenced in yard. Dog must be potty trained and leash trained. My home is tick and flea free ! This will vary depending on services requested.
“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 had pets since I was 4 years old. Growing up on a farm, I learned to take care of animals from a very young age. Additionally, I spent a lot of my high school years pet sitting for neighbors, family friends, and friends of friends! I have had many dogs of many different breeds and ages. I tend to be an active person, so walking and playing with my pets to ensure their exercise is something I prioritize. I’m very good at adapting to pets different personalities and making them as comfortable as possible. I work 5 days a week but on a hybrid schedule- 3 days in office, 2 days working from home. My hours are 9-3, so I have plenty of time during the week to love on your pet! Additionally, my weekends are free. Though I do not have any pets currently, I have an apartment with plenty of room, outside space, and live directly across from a huge, gated dog park— which is friendly to all sizes of dogs. Additionally, I live right next to tons of walking trails, perfect for those pets who love their walks! If your pup is needing to be crated, I can easily make that happen, as well as anything else your pet needs!
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.
“Nannette did a great job with my cats! They are very shy but were comfortable with her and came out each time she visited. She was consistent in her visits and sent great pics so I knew all was well. Thank you!”

About: Hi my name is Johanzy and I was born into a pet loving family ! A good amount of my childhood included taking care of my cockapoo, Scooby. I am very attentive, driven, and determined. I will make sure that your pets will be in the safest environment possible. I have a very keen eye to watch for any and everything. As a dedicated pet parent to my own cat, Sam, I know firsthand how important it is to find a reliable, loving caregiver when you're away. I take daily pet care seriously—from sticking strictly to feeding schedules to keeping spaces fresh and tidy—and I treat every pet I care for with that same level of attentive, hands-on love. My home is completely cat-proofed and secure, creating a calm, safe sanctuary for your feline friend. During visits to your home, I strictly follow your household security rules, lock up securely, and keep all entry points safe to ensure your pets remains happy, comfortable, and protected in their familiar environment.

About: Rya & I just move to Elkhart in October. Allow me to take care of your four legged friend. Your dog will enjoy running and lounging in the open areas. After plenty of fresh air and outdoor exercise he will enjoy a sleepy snooze on one of the many cozy spots that he will find in a quiet home. Take the stress away from leaving your loving pet and let me take care of him while you are away.I like to do a " meet and greet" to see how the dog gets along with me and my own dogs. I do not have a breed preference. Of course I would like to know if the dog has any health concerns or behaviors I should know about, the dog's. My daily routine is wake up let animals outside. Then feed. Then I take care of myself. Relax, go for a long walk with them or run. I am free most days and weeks. I have 30 acres of fence in yard. I have a horse pasture I made it where the dogs can't get out they also have a indoor area where they can relax in shade. And water 24/7.

About: I stand out from other sitters because I bring a rare combination of veterinary training, hands‑on clinical experience, and a lifetime of caring for animals of all sizes. I am a veterinary nurse graduate from Marian University Plymouth 2026, which means I approach every pet with a strong understanding of animal health, behavior, and safety. Alongside my education, I’ve worked as a veterinary assistant in both large and small animal medicine, and during my several externships at Emergency, Specialty Hospitals, Private Practice and currently working at a veterinary clinic. These roles have given me extensive experience with senior pets, animals with medical needs, medication administration, safe animals handling and recognizing early signs of illness or stress — skills that most sitters don’t have. Beyond my clinical background, animals have been a central part of my life from the very beginning. I’ve had dogs and cats my whole life, and I’m comfortable with everything from energetic puppies to shy or anxious pets. I also have a fountain in farm work which created a strong sense of responsibility and dedication. Your pets aren’t just watched — they’re cared for by someone who truly understands them. Pet care fits naturally into my weekly routine since I’m currently working at a veterinary clinic with a consistent schedule. I work Tuesday–Friday, and depending on your location, I can stop by for mid‑day potty breaks during the week. I also follow a steady, work‑style rhythm, so I can visit in the mornings before my shift and return in the evenings for feeding, walks, or check‑ins. My weekends are even more flexible, giving me plenty of time for longer visits or extended care. Because of my profession and lifestyle, pet sitting blends seamlessly into my routine, and I make sure every pet receives dependable, attentive care throughout the week. When caring for pets in a client’s home, I focus on creating a safe, calm, and consistent environment that keeps pets comfortable. I like too follow the pet’s normal routines as closely as possible — from feeding and medication schedules to preferred walking routes and bedtime habits — because familiar patterns help reduce stress. I treat every home with the same respect I’d want for my own. I make sure pets get plenty of attention, enrichment, and reassurance so they feel relaxed even when their family is away. My goal is to provide care that feels seamless, trustworthy, and grounded in both compassion and professional experience.
“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: Animals have always been a huge part of my life ❤️ I’ve had both cats and dogs my entire life, so caring for animals has always come naturally to me. I currently have two large dogs and two cats of my own, and I truly believe pets are family. I’ll always treat your pup with the same love, patience, and care that I give my own. I’m a stay-at-home wife, so I’m home throughout the day and have plenty of time to give your pup lots of attention, love, potty breaks, playtime, walks, and cuddles. I also have a fenced-in backyard where the dogs can safely spend time outside, play, get some fresh air, and enjoy the sunshine. I love getting to know each dog and their unique personality and making sure they feel happy, comfortable, and safe while they’re with me. I know how important it is to feel comfortable with the person caring for your fur baby, so I’m always happy to send pictures and updates so you can relax knowing your pup is being loved and well cared for while you’re away. ❤️ Being a stay-at-home wife gives me a very open and flexible schedule for pet sitting. I’m available throughout the week and can be flexible with drop-off and pick-up times. I’m also able to accommodate each dog’s usual feeding, potty, and sleeping schedule so their routine feels as normal as possible while you’re away. I want every dog staying with me to feel safe and comfortable in my home. I have a fully fenced backyard for secure outdoor time and two friendly large dogs of my own. I also have two cats who stay in their own separate room while I’m boarding dogs. I’m happy to crate your pup if that’s part of their normal routine, and I always follow any instructions you leave for me.

About: I have been a dog lover since I was a young child, and have been a Veterinary Assistant for 10 years now working with dogs and cats of all breeds and ages. I have been pet sitting for family and friends since I was a teenager, and have loved all the experiences. I have a true passion for helping all animals but have a soft spot for seniors! I currently work mornings as a Veterinary Assistant and the rest of my day is spent with my son at home. I have good flexibility during the early afternoon, and the evenings as well! Drop ins and walks would be perfect for my current schedule. I only watch animals at the clients’ home due to not having a fence and having a young son that doesn’t understand boundaries with animals quite yet. I would not want to cause stress to an animal being out of their comfort space!

About: I've had a passion for animals my entire life and have experience volunteering with a local dog rescue since 2018, where I gained hands-on experience caring for dogs of all ages, sizes, breeds, and personalities. Over the years, I have learned how to feed, walk, administer medications when needed, clean, socialize, and provide plenty of love and attention. Family members have also trusted me enough to care for their loved ones while away. I understand that every animal has unique needs, and I strive to make each pet feel safe, comfortable, and loved. I'm available for pet care Monday through Friday from 8:00 AM to 6:00 PM. During that time, I can provide drop-in visits, pet sitting, feeding, fresh water, potty breaks in the yard, playtime, enrichment activities, companionship, and medication administration if needed. Because I have tarsal tunnel syndrome, I do not offer dog walking services, but I love keeping pets active through indoor games, toys, and interactive play that matches their energy level. I'll always follow your pet's routine and provide regular photo and text updates so you can feel confident they're receiving attentive, loving care while you're away. I take the time to learn each pet's routine, personality, and any special needs before providing care. I'll treat your home and your furry family member with the same respect and attention I'd give my own. I'm attentive to behavior, keep a close eye on pets during playtime, and always follow your instructions regarding feeding, medications, and household rules. You'll receive regular photo updates and messages so you can have peace of mind while you're away.
About: I’ve had a dog for quite some time and I take care of her with my whole heart! She’s older now so I’m good with older & younger dogs! I’m currently not working so I have open availability and can work with basically anything! Let me know how I can help you and I’ll do my best to accommodate! I absolutely adore animals and I will always meet them where they are! They come first and I will put my full effort into taking care of them and developing a healthy and trusting relationship with them!
About: Ive cared for all types of dogs and puppies my entire life, I’ve always had animals from fish turtles dogs, and cats.i love big dogs I've have pittbulls and cane corso for awhile. Pet care is my daily thing. I have two dogs of my own a 6 month pup and a 5yo pittie. There my daily concerns right after working. Im a proud fog mom. I take my dogs on all sorts of adventures! Im a avid dog walker, i enjoy running with my dogs and others, taking them on mile walks are always fun. I give my dogs a-lot of exercise we hit the dunes and beaches for walked through the summer.
The median cost per visit for dog sitting in Osceola is $20
Dog parents share their Rover experiences - Osceola
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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

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Select a filter and find qualifying sitters offering dog sitting.Sitters in Osceola average 7 repeat dog sitting clients
FAQs for Dog Sitting - Osceola
Frequently asked questions about Rover
The average cost for Dog Sitting in Osceola on Rover is $16.65 per visit (as of September 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 September 2026, there are 355 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.


