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.
“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.”

“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: Animals have been in my life since I was born. Cats, dogs, rodents, fish... even spiders! I've loved and cared for them all. I'm confident around all pets no matter their size or demeanor Working in education, my summers are always guaranteed off so I have plenty of time for your animals! Mornings, afternoons, evenings...even emergency visits! I can do them all. Including WEEKEND AVAILABILITY Any instructions given about your fur baby will be followed to a T. They are my number one priority and will always be treated as such.
About: I have babysat for 5 years and on the side I would always pet sit, also with all of the families I have watched I would also be taking care of their pets! I have also volunteered at plenty of shelters!! I am a very energetic loving person and love to bring that energy into a pets life and be able to make their day :) I am currently a part time nanny so like before I would love to start pet sitting and walking while I’m not doing that!! I love getting my exercise in and keeping my days busy so I feel this would be great for me! I won’t be offering pet care in my home but at the clients home I would love to play with the pet to get energy and of course give it some love! I’m able to crate, feed, play, walk the pet whatever is needed!!
“Bethanie was super responsive, professional and left no room for worry in the caretaking of our five four-legged kids while we attended our daughter's wedding in Michigan! She was also kind enough to help tech-challenged me with the Rover app as well as sending photos during our time away?. Very impressed and grateful!”
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 worked as a pet-sitter in the Goshen area during college. I have experience with older dogs and multi-pet households. I’m happy to keep as close to your regular schedule as possible. I’ve just graduated from UND with my MFA and I am looking for a little extra income as I adjust to life post graduate school. My days are totally flexible and I am happy to work around your preferred schedule. I’ve accommodated picky eaters and older pets dealing with incontinence. No matter what the situation is, I’m ready to dive right in and make your pet feel as comfortable as possible.
About: Hi! I'm Cassandra, a Purdue University graduate with a bachelor's degree in Animal Science. I genuinely love caring for dogs and treat every pet as if they were my own. Whether your pup needs a quick walk, extra exercise after work, or lots of affection while you're away, I'll make sure they feel safe, comfortable, and loved. I am available on weekday evenings after work and flexible on weekends. I'm happy to work around your daily schedule whenever possible. I am open to discussing your needs. I have two dogs at home, and I make sure they are fed well, bathed, and get proper exercise. 😊 While I don't offer grooming services, I'm happy to brush your dog if requested. I also can do nail trims depending on the temperament of your fur baby.
“Nicoly was the best. Our cats warmed up to her right away which they have hissed at previous sitters. She went above and beyond making sure their water dish was always clean and filled. Giving wet food and pets. Also making sure they got some energy out. 10/10 would hire again and recommend her for your pet sitting needs.”

“Kaylie did a wonderful job caring for our dog and cat. She followed all the instructions we gave and made sure to give them both lots of attention and petting. We would definitely hire her again.”

“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: 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: Since I was 16, I’ve been trusted with the care of pets for my family, extended family, friends, and neighbors. I walk my own dog daily, and I have two cats of my own, so I know firsthand how to care for both dogs and cats. I’ve house-sat for a variety of pets, making sure they feel happy, active, and loved. I’m confident managing different pets and routines, and I treat every animal as if it were my own. I work from home with flexible hours, and the only times I’m usually in the office are Tuesdays and Thursdays. However, I can adjust those days if needed. I’m happy to stay at your home or work from there as long as there’s Wi-Fi. Just let me know what works best for you! In my home, my cats and dog are truly family—so they have a routine full of love, playtime, and a set schedule for meals and rest. When I care for your pets, I bring that same royal treatment to them. I make sure they have fresh food and water, plenty of play and attention, and a safe, structured environment. Whether I’m in your home or mine, I make it a priority to follow exactly what you need, while always keeping their comfort and safety first.

About: I have been caring for pets for most of my life, and they are a huge part of my family. I have a 17-year-old dog named Prince, a 15-year-old dog named Grace, and a 13-year-old dog named Daisy. Since all of my dogs are seniors, I am comfortable caring for older dogs and giving them the extra patience, attention, and love they need. I will treat your pets with the same love and care that I give my own. I am currently a student, so I like to work around my class schedule. I am usually available in the mornings, on weekends, and many afternoons after class. I have a flexible schedule and will always communicate my availability. When caring for pets in their own homes, I will always follow the owner's instructions and respect their routine. I will treat every pet with the same love and care that I give my own while making sure they are safe and comfortable.

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’m currently a veterinary nursing student at Marian University Plymouth, graduating in August 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, including at Crossroads Food Animals Veterinary Service, LLC and during my externship at the Emergency Veterinary Care Center in Summer 2025. 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 because I’m currently completing my externships for my veterinary nursing program, which gives me a structured but flexible schedule. I work Monday through Thursday, with an hour break at 1 PM, so depending on your location I can stop by for mid‑day potty breaks during the week. I’m also able to provide a consistent, work‑style schedule, meaning I can visit in the mornings before work and be available again in the evenings for feeding, walks, or check‑ins. My weekends are even more open, allowing plenty of time for longer visits or extended care. Because of my profession and lifestyle, pet sitting fits seamlessly into my routine, and I make sure each pet gets reliable, 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.
About: I’ve taken care of cats my whole lives but my aunt loves it when I take care of her dog and says I’m so good with him. I’m not currently working so I will have plenty of time to love on animals while you are away like they are my own animal. I play with them and make sure I’m around them at all times to make sure nothing gets broken or destroyed or they get hurt.
“Absolutely awesome experience! I can’t say enough good things about how well Hanna took care of my fur-babies. Highly recommend her and I will definitely have her over again in the future!”

About: I have had animals my whole life. Dogs especially ranging from all sizes. I am sure to pay close attention to animals needs, ensure they are eating, using the restroom, and enjoying themselves! I am happy to enrich your animal, comfort, and love on them while you are away! If you have any further questions, please let me know! I am happy to help how I can! I am currently transitioning in my career and would love to stay busy by helping you and your pets! My schedule is flexible and am happy to help in anyway that best fits your situation. I am comfortable checkin in on animals throughout the day, staying with them overnight, or stopping by to feed. Any safety measures you have I will be sure to follow diligently. Caring for an animal at my home is case dependent due to the fact that I have a cat and dog at home myself.
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.
World-class support
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 6 repeat dog sitting clients
FAQs for Drop-In Visits - Osceola
Frequently asked questions about Rover
The average cost for Dog Sitting in Osceola on Rover is $16.65 per visit (as of August 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 August 2026, there are 363 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.




