Dog Sitting in Osceola
Book a Osceola dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Osceola dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Aida did a wonderful job taking care of our two dogs, one of whom has special needs. She was very prompt and provided great feedback. Felt really comfortable leaving our two pups with her!”
“Chad was awesome! My Small Munsterlander takes a while to warm up to men. She liked Chad right away! I knew right then he was great with dogs! He played fetch with them and gave them a lot of attention. It really put my mind to ease knowing they were so well taken care of while we’re on vacation! I’m very happy with the service Chad provides!!”


About: I’ve taken care of many doggies and kitties in my last 10 years. I can walk them, feed them (any allowed treats will be given), I can administer their medication. I also take care of kitties! I clean litter boxes, feed them, play with them and give them premium chin scratches! It fits perfectly. I love to create a routine with regular walks and form bonds with the kitties or puppies! I am not afraid of any breed, they are all puppies in my eyes. I make them as comfortable as possible, I treat them with respect and love. I always follow the directions provided by the owner to the letter!
“Martha has been absolutely wonderful with drop-in visits for our <1 year old puppy. She, and occasionally her dog Charlie, have been great playmates with our pup. We trust her with our home and pup and have been super happy to do many repeat bookings with her!”


About: I do walking, snuggles, feed them, potty breaks and lots of play time! I do have a pet myself, but she stays home. I trained her all by myself. I taught her not to bark, lick the face, sit shake, stay fetch, and to love people. I'm a easy going person and I'm a animal lover myself! I hope to hear from you. I can start as soon as possible. You can also reach me at 7I also animal sit for my family and friends all the time. If you have any questions please feel free to call or text me. Thank you, Jenny M.
About: My husband and I are a team of active, educated individuals who love all types of dogs! My husband is a high school math teacher and I am a high school counselor. Working from home during summer has allowed us plenty of time to spend with our dog. We have a 5 year old Yellow Lab who still has the energy of a puppy! We keep up with all routine vet visits and our dog is caught up on all vaccinations including Bordetella (kennel cough). My husband and I live in town but have a large backyard to accommodate play time. We allow our dog on furniture and in our bed a night time..dogs don’t get the long, full life that is humans get, so we like to let him live it as a spoiled pup! We will love your dog like our own!

About: I’ve taken care of and walked many different friends dogs for almost 10 years while owning many cats for almost 15 years. I love caring for animals of all ages and sizes I currently work a flexible part time and this means I have ample time to care for your pets, or as you may consider them your family I love pets and want to treat them with love and kindness, I have cared for many animals always doing my best to be mindful and punctual as well as patient
About: I offer dependable, loving care with a strong focus on keeping pets comfortable, safe, and happy in their own routines. What sets me apart from other sitters is my patience, attention to detail, and ability to adapt my care to each pet’s personality and needs. I have experience caring for dogs and cats of all ages, including playful puppies and senior pets who need extra time, gentle handling, and close monitoring. I’m comfortable reinforcing basic puppy training such as leash walking, crate routines, and positive-reinforcement commands. For senior pets, I pay close attention to mobility, medication schedules, special diets, and any changes in behavior. I pride myself on clear communication and reliability, providing regular updates and photos so pet parents feel confident and at ease while they’re away. Your pet’s safety and well-being are always my top priority, and I care for every animal as if they were my own. Pet care fits seamlessly into my routine on Friday afternoons and throughout the weekend. I’m available starting Friday afternoon and fully available on Saturdays and Sundays, allowing me to provide attentive, unrushed care. I can accommodate walks, drop-in visits, feedings, playtime, and medication needs while keeping pets on their normal schedules. Because this time is dedicated to pet care, I’m able to offer consistent companionship and reliable care through the weekend. Safety, trust, and comfort are always my top priorities, whether pets are staying in my home or I’m caring for them in their own. I take time to learn each pet’s routine, preferences, and any special needs so they feel secure and well cared for. In my home, I provide a clean, calm, and pet-friendly environment. I closely supervise pets, keep doors and outdoor areas secure, separate pets when needed, and remove any potential hazards. I follow feeding schedules, exercise routines, and any training guidelines provided by pet parents to ensure consistency. When caring for pets in a client’s home, I respect their space and follow all instructions carefully. I maintain the pet’s normal routine, ensure food and water are fresh, secure doors and gates, and practice safe leash handling during walks. I monitor pets closely for any changes in behavior or health and communicate promptly if anything arises. In both settings, I prioritize clear communication and provide regular updates and photos so pet parents can feel confident and at ease while their pets are in my care.
About: I grew up with two big dogs. I have pet sat many times for all kinds of animals, and I really enjoy taking care of them. I will be going to the UofM this fall for animal sciences, but I will be staying in the forest lake area! I am currently working part time, so I have plenty of time for your pets! And animals really are my passion and I would take a high importance of care over your pets! And $20 off your first booking with me! I can take care of your pet in your home or outside only, I can not bring them into my home becasue I live with other people. But I will gladly adjust to your expectations and needs for your pets!
About: I’m home throughout the day so they’ll always have company, supervision, and care. After adventures, I make sure pups are clean with a calm environment. I’ve had beagles my entire life- Milo is a rare calm dog who needs a bestie. I work from home so I’ll have a lot of time for your furbaby! Your dog gets a safe, active, and loving environment with constant supervision and plenty of attention. Your dogs safety and comfort are my top priorities. While I don’t have a fenced yard, I use a secure leash setup in a large shared outdoor space for safe, supervised hangouts.

About: I had a red lab growing up named Hobie. He was the sweetest dog ever! I love dogs and cats both. I have owned a cat before and love them as well. I’m fun and friendly and love treating animals like part of the family! I love going on long walks with dogs and meeting new friends at the dog park!! I work remote from home so I can spend all day with your pet! I enjoy going on walks and runs and going to the dog park also!! I live in an apartment with a dog park and also have all cat supplies at my homes. I am easy going and friendly. I put the pets needs first and make sure to give them lots of love and attention!
About: My lifelong passion for animals began on our family’s organic dairy farm in Menomonie, Wisconsin, where I learned the dedication required to care for animals of all sizes. Over the years, we have opened our hearts and home to our friends' pets, gaining extensive hands-on experience with everything from energetic dogs to gentle bunnies. As a homeschool family, someone is almost always home to provide continuous love, attention, and structured care. We spend plenty of time outside so your pet will have lots of opportunities to exercise and spend time in the sun. Your pet will enjoy full access to our house and a large, securely fenced yard perfect for safe outdoor exploration. Located in a peaceful, dog-friendly neighborhood, we offer a warm, reliable, and attentive home-away-from-home where your pet will be treated like family.
“Kendra is very professional and so easy to talk to. Our cats took to her quickly and seemed to enjoy her being around. She sent pictures and video which was reassuring. Would definitely ask her to pet sit again.”

About: I’ve been raising, training, and caring for all breads of animals since I was 5 years of age. Family, friends, and neighbors have trusted me with the fluffy family members! From bathing and play time to, Training and exploring. Along with fun overnight sleep overs. I’m building my new years schedule now and pet care is my priority so plenty of room to reserve your ideal times and care needs. I have a list of many professional & personal references available upon request. I am very familiar with in home services as I have nannied extensively. I love the outdoors and have been caring for animals since I was 5. I have a lard yard, on bald eagle lake along with a dog park in walking distance with many walking trails, I have a furry friend (Rogan) new 1 year and 7 months old husky mix , along with a very calm out door cat. All pets can easily be crated if needed, they love to play and are very friendly with all animals.
About: I have had dogs and cats all my life. We welcome your fur baby to our Home Away From Home! My family and I will care for and love your fur baby while you are away. Whether it be overnight, drop ins or going for walks, we will care for your pet with love! Your pet will love it here as we have many acres to explore, walk and play fetch with a ball or toy. All of our animals are up to date on shots and other preventions and I would ask that your dog(s) meet this requirement as well so that all animals can stay healthy and happy. Rest assured that your fur baby will be well taken care of while on “vacation”.
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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Osceola.
Rover makes it easy to find Osceola dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.





