Dog Sitting Osceola
Book a Osceola dog sitter to watch your dog in your sitter’s home or yours.
Over 4 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: I’ve worked at a dog kennel for almost 4 years, so I know how to take care of dogs! I’d love to help you with your pets! I have a 4 year old pitbull of my own I’ve been taking care of for the past 3 years! I work at a dog kennel everyday and help take care of lab puppies from birth- 8 weeks old I have a fenced in yard and a very friendly pitbull/bulldog mix that loves to play and meet new friends and would love to keep your dog company
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: 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!
“I’m so happy we were able to have Martha watch Eddie. She did such a great job with him. Martha kept us updated and made sure that he was having a great time. She was so accommodating and it was nice knowing our pup was getting great care while we were away.”
About: I have owned dogs most of my upbringing and early adulthood. I now have more free time to help others take care of their dogs without worry. I work a part time waitressing job, mostly in the afternoons. So I am free all day long while you are at work. I am able to flex and change my schedule for you! I am free to watch your dogs in your home so your animal knows its environment is safe. I am also free to just pop over and take your dog for a long walk.
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: Have a family of 3 dogs and 2 cats and my family and I love our messy and hyper fur kids, no matter the situation we do research to avoid getting our fur kids sick and keep them feeling loved and relaxed :) I graduated from college this past summer and am working part time jobs so I have time to take care of friendly pets of any kinds and more than happy to house sit as well for any vacations! We have a fenced yard and we have a crate to put them in when they are doing naughty behaviors like digging through the trash or grabbing things (like food on the table) when they aren’t supposed to. I take them on walks and give them toys to play with as they love tug of war and enrichment toys to keep them busy while we are otherwise we cuddle and watch tv on the couch in my free time.
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!
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: The two loves of my life were my dog, Abby, and my dog Bronx. Abby was a Siberian husky and Bronx a 15” lemon beagle. Bronx was part of my life for 20 years and just recently passed. I honestly can’t imagine a life without animals in it, and one day I wanna be able to reflect back on my life, knowing that I did as much as I could to help as many animals as possible, which is why becoming a part of ROVER is so appealing. I have an incredibly flexible work schedule that will enable me to schedule my work hours around my hours caring for animals. I truly believe that animals are every bit as important as we are, and I think pet owners will be able to rest easy, leaving their pets in my care, knowing that their health and safety will be of the utmost importance to me! I have a two-story condo that they would be able to spend most of their time in with me. I also have a heated garage that I’ve converted into a safe and comfortable area for animals to play in. In addition to that, I live in Woodbury, literally surrounded by parks, full of walking paths that will be ideal for a dogs exercise. One thing I would like pet owners to know is that I’m not doing this for the money, I’m doing this because I’m newly single and alone and can’t think of anybody better to spend my time with than animals in need. I wouldn’t just be some dog watcher, I would be their friend that plays with them and loves being with them.
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”.
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: I have five years of experience caring for dogs, cats, and small animals for friends, family, and neighbors. I also grew up around animals, so pet care has always been a natural part of my life. I love making sure each pet feels safe, happy, and loved. Pet care fits easily into my day because I’m home and available throughout the day. I enjoy giving pets the time, attention, and care they need to feel happy and comfortable. I make pets feel safe and loved by following their routine, giving them playtime, attention, and keeping their space clean. Whether in my home or theirs, I make sure they’re happy and comfortable.
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.
The median cost per visit for dog sitting in Osceola is $20
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- 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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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 Osceola sitters!Sitters in Osceola average 5 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 $19.03 per visit (as of July 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 July 2026, there are 1,179 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:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% 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.
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