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 have taken care of dogs of all ages, sizes, and shapes! I love animals large and small and I have dog sat for my neighbors since middle school. My dog is 7 years old now and is my heart. My family and friends call me a dog whisperer because all dogs love me!! I work during weekdays and can move my schedule depending on the needs of the dog. I have a pretty flexible schedule other than during weekdays. I follow the instructions of pet parent requests. Closing bathroom doors, crating, and feeding per instructions given to me for the safety of the animal. Any special requests I am more than able to provide.
About: I have experience caring for dogs and cats of different ages, personalities, and energy levels, including senior pets. I provide walks, drop-ins, feeding, playtime, overnight care, and personalized attention. Pet care is an important part of my weekly routine. I keep my schedule flexible so I can dedicate time to walks, drop-ins, sitting, and providing consistent, dependable care for each pet. When caring for pets in a client’s home, I follow their instructions and routines closely, keep pets supervised and secure, and maintain a clean, calm environment. I treat every home with respect and provide regular updates so owners know their pets are safe and comfortable.
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: 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.
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 my own German Shepherd I have had since she was 6 months. As well as having been around dogs a good portion of my life, I do my best to be what she needs I work very part-time at a dominoes, usually only 4-8 hours a week, i do have appointments on Tuesdays, lasting only about 2 hours so I am always home and have plenty of time for your beloved doggos I do not have a fenced yard, but I do have a firmly secured tie-out and extra leashes for outside potty breaks and/or walks, as well as a 5 year old German Shepherd (she is spade) Who is very happy and animal friendly
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!
“Ciboney was great with Kylo! She was easy to schedule with and was always on time to check on him. I would highly recommend and will used her again in the future when we go out of town. Thanks again for helping us!”
About: I have spent my whole life with dogs, caring for our family dogs over the years and dog sitting for friends. I enjoy going on long walks and would love to have a buddy join me, big or small. I’m a graduate student and tend to be available either before 9am or after 5pm. I spend a good amount of time working from my apartment but sometimes have to unexpectedly run into the lab. I’m typically more free during the days on the weekend. I live in an apartment, and will not be able to host dogs here. the apartment is dog friendly so there is a chance i could bring a dog over temporarily, but not overnight. (though I wish i could!)
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 dogs and cats! People relied on me to take care of their babies and I did it effectively and with love❤️ I work a full time job but I work 4 days on - 4 days off so I am available during those days off to help! I know many dog parks that is something you’d be comfortable with your pet going to! I could bring my pups as well if you are comfortable with that
About: I’ve taken care of dogs and cats for 4 years now! I’m comfortable with staying in your home for overnights or just visiting during the day for walks and play time! Willing to travel to wherever you’re located. I currently have a part-time job, where I work Monday, Tuesday, and Friday. I am able to meet your pet(s) both before and after work, and if I am currently sitting, I make your animals a priority in my routine! Whether you want me at your home or just to stop-in, I will promise you your fur babies will receive excellent care. At this time I can only care for animals at the clients home! I will follow all instructions given to me and I always communicate with the client on a daily basis on how your pets are doing!
About: I have experience caring for dogs, cats, birds and a wide variety of other animals. I’m excited to meet your pet and provide them everything they need! As a student in wildlife biology I have a fairly flexible schedule. Please contact me about days that are not immediately listed on my profile. Walks, cuddles, feeding, playing, medicating, cleaning up after, and general husbandry/enrichment are just the start of what I can provide for your pets. Please let me know about any particular services you may need!
“Our dogs are happy when we leave so they can have their BFF Sharron come to play! Wipes away the guilt of being away when they feel like they’re on their own vacation.”
About: Hi! I’m Becky, a lifelong dog lover who knows that every pup deserves attention, exercise, and love while their people are away. Whether it’s walks, playtime, or cozy snuggles, I’ll make sure your dog feels safe, happy, and cared for—just like they’re my own. I’m reliable, patient, and can adapt to any dog’s personality! Pet care fits perfectly into my routine because I’m currently not working and have a very flexible schedule. I have plenty of time each day to give dogs my full attention—whether that means long walks, playtime, or just keeping them company. Caring for animals brings me joy, so I love being able to dedicate my time to it. I treat every client’s home and pet with the same care and respect I would my own. I follow your directions closely for feeding, walks, and routines to make sure your pet feels comfortable while you’re away. I always clean up after the pets, lock up properly, and keep you updated with messages and photos so you can relax knowing everything’s going smoothly.
“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.”
The median cost per visit for dog sitting in Osceola is $20
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
1. Search
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Popular requests for dog sitting - Osceola
Select a filter and find qualifying sitters offering dog sitting.Sitters in Osceola average 5 repeat dog sitting clients
FAQs for Dog Sitting - Osceola
Frequently asked questions about Rover
The average cost of Dog Sitting in Osceola on Rover is $19 per visit as of September 2026. Most bookings cost between $17 and $21 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of September 2026, there are 1,159 sitters on Rover offering Dog Sitting across Osceola. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
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:
- 90% of sitters can help with special care needs
- 98% 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.
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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