Pet Boarding Osceola
Find a loving Osceola pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 24 pet parents in Osceola have booked pet boarding
Osceola, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Casandra is so great with our pups. She has taken care of our elder bichon and our puppy and now teenaged cavapoo. The dogs love her and her family and they take such great care with them. She and her family spend lots of time outdoors and playing with the pups and snuggling too. They always come home happily worn out. Cannot recommend enough!”

“River had the best time with Sherin and their pups! He left just as happy as when he was dropped off and has turned into a lazy lump ever since getting home. They have a lot of outdoor space which River loved. Would recommend :)”

About: Hi there! I’m a longtime dog lover, mom of three, and an experienced pet sitter who firmly believes dogs are family. I’ve grown up with dogs of all sizes and personalities and genuinely love getting to know each pup’s unique quirks. My home has one friendly dog of our own, so your pup will have a furry friend around. I live in a townhouse with a small yard, but that doesn’t stop us from getting outside. Daily walks, playtime, fresh air, and plenty of couch cuddles are all part of the deal. I’m also comfortable administering medication in pill form when needed. With three kids ages 6–11, patience, flexibility, and a little chaos are basically part of my daily routine. 😉 Most importantly, I’ll treat your pup like one of my own, keep you updated with photos, and make sure they get plenty of love while you’re away. Since I work from home, pet care fits really naturally into my daily routine. I’m home throughout the day, so I’m able to give pets plenty of attention, let them out as needed, and work in walks and playtime around my schedule. I also have flexibility throughout the day for feeding, medication, potty breaks, and extra cuddles. My home is a safe, comfortable, and pet-friendly environment where your pup can feel at home while you’re away. I have one friendly dog of my own, and I’m happy to provide a meet-and-greet beforehand to make sure everyone is comfortable. Since I work from home, pets get plenty of supervision, attention, and companionship throughout the day. I have a small townhouse yard for quick potty breaks, plus daily walks and playtime for exercise and enrichment. I also have a designated quiet space where a dog can take a break when needed, whether that’s behind a baby gate or in their crate—whichever you and your pup are most comfortable with. I’ll follow your pet’s normal routine as closely as possible, including feeding instructions, medication needs, and any special preferences you provide. My goal is simple: a happy, safe pup and a pet parent who feels completely comfortable while they’re away.
“She was fantastic with the dogs. Dogs were a challenge at times. Cooper and Ranger has never been in a fenced area and like to bark alot at unfamiliar things happening around them. We live in an area with no neighbors. I would use her again in the future if it would be acceptable to her.”

About: My friends know me as the dog lover! What sets me apart is that I’m very attentive and genuinely care about making each pet feel comfortable and loved. I take the time to learn your pet’s personality, routine, likes, and dislikes rather than treating every visit the same. I’m also big on communication—I’ll keep you updated with photos and messages so you can relax knowing your pet is happy and well cared for. If I’m not at church or Bible study you can find me at the dog park! 🐶🦮🦴🐾 Pet care fits easily into my daily routine. I have a flexible schedule that allows me to make time for walks, drop-ins, playtime, and plenty of attention. I’m active and enjoy getting outside, so I love having a dog to walk and explore with! I treat every pet and home like they’re my own. I’ll follow your pet’s normal routine, make sure they get plenty of exercise and attention, and give them lots of love while you’re away. I’m also respectful of your home and will keep you updated with pictures and messages throughout my visit. ❤️🐶
“We did a trial overnight and our Murray came home calm and content. As a senior dog he can take a little longer to settle down in new situations. Theresa and Mike communicated openly about how he adjusted.”

“Mary and her family were great with our dog, Shadow! She loved every moment of her stay. Mary provided us with photos or videos during her stay which was really nice to have. Would definitely recommend her home and services for friendly, sweet, and energetic dogs!”

“The whole family loves animals and knows how to keep a happy calm household. The fenced in yard has shade and places to play and explore. The human family can watch the canine family through the patio door too.”

“I had a great experience with Steffanie. She took excellent care of my dog. My dog was happy, comfortable, and clearly well cared for. Steffanie was reliable, caring, and easy to communicate with. I would definitely use them again and highly recommend them to anyone looking for someone they can trust with their pet!”

“Debbie & her family took care of Bella like she was her own. This is the second time Bella boarded with Debbie & Mike. Bella remembered her first visit with them; ran right up to the front steps. Debbie is very conscious of the care of your dog. Excellent dog sitter.”

“Connie was great with my little boy Winston, he just had a dental before he got to Connie's and he came home perfect. I will definitely use Connie P. again! Thanks again Connie...Winston and Suzanne”

“We highly recommend Chee and Ju for all your pet sitting needs! From the start, they were very accommodating and kept us updated with photos throughout the four nights Bentley was with them. We appreciate everything they did for us and will definitely use them again. Bentley was well loved and got plenty of attention and exercise!”

“Ghillie had another great stay at "Camp Emilie." Communication is great and pick up and drop off seamless. He's already booked again. It's great to have peace of mind that he's having a great time while we are away.”

“Nathan and his family are amazing! We got updates, and by Freddy behavior was loving and cool! They are amazing, and your dog is being taken care of! I would recommend a 1000 times! Freddy played, engaged, and it was a happy boy!”


About: Hi! I’m Ash! I’m a stay-at-home homeschool mom with two kids and a lifelong love for dogs. I’ve had six dogs throughout my life, so I have lots of experience caring for them and understand just how much they become part of the family. We are huge animal lovers—the kind of family that stops to pet every dog we meet! 😂 Being home homeschooling means I’m around throughout the day to give your pup plenty of attention, potty breaks, walks, playtime, and of course lots of snuggles. My kids are animal lovers too and are so excited to help with walks, playtime, and giving our furry visitors plenty of love and attention. We genuinely enjoy having dogs around and would love the opportunity to spoil yours while they’re with us. I provide plenty of photo updates so you never have to wonder how your pup is doing! Our goal is simple: for your dog to feel safe, happy, loved, and like part of our family while they’re in our care. ❤️🐾 Pet care fits naturally into our family routine. We are all home during the day. We typically enjoy morning and evening walks as a family, weather permitting, and would love to bring your dog along! We do have occasional evening sports, so your pet may be crated for 2–3 hours during those times. Otherwise, we are home often and between my husband and I and 2 kids ages 11 & 13 they’ll have plenty of attention, activity and family time. We truly believe pets are part of the family and will treat yours with the same love, respect and care we would want for our own. We’ll follow your pet’s normal routines, boundaries and preferences so they feel safe and comfortable in our home. We are a family that loves affection, walks, playtime and snuggles, but we’re also happy to give your pet space if that’s what they prefer. We live on a quiet street on a lake, providing a peaceful environment with plenty of opportunities for walks and outdoor time. Your pet’s safety and comfort will always come first.
“Kathryn and her family did an excellent job of watching my 2 year old golden retriever while I was away! Kathryn is on top of things and flexible, and they welcomed Reno right into their home. Some things I appreciated: Kathryn commutated everything very well! Her home has a super friendly dog who can play with your dog. She sits one dog at a time from different families, which tells me she is prioritizes more focused individual care. Their backyard is fully fenced. And her family is great with animals! I felt very comfortable leaving Reno here, and he came home calm, content and nicely tired. I would love to have Kathryn watch Reno again in the future—her family is a perfect match for him!”

About: Mature adult with over 40 years of experience caring for pets. Fully fenced in yard. Flexible options available. Willing to take multiple pets. Currently no pets in home. I currently work in the office 3 days a week, and from home Mondays and Fridays. I am flexible for drop off or pickup on those days. Our yard is fully fenced in with a 5 foot chain link fence. I offer personalized care for your pets from feeding to play time. Will take walks depending on the weather.
About: I just recently had to put my 14.5 year old Yorkie Poo to rest. I miss having a buddy at my house but not ready to take on another animal full time yet. I supported my dog through pancreatitis, congestive heart failure and other health considerations. We had him since he was a couple months old until his golden years. I have watched family members, friends, Rover friend's and neighbor’s dogs and always treat them like my own! Additionally, I have stopped into cat owner's homes to check in on them, clean the litter box, feed/water them, and spend time with them! I currently work from home as a Master’s level Social Worker and have very flexible hours. My children are very comfortable and respectful to animals. My children are at school during the day and will be home during the summer months. The pet would be with me with most of the time, outside of errands, etc. *Please reach out in a message regarding availability! My availability changes and I would like to give you the most up to date information! Thank you!* I currently do not have any animals in the house. I can take the dog on walks and out to use the restroom throughout the day as I do not have a fenced in yard. I have a large yard if your dog can be trusted off leash with supervision. I love to have dogs snuggle, so they are just like any other family member, allowed on the furniture. I will be home to either schedule feed, have them graze eat or kennel as requested.
The median cost per night for pet boarding in Osceola is $45
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?
Cashless payments
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.
How to book pet boarding

1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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Popular requests for pet boarding - Osceola
Select a filter and find qualifying sitters offering pet boarding.Sitters in Osceola average 13 repeat pet boarding clients
FAQs for Pet Boarding - Osceola
Frequently asked questions about Rover
The average cost of Pet Boarding in Osceola is $44 per night as of October 2026. Most bookings cost between $31 and $54 per night. On Rover, 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.
There are 626 sitters on Rover for Pet Boarding in Osceola. About 92% of Osceola sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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 , 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 .
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.


