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

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Top rated Osceola pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Thanks so much, Emily & Ryan! We appreciated all the picture updates, and Calvin obviously had a wonderful time. You guys were always quick to respond, helpful, and flexible. We hope to book again in future.”

“Kevin was amazing with our 8 month old bernadoodle. He was great with communication and we knew our dog was in good hands. We appreciated the frequent updates and photographs. We will definitely be using Kevin again in the future!”

“Jennifer was very accommodating & we made a last minute booking & got the meet in greet in to make sure her doggies & ours was compatible. She welcomed us with open arms & let our dog check things out & then meet her doggie. Our dog felt comfortable & so did I & the doggies had the same energy level as ours is a boxer. Well they played & played. Loved the picture updates & video. They loved our dog like their own. She could sit on the couch with them & even sat on their laps. The fence in yard makes you feel at ease & took daily walks. We will be back. Thanks for loving our doggie & making it a stress free time away.”


“Mathew and Migchalee were fantastic watching Rudy! Updates with photos/videos were given daily which helped ease any worries and concerns on how my pup was doing. They took very good care of him; wouldn’t hesitate using them again if needed!”


“Pamela is fantastic! Knowledgeable, empathetic, wonderful with my dog. I was anxious about having to leave my rescue dog with a sitter. Pamela took fabulous care of her. I so appreciated the updates and photos of how my dog was doing. Pamela is THE BEST!”

“Kyle watched both my dogs for a late spring break trip. I booked him a little last minute and he was readily available for help answering any questions or concerns before and after our booking. He even offered to meet up before to see how my dogs interacted with his. He sent me a few pictures and provided daily updates on their behavior. I would book him again.”

About: There has never been a time in my life that animals weren’t around. Have been around dogs,cats, birds, and snakes my whole life. I’ve always owned pets! I work as an artist which means that ultimately I do make my own schedule. I can be as flexible or busy as I wish! I truly understand the importance of pets in a home & the role that they play in their owners life. I give all pets the attention, love & care they need
About: Lifetime pet owners of cats and dogs alike, Maeve and Jason have shared decades of pet-sitting duties for friends and family and all that entails from crate training to medication administration. We have flexible schedules, reliable transportation with dog seatbelts, a large wrap around fully fenced-in yard, and several forested acres with private nature trails to share with your best friend. Maeve is a WFH graphic designer and Jason is a self-employed carpenter living with our two sweet velcro cavalier king charles spaniels — Cricket & Disco. We have very flexible schedules with lots of love and attention to spare. We can easily break away for walks and drop-ins. We live across from Eagle Lake with a large wraparound fully fenced-in yard overlooking 15 private forested acres with trails for leashed nature walks. We have oodles of experience walking, camping, hiking, swimming, and playing with dogs in all environments and elements. Crates and gates are available if your best friend needs their space, but everybody is allowed to make themselves at home. We have lots of cozy nooks and beds. We work to ensure smooth introductions. Our home is very dog-friendly but to that end, kept very clean. We do tick checks and our girls are always up to date with their vaccinations and preventative meds. JIC, we have reliable transportation and are not far from Michiana Veterinary Hospital. We are also able to drive to your preferred vet.
“Leigh was AMAZING. She was perfect for my Mazzy who is a wild puppy and Leigh taught her so much! Mazzy came back happy and had learned some new commands! I am so thankful because Leigh crate trained Mazzy too so when she came home to her new crate, she walked right in! No issues! Thank you Leigh so much and I will recommend you to everyone I know!!”


“Michaela did an amazing job watching our fur-baby, Holly. She sent pictures and provided updates; she had amazing communication! I was afraid to leave Holly with a “stranger”, however, Holly loved staying with Michaela! And we felt completely at ease after meeting Michaela, she loves all animals. I cannot stress enough how great the experience was with Michaela, we will definitely be using her in the future! If you need somebody to love your spoiled pup while on vacation, I HIGHLY ENCOURAGE you to contact Michaela, you will not regret it!!”

“Kayla was awesome! She took care of our puppy like he was her own! Vedder had so much fun playing with the other dogs and her home was well equipped for his stay! I hope she will let him come stay again! ?”

“Haley is AMAZING! She took care of my 15 week old puppy last minute, and was super communicative. She sent photos and updates, as well as took him to socialize and made sure he was well taken care of. THANK YOU!”

About: Dog walking and overnights! I have years of experience caring for animals of all types (including farm animals). I am a reliable and trustworthy mom and fur mom that works full time in the community and is looking for a fun side job :) I work full time but have a very flexible schedule! Message me and let’s chat to figure out what days/times are needed. Our family would provide your dog all the love and attention they need! I have raised and cared for dogs, cats, horses, goats, chickens, ducks, donkeys and misc small pets. Our family is without a dog right now. We recently lost our Zeke and aren’t wanting to rush into another dog. We have lots of love to give.
“Krista was awesome, from the pre-stay visit to the pick up. Very much appreciated were the pictures sent during Hooper's stay. Would highly recommend Krista to care for your furry loved one.”

Osceola pet parents share their Rover experiences
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Select a filter and find qualifying Osceola sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Osceola.
Rover makes it easy to find Osceola pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their 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 pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.











