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

Over 130 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.
“Your companion is in good hands with Jennifer and Larry! They sent regular updates and photos that kept me at peace. My dog had a wonderful time and I could tell that he was well cared for and in a healthy space. Thank you Jen and Larry!”


“Michaela was amazing! Parker was walked regularly and played with her two dogs and she shared numerous photos of his stay! He was very happy to see me when I picked him up and she had all his stuff together.”

“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!”

“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: 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.
“Cassandra did a fantastic job taking care of Roxy while we were gone. She even sent updates every few days. We will definitely use Cassandra again if she is available. Thank you!”


“Jack had a great time during his stay. Lots of walks and belly rubs, and thoughtful care by Pam. She was very kind and because of her hospitality and accommodation we all had a great stress-free stay in South Bend.”
“Absolutely amazing with our pups. Loves them like her own and will accommodate to anything they may need. Eases them into socialization if they aren’t used to it and helps “train” them if needed. Will definitely use her again!!”

About: Hi there!! I love both dogs and cats, and look forward to taking care of them. I've had many pets growing up. Habló Español también. As of right now I am available and flexible on time as school is out. I have been trying to find a second job, and would much rather prefer this to be my 2nd job as I enjoy going on runs with my dog and hanging out with my furbabies (I also have 2 cats). Why not make money while having fun and meeting new furbabies? I live near downtown Elkhart (heading towards Bristol). I live in a very safe and quiet neighborhood where there is plenty of space to walk, run, and enjoy a large field of grass (if allowed to be off leash).

“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!”

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: I worked as a pet-sitter in the Goshen area during college. I have experience with older dogs and multi-pet households. I’m happy to keep as close to your regular schedule as possible. I’ve just graduated from UND with my MFA and I am looking for a little extra income as I adjust to life post graduate school. My days are totally flexible and I am happy to work around your preferred schedule. I’ve accommodated picky eaters and older pets dealing with incontinence. No matter what the situation is, I’m ready to dive right in and make your pet feel as comfortable as possible.
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.
About: My heart is with the animals. My gift is with the animals. I guarantee my heavenly job is with the animals. I have over 20 years of experience with both aggressive and non aggressive breeds. I’ve owned and rescued, fostered and everything in between!!! Let me be your pets new best friend! Right now I’m rearranging my life to do what makes me happy. I want to wake up and do what gives me joy and that is taking care of animals. I have a cane corso and 1 pit bulls. If I can care for these boys then I can care for ANYTHING! I’ve much experience with bully breeds and non bully breeds. I understand and recognize behaviors and what they mean. I guarantee your pet will be safe with me. Safe, happy and loved!!!
“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!”

“RA and Steven were fantastic! I did receive a daily photos and text updates about their walks and Dog Park adventures with my dog Parker and would highly recommend them for anyone considering dog sitting services!”

The median cost per night for pet boarding in Osceola is $40
Pet parents share their Rover experiences - Osceola
Dez and Nick were PHENOMENAL dog sitters. I have a pretty tight bond with my Winston and felt super comfortable leaving him with Dez and Nick. They have a beautiful clean home and treated Winston like he was their own while we were gone. I received multiple pics and videos throughout each day so I felt like I knew what Winston was doing at all times even though I wasnt with him. I think Winston may have even been a little sad to leave them because they treated him so well. I would absolutely use Dez and Nick again when I need a dog sitter for my Winnie they were great!

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.
Meet local sitters who will treat your pets like family

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
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Osceola sitters!Sitters in Osceola average 15 repeat pet boarding clients
FAQs for Boarding - Osceola
Frequently asked questions about Rover
The average cost for Pet Boarding in Osceola on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .
There are 140 sitters on Rover for Pet Boarding in Osceola. About 91% 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 Meet & Greet 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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 .
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 IN 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.
Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.









