Dog Boarding Osceola
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 135 pet parents in Osceola have booked dog boarding
Osceola, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Paul and Kelly (and kids) did a great job caring for our puppies. When we arrived for pickup, our puppies were happy and energetic. Paul and Kelly were very receptive to following our dogs’ schedules. We will definitely take them back to Paul, Kelly and the kids!”
“This was my second time booking with Leandra and mark. They took such good care of my dog Berry. Leandra keeps you updated and responds back fast. They will forever be who I trust my baby with!”
“Lindsay was amazing!!! Leroy had a great time with her! She sent lots of pictures of my boy running around in the yard and hanging out with the other pups. Would totally book with her again! Thank you!!”
“Betty’s home is safe and secure for your pet. It was the first time in 6 1/2 years our dog Clover has stayed outside our home while we were out of town. It was comforting knowing she was being taken care of by Betty. We appreciated the contact and photos from Betty while we were traveling.”
“My husband and I needed to find a place for our small Sheltie, Sundance, when we flew to Oregon. We were very pleased to find Josie to watch him for this extended stay. He was happy the moment we arrived as Josie gave him lots of love and enticed him to play. It’s always hard to leave our pup, but my worries were relieved and I felt confident leaving him in Josie’s care. Highly recommend Josie if you need someone to take care of your pup .”
“Kind couple with 2 cute dogs. Sent updates and listened to instructions. My dog was so happy and had so much fun!!!! So glad I found this family!! 🙏 will book again for sure!”
About: I have always grew up around dogs in my home and friends, family home. My grandma used to foster dogs and she taught me a lot I know about them including but not limited to administering shots and medications. I currently work full-time. However, the dog door and fenced in yard allows your dog to be out and roam freely while I am away. I am also okay to crate your dog if that is what you would prefer. When I get home it's usually clean, play, and dinner time. As the night goes on its movies and cuddles. I have a fenced in yard and a doggy door to let your dog(s) run around outside and play during the day freely as wanted. I love to take walks in the nice weather with the dogs and play fetch out in the yard. I have an indoor camera and outdoors cameras to keep eyes when I'm not home.
“Faith and her Family are great! I’ve felt so comfortable leaving my fur babies with them! The photos and videos I got daily showed how much they enjoyed and cared for them while they were there. I will definitely keep faith as my go to when I need a pup sitter!”
About: I've been caring for dogs for over 10 years and have experience with dogs of different breeds, sizes, ages, and personalities. As a dog owner myself, I know how important it is to have someone you can trust caring for your pet while you're away. I'm comfortable with feeding, walking, playtime, bathing, and following each dog's normal routine and care instructions. My goal is to make your dog feel safe, comfortable, and at home while they're in my care, while also giving you peace of mind knowing they're being well taken care of. As a stay-at-home mom, pet care fits naturally into my daily routine. I'm home throughout the day, which gives me plenty of time to provide pets with attention, playtime, walks, potty breaks, feeding, and companionship. I have a flexible schedule and can easily adjust to each pet's normal routine and needs. Your pet won't be left alone for long periods and will have someone around to make them feel comfortable and cared for while they're away from home. Safety and trust are extremely important to me when caring for someone else's pet. I make sure pets are supervised, comfortable, and given plenty of attention while in my care. I carefully follow each owner's instructions regarding feeding, routines, walks, medications, and any special needs. I also understand that every pet has a different personality, so I give them the time and space they need to feel comfortable in a new environment. I want every owner to have peace of mind knowing their pet is safe, happy, and being treated like part of the family.
“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!”
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).
“Hailey and her fiancée are amazing! They kept our fur baby for two weeks (the longest we have had to leave him) and took such great care of him. They’re true dog lovers and I didn’t have to worry about our pup at all. Will definitely use them again!”
The median cost per night for dog boarding in Osceola is $40
Dog 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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog 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 for dog boarding - Osceola
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osceola average 16 repeat dog boarding clients
FAQs for Dog Boarding - Osceola
Frequently asked questions about Rover
The average cost of Dog Boarding in Osceola on Rover is $39 per night as of October 2026. Most bookings cost between $27 and $53 per night. 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 October 2026, there are 129 sitters on Rover offering Dog Boarding across Osceola. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Osceola can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Osceola home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Osceola.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Osceola sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 IN ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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